Home Vacation Rentals By Owner In Bend, OR

Showing 1000 Of 1344 Vacation Rentals
Slider Thumb

$294.62

/ Nightly
Private Vacation Home

Cozy home near town, river & hiking with WiFi, large backyard & firepit

Bend, Oregon, United States

Summary:brbrCozy Bend GetawaybrbrbrbrThe Space:brbrWelcome to your home-away-from-home in beautiful Bend, Oregon! Cozy Bend Getaway is a warm, inviting 2-bed, 2-bath retreat just outside city limits—close enough to experience Bend’s vibrant attractions, yet tucked away in a peaceful setting perfect for relaxation. With room for up to 7 guests, this home is ideal for family gatherings, holiday celebrations, or extended stays for traveling nurses and medical professionals.brbrbrbrInside, relax in a cozy living area anchored by a fireplace—your go-to spot after a day of adventure. The fully equipped kitchen has everything you need for group meals, including a full-size fridge/freezer and complete cooking and bakeware. Walk-in showers, a washer and dryer, and thoughtful amenities like a high chair, hair dryer, and iron make your stay feel effortless and comfortable.brbrbrbrThe spacious backyard is a highlight in every season. In summer, enjoy warm evenings around the fire pit, backyard games, and sunny afternoons relaxing outside. Fall brings crisp air and golden foliage—perfect for morning coffee outdoors or exploring Bend’s scenic trails. Winter guests can cozy up by the fireplace after snowboarding or skiing at Mount Bachelor, or enjoy the provided snowboard. Spring offers blooming landscapes and mild temperatures—ideal for hiking, biking, and discovering Bend’s outdoor beauty.brbrbrbrYou’ll also be perfectly situated to enjoy the best of Central Oregon. Explore nearby hiking and biking trails, wander through Bend’s lively downtown shops and restaurants, float the Deschutes River, or tour local craft breweries. Mount Bachelor is within easy reach for world-class skiing and snowboarding, and you’re just a short drive from fishing, paddleboarding, and countless high-desert adventures. Medical travelers will appreciate being close to the hospital and local medical facilities.brbrbrbrWith strong WiFi, heating and AC, smoke/CO alarms, fire extinguishers, plenty of off-street parking, and ample storage for gear, Cozy Bend Getaway offers comfort, convenience, and peace of mind. Dog-friendly and designed for togetherness, this home is the perfect base for every season in Bend.brbrDeschutes County Tax Certificate #77
Bed 2

Bed

Bath 2

Bath

Sleep 7

Sleeps

Slider Thumb

$196.09

/ Nightly
Condo

Dog-friendly ground-floor condo with pools, hot tubs, sauna, & fitness room

Bend, Oregon, United States

Summary:brbrSerenity at Seventh MountainbrbrbrbrThe Space:brbrThe best part of waking up in this ground-floor condo is just out your back door – the Deschutes River Trail starts just outside your patio. Brew a pot of coffee – drip and Keurig coffeemakers are on hand, as well as complimentary coffee – throw it in a travel mug, and hit the trail first thing in the morning. Once you've worked up an appetite, make some breakfast at the large kitchenette, which features a stove, fridge, and small dishwasher, as well as all the gadgets you need to make everything from an omelet to oatmeal. brbrbrbrIn addition to the hiking trail, you've got access to resort amenities including three pools, three hot tubs, an ice skating rink, restaurant/bar, mini golf, tennis courts, disc golf, sauna, gym, and multiple bike paths. Your resort is also the closest place you can stay in Bend to the skiing at Mt. Batchelor, a little over 15 miles away. After an active, full day out, returning to your cozy condo will be a pleasure. Make a pot of tea and call a spot on the leather sofa, or grab a book or board game. If you've got some work to do, take advantage of the desk, chair, and free WiFi. The smart TV offers streaming and cable, and there's a DVD player as well. Before bed, step back outside onto your patio with a frosty beverage and toast your good luck at finding the perfect Bend getaway.brbrbrbrbThings to Know/bbrbrCheck-in time: 4:00 p.m.brbrCheck-out time: 10:00 a.m.brbrAll guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.brbrNo smoking is permitted anywhere on the premises.brbr4WD vehicle may be required in winter.brbrA queen Murphy bed is available for extra sleeping space.brbrDeschutes County Tax Certificate #77
Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps

Slider Thumb

$215.47

/ Nightly
Condo

Cozy condo with loft & fireplace, AC, shared hot tubs, pools, fitness center

Bend, Oregon, United States

Summary:brbrDeschutes Place RevelbrbrbrbrThe Space:brbrNestled near Bend, Oregon, this charming condo offers a cozy retreat for your next vacation getaway. With a fireplace, full kitchen, and comfortable sleeping arrangements including a queen bedroom on the lower level and a loft bedroom with a king-sized bed, this condo is the perfect home base for exploring all that Central Oregon has to offer. Guests can also make use of the full-sized sofa bed for additional sleeping space. Step outside onto the patio with your cup of coffee or glass of wine and take in the serene views surrounding the property. This condo is located in one of the nearest buildings to the pool and other guest amenities!brbrbrbrSeventh Mountain Resort, offering the closest lodging to Mt. Bachelor, provides an array of amenities for guests to enjoy. From swimming in the seasonal pools to playing disc golf and mini-golf, there is no shortage of activities to keep you entertained. Challenge your companions to a game of tennis or pickleball, or glide across the ice-skating rink during the winter months. Take a leisurely stroll or bike ride along the Deschutes River Trail to soak in the lush alpine vistas and summer wildflowers. For golf enthusiasts, the Widgi Creek Golf Club is just a short distance away. Additionally, downtown Bend beckons with its diverse shopping and dining options to suit every palate.brbrbrbrThe resort itself boasts an impressive list of amenities, including two heated outdoor pools, three hot tubs, mini-golf, disc golf, tennis and pickleball courts, a fitness center, a grilling area, and more. Whether you're seeking relaxation or adventure, this condo offers the perfect blend of comfort and convenience. With easy access to a variety of recreational activities, from whitewater rafting to horseback riding, your Central Oregon getaway awaits.brbrbrbrThings to Know:brbrKing bedroom is a loft and is open to the space below.brbrGuests will need to log in to streaming apps with their own credentials.brbrDeschutes County Tax Certificate #77
Bed 1

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb

$425.64

/ Nightly
Private Vacation Home

Family friendly home with hot tub, full kitchen, grill - near hiking & fishing

Bend, Oregon, United States

Summary:brbrPonderosa CabinbrbrbrbrThe Space:brbrNestled in the serene landscapes of Bend, OR, this charming house offers a peaceful retreat that backs directly onto the national forest, providing a perfect backdrop for nature lovers. With an expansive acre of private land, you’ll often find deer wandering through the property, adding to the tranquil ambiance. The spacious deck is ideal for soaking in the beauty of the outdoors, whether you’re sipping your morning coffee or enjoying a sunset barbecue with friends and family.brbrbrbrInside, the home is equipped with modern amenities to ensure a comfortable stay. The living area features a cozy wood stove and a sofa bed, perfect for relaxing after a day of adventure. Entertainment options abound with TVs connected to WiFi and Roku, along with a foosball table and a selection of board games for family fun. The fully equipped kitchen, complete with a fridge, stove, and dishwasher, makes meal preparation a breeze.brbrbrbrFor those seeking outdoor activities, the Village at Sunriver is just a short drive away, offering shopping and dining options. Whether you’re interested in skiing, hiking, or simply enjoying the stunning autumn foliage, this location is a gateway to countless adventures. After a day of exploration, unwind in the hot tub or gather around the outdoor dining area to share stories under the stars.brbrbrbrThis dog-friendly home is perfect for families and adventure seekers alike, providing a unique blend of comfort and nature. Book your stay today and experience the beauty and tranquility of Bend!brbrbrbrbPlaces to Visit During Your Stay/bbrbr• Mt. Bachelor Ski Resortbrbr• The Village at Sunriverbrbr• Benham West Trailheadbrbr• Deschutes River & Marinabrbr• Sunriver Homeowners Aquatic & Recreation Centerbrbr• Fort Rock Park: A popular spot for playgrounds, tennis, and pickleball. brbrbrbrbTHINGS TO KNOW/bbrbr• Deschutes County Tax Certificate #77
Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(25)

$613.79

/ Nightly
Private Vacation Home

Westside Craftsman with enclosed yard & jetted tub

Bend, Oregon, United States

Summary:brbrEvergreen ShadowbrbrbrbrThe Space:brbrExperience scenic, outdoorsy Bend from this spacious Craftsman vacation home in a quiet northwest neighborhood. There's a big front porch for sipping morning coffee and an enclosed backyard with a firepit and gas grill - perfect for family gatherings. Enjoy a superb location just a short bike ride or 15 minute walk to all of Bend's downtown attractions. brbrbrbrInside, you'll be greeted with hardwood flooring, tall ceilings, and an array of comfortable furniture for relaxing. A gas fireplace gives the room a cozy ambiance and a cable TV with a DVD player is great for movie nights. Throughout the home, you'll find books to peruse and board games to play. Whip up favorite recipes in the full kitchen, featuring granite countertops, a gas range, and a large center island with seating. Find more dining space at the eat-in kitchen table, then gather for family meals in the dining room. The primary suite has a spa-like jetted tub, while the washer/dryer and WiFi add convenience during your stay.brbrbrbrStep out your back gate and discover fantastic mountain biking trails, including the famous Phil's Trail Complex. You're also conveniently located close to the desirable shops and restaurants in Northwest Crossing and Galveston Avenue. A leisurely walk down Galveston Avenue will bring you across the Deschutes River and into downtown Bend. Spend the day exploring Drake Park, snack and imbibe on some barbecue shrimp and cocktails at Zydeco Kitchen. A short drive away is the Old Mill District, where you'll find shops and even more dining options. Century Drive is just down the hill, which takes you to Mt. Bachelor (roughly a 30-minute drive) for winter skiing and snow boarding and the Cascades Lake Loop with incredible scenery of mountain lakes and lush meadows. Also along this drive is the Virginia Meissner SnoPark (14 miles west of Bend), with over 40 km groomed trails for cross-country skiing and snowshoeing.
Bed 4

Bed

Bath 3

Bath

Sleep 4

Sleeps

Slider Thumb

$309.31

/ Nightly
Condo

Conveniently located townhome with kitchen, kitchenette, balcony & fireplace

Bend, Oregon, United States

Summary:brbrHigh Desert HideawaybrbrbrbrThe Space:brbrPerfect for friends or extended family sharing a getaway in Bend, this high desert hideaway offers an ideal home base for groups needing a little more flexibility and space than a typical home. Comprised of two separately furnished apartments, this townhome boasts a full kitchen as well as a kitchenette, plus everyday essentials like central air-conditioning free WiFi. Inside, relax in front of the gas fireplace in the cozy living area or grill out on the spacious deck while soaking up some sun. After a day of outdoor adventure, unwind on the balcony and fire up the grill for a relaxing home barbecue. brbrbrbrAll-season adventure awaits, from hiking and mountain biking to world-class winter and water sports - delight in every attraction Bend offers. You’ll be just two-and-a-half miles from the Old Mill district and even closer to downtown walks along the Deschutes River. Mount Bachelor is 20 miles away, giving easy access to the Cascade Lakes Highway to explore the gorgeous landscape. Enjoy stand-up paddleboarding and rafting on the Deschutes, climbing at Smith Rock, and trying all the local craft breweries and restaurants.brbrbrbrbThings to Know/bbrbrCheck-in time: 4:00 p.m.brbrCheck-out time: 10:00 a.m.brbrAll guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10 p.m. to 8 a.m.brbrNo smoking is permitted anywhere on the premises.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb

$309.89

/ Nightly
Condo

Condo with hot tub, shared pool, gas fireplace, close to outdoor recreation

Bend, Oregon, United States

Summary:brbrRiver Ridge 321A&B - Mount Bachelor Village ResortbrbrbrbrThe Space:brbrNestled in the scenic Mount Bachelor Village Resort community in the southwest area of Bend, Oregon, this charming condo offers a perfect blend of comfort and convenience. With easy access to fine dining and shopping, as well as being just a stone's throw away from the Old Mill district and downtown, you'll find yourself in the heart of all the action while still enjoying a serene setting.brbrbrbrYou'll have direct access to the Deschutes National Forest, where endless outdoor adventures await. Whether you're into skiing, mountain biking, hiking, paddle boarding, or simply soaking in the natural beauty of the area, this Bend resort has it all. Plus, with Mt. Bachelor just a 20-minute drive away, you can hit the slopes in no time. There are also walking paths, access to the Deschutes River Trail, and a nearby bicycle path close by!brbrbrbrBack at the condo, unwind in style with amenities like a private hot tub, shared pool in the summer months, and gas fireplace. The well-equipped kitchen with modern appliances and a gas grill on the private deck make dining in a breeze. Cozy up by the fireplace with a good book or stream your favorite shows for a relaxing evening in.brbrbrbrWith comfortable sleeping arrangements including a king bed and queen bed, this condo is perfect for families or friends traveling together. TVs and WiFi ensure entertainment for all ages.brbrbrbrDon't miss out on the opportunity to experience the best of Bend, Oregon, from this fantastic condo. Book your stay today and get ready for a memorable vacation in the Pacific Northwest!brbrbrbrThings to Know:brbrThe outdoor pool is seasonal and open in the summer months.brbrGuests need to log in to streaming apps with their own credentials.
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(8)

$1182.07

/ Nightly
Private Vacation Home

PERFECT WINTER GETAWAY! Heated Pool, Shuttle to Skiing and Downtown, Hot Tub.

Bend, Oregon, United States

Discover Tetherow’s 4-bedroom plus studio contemporary homes in the Trailhead neighborhood. Features of the South Fork include single-level living in the main house, a well-equipped kitchen, a two-car garage with separate studio unit, and a patio with a private hot tub, BBQ, and fire pit. The garage is outfitted with with an electric boot dryer, ski and snowboard holders and a bench. You can also find forest trails just down the street. brbrEnjoy the amenities of Tetherow Resort and the proximity to all the beauty Bend has to offer, 10 minutes to downtown, 20 minutes to the Mt. Bachelor, inspiration in every direction.brbrViews: Neighborhood views. Trail access right outside your door.brFire pit: YesbrPet Friendly: Yes, up to 2 dogs, $75/each before taxbrTVsbrbr*After booking on HomeAway, Tetherow will send a 5-digit confirmation number to formalize the reservation*brbr*Please follow this link for Tetherow's golf course closure dates: https://tetherow.com/golf/rates-times-reservations/*brbrAs a guest of South Fork 20, you have access to the following Tetherow amenities and/or services:br• Poolbr• Recreation Centerbr• Golf Course (open April – Oct)br• 24-hour front desk staffbr• Ability to post charges resort-wide to one accountbr• Free shuttle service to the Old Mill District & downtown Bendbr• Tetherow’s site wide, complimentary wifibr• On site maintenance teambr• On site housekeeping teambr• Snow removalbr• Security patrolsbrbrThis home may be booked as 1, 2, 3, 4 or 5 bedroom units. Online booking available here for entire home. To book 1 - 4 rooms please contact a reservationist.br
Bed 5

Bed

Bath 5

Bath

Sleep 12

Sleeps

Slider Thumb
Exceptional(6)

$203.22

/ Nightly
Private Vacation Home

Walkable Bend Bungalow w/ Bikes Included

Bend, Oregon, United States

Summary:brbrBook Direct with Central Oregon Vacation Homes. Cumberland Bungalow is the perfect studio for friends, adventure, and fun! Located in the heart of Bend`s west side, it`s close to Mt. Bachelor and walkable to restaurants, shops, parks, and more. Private entrance, parking pad, and outdoor storage shed for your use. 2 bikes provided for guest use!brbrbrbrThe Space:brbrWelcome to Cumberland Bungalow – Your Cozy Bend Studio RetreatbrbrbrbrPerfectly located in the heart of Bend, Cumberland Bungalow is a private and thoughtfully designed studio offering comfort, convenience, and easy access to all the best local attractions. Whether you're here to explore trails, catch a concert, or enjoy local dining, this bungalow has everything you need for a relaxing and memorable stay.brbrbrbrProperty Highlights:brbr-Location: Centrally located in Bend, just minutes from downtown shops, restaurants, and outdoor adventure.brbr-Private Access: Separate from the main house, the studio has its own private entrance and is accessible via the alley. Please do not attempt to access the bungalow through the main house.brbr-Parking & Storage: Dedicated parking pad and secure bike/storage shed for skis, snowboards, bikes, or other outdoor gear.brbr-Sleeping Space: Features a cozy queen bed and comfortable furnishings, perfect for singles or couples.brbr-Kitchen: Fully equipped kitchen with all the essentials for cooking and dining in.brbr-Climate Comfort: Heat and air conditioning keep the space cozy in winter and cool in summer.brbr-Bathroom: Clean, updated, and well-appointed full bathroom.brbr-Laundry: In-unit washer and dryer so you can pack light and refresh your clothes as needed.brbrbrbrWhat You'll Love:brbr-Easy access to the best of Bend, with over 20 restaurants, shops, and markets within walking or biking distance.brbr-Just a few minutes from Safeway for groceries and essentials.brbr-Quick 5-minute drive or bike ride to Hayden Homes Amphitheater for concerts and events.brbr-Just 30 minutes to Tumalo Falls—an iconic Central Oregon destination.brbr-Steps from Bend’s City Bike Trails, offering miles of scenic routes for biking and walking.brbr-Safe and secure outdoor gear storage so you can adventure stress-free.brbrbrbrNearby Attractions:brbr-Hayden Homes Amphitheater: 5-minute drive for concerts and entertainmentbrbr-Downtown Bend: Walk or bike to restaurants, breweries, and boutiquesbrbr-Tumalo Falls: 30-minute scenic drive for hiking and nature photographybrbr-Mount Bachelor: Under an hour away for skiing, snowboarding, and summer hikingbrbr-Deschutes River Trail: Access nearby for peaceful riverside walks and bike ridesbrbrbrbrGuest Access:brbrGuest will have access to the whole ADU. Its fenced off from the main property and has a designated parking pad in the alley.brbrbrbrGuest accessbrbrYou have a private entrance from the alley. There is approximately 45 square feet of outdoor area on your side of the fence adjacent to the walkway to the stairs. This is primarily for parking the two loaner bikes we provide. During the winter these bikes are kept in the shed. You also have access to this shed with a locked door right next to your parking pad. You may also use this shed to store your skis and snowboards. The key is on the kitchen counter inside the Bungalette. (Bicycles, skis and snowboards are not permitted inside the apartment. Please use the shed for any other bulky items you have that do not need to be inside the Bungalow and may damage walls and floors.) You have a 10 by 21 foot concrete parking pad immediately outside the entry gate. This is the only dedicated parking for the unit. There is no other parking available in the alley. The apartment is 484 square feet and is above the detached garage. The only access to the apartment is from the alley off 13th. There is no access from Cumberland Ave.brbrbrbrThe Neighborhood:brbrThis is a great location to experience Bend’s outdoor opportunities. To get to Mount Bachelor exit the alley, turn left and drive straight for 20.5 miles. Or, walk three blocks to the Mount Bachelor ParknRide and take the bus, for a few dollars each way.brbrbrbrPhil’s Trail – hop on your bike and ride 20 minutes west (or drive 3.5 miles).brbrbrbrLes Schwab Amphitheater`s main entrance is a 15 minute walk or five minute bike ride.brbrbrbrYou may choose to leave your car on the parking pad and walk. Within a five block radius you will find the Victorian Café, Parilla Grill, Bo`s Falafel, Brother Jon’s Publik House, 10 Barrel Brewing, Sunriver Brewing, Growler Phil’s, El Sancho`s, The Lot, Columbia Park (the Deschutes River and foot bridge to Old Bend), Good Life Brewing, Volcanic Theater Pub, Cabin 22, Baltazar’s Seafood Restaurant, Baldy`s BBQ, The Village Baker and more. Downtown Bend is a 20 minute walk or a six minute drive or bike ride (on your bikes or the cruisers provided with your stay). Les Schwab Amphitheater main entrance is a 15 minute walk or a short bike ride away.brbrbrbrGetting Around:brbrWe have 2 cruiser bikes for your use, there are many convenient locations to get to via bike or walking. A car is easily parked on the parking pad and you are a quick drive to Mt. Bachelor, Drake Park, Downtown, and much more! Uber and Lyft can be used in this location.brbrbrbrOther Things to Note:brbrBelow are some of our favorite attractions to visit:brbr★Tumalo State Park - 7 miles awaybrbr★Lava Butte - 13 miles awaybrbr★ Benham Falls - 13 miles awaybrbr★ High Desert Museum - 7 miles awaybrbr★ LaPine State Park - 28 miles awaybrbr★ Old Mill District - 0.9 miles awaybrbr★ Mt. Bachelor - 22 miles awaybrbr★ Riley Ranch Preserve - 5 miles awaybrbr★ Paulina Lake - 39 miles awaybrbr★ Sparks Lake - 27 miles awaybrbr★ Davis Lake - 28 miles awaybrbr★ Sisters - 23 miles awaybrbr★ Smith Rock - 27 miles awaybrbr★ Crater Lake National Park - 90 miles awaybrbr★ Painted Hills and John Day Fossil Beds - 100 miles awaybrbrbrbrThe driveway can accommodate 1 vehicle. All trailers and recreational vehicles must have the approval of COVH before arrival.brbrbrbr[DISCLAIMERS]brbr- No smoking in or outside of this home. Subject to a $500 fine.brbr- IDs and security deposits when applicable will be requested after bookingbrbrbrbrInteraction with Guests:brbrWe make ourselves available 9am-5pm and for emergencies. Please call or text
Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps

Slider Thumb
Exceptional(5)

$271.32

/ Nightly
Private Vacation Home

Dog-Friendly Midtown Bend Home w/ Fenced Yard

Bend, Oregon, United States

Summary:brBook Direct with Central Oregon Vacation Homes. It is a lovely family getaway with plenty of room for everyone. Come enjoy Bend and be close to it all with easy access to North/South Parkway. Quiet neighborhood close to a walking path, pet-friendly home with plenty of space to spread out. All the conveniences are covered here, with comfortable beds, an abundance of linens, a BBQ for grilling, and much more. Walk to 10 Barrel Eastside and enjoy a brew and pizza with your pup on the patio!brbrThe Space:brBroken Bow Getaway – Cozy Midtown Bend Home with Firepit, Pet-Friendly Yard & Prime LocationbrbrWelcome to Broken Bow Getaway, a charming 3-bedroom retreat nestled in Midtown Bend—perfectly located just minutes from downtown, the Old Mill District, and Bend’s most iconic outdoor adventures. Whether you’re planning a family vacation, a ski trip with friends, or a relaxing weekend getaway, this home has everything you need to enjoy Central Oregon in comfort and style.brbrProperty Highlights:br-Prime Midtown Bend location, just minutes to downtown and Old Millbr-Cozy wood-burning fireplace with wood providedbr-Pet-friendly with fenced backyard, dog bed, bowls, and waste bags includedbr-Outdoor firepit, yard games, and dining area for summer funbr-Smart TV and board games for family movie or game nightsbr-Full-size washer & dryer, garage, and driveway parkingbr-Walkable to 10 Barrel Eastside, and just minutes from Boneyard Brewery, Franklin Ave, and Drake ParkbrbrHome Layout:br-3 bedrooms + sofa sleeper for up to 8 guestsbr-Master suite with king bed, ensuite bath, and natural lightbr-Second bedroom with king bed and large closetbr-Third bedroom with queen bed and luggage storagebr-Sofa sleeper in living area for additional guestsbr-2 bathrooms total – perfect for families or couples traveling togetherbrbrKitchen & Dining:br-Unique open-concept kitchen with views of both the living and dining roomsbr-Fully stocked with all cooking essentials, plus kid-friendly dining itemsbr-Dining table for family meals or late-night snacksbr-Gas BBQ grill and outdoor picnic setup for summer dining under the starsbrbrOutdoor Space:br-Fully fenced backyard – perfect for kids and dogsbr-Gas firepit and seating area ideal for evening hangoutbr-Yard games provided for some friendly fun while grilling up dinnerbrbrExplore Bend:br-5 minutes to downtown Bend, Drake Park, and Bond & Wall Streetbr-Easy access to mountain bike trails, rock climbing, breweries, and food cartsbr-Mt. Bachelor ski resort – 30-minute drive for winter funbr-Cascade Lakes – 35-minute drive for summer hikes and kayakingbr-Walk to 10 Barrel Eastside, Boneyard Brewing, and local favorite food spotsbr-Take the kids to nearby Hollinshead Park for sledding or Shevlin Park for snowshoeing and hikingbrbrWhy You’ll Love It:br-Warm and welcoming home with fireplace and Smart TV for cozy nights inbr-Pet-friendly amenities so the whole family can vacation togetherbr-Plenty of space indoors and out with thoughtful extras like yard games and board gamesbr-Located in one of Bend’s most desirable neighborhoods, close to everything but tucked away for quiet eveningsbrbrGuest Access:brGuests have access to the entire home, including the garage.brbrThe Neighborhood:brLocated within just a few minutes' drive to Franklin Avenue and downtown Bend, Boneyard Brewery, Drake Park, galleries, restaurants, breweries, and all downtown shopping. Walkable to 10 Barrel Eastside for great food and fantastic beer! It is in the premier location for a vacationer to experience the beautiful city of Bend.  It is also within easy driving distance to shopping in the Old Mill District, dozens of breweries, mountain bike and running trails, and Mount Bachelor (40 min), and it comes with free on-site parking. The many famous reasons for visiting Bend are all within a short distance from this home: 10 Barrel Brewing, Deschutes Brewery, fantastic restaurants, Bond & Wall Streets, the parks, hiking, outdoor concerts, mountain biking, rock climbing, skiing, kayaking, and so much more.brbrGetting Around:brWe suggest having a car to navigate Bend, although Uber and Lyft are available.brbrOther Things to Note:brHere are a few recommendations for restaurants nearby!brbr* Hola East - 2.7 miles awaybr* Worthy Brewing - 2.9 miles awaybr* Bridge 99 Brewing - 1.6 miles awaybr* On Tap Food Carts - 1.9 miles awaybr* 10 Barrel East - 0.6 miles awaybrbr  Below are some of our favorite attractions to visit:brbr★Lava Butte - 18 miles awaybr★Tumalo State Park - 6 miles awaybr★ Benham Falls - 18 miles awaybr★ High Desert Museum - 10 miles awaybr★ LaPine State Park - 30 miles awaybr★ Old Mill District - 4 miles awaybr★ Downtown Bend - 3 miles awaybr★ Mt. Bachelor - 26 miles awaybr★ Riley Ranch Preserve - 4 miles awaybr★ Paulina Lake - 42 miles awaybr★ Sparks Lake - 31 miles awaybr★ Davis Lake - 57 miles awaybr★ Sisters - 21 miles awaybr★ Smith Rock - 24 miles awaybr★ Crater Lake National Park - 94 miles awaybr★ Painted Hills and John Day Fossil Beds - 82 miles awaybrbrParking is available for 3 vehicles, including one parking spot in the garage. All trailers and recreational vehicles must have the approval of COVH before arrival. brbr3 pets are allowed at this home. This home allows pets for a fee of $40 per dog for the stay.  If pets are brought into the home without COVH approval or knowledge, there is a fine of $250 per pet.brbr[DISCLAIMERS]br- No smoking in or outside of this home. Subject to a $500 fine.br- IDs and security deposits when applicable will be requested after booking.brbrInteraction with Guests:brOur team is available from 9 am to 5 pm via Airbnb chat, text, phone, or email. Please reach out for emergencies.
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(53)

$231.27

/ Nightly
Private Vacation Home

Cottage in Bend: Walk Everywhere

Bend, Oregon, United States

COTTAGE IN BEND: Cozy 1920’s, one bedroom, one bathroom cottage with a large private yard-blocks from the river and downtown Bend. Enjoy your own space on a large lot-not an ADU or apartment. Leave your car and walk to the market for groceries and coffee on Newport Ave. brbrOur tiny home has one bedroom with a queen sized bed outfitted with a helix mattress purchased in 2025, high thread count sheets and cozy quilt. brbrThe living area has a mid-century love seat, 2 chairs and a wall mounted flat screen TV.brbrKitchen area is light and bright with all the cookware and accessories to make home cooked meals. brbrBathroom is small but remodeled to a wet room in 2022 with modern designer finishes. See floor plan and photos.brbrOutdoors, the large deck features built in deck seating and table to set up for an outdoor dining experience. The yard is surrounded by lilac trees and is a perfect place to relax after a day exploring Bend.brbrDuring your stay walk 3 short blocks to the pedestrian footbridge crossing the Deschutes River and into Drake Park and downtown Bend, The Union house is just a block away from Newport ave and Newport Market. It is also 3-4 blocks from many restaurants and coffee shops. brbrFor stays longer than 14 days please contact us first before booking.brThis property is strictly an animal free zone due to health issues including severe allergies.brWe have outdoor security cameras on the property.brA signed rental agreement and security deposit are required to confirm the reservation.
Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps

Slider Thumb

$265.81

/ Nightly
Condo

All-Suite Alpine Getaway - Pools, Hot Tubs & Golf - Shuttle to Ski Mountain

Bend, Oregon, United States

Summary:brbrSeventh Mountain Resort Unit 713brbrbrbrThe Space:brbrOffering the closest accommodations to the slopes at Mount Bachelor, your year-round alpine escape awaits at this well-appointed 3BR/3BA Seventh Mountain Resort getaway. Highlights of this all-suite retreat include contemporary furnishings and a private patio with serene alpine views.brbrbrbrChoose from a plethora of outdoor activities and adventures, including rafting, golfing, fishing, or skiing. Then return to enjoy two outdoor pools and three hot tubs. Enjoy a central location, situated next to the Deschutes River near both downtown Bend and the slopes of Mount Bachelor.brbrbrbrLIVING AREAbrbrbrbrA sofa and sleeper sofa set the scene for relaxation in the living area. In the evening, get cozy by the wood-burning fireplace and stream a movie on the smart TV.brbrbrbrThe two-seater bar in the kitchen could double as an office area.brbrbrbrKITCHEN & DININGbrbrbrbrPrepare fresh meals in the kitchenette, equipped with a refrigerator, electric stove, sink, dishwasher, microwave, and a coffee maker. brbrbrbrWhen it’s time to eat, gather around the dining table, which seats six comfortably.brbrbrbrBED & BATHbrbrbrbrThis rental accommodates eight guests between three bedrooms and a full-size sleeper sofa in the living area.brbrbrbrSleep soundly in the primary suite, complete with a king bed and an en-suite bathroom with a tub/shower combination.brbrbrbrThe second suite is outfitted with a queen bed, and a smart TV, while the en-suite second bathroom comes with a tub/shower combination.brbrbrbrThe third bedroom features a twin-over-twin bunk bed with a twin trundle and a smart TV. The en-suite third bathroom is configured with a tub/shower combination. brbrbrbrOUTDOOR AREA & AMENITIESbrbrbrbrAn inspiring alpine scene awaits on your private patio. In the evening, dine alfresco amidst the fresh mountain air at the outdoor table for four.brbrbrbrSeventh Mountain Resort amenities include:brbr- Two heated outdoor pools, children’s pool (open seasonally)brbr- Three hot tubsbrbr- Two firepitsbrbr- Mini-golfbrbr- Fitness centerbrbr- Grilling areabrbr- Seasonal ice-skating rink (skate rentals available)brbr- Whitewater rafting, horseback riding, and paddleboarding (for an additional fee)brbr- Shuttle service to Mount Bachelor (for an additional fee, available during ski season)brbrbrbrEXTRA PERKS & MORE DETAILSbrbrbrbrComplimentary Wi-Fi, communal laundry facilities, and unassigned parking for two cars in the open parking lot are provided.brbrbrbrThis ground-floor condo is accessed via descending a flight of stairs.brbrbrbrLOCATIONbrbrbrbrEnjoy thrilling days skiing at nearby Mount Bachelor (15 miles). In warmer months, explore bike trails along the scenic Deschutes River.brbrbrbrFor shopping, entertainment, cuisine, or to sample local beers, head 7 miles into downtown Bend. The charming Old Mill District offers a thriving arts and culture scene (6 miles).brbr brbrDeschutes County Tax Certificate #77
Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(10)

$1451.57

/ Nightly
Private Vacation Home

SPACIOUS ~ 24-hr staff ~ clean + modern ~ wifi ~ parking ~ hot tub ~ firepit

Bend, Oregon, United States

**Includes access to a private garage for your ski equipment and vehicle**brbrRetreat in this spacious modern home that was just completed in December 2017! Host your next retreat or family reunion in this beautiful 3195 square foot, 5 bedroom, 5.5 bathroom home that has abundant natural light, a two car garage for your ski and bike gear, and an intimate rear courtyard and lawn with expansive southern Paulina views.brbrWhat makes this home unique: Modern and stylish home with clean lines, abundant natural light, two car garage, intimate rear courtyard with fire pit, hot tub, and expansive southern Paulina views.brbr*After booking on HomeAway, Tetherow will send a 5-digit confirmation number to formalize the reservation*brbrBeds: 2 King, 1 Queen, 2 Twin, 1 Queen sleeper sofabrTVs: 3 – Living room, Master and Bonus RoombrOccupancy: 10brViews: Southnern Paulina Range ViewsbrFire pit: YesbrHot tub/capacity: 6 peoplebrbrAs a guest of Paulina 16, you have access to the following Tetherow amenities and/or services:br• Poolbr• Recreation Centerbr• Golf Course (open April – Oct)br• 24-hour front desk staffbr• Ability to post charges resort-wide to one accountbr• Complimentary shuttle service to the Old Mill District & downtown Bendbr• Tetherow’s site wide, complimentary wifibr• On site maintenance teambr• On site housekeeping teambr• Snow removalbr• Security patrolsbrbrThis home may be booked as 1, 2, 3, 4 or 5 bedroom units. Online booking available here for entire home. To book 1 - 4 rooms please contact a reservationist.
Bed 5

Bed

Bath 5

Bath

Sleep 10

Sleeps

Slider Thumb

$185.7

/ Nightly
Condo

Bright and modern condo at Seventh Mountain, access to shared pools, hot tubs

Bend, Oregon, United States

Summary:brbrSeventh Mountain SanctuarybrbrbrbrThe Space:brbrEscape to your year-round alpine retreat at this charming condo located at Seventh Mountain Resort, offering the closest accommodations to the slopes at Mount Bachelor. Whether you're seeking a cozy winter ski getaway or a summer adventure in the great outdoors, this well-appointed condo is the perfect base for all your Central Oregon explorations.brbrbrbrStep inside to discover a welcoming space featuring a private patio, a wood-burning fireplace, and a fully equipped kitchen where you can whip up delicious meals after a day of outdoor activities. Relax and unwind in comfort, knowing that all your needs are met with amenities like a washer/dryer, internet access, and a cozy wood-burning fireplace.brbrbrbrDuring your stay, take advantage of the resort's fantastic amenities, including two heated outdoor pools, three hot tubs, mini-golf, a fitness center, and even a seasonal ice-skating rink. Whether you prefer relaxing by the firepit or staying active with whitewater rafting or horseback riding, there's something for everyone to enjoy at Seventh Mountain Resort.brbrbrbrConveniently located next to the Deschutes River and just a short drive from downtown Bend and the slopes of Mount Bachelor, this condo offers the best of both worlds. Explore the vibrant city of Bend, go skiing on the nearby slopes, or simply relax and take in the stunning natural surroundings right outside your door.brbrbrbrDon't miss out on the opportunity to experience all that Central Oregon has to offer from this fantastic condo at Seventh Mountain Resort. Book your stay today and start planning your unforgettable alpine escape in Bend!brbrbrbrThings to Know:brbrDeschutes County Tax Certificate #77
Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps

Slider Thumb

$489.94

/ Nightly
Private Vacation Home

Pet friendly home steps to Deschutes River with hot tub, foosball & play set

Bend, Oregon, United States

Summary:brbrRivers EdgebrbrbrbrThe Space:brbrWelcome to your serene retreat in Bend, Oregon, where nature meets comfort on a beautifully landscaped .60-acre parcel directly on the Deschutes River. This charming single-level home boasts unobstructed views in every direction, allowing you to immerse yourself in the stunning surroundings. Take the stairs leading from the backyard to the landing dow to relax by the river. Or, enjoy the extensive paver patio. Perfect for soaking up the sun or hosting family gatherings.brbrbrbrThe open floor plan features both formal and casual living spaces, seamlessly connecting to a large kitchen with a welcoming island. With a wall of windows overlooking the river, the kitchen is a delightful space for culinary adventures. The oversized master suite is a true sanctuary, complete with two walk-in closets and a private office that opens to a patio with river views. brbrbrbrThis property is not only well-maintained but also equipped with a variety of amenities to enhance your stay. Enjoy the hot tub, cozy up by the wood stove, or challenge your family to a game of foosball in the game room. For outdoor enthusiasts, kayaks are available upon request from May to October, and hiking and biking trails along the river lead you to La Pine State Park. brbrbrbrWildlife abounds in this tranquil setting, with elk, deer, and even the occasional black bear spotted nearby. The backyard features a children's playset, making it a perfect family-friendly getaway. With Mt. Bachelor just a 20-30 minute drive away, you can easily hit the slopes for skiing or snowboarding in the winter months. brbrbrbrWhether you're seeking adventure or relaxation, this Bend home offers the ideal escape. Book your stay today and experience the beauty of the Deschutes River right from your doorstep!brbrbrbrbTHINGS TO KNOW/bbrbr• Deschutes County Tax Certificate #77
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb

$958.7

/ Nightly
Private Vacation Home

Stunning Bend Home on the Hill with Private Hot Tub, City Views, & Game Room

Bend, Oregon, United States

Summary:brbrWhiskey Mountain LookoutbrbrbrbrThe Space:brbrSitting on top of the hill on the coveted west side overlooking the city, this amazing bend home is just waiting to assist in making the best memories with family and friends. Entertaining the whole gang will be a breeze with the private hot tub, stylish game room complete with two flatscreen TVs, a wet bar, a pool table, and plush leather furnishings, and a half-acre yard that is closed in for the dogs to run around in! After a full day of exploring the city, step into the fully equipped kitchen to curb appetites with ease or step out to one of the two expansive furnished decks for a cookout in the fresh air using the private gas grill as everyone watches the sunset over the city. Everyone will love gathering at the accommodating dining table for meals and the living room will be just the place to kick back in front of the gas fireplace with a movie playing on the large flatscreen TV!brbrbrbrSpreading out won't be an issue on this vacation with three spacious levels and five inviting bedrooms. The lower floor is home to the game room, a half-bath, and two bedrooms both boasting ensuite bathrooms. The main floor features the kitchen, dining area, living room, another half-bath, and the primary bedroom boasting a king bed, an ensuite bathroom with a soaking tub and walk-in shower, and a walk-in closet. Head up to the third floor and you will find an adorable reading nook at the top of the stairs, a full bath in the hallway, and two bedrooms. One featured a bunk bed and a king bed, and the other has a queen bed. brbrbrbrWhat's nearby:brbrYou will be hard-pressed to find a better location to call home than this in Bend, as downtown restaurants, shops, and grocery stores are just two miles away. The Old Mill is also just two-and-a-half miles from your front door for shopping and sightseeing. Plus, the outdoorsy members of the group will be glad to know that Mount Bachelor is just 20 miles (25-minute drive) west for unlimited ski runs, hiking trails, and so much more!brbrbrbrThings to know:brbrDog-friendly (leash less park nearby)brbrDeschutes County Tax Certificate #77
Bed 5

Bed

Bath 5

Bath

Sleep 12

Sleeps

Home Most popular vacation rentals in Bend