Vacation Rentals By Owner In Sisters, OR

Welcome to Smiling River Lodge, a 4,191-square-foot stunner sleeping 14. This 4BR/4.5BA Black Butte home features two plush suites, a gourmet kitchen, and a private hot tub. Tee off at the Glaze Meadow Golf Course, then head to the pools and fitness center steps away at the Glaze Meadow Rec Center.brbrLIVING AREAbrbrVaulted ceilings soar in the skylit Great Room, configured with a 65” smart TV as well as a floor-to-ceiling stone wood burning fireplace. Entertaining extras include a full-size billiard table, a poker table, and a library of board games.brbrCurl up with a good book in the loft, detailed with a wood-burning fireplace and a foosball and ping-pong table.brbrKITCHEN & DININGbrbrIndulge your inner chef in the gourmet kitchen, complete with ample counter space and stainless steel appliances -- including a double oven. The kitchen bar seats three.brbrGather together beside a wood-burning fireplace in the dining area, furnished with a table for 12.brbrBED & BATHbrbrHighlighted by vaulted ceilings, the primary suite has a king bed, walk-in closet, wood-burning fireplace, and direct hot tub access. The spa-like en-suite bathroom has separate double vanities, a walk-in shower, and a sunken soaking tub.brbrThe second suite includes a queen bed and an en-suite bathroom with a tub/shower combination.brbrAlso featuring vaulted ceilings, the third bedroom provides four twin-over-twin bunk beds and a flat-screen TV. The en-suite bathroom features a double vanity, a separate water closet, and a walk-in shower.brbrThe fourth bedroom holds two twin beds, while the guest bathroom is equipped with a tub/shower combination. A half bath adds convenience downstairs.brbrOUTDOOR AREA & AMENITIESbrbrSurrounded by a sea of pines, your expansive deck includes a private tub, gas grill, and scenic alfresco dining space as well as a hammock and horseshoe pit on this forested 2.6 acre property. The National Forest is a few hundred yards away, just head out the back door and down the hill West between two houses through the forest access common space.brbrAn easy 8-minute walk, the Glaze Meadow Recreation Center provides a wide array of amenities. Highlights include:brbr- Year-round indoor poolbr- Outdoor pools (open Memorial Day to Labor Day)br- State-of-the-art fitness center with yoga classesbr- Steam room and equipment rentalsbr- Pickleball courts and lighted tennis courtsbr- Bocce ball courts and full basketball courtbr-Bike, Cross Country Ski and equipment rentalsbr-Seasonal Bistro with bar and grillbrbrEXTRA PERKS & MORE DETAILSbrbrPerks include complimentary Wi-Fi, central air-conditioning, YouTube TV (cable), a washer/dryer, and various sleds and bikes.brbrDriveway parking is provided for five vehicles. Street parking is prohibited. Please park only on the pavement.brbrThis two-story home is accessed via a set of three steps at the entryway.brbrThe Ranch no longer collects a per person/day Guest Usage Fee at the Welcome Center. They are now having the property manager collect 12% of the rent and remit to the Ranch. This is an extra fee that we collect through VRBO just before check-in. You still need to check-in at the Welcome Center but will not be charged by them.brbrThis home has exterior audio/video cameras in the front and back of house.brbrIf you need anything before, during, or after your stay, we are here to help!brbrEnjoy!brFreddie and Erica Woekel

Pools, Private Hot Tub & Pool Table. Upscale Lodge

Sisters, Oregon, United States

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Bath

Sleeps

$189.45

Tucked above a garage, this 880 sq ft retreat at 69190 Barclay Drive offers stunning Cascade Mountain views. Just under 2 miles from downtown Sisters, this one-bedroom, one-bath charmer sleeps 4, blending cozy cabin vibes with a Nordic ski lodge twist. Enjoy a sunny view deck for coffee mornings or post-hike relaxation. Inside, a mini-split and faux propane stove ensure comfort, while the kitchenette invites laid-back evenings. Reserved parking for two cars is nearby. Access via stairs; no pets allowed.

Apartment

Sisters Chalet 1-bed retreat with WiFi, AC, and views near downtown Sisters.

Sisters, Oregon, United States

Bed

Bath

Sleeps

$668.52

Get ready to relax in this 6-bedroom house in Sisters. This wonderful property boasts 2 king beds, 1 bunk bed, 1 queen bed, 1 murphy bed, and 1 twin bed, perfect for large groups or families. With heating, AC, and a hair dryer provided, guests will feel right at home. The 4 bathrooms feature a bidet and shower for added convenience. Enjoy all that Sisters has to offer when you stay at our place. We cannot wait to host you! :)

House+ADU+GameRoom+Jacuzzi+Pool+Fire pit+Loft

Sisters, Oregon, United States

Bed

Bath

Sleeps

$1307.2

PERFECT family reunion HOUSE (approx.. 4,600 sqft) with 6 bedrooms, 4 baths, sauna, hot tub, shuffleboard and pool table. Great location - right in the middle of BlackButte Ranch at the end of a quiet cul de sac. There is a long private driveway with plenty of parking to accommodate friends and family. brThe house has 3 levelsbr1st Level: br• Extra pair of washing/dryer machine in the garage1st levelbr• Saunabr• Bedroom 1: queen size bed, fireplace and access to deckbr• Bedroom 2: queen size bed and access to deck br• Full bathroombrbr2nd Level: br• Family room with TV and fireplace. Two sofa’s br• Pool table and shuffleboardbr• Multiple decksbr• Full bathroombr• Laundry roombr• Bedroom 3: queen size bed and 2 twin bedsbr• Kitchenbr• Back side of kitchen leads to large deck with hot tub and BBQbrbr3rd level: br• Bedroom 4: queen size bed, bunkbeds (twin size)br• Bedroom 5: queen size bed br• Full bathroombr• Bedroom 6: Main bedroom with king size bed and full bathroombr• Small living room with a sofa and tv brbrPlease note that daily maximum person count is not to exceed 18 people. Absolutely no parties. If you have questions regarding the cancellation policy or if the minimum stay does not meet your needs, please call or email to see what we may be able to work out!!brRESORT AMENITIESbr• Five outdoor pools (seasonal)br• Indoor poolbr• Hot tubsbr• Gymbr• Saunabr• Tennis courtbr• Basketball courtsbr• Playgroundsbr• Recreation centerbr• Golf on-sitebr• Spa on-sitebrTHINGS TO KNOWbr• Streaming services are available with guests' own accountsbr• The resort use to collect an additional $9 daily fee for every guest seven years and older upon check-in at the Welcome Center. Many guests were unaware of this charge which created an uncomfortable check in experience. Starting 1/1/24 the property owner has to charge the guest directly, which you will see as an additional fee. br• A damage waiver, covering up to $2,000 of accidental damage to the property or its contents, is included in the cost of your reservation. br• No pets are allowed at this vacation rental

Black Butte Ranch - Spacious house

Sisters, Oregon, United States

Bed

Bath

Sleeps

$459.78

Summary:brbrExperience the charm of small-town living at Cascade Cottage in the heart of Sisters, Oregon, where mountain views meet a warm, welcoming community. The home is located in the highly desired Pine Meadow Village and you'll get all the feel from the resort-style amenities. Ideally located and perfectly quaint!! Step outside and you’ll find yourself surrounded by the natural beauty of the Cascade Range, with scenic trails, parks, and rivers just minutes away.brbrbrbrThe Space:brbrBegin your stay on the inviting front porch, where two rocking chairs offer the perfect spot to watch the world go by. Inside, the open-concept main floor blends a cozy living room with a smart TV and couch, a dining table for six, and a warm, inviting kitchen featuring stainless steel appliances. Extra seating in the living area makes gathering easy, whether you’re sharing a meal or planning your day. Upstairs, a second living space awaits, complete with a smart TV, indoor fireplace, plush couch, and two armchairs, plus balcony access for a breath of fresh mountain air. Bedrooms open to additional balconies, perfect for morning coffee or evening stargazing. Out back, a private patio with a table for four and a grill sets the scene for relaxed dinners under the Oregon sky.brbrbrbrWhether you’re here to explore the outdoors, enjoy local culture, or simply soak in the peaceful setting, Cascade Cottage offers the perfect base for your Sisters getaway.brbrUtilize the Village pool from Memorial Day to Labor Day and the hot tub year-round! Nothing's better than a dip in the hot tub in the winter...especially if there's snow falling!brbrbrbrThis home comfortably sleeps 6 guests between 3 private bedrooms.brbrbrbrBedroom #1 includes a queen size bed, a smart TV, and patio access. brbrbrbrBedroom #2 upstairs, includes a queen size bed. brbrbrbrBedroom #3 upstairs, includes 2 twin size beds and balcony access. brbrbrbrThis home also includes 2 full guest bathrooms, both equipped with a single vanity and a shower/tub combo. brbrbrbrPine Meadows amenities are available to guests! This includes the pool and hot tub, tennis courts and more!brbrbrbrTHINGS TO NOTE:brbr• Pool is open from Memorial Day to Labor Day. Spa is open year-round.brbr• Please note Home is NOT pet friendly.brbr• Washer and dryer in home. brbr• One assigned parking in front of the home. Additional street parking around the corner of the home. brbr• Step-free access to kitchen, lower living room, bathroom and bedroom #1.brbr- You're in a dark sky community and quiet neighborhood. No outside lights after night fall. Violators can be fined. Please be respectful of our neighbors.brbr• This is a quiet neighborhood. Please be respectful or our neighbors.brbr• No Parties Allowedbrbr• Please note that AWD or 4WD is required during winter months.brbrbrbrNestled at the base of the majestic Three Sisters mountains, Sisters, Oregon blends small-town charm with stunning high-desert scenery. Stroll its Western-themed downtown lined with art galleries, unique boutiques, and cozy cafés, or explore nearby hiking and biking trails that wind through forests and open meadows. With year-round events, vibrant local culture, and easy access to outdoor adventures, Sisters offers the perfect mix of relaxation and exploration. Be sure to book early for the Sisters Rodeo and the Sisters Outdoor Quilt Show!!!!brbrbrbrThis home is also close to Bend, Oregon—famous for its outdoor activities and beautiful scenery. You can enjoy art, dining at an award-winning restaurant, spa treatments, or take part in the Bend Ale Trail, which is the largest beer trail in the West. Bend is also great for family-friendly activities like boating on Cascade Lakes. West of Bend are the lakes and peaks of the Cascade Mountains, with ski resorts and multi-use trails. In town, a trail leads up Pilot Butte, an extinct volcano. South, the High Desert Museum showcases the local environment, with history and live wildlife exhibits. In the Newberry National Volcanic Monument, stairs lead into the Lava River Cave, a huge lava tube.

Cascade Cottage in Coveted Pine Meadow Village

Sisters, Oregon, United States

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Bath

Sleeps

$1289.37

Significant effort has been made to make the home comfortable for those with particular allergen sensitivity, including mobile air filters (Austin brand), organic cotton mattresses (Avocado Green brand), and organic latex ('Sleep on Latex' brand) mattresses. Organic cotton pillows, sheets, and towels are stocked in the home. Only fragrance and allergen free cleaning products are used. Furnishings are free of flame retardants.brbrThe home, which was built in 2020, was designed with the intent to maximize natural light from large windows throughout the home, offering pleasant views of the surrounding trees and natural landscape. brbrBedroom setup as follows:brDownstairs Bunkroom - full over full bunk and twin over twin bunkbrDownstairs Bedroom - queen bedbrUpstairs Bedroom 1- two twin bedsbrUpstairs Bedroom 2 - queen and toddler bedbrUpstairs Bedroom 3 - full size bedbrUpstairs Master - queen bedbrNuna Pack and Play available for usebrbrFull kitchen with standard appliances and equipment. Two picnic tables on the rear deck for outdoor dining. brbrOne of the unique features of this home is the location. The Glaze Meadow Recreation Center is within walking distance and has a pool, hot tub, fitness center, bike rental, sports shop, and other amenities. The Ranch bike path is conveniently accessible immediately to the rear of the home. The bike path is about 23 miles in total, weaving through the Ranch. brbrNote: The Ranch used to collect a daily use fee when you arrived at the welcome center. Going forward a resort fee is assessed as percentage of the rent amount. This amount will be invoiced to you separately at the conclusion of the booking.

Lodge

Spacious 6-bed allergy-friendly home with AC - Walk to Glaze Meadow Rec Center

Sisters, Oregon, United States

6

Bed

5

Bath

18

Sleeps

$655.91

Welcome to our Black Butte Ranch Home with one of the best locations on the Ranch. Our 3 bedroom single story Glaze Meadow home is located in a cul-de-sac, perfect for families and only a short walk to the Glaze Meadow Recreation Complex. The setting is spectacular with potential for viewing wildlife. brOur home sleeps 6. The Primary Bedroom has a King bed and attached bathroom, 2 additional bedrooms (1 Queen, and 2 Twin Beds) off the hallway share the main floor bathroom (bathtub/shower combination). We have a wrap around deck with a dining table, and propane bbq. Additional private deck on the back of house with hot tub/spa, double chaise lounges, and outdoor seating. House has a fully stocked kitchen(just bring food/drink), flat screen smart tv in living room and primary bedroom, washer and dryer, and all linens. br *Also, please note that motorcycles are not permitted within the ranch or on any of the Black Butte properties.brLocated 2 blocks from the new Glaze Meadow Recreation Complex and 'The Spa at Black Butte Ranch'(mani-pedi, facials, massage etc),year-round indoor pool, outdoor pool, toddler pool, spray ground, fitness center, wireless Internet, sports shop and seasonal bike, snow shoe and XC ski rentals. Adjacent to this facility are lighted tennis courts and a playground with boulders for climbing, playground structures, even a circuit for beginning bikers. Take a quick morning walk for coffee!brbrBlack Butte Ranch, a gated resort community, has two championship golf course with signature views, five swimming pools, 23 tennis courts, 18 miles of bike/walking trails, canoes, cross-country skiing, catch-and-release fly fishing, guided horseback riding, volleyball court, basket ball hoops, frisbee golf, plus soccer and softball fields. The Recreation Department offers activities for all ages and will assist you with recreational activities available in Central Oregon. Hoodoo and Mt. Bachelor ski areas, numerous lakes, rivers, hiking trails, rock climbing and wilderness areas, and snowmobile parks are an easy drive. Note: The Welcome Center no longer collects the Resort Fee at registration. Your booking includes a Property Fee, under Host Fees, that is your Resort Fee. brbrThe Lodge Restaurant(under constuction, reopening February 2023), Robert's Pub in Big Meadow, and the Lakeside Bistro provide dining options on the ranch. There's a 'General Store' for convenience shopping located near the Welcome Center and Postal and Business Services building. brbrbrBlack Butte Ranch is located eight miles from the quaint western-themed town of Sisters. Home of the Sisters Outdoor Quilt Show, second Saturday in July. Explore local parks, boutiques, art galleries, small shops, bakeries, restaurants, super market, library, Sisters Movie House and brew pub with snow-capped Three Sisters looming in the distance. brbrbrKeywords: Resort, House, Vacation, Golf, Black Butte Ranch, Dogs Welcome

3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub, Dogs Welcome

Sisters, Oregon, United States

Bed

Bath

Sleeps

$947.13

Spacious golf course home in Black Butte Ranch designed for families and groups to relax and reconnect. With three king bedrooms, a private hot tub overlooking the fairway, and a game loft with pool table, there’s room for everyone to gather while still having space to spread out. Enjoy open views, a comfortable layout, and easy access to trails, golf, and amenities. Ideal for multi-family stays and group getaways.brbrThe SpacebrDesigned for families and groups, this home offers a layout that brings everyone together while still allowing space to spread out.brbrMain Level – Gathering & ComfortbrThe main level is built for easy group living and connection.br• Open-concept living, dining, and kitchen areasbr• Spacious kitchen for shared mealsbr• Comfortable living room with golf course viewsbr• Two king bedrooms for convenient main-level sleepingbrbrUpper Level – Private Retreat + Fun SpacebrA great mix of privacy and entertainment.br• Private king suite with ensuite bathroombr• Loft area with pool table, TV, and lounge spacebr• Ideal setup for kids, teens, or late-night hangoutsbrbrSleeping ArrangementsbrComfortably sleeps up to 10 guests.br• Bedroom 1: King bed (main level)br• Bedroom 2: King bed (main level)br• Bedroom 3: King suite with ensuite (upper level)br• Loft: Additional sleeping space for kids (air mattresses + bedding)brbrOutdoor LivingbrTake full advantage of the Central Oregon setting.br• Private deck overlooking Big Meadow golf coursebr• Hot tub for relaxing after hiking, biking, or skiingbr• Outdoor dining and grill for easy group mealsbr• Peaceful setting with open views and room to unwindbrbrLocationbrLocated in the heart of Black Butte Ranch with easy access to:br• Golf, pools, and fitness centersbr• Miles of biking and walking trailsbr• Dining and resort amenitiesbrbrWhether you`re out exploring or relaxing at home, this is an easy, comfortable base for your Black Butte stay.brbrGuest AccessbrGuests have full access to the home and all Black Butte Ranch amenities.br• Easy Check-In: Keyless entry with a personalized code sent 48–72 hours before arrivalbr• Full Access: Enjoy all indoor and outdoor spaces during your staybrbrBlack Butte Ranch AccessbrAll guests must stop at the Welcome Center upon arrival to receive gate passes.brbrSupportbrWe provide a smooth, hands-off experience with clear communication before arrival. During your stay, we’re available by phone, text, or message if anything comes up.brbrImportant NotesbrbrHot Tub FeebrA hot tub maintenance fee (listed as a “Community Fee”) covers professional cleaning and water balancing before your arrival.brbrHouse GuidelinesbrTo keep the home comfortable for everyone:br• Quiet Hours: 10 PM to 8 AMbr• No smokingbr• No parties or eventsbrbrPlease be respectful of neighbors and surrounding homes.brbrThis home is designed for relaxed, comfortable group stays with space to gather and unwind.brbrDCCA #000780br• Smoking is not allowed on the property at any time.br• Please use all furnishings and appliances for their intended use.br• Pets are allowed at the house. Mandatory pet fee will apply.br• Pet rules: no pets on furniture, pick up waste, no unattended pets unless crated, keep on leash outdoors, report accidents immediately, guest liable for damage.br• Renters must display parking pass at all times. Failure to display may result in ticket or towing of vehicle at vehicle owner`s expense.br• No children under the age of 12 permitted in the hot tub without adult supervision.br•Never stand on hot tub cover. Renter will be responsible for any damage due to misuse.br• All guests and vehicles must register at the Welcome Center upon arrival to Black Butte Ranch.

Hot Tub + Golf Views | 3 King Suites + Game Loft

Sisters, Oregon, United States

Bed

Bath

Sleeps

$650.72

Located in Black Butte Ranch bordering the Deschutes National Forest, this A-frame cabin brings all the amenities you need for your family stay at the Ranch. brbrThe main level features two bedrooms and a bathroom. The bedroom off the dining room has a Queen bed. This room relies on a spacer heater to warm the room. The second bedroom has a Queen bed and full size pull out sofa. The bathroom features a shower, tub and two sinks. brbrUpstairs you'll find one bedroom with both a Queen and Full bed. The second bathroom has shower and one sink. The large loft features vaulted ceilings, 5 Twin beds and a foosball table - perfect for a group of friends. brbrVaulted ceilings throughout with a wall of windows offer abundant natural light and views of the forest trees. Beautiful pine walls and ceilings with a lava rock fireplace for warmth and coziness. In the summer, you'll enjoy air conditioned comfort. brbrWalk out the back door and explore the peaceful forest - there are mountain bike trails accessible right from the house. Or hop on the nearby bike trails and experience all that Black Butte Ranch has to offer! Enjoy 2 championship golf courses, tennis/pickleball courts. 6 pools (1 indoor), hot tubs, workout rooms, spa, paddleboarding, kayaking plus multiple restaurants. brbrThis house is an easy 10 minute walk to the Paulina pool and spring creek; which is only accessible via the trails (no car parking). Glaze Meadow Rec Center is just a 7 minute bike ride away. brbrThis well-appointed home located in a quiet, forest-backed cul-de-sac is the perfect base camp for your Black Butte adventure. There are three cruiser bikes available for your use. brbrPlease Note:br*There is a $25 per night pet fee. If you are bringing a dog, you must indicate it on your reservation, and the pet fee will be included in your booking. We allow one dog, up to 50 lbs. brbr*There is no camping allowed on the property. This includes campers, vans or other vehicles. brbr*There is one external security camera that points toward the driveway. There are no other cameras in the home or around the property.

Charming Black Butte Ranch Retreat – Walk to Pool & Trails, Cozy Vintage Vibes

Sisters, Oregon, United States

4

Bed

Bath

10

Sleeps

$430.94

FivePine Lodge & Cabins is rated one of the top hotels in Oregon. FivePine Lodge & Conference Center is located in the heart of Central Oregon, only 25 minutes from Bend and Redmond, Oregon, 10 minutes from Black Butte Ranch, and 45 minutes from Sunriver. FivePine Lodge is a unique and one of a kind Central Oregon romantic destination and is so much more than just a hotel. With the personal touch of a bed and breakfast, the privacy of romantic, cozy cabins and all the amenities of a resort, FivePine is the ultimate romantic getaway.brAt 680 sq. ft., our Serenity Cabins are an oasis of relaxation and tranquility. Couples will enjoy this romantic retreat, situated along the edge of the Deschutes National Forest and featuring a private patio. Thoughtfully designed for two, this cabin features a king size deluxe pillow top bed, 65” flat screen TV and daily delivery of our Deluxe Coffee & Tea Service + mimosas. Surrender to ultimate relaxation with our custom glass rainfall shower, featuring triple body sprayers and a cascading waterfall against the backdrop of the warm glow of your 3 sided fireplace. Tucked between the fireplace and a forest view window, you will find an enchanting cast iron pedestal soaking tub with river stone accents and the irresistible allure of pure luxury. brbrCabin Features:brLuxury King Pillow Top BedbrThree-Sided Stone Gas FireplacebrCast Iron Pedestal Soaking TubbrTriple Head Italian Tile Showerbr65” TV & DVD PlayerbrPatio with Adirondak ChairsbrDeluxe Coffee & Mimