Home Vacation Rentals By Owner In Bend, OR

Showing 280 Of 1344 Vacation Rentals
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Exceptional(4)

$268.64

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Condo

Woodland View, Deck, BBQ, Upper Level Bend Condo w/ Resort Hot Tub and Pool

Bend, Oregon, United States

Bend Comfy Condo - Ski House 235 - Meredith LodgingbrbrRelax and dine overlooking woodlands on the deck of this upper-level condo, and you'll feel glad you made time for a trip to Bend. With easy access to town, Mt. Bachelor, and all the indoor and especially outdoor delights of Central Oregon, you'll find plenty to do while you stay in comfort and style in this two-bedroom condo. Sliding doors to the deck bring light into the living/dining room, with its gas fireplace and Smart TV. An updated kitchen makes it easy and convenient to dine in. A king bedroom is on the main level, and a bedroom with two twin beds up the stairs (can request to be converted to 1 King); both bedrooms have Smart TVs, and share a beautiful bath with a large glassed walk-in shower. Whether you plan to shop and dine in Bend or hit the links or slopes, Bend Comfy Condo is a great choice for a comfortable, cozy stay!brbrPROPERTY DETAILS:br brUPPER LEVEL: ENTRY LEVEL:brbrLiving Room: Smart TV, Gas Fireplace, Queen Sleeper sofabrDining RoombrKitchenbrBedroom 1: One King Bed, Smart TV brHallway: One Full Bathroom, Washer/DryerbrbrUPSTAIRS:brbrBedroom 2: Two Twin Beds (can request to convert to one King), Smart TVbrbr*Each home is individually owned. Amenities and furnishings are subject to change at any time.br*The community pool and hot tubs are managed by Mt. Bachelor Village HOA and not Meredith Lodging. Opening times, closing times and availability are controlled by the HOA and not Meredith Lodging.
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Sleep 6

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Exceptional(1)

$164.99

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Private Vacation Home

Hollinshead - Orchard District, Amazing Yard Next To Hollinshead Park w/Daylight Basement w/Billiards

Bend, Oregon, United States

Welcome to Hollinshead Haven, your serene escape in the heart of Bend. Nestled at the end of a tranquil Mid-Town cul-de-sac and backing onto the lush 16-acre Hollinshead Park, this 3-bedroom, 2.5-bath retreat is perfect for guests seeking a peaceful, long-term stay. Immerse yourself in the natural beauty and charm of Bend with seamless access to local amenities, dining, and shopping.brbrInteriorbr- Bright and spacious living area with plush seatingbr- Wood-burning fireplace for cozy eveningsbr- Large flat-screen smart TV for entertainmentbr- Open kitchen with modern appliances and ample counter spacebr- Deck with BBQ grill and patio furniture for alfresco diningbrbrBedroomsbr- Master Bedroom: King bed, walk-in closet, private bath with tubbr- Bedroom 2: Full bed, high-quality linensbr- Bedroom 3: Full bed, high-quality linensbrbrAmenitiesbr- Pool table and family room on the lower levelbr- Pet-friendly accommodations upon requestbr- Free WiFi throughout the homebr- Wood-burning fireplace for added warmthbr- Washer and dryer for conveniencebr- Secure garage parkingbrbrLocationbr- Situated in a quiet neighborhood at the end of a cul-de-sacbr- Adjacent to Hollinshead Park with off-leash dog park and community gardenbr- Close to coffee shops, restaurants, and shopping optionsbr​​​​​​​brDiscover the perfect balance of relaxation and adventure at Hollinshead Haven. Whether you're here for a family getaway or a retreat with friends, this home offers everything you need for an unforgettable stay. Contact Arrived today to reserve your spot in this idyllic Bend hideaway.
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Bath 2

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Sleep 6

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Exceptional(13)

$464.87

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Cabin

Tanner by AvantStay | Hot Tub, Fireplace, BBQ Grill | Modern Cascades Escape

Bend, Oregon, United States

A modern mountain home set amongst the Cascades, Tanner is an upscale cabin escape like no other. Take in the fresh air from the spacious deck, complete with a hot tub, outdoor table, and BBQ/grill. Clear space in the yard below features a cornhole setup perfect for friendly competition. Inside, Tanner boasts a sleek living room with leather couches, a TV, and a fireplace — an unbeatable spot for movie or game nights. Easily keep the bright kitchen stocked with convenient grocery shopping less than ten minutes away. Experience Bend like never before at Tanner: your contemporary Oregon escape overflowing with style and amenities!brbrAvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!brbrLocal Attractions: Bend Ale Trail, Mt. Bachelor, The Deschutes River Trail, Deschutes National Forest, Deschutes Brewery, Whitewater Park, Tumalo State Park, Pilot Butte Volcano State Scenic Viewpoint, Zydeco Kitchen & Cocktails, Benham Falls, Old Mill District Shopping, Drake Park and Mirror Pond, Bos Taurus Restaurant, Crux Fermentation ProjectbrbrAlong the Deschutes River in Central Oregon, rugged landscapes and scenic Cascade Mountains invite visitors to embrace endless outdoor adventure. White-water rafting, fishing, and rock climbing are great ways to enjoy the warmer months. Come winter, admire the views by mountain on skis, snowboards, or snowshoes. No matter the season, you won't want to miss dining at seasonal restaurants, touring the breweries, and socializing at the cocktail bars downtown.brbr*Home Truths:*br- Please note that we do not provide SHARC passes.br- This home does not have AC.br- This home allows up to 2 pets for a fee; undisclosed pets brought without AvantStay’s approval may result in a $500 fine per pet.br- Please note our occupancy includes an additional two beyond bed count. Trifold floor mattresses and additional linens can be provided upon request.brbrParking Details:br1 car garage.br3-4 cars can park on the driveway.brNo street parking is allowed.brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / Queen bed w/ ensuitebrBedroom 2 / Queen bedbrBedroom 3 / Queen bedbrBedroom 4 / 2x bunk bedsbr+ 2x trifoldsbrbr---brbrPlease note that the State of Oregon requires everyone over the age of 12 to wear face masks in indoor public spaces, including any communal facilities belonging to the Home Owner's Association that may be located near your home. We ask that you abide by these rules.brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrIDs will be requested for verification after booking. All bookings over 30 days require a security deposit.brbrWe report and prosecute all Credit Card Fraud.brbrAll bookings over 28 days require a security deposit to be charged after booking
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Bath 2

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Sleep 10

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Exceptional(8)

$404.73

/ Nightly
Private Vacation Home

Downtown Craftsman with Hot Tub

Bend, Oregon, United States

Unwind in your brand-new, private saltwater hot tub, now ready for you to enjoy! Welcome to our fabulous Craftsman, where historic charm has been thoughtfully blended with high-end modern comforts for a luxurious stay—set in what is arguably one of Bend’s very best locations. You’re perfectly positioned within easy walking distance to both Downtown Bend and the Deschutes River, including the beloved 1st Street Rapids Park and miles of scenic river trails.brbrThe main floor features a bright, open layout that flows from the welcoming front porch to the backyard patio. Gather in the living room around the classic Waterford wood stove, relax on the comfortable leather sofas, or enjoy a movie night on the large-screen LED SMART TV, which includes popular streaming apps such as Netflix, Amazon Prime, YouTube TV, Disney+, Hulu, Apple TV, and many others—simply log in to your favorite services and settle in.brbrThe gourmet kitchen is a chef's dream, fully equipped with a chef's refrigerator, gas range, and convection oven. We've stocked it with all the cookware and spices you need for a culinary adventure, along with thoughtful coffee amenities including a Cuisinart drip coffee maker, a bean grinder, and a French press, so you can start each morning exactly the way you like it.brbrRest is guaranteed in our three comfortable bedrooms, all furnished with plush European bedding. The main floor features two inviting bedrooms, while the beautifully finished basement serves as a private third-bedroom suite, complete with two single beds and its own dedicated full bathroom. This separate, lower-level retreat offers additional privacy and flexibility for families, children, or friends traveling together. In total, the home offers two full bathrooms, including one with a charming vintage clawfoot tub, plus a convenient laundry area.brbrThis home is thoughtfully appointed with features for every type of traveler:br- Private Saltwater Hot Tub: Soak your cares away year-round in your exclusive spa.br- Outdoor Stone Fireplace: Gather for cozy evenings under the stars, sharing stories and making memories by the fire.br- Dedicated Workspace: A quiet spot is available for you to catch up on emails or work remotely.br- Family-Friendly: We provide a Pack ‘n Play, children's books, toys, and dinnerware to make your family's stay easier.
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Bath 2

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Sleep 6

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Exceptional(104)

$589.78

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Private Vacation Home

New! Old Mill Lookout–Mountain Views, Fireplace, Dog Friendly

Bend, Oregon, United States

Perched above the Deschutes River with sweeping views of the Cascade Mountains, Old Mill Lookout offers the perfect blend of modern comfort and unbeatable location. Just steps from the Hayden Homes Amphitheater and minutes from the shops and restaurants of the Old Mill District, this stylish townhome is your front-row seat to the best of Bend.brbrStylish Interiors & Cozy TouchesbrStep into a thoughtfully designed living space featuring rich leather seating, a cozy fireplace, and a Roku-equipped TV—ideal for relaxing evenings after a day of adventure. A dedicated game table invites you to slow down with a game of chess or a puzzle night.brbrThe chef’s kitchen is fully equipped with stainless steel appliances, ample prep space, and a double basin sink—perfect for cooking in or entertaining with ease.brbrOutdoor Living with a ViewbrTake in stunning mountain and river views from not one, but two private balconies. Grill dinner on the gas BBQ or sip your morning coffee while breathing in that crisp, high-desert air.brbrBedrooms & BathroomsbrPrimary Suite (1st floor): King bed with an ensuite bathroom, soaking tub, standalone shower, and balcony access for ultimate relaxation.br2nd Bedroom: (2nd floor) King bed w/ private balconybr3rd Bedroom: (2nd floor) 2 double bedsbrbrExtras You'll Love:br-Private laundry roombr-Fast Wi-Fi for streaming or remote workbr-Garage + driveway parking (2 vehicles)br-Smart home technology for added securitybrbrLocation, Location, Location!br-Steps from Hayden Homes Amphitheater – walk to concerts & eventsbr-Minutes to Old Mill District – boutique shopping, dining & breweriesbr-Close to Bend’s best outdoor adventures – hiking, biking & river activitiesbrbrThings to Know:br-Roku streaming on 3 TVs (bring your login)br-4x4 may be required in winter monthsbr-Propane for the grill providedbr-This home is dog-friendly! We allow a maximum of 2 dogs max and the pet fee is $40/day (for a max $250 per stay)brbrWhether you're here for a concert, a weekend of outdoor adventure, or a relaxing retreat, Old Mill Lookout puts you right where you want to be.brbrBook your stay and experience Bend like a local—mountain views and all.
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Sleep 8

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$352.59

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Hotel Resort

Discover impressive restaurants and breweries!

Bend, Oregon, United States

ACTION NEEDED: Please send your Booking with -one- name (first & last) of the person who will be responsible for checking into your condo at the front desk as it appears on your/their ID. The front desk is required to view the ID at check-in and the name given by you must match the ID. ADDITIONALLY, please be aware that I need to know the person's name ON THE BOOKING REQUEST at the Time guest submits Booking, or Booking Request ( NOT on an inquiry ). PLEASE NOTE that; If no name is stated, the name on the VRBO Account that sends the Booking Request will be entered on the reservation -and- (name CANNOT be changed on the guest VRBO Account after the booking is accepted, in an attempt to avoid this requirement). PLEASE NOTE that there may be a fee involved for a name change once your Booking is accepted. Thank you!brbrIMPORTANT NOTICEbrTHIS WEBSITE'S AI HAS DEFAULTED SOME ENTRIES TO INCORRECT INFORMATION AND DOES NOT ALLOW ME TO MAKE CORRECTIONS. PLEASE CAREFULLY REVIEW ALL PROVIDED DATA AND DESCRIPTIONS BELOW.brbrTHIS CONDO IS LOCATED WITHIN A RESORT AND IN A MULTI-STORY BUILDING (AS SHOWN IN PHOTOS). THE FRONT DESK ASSIGNS THE CONDO AT CHECK-IN, SIMILAR TO A HOTEL, MEANING THE CONDO MAY BE ON ANY FLOOR. LISTINGS FOR COTTAGE, CASITA, OR SIMILAR ACCOMMODATIONS ARE NOT IN MULTI-STORY BUILDINGS.brbrTHIS RESORT IS FULLY HANDICAP COMPLIANT.brbrIf a pool is listed as an amenity, pool hours are typically 8 a.m. to 10 p.m. Outdoor pools may be seasonal in colder climates, and all pools/hot tubs require occasional maintenance.brbrI can accept a 1-night stay for a weekend night if the date is within 2 days. Otherwise, Friday or Saturday nights are a mandatory 2-night minimum stay meaning: Thursday/Friday, Friday/Saturday, or Saturday/Sunday.brbrThree Bedroom: King in master bedroom, queen in second, two twins in third and double sleeper sofa in living area. Maximum occupancy 8.brbr***Please review ALL details in each field***brbrThe Resort maintains a high standard through its maintenance, upgrade, and refurbishment program. As a result the unit characteristics may change from time to time and vary.brbrAt check-in, the resort Front Desk requires a $250 security deposit HOLD on a credit or debit card for potential damages. This HOLD will be released upon departure.brbrABSOLUTELY NO PETS ALLOWED! If you have a service animal, you must let us know in writing prior to booking.brbrUnit Amenitiesbrbr- Cable TVbr- DVD playerbr- Balcony/terracebr- Telephonebr- Fireplacebr- Iron and ironing boardbr- Hairdryerbr- Air Conditioningbr- Wireless InternetbrbrbrResort Amenitiesbr- 2 Outdoor pools (heated year-round)br- Outdoor children's pool (heated year-round)br- 3 Outdoor hot tubs (heated year-round)br- Fitness centerbr- Business centerbr- Barbecue areabr- Gift Shopbr- Miniature golfbr- Coin-operated laundry facilitiesbr- Saunabr- Ice-skating rink (seasonal)br- 2 Fire pitsbr- Equestrian center (seasonal)br- Whitewater rafting (seasonal)br- Activities centerbr- No ElevatorsbrbrbrLocal Activitiesbr- Cross country skiingbr- Downhill skiingbr- Snowshoeingbr- Dog sled ridesbr- Snowmobilingbr- Snow tubingbr- Golfbr- Fishingbr- Hikingbr- Mountain bikingbr- Mt. Bachelor br- Paddle boardingbrbrbrResort to Resort Mileagebr- Eagle Crest 23 mibr- Depoe Bay 196 mibr- Gleneden 204 mibr- Running Y 151 mibr- Schooner Landing 190 mibr- Seaside 254 mibrbrbrbrbrbrWorldMark Bend - Seventh Mountain Resort is an idyllic playground for sports lovers and adventure seekers. For snow-seekers this resort is the closest lodging to Mt. Bachelor, Oregon's most celebrated ski and snowboard area, just 14 miles away. Just steps from your door of this pristine resort you can explore the Cascade Mountains and the 1.6 million acre Deschutes National Forest and wilderness areas. Golfers will be spoilt for choice with five of the finest golf courses in Oregon close by. The charming town of Bend is only seven miles away, where you'll discover a delightful variety of impressive restaurants and breweries, along with a vibrant nightlife and growing arts scene. With 300 days of annual sunshine and breathtaking mountain landscapes, the high desert country of Central Oregon is paradise all year round.brbrbrbrHelpful HintsbrThis resort has no elevators. Some of the units are located on upper floors and are only accessible by stairs.brbrbrPopular AttractionsbrMt. Bachelor brPart of the Cascade Mountain Range, Mt. Bachelor is the most recognizable peak of the unforgettable Oregon landscape. At 9,065 feet above sea level, the mountain receives over 370 inches of snow annually. In summer, slopes turn effortlessly into stunning hiking and biking trails providing active pursuits the whole year through.brbrbrDeschutes BrewerybrOverlooking the wild and scenic Deschutes River is the home of an award-winning lineup of pioneering beers. Drop in to sample the beers and take a tour of the kettles and meet the beer-obsessed folks who tend them.brbrbrCrater Lake National Park brCrater Lake has inspired people for thousands of years. No place on earth combines a deep, pure lake, so blue in color, sheer surrounding cliffs almost two thousand feet high, two picturesque islands and a violent volcanic past. For a brief time each summer Crater Lake National Park emerges from winter hibernation to bask in summertime glory - viewing a dormant volcano with a magnificent blue lake within its crater is an experience not to be missed.brbrbrHigh Desert Museum brEncounter wild eagles, owls, an otter, bobcat, lynx, porcupine and other rescued animals in their natural habitats. Meet stagecoach drivers and pioneers from the American frontier. Experience both Native American and Western art and culture through fun and interactive exhibits.brbrbrAnnual FestivalsbrFebruary: Bend WinterfestbrbrbrMay: Pole Peddle PaddlebrbrbrJune: Bite of Bend, Balloons Over Bend, Deschutes Brewery Sagebrush ClassicbrbrbrJuly: Bend Summer FestivalbrbrbrAugust: JELD-WEN Tradition Golf Tournament
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Bath 2

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Sleep 8

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$320.84

/ Nightly
Hotel Resort

Visit Deschutes National Forest and wilderness areas!

Bend, Oregon, United States

ACTION NEEDED: Please send your Booking with -one- name (first & last) of the person who will be responsible for checking into your condo at the front desk as it appears on your/their ID. The front desk is required to view the ID at check-in and the name given by you must match the ID. ADDITIONALLY, please be aware that I need to know the person's name ON THE BOOKING REQUEST at the Time guest submits Booking, or Booking Request ( NOT on an inquiry ). PLEASE NOTE that; If no name is stated, the name on the VRBO Account that sends the Booking Request will be entered on the reservation -and- (name CANNOT be changed on the guest VRBO Account after the booking is accepted, in an attempt to avoid this requirement). PLEASE NOTE that there may be a fee involved for a name change once your Booking is accepted. Thank you!brbrIMPORTANT NOTICEbrTHIS WEBSITE'S AI HAS DEFAULTED SOME ENTRIES TO INCORRECT INFORMATION AND DOES NOT ALLOW ME TO MAKE CORRECTIONS. PLEASE CAREFULLY REVIEW ALL PROVIDED DATA AND DESCRIPTIONS BELOW.brbrTHIS CONDO IS LOCATED WITHIN A RESORT AND IN A MULTI-STORY BUILDING (AS SHOWN IN PHOTOS). THE FRONT DESK ASSIGNS THE CONDO AT CHECK-IN, SIMILAR TO A HOTEL, MEANING THE CONDO MAY BE ON ANY FLOOR. LISTINGS FOR COTTAGE, CASITA, OR SIMILAR ACCOMMODATIONS ARE NOT IN MULTI-STORY BUILDINGS.brbrTHIS RESORT IS FULLY HANDICAP COMPLIANT.brbrIf a pool is listed as an amenity, pool hours are typically 8 a.m. to 10 p.m. Outdoor pools may be seasonal in colder climates, and all pools/hot tubs require occasional maintenance.brbrOne Bedroom: King in master, double sleeper sofa in living area. Mini kitchen. Maximum occupancy 4.brbr***Please review ALL details in each field***brbrThe Resort maintains a high standard through its maintenance, upgrade, and refurbishment program. As a result the unit characteristics may change from time to time and vary.brbrAt check-in, the resort Front Desk requires a $250 security deposit HOLD on a credit or debit card for potential damages. This HOLD will be released upon departure.brbrABSOLUTELY NO PETS ALLOWED! If you have a service animal, you must let us know in writing prior to booking.brbrUnit Amenitiesbrbr- Cable TVbr- DVD playerbr- Balcony/terracebr- Telephonebr- Fireplacebr- Iron and ironing boardbr- Hairdryerbr- Air Conditioningbr- Wireless InternetbrbrbrResort Amenitiesbr- 2 Outdoor pools (heated year-round)br- Outdoor children's pool (heated year-round)br- 3 Outdoor hot tubs (heated year-round)br- Fitness centerbr- Business centerbr- Barbecue areabr- Gift Shopbr- Miniature golfbr- Coin-operated laundry facilitiesbr- Saunabr- Ice-skating rink (seasonal)br- 2 Fire pitsbr- Equestrian center (seasonal)br- Whitewater rafting (seasonal)br- Activities centerbr- No ElevatorsbrbrbrLocal Activitiesbr- Cross country skiingbr- Downhill skiingbr- Snowshoeingbr- Dog sled ridesbr- Snowmobilingbr- Snow tubingbr- Golfbr- Fishingbr- Hikingbr- Mountain bikingbr- Mt. Bachelor br- Paddle boardingbrbrbrResort to Resort Mileagebr- Eagle Crest 23 mibr- Depoe Bay 196 mibr- Gleneden 204 mibr- Running Y 151 mibr- Schooner Landing 190 mibr- Seaside 254 mibrbrbrbrbrbrWorldMark Bend - Seventh Mountain Resort is an idyllic playground for sports lovers and adventure seekers. For snow-seekers this resort is the closest lodging to Mt. Bachelor, Oregon's most celebrated ski and snowboard area, just 14 miles away. Just steps from your door of this pristine resort you can explore the Cascade Mountains and the 1.6 million acre Deschutes National Forest and wilderness areas. Golfers will be spoilt for choice with five of the finest golf courses in Oregon close by. The charming town of Bend is only seven miles away, where you'll discover a delightful variety of impressive restaurants and breweries, along with a vibrant nightlife and growing arts scene. With 300 days of annual sunshine and breathtaking mountain landscapes, the high desert country of Central Oregon is paradise all year round.brbrbrbrHelpful HintsbrThis resort has no elevators. Some of the units are located on upper floors and are only accessible by stairs.brbrbrPopular AttractionsbrMt. Bachelor brPart of the Cascade Mountain Range, Mt. Bachelor is the most recognizable peak of the unforgettable Oregon landscape. At 9,065 feet above sea level, the mountain receives over 370 inches of snow annually. In summer, slopes turn effortlessly into stunning hiking and biking trails providing active pursuits the whole year through.brbrbrDeschutes BrewerybrOverlooking the wild and scenic Deschutes River is the home of an award-winning lineup of pioneering beers. Drop in to sample the beers and take a tour of the kettles and meet the beer-obsessed folks who tend them.brbrbrCrater Lake National Park brCrater Lake has inspired people for thousands of years. No place on earth combines a deep, pure lake, so blue in color, sheer surrounding cliffs almost two thousand feet high, two picturesque islands and a violent volcanic past. For a brief time each summer Crater Lake National Park emerges from winter hibernation to bask in summertime glory - viewing a dormant volcano with a magnificent blue lake within its crater is an experience not to be missed.brbrbrHigh Desert Museum brEncounter wild eagles, owls, an otter, bobcat, lynx, porcupine and other rescued animals in their natural habitats. Meet stagecoach drivers and pioneers from the American frontier. Experience both Native American and Western art and culture through fun and interactive exhibits.brbrbrAnnual FestivalsbrFebruary: Bend WinterfestbrbrbrMay: Pole Peddle PaddlebrbrbrJune: Bite of Bend, Balloons Over Bend, Deschutes Brewery Sagebrush ClassicbrbrbrJuly: Bend Summer FestivalbrbrbrAugust: JELD-WEN Tradition Golf Tournament
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Sleep 4

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Exceptional(18)

$133.23

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Apartment

Stunning mountain views, quiet, peaceful, unique, private attached guest suite

Bend, Oregon, United States

This is an attached, 3-room guest suite in our unique, lovely home. While we are nearby, you have complete privacy. Nestled on a rural, beautiful, open 5 acres, our suite offers breathtaking views of the Three Sisters. Tucked away at the end of a dead-end road, surrounded by hundreds of acres of Forest Service and BLM land, it feels like a secluded oasis. Yet, it is just a 15-minute drive to Sisters and 30 minutes to downtown Bend, ensuring you're never too far from civilization. This is a truly special property. brbrCome and immerse yourself in the beauty of the Cascades. The Bend area is a nature lover's paradise, with numerous hiking, walking, biking trails and stunning lakes, all within an hour of our property. It is incredibly peaceful and quiet here, allowing you to relax, watch birds and wildlife, swim in our pond, and simply commune with nature. Our night skies are dark and perfect for stargazing. All water on the property is delicious and pure from community wells. We also have several art installations in the landscape, all made with natural materials, adding to the sense of adventure and discovery. The possibilities for outdoor activities are endless, promising an exciting and fulfilling stay. brbrPARKING. There is dedicated parking to the right of our home and your private entrance around to the left. You have a private patio with two chairs, two lounge chairs on the lawn, a sun umbrella, and a propane firepit, all with a spectacular view of the Three Sisters. Upon request, we can also provide a charcoal grill. brbrKITCHENETTE. The kitchenette has a dining table for two by a large picture window with a view of the mountains. It also has an apartment sized refrigerator/freezer, Ninja XL Pro Air Oven, two electric frying pans (sm & lrg), microwave, Keurig coffee maker, coffee press, electric kettle, toaster, and crockpot. There is a nice long counter for food prep.brbrRight off the hallway, is a shared room with a large sink available for your use in our laundry room. There is also some additional hanging space if needed, and/or suitcase storage. You can have access to our washer/dryer for stays over a week. brbrBATHROOM. The bright, modern bathroom is off the hallway. It has a full-length mirror, marble countertop, shower, and deep soaking tub. We provide towels, washcloths, a hair dryer, bath soap, shampoo, rinse, hand soap, body lotion, and makeup wipes. Extra bath towels, beach towels, hand towels, and washcloths are in the cupboard if needed. brbrBEDROOM. The bedroom is at the end of the hallway at the far end of the house and has a queen bed with a view of the mountains. If you like it dark at night, you can close the blackout curtains. Keep them open for a view of the morning light on the mountains. There is a comfy leather couch with a long ottoman, a small electric fireplace, an open-hanging clothes rack, a mirror, a wood chest of drawers, a satellite TV. Each side of the bed has a small nightstand with a lamp and device charging station. There are plenty of extra blankets and pillows if needed. brbrHEATING AND COOLING. We have radiant in-floor heating and air conditioning throughout the house. This keeps it warm in winter and in the low 70s in summer. We will adjust the temperature upon request. The sun warms the guest suite up nicely,brbrBOOKS. The bedroom and the kitchenette have an eclectic selection of books for your reading pleasure, including guidebooks of the area and other parts of the world. We also have cards, runes, and dominos. brbrGAMING: Due to our satellite system, playing games on the TV requires our advance approval and may incur extra charges.
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Exceptional(14)

$244.55

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Cabin

Cozy cabin just outside Sisters, pet friendly, great Mountain View’s, WiFi, & AC

Bend, Oregon, United States

Escape to this serene mountain-view cabin, perfect for a peaceful getaway. Enjoy breathtaking vistas, cozy up by the fire, and bring your furry friends—dogs are welcome! With a fully equipped kitchen and modern comforts, it’s your ideal retreat for relaxation and adventure. Wander the grounds and relax by the private pond and waterfall feature. Wind down in the evening by the outdoor fire-pit and enjoy the unforgettable sunsets this area has to offer. A true back-to-nature escape with just the right touch of comfort. * If you are booking in October or November please note there may be work going on near your area of the property. It is our season to put up firewood, blow out sprinklers, and basic winter prep. The price reflects the possibility of inconveniences. We will always strive to complete work when cabin is vacant.brbrLocated 5 miles outside of Sister’s and 1 mile from the famous Sisters rodeo grounds where every year in early June the Little biggest show is put on for almost an entire week.brbrWe are centrally located allowing you the time and freedom to go spring skiing at Hoodoo, 30 minutes away. Hike Smith Rocks, 45 minutes. Float the Deschutes River through the Old Mill district, 25 minutes away, hop out of the river and enjoy a concert at the Hayden Homes amphitheater, also in the Old Mill District.brbrIf those attractions are too far, we are only 11 miles from Whychus Creek trail head, check the trail status before going snow lingers for quite a while in that area. Not into hiking and you want to see our beautiful mountains a little more up close and personal take a peaceful drive up McKenzie highway and enjoy Dee Wright Observatory. It’s only 17 miles. The road is closed during the winter for travelers safety so please check to make sure the road is open to motorists. On your way don’t forget to stop and appreciate the view at Pole creek ranch. It is well worth the stop.brbrWhile Sisters is our closest town just 5 miles North. Bend is just 15 miles South. Redmond 25-30 miles South East, and then there is our wonderful cozy cabin nestled in the middle. Truly a perfect get away for a small group and a furry friend if they so choose.brbrThe cabins Wi-Fi is Grandmas house and password is grandmashouse. I know very clever. brbrWe have a smart tv in the living room and it is connected to the Wi-Fi. When you arrive you are free to log in to your streaming services but try to remember to log out. If you forget we will do our best to double check and sign your account out.brbrThe mini split, which is located above the bookcase, is the heat and AC for the cabin. The settings are on the right side of the unit. It is a bit difficult to see unless you are over 6’, so there is a step stool in the bathroom closet. Please be careful.brbrYou will notice in the bathroom that we have an interior dryer vent system. It does a good job but does heat the bathroom up while she is running. So if you would be kind enough to turn the bathroom fan on while running the dryer that would be appreciated.brbrThat leads me to my next instruction. The bathroom light and fan are not in the bathroom. They are on the right side of the entry to the bathroom.brbrThe bathroom faucet hot and cold lines got set up backwards and we have that on our list to fix but for the time being please note you will have to use the faucet in opposite directions.brbrThere is a beautiful juniper tree that has been debarked in the middle of the house please do not climb on it or allow animals to scratch or chew on it. We are quite fond of it.brbrIf your dog has an accident please do your best to clean it up. There are towels, wipes, and spray provided so it can be taken care of immediately. We have had many dogs over our years and know accidents happen. We are not judging we just ask you do your best to clean it up and if you require assistance or have questions please reach out. That’s what I am here for and will do my best to accommodate. brbrOn to the outside. We do have a small pond that has gold fish in it. Dogs are not allowed in it. Please also pay extra close attention to your little ones while staying here. There is no fence to stop them from falling in. brbrThere is an outside fire-pit. Please keep the size of the fire reasonable and proportionate to the size of the pit. There is wood on the back deck that you are free to use. Watch your head, the roof slants.brbrWhen your dog is outside we ask that you be outside with them. They do not need to be leashed but for safety and to prevent digging or swimming we ask that you be outside when they are outside. The property is landscaped and there will be many different species of plants. We cannot guarantee that they will all be harmless if ingested to animals. That is also a reason we ask that you be outside when the dog is. We have provided dog waste bags and they are in the lower drawer to the left of the fridge. When you’re done using them please put them in the garbage can located in the shed in the backyard. That is also where your garbage bags can go as well. brbrIf the can becomes full please reach out and we can trade out for a new empty can.brbrWe do love this little cabin. It holds a great deal of memories for our family, and we hope other families will create wonderful memories as well. So, if we could all treat it as such that would be wonderful.
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$89.19

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Apartment

Upper Pine Vacation Rental | Bend Living

Bend, Oregon, United States

Summary:brbrIt’s all about location at Upper Pine Vacation Rental. This bright and updated 1-bedroom upper-level retreat is just blocks from Downtown Bend, the Deschutes River, breweries, restaurants, shops, and scenic river trails. Walk, bike, float the river, or explore nearby Mt. Bachelor and endless outdoor adventures. Enjoy WiFi, books, games, washer/dryer, and comfortable living in the heart of Bend. Need more space Rent both Upper & Lower Pine together for larger groups or extended stays.brbrbrbrThe Space:brbrUpper Pine Vacation Rental is a cozy and thoughtfully updated upper-level retreat designed for guests who want to experience Bend like a local. The home features an open-concept kitchen and living area, a comfortable bedroom, modern updates, WiFi, books, games, and a washer and dryer for longer stays.brbrbrbrThe space feels open, comfortable, and welcoming — perfect for couples, solo travelers, or guests planning an extended Bend getaway. The unbeatable location allows you to walk to downtown coffee shops, breweries, restaurants, shopping, and the Deschutes River within minutes.brbrbrbrSpend your days floating the river, hiking nearby trails, skiing at Mt. Bachelor, or exploring everything Central Oregon has to offer before returning home to relax and unwind.brbrbrbrTraveling with friends or family Upper Pine can also be rented together with Lower Pine Vacation Rental for additional space and flexibility for larger groups or extended stays.brbrbrbrGuest Access:brbrGuests have full private access to the entire upper-level unit, including an upstairs private entrance. Off-street parking is also included for your convenience.brbrbrbrThe Neighborhood:brbrLocated in Bend’s beloved River West neighborhood, Upper Pine Vacation Rental is surrounded by a charming mix of historic 1920s craftsman bungalows and beautifully updated modern homes. The area is known for its tree-lined streets, lush gardens, and unbeatable walkability.brbrbrbrYou’ll be just moments from Drake Park, Mirror Pond, Downtown Bend’s Wall and Bond Streets, and the scenic Deschutes River. It’s the perfect balance of peaceful neighborhood charm and easy access to everything Bend has to offer.brbrbrbrGetting Around:brbrLife at Upper Pine Vacation Rental is all about walking. Leave your car parked in your dedicated off-street spot and explore Bend by foot. Downtown Bend is just a 10-minute walk away, making it easy to enjoy local coffee shops, breweries, restaurants, galleries, boutiques, and the vibrant Bend atmosphere without ever needing to drive.brbrbrbrStroll along the Deschutes River Trail, admire charming historic homes and manicured gardens, or spend the afternoon discovering local artisan shops and incredible dining — from amazing Thai and Mexican cuisine to local distilleries and craft breweries.brbrbrbrWhen you're ready for adventure beyond downtown, hop in the car for easy access to some of Central Oregon’s most iconic destinations including Smith Rock State Park, the Three Sisters Wilderness, and Mt. Bachelor. Hiking, skiing, paddleboarding, climbing, and world-class mountain biking are all within reach.brbrbrbrInteraction with Guests:brbrWe respect our guests’ privacy but are always available when needed. Guest entry instructions will be provided prior to arrival for an easy and seamless check-in experience.
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Exceptional(6)

$178.32

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Apartment

Alpine Studio at Mount Bachelor w/ Pool & Hot Tub

Bend, Oregon, United States

Mount Bachelor Village is a fantastic base for checking out everything Bend has to offer. Downtown is just a quick drive away, where you can browse local shops, try out some great restaurants, and catch some live entertainment. If you're into outdoor activities, the nearby mountains are perfect for hiking, biking, and skiing. And don't miss the Deschutes River for some kayaking, or just a nice walk.brbrDriving your electric vehicle to Bend for a getaway At Mount Bachelor Village Resort, you can charge your vehicle at the electric car charging station with two Tesla chargers and one standard electric vehicle charger, while you explore all that Bend has to offer.brbrWhether you're here to seek out adventure or just to relax, this cozy studio in Mount Bachelor Village is the ideal spot. Dive into the natural beauty, outdoor fun, and lively culture of Bend from this delightful little retreat.brbrBook your stay now and start making some amazing memories in beautiful Bend!brStep inside and you'll find a welcoming space that's got everything you need for a comfy stay. The studio features a plush queen-sized bed, perfect for catching up on sleep after a day of adventures. The large windows let in loads of natural light and give you beautiful views of the pine trees right outside. Bend has plenty of fantastic dining options just a short drive away. And when you're not out exploring, you can chill out in the shared pool or soak in the hot tub.
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$261.08

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Apartment

Frosty Summit Condo at Mount Bachelor Village

Bend, Oregon, United States

Step into a warm and inviting living room, where large windows let in plenty of natural light and provide picturesque views. The plush seating area is perfect for unwinding after a day of adventures.brbrYou'll have access to a shared pool and hot tub, ideal for relaxing after exploring the local area. The private balcony is a perfect spot to enjoy your morning coffee or an evening glass of wine while taking in the fresh mountain air and scenic views. The condo features a full kitchen with everything you need to prepare meals, including modern appliances and cookware. With a comfortable queen bed, you’ll sleep soundly every night.brbrMount Bachelor Village is a prime location for discovering the best of Bend. You’re just a short drive from downtown, where you can explore local shops, dine at great restaurants, and enjoy entertainment options. The nearby mountains offer fantastic opportunities for hiking, biking, and skiing, while the Deschutes River provides a beautiful setting for fishing, kayaking, and scenic strolls.brbrWhether you're looking for adventure or relaxation, this condo in Mount Bachelor Village is the perfect base for your Bend escape. Immerse yourself in the natural beauty, outdoor activities, and vibrant local culture of Bend from this inviting and well-appointed condo.brbrReserve your stay today and create lasting memories in beautiful Bend!brEscape to the serene beauty of Bend, Oregon, and make this delightful 1-bedroom, 1-bathroom condo in Mount Bachelor Village your home away from home. Surrounded by nature, this charming retreat offers stunning views and all the comforts you need for a perfect getaway.
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$307.73

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Private Vacation Home

Riverview Executive Retreat | Farewell Bend

Bend, Oregon, United States

Summary:brbrExperience elevated Bend living at Riverview Executive Retreat | Farewell Bend. This luxury furnished 30+ day rental is located across from Farewell Bend Park and steps from the Deschutes River Trail, offering the perfect balance of comfort, location, and lifestyle. Walk or bike to the Old Mill District, downtown Bend, breweries, restaurants, river access, and concerts at Hayden Homes Amphitheater. Designed for extended stays, remote work, relocation stays, and experiencing Bend like a local.brbrbrbrThe Space:brbrThis thoughtfully designed home features modern finishes, comfortable living spaces, and everything needed for a relaxing monthly stay in Bend. Large windows bring in natural light while the surrounding river and park setting create a peaceful atmosphere just minutes from the heart of town.brbrbrbrThe open-concept kitchen, dining, and living areas are ideal for gathering, working remotely, or unwinding after a day outdoors. Guests will enjoy a fully equipped kitchen, comfortable furnishings, high-speed WiFi, and spaces designed to feel both elevated and livable for longer stays.brbrbrbrAs a furnished 30+ day executive rental, the home is well suited for family vacations, relocation stays, traveling professionals, remote work, seasonal Bend living, or those simply looking to experience Bend for an extended period of time.brbrbrbrLocated directly across from Farewell Bend Park and the Deschutes River Trail, guests can easily walk, bike, paddle, or explore some of Bend’s most iconic outdoor spaces right from the front door. The home also offers quick access to Century Drive, making Mt. Bachelor adventures, Cascade Lakes hikes, and mountain biking trails easily accessible year-round.brbrbrbrWhether visiting for work, adventure, or an extended escape, this home offers a comfortable and convenient home base in one of Bend’s most desirable locations.brbrbrbrGuest Access:brbrGuests will have access to the full home, thoughtfully designed with spacious multi-level living ideal for extended stays, families, or groups traveling together.brbrbrbrThe main level features comfortable single-level living with three bedrooms, including a private primary suite located on its own wing of the home for added privacy. The central living space includes a fully equipped kitchen, dining area, and inviting living room with fireplace, all opening to the outdoor balcony.brbrbrbrOn the opposite wing of the main level, guests will find two additional bedrooms and a full shared bathroom.brbrbrbrThe lower level offers additional space to relax and unwind with two more bedrooms, a full bathroom with tub, and a second family room/game room — perfect for movie nights, kids, remote work overflow, or separate gathering space for larger groups.brbrbrbrGuests will also have access to the garage and the home’s convenient location directly across from Farewell Bend Park and the Deschutes River Trail.brbrbrbrThe Neighborhood:brbrLocated in Bend’s highly sought-after Farewell Bend area, this home places you in the center of everything that makes Bend special. Directly across the street, Farewell Bend Park offers river access, open green space, and immediate connection to the Deschutes River Trail — perfect for walking, running, biking, or floating the river during summer months.brbrbrbrJust minutes away, the Old Mill District features some of Bend’s best restaurants, breweries, coffee shops, shopping, and entertainment. Guests can also enjoy concerts and events at Hayden Homes Amphitheater, one of the Pacific Northwest’s premier outdoor music venues, all within easy reach of the home. On many summer evenings, concert music can even be heard and enjoyed right from the balcony, creating a uniquely Bend experience.brbrbrbrThe location also provides quick access to Century Drive, the main route to Mt. Bachelor and the Cascade Lakes, making skiing, snowboarding, hiking, paddleboarding, and mountain biking easily accessible year-round. Despite being close to Bend’s attractions, the neighborhood maintains a peaceful residential feel surrounded by parks, river trails, and outdoor beauty.brbrbrbrGetting Around:brbrOne of the best parts of this location is how easily guests can experience Bend without needing to drive everywhere. The home sits directly across from Farewell Bend Park and the Deschutes River Trail, making it easy to walk or bike to the Old Mill District, Hayden Homes Amphitheater concerts, breweries, restaurants, coffee shops, and nearby parks.brbrbrbrDowntown Bend is just minutes away, while Century Drive provides quick and convenient access to Mt. Bachelor, the Cascade Lakes, hiking trails, mountain biking, and year-round outdoor recreation.brbrbrbrBend is very bike-friendly, and guests can enjoy miles of paved river trails right from the neighborhood. Ride-share services are readily available, though many guests find themselves walking or biking to most nearby attractions. The home also offers easy vehicle access and parking for exploring Central Oregon and beyond.brbrbrbrOther Things to Note:brbrThis is a furnished 30+ day rental designed for extended stays and executive-style living in Bend.brbrThe home is located in a peaceful residential neighborhood directly across from Farewell Bend Park and the Deschutes River Trail.brbrDuring summer concert season, music from Hayden Homes Amphitheater can often be heard from the balcony and outdoor spaces. Many guests enjoy the unique atmosphere and proximity to live music while still being outside the busiest downtown areas.brbrBend is an outdoor-focused community with easy year-round access to hiking, biking, river activities, skiing, and mountain recreation.brbrQuick access to Century Drive makes trips to Mt. Bachelor and the Cascade Lakes especially convenient.brbrPlease be respectful of neighbors, quiet hours, and the residential nature of the neighborhood.brbrSnow and winter weather conditions may occur seasonally, particularly for guests traveling to Mt. Bachelor during winter months.brbrbrbrInteraction with Guests:brbrSecond Base provides professional local management with a boutique, personalized approach. We respect our guests’ privacy while remaining available throughout your stay should anything arise or local recommendations be needed. Guests will enjoy convenient self check-in along with responsive local support during their time in Bend.
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Exceptional(46)

$1071.28

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Private Vacation Home

Stone - Tetherow, Hot Tub, Gas Fire Pit, BBQ, Executive Retreat

Bend, Oregon, United States

Welcome to the serene Cairn neighborhood of Tetherow, where you'll enjoy a world-class resort experience surrounded by Central Oregon's stunning high desert scenery. This exceptional destination is renowned for its award-winning golf course, fine dining options, and proximity to outdoor adventures like hiking and biking, as well as Mt. Bachelor and downtown Bend. Designed with entertainment in mind, this vacation home's reverse-living floor plan features a spacious upstairs living area, complete with a large kitchen and expansive exterior patio offering elevated views. Retreat to the peaceful ground floor living quarters, featuring an exterior patio with a firepit and hot tub for peace.brbrInteriorbr- Reverse-living floor plan for optimal entertainmentbr- Upstairs open concept living areabr- Spacious kitchen with modern fixturesbr- Large exterior patio with second-story viewsbrbrBedroomsbr- Ground floor living quarters for peaceful restbr- Comfortable and thoughtfully designed spacesbrbrAmenitiesbr- Exterior patio with firepit for cozy eveningsbr- Relaxing hot tub for unwinding after adventuresbrbrLocationbr- Nestled in Tetherow's Cairn neighborhoodbr- Close to award-winning golf course and fine diningbr- Convenient access to hiking, biking, Mt. Bachelor, and downtown BendbrbrPlease note, this home does not have access to Tetherow amenities.
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Bath 5

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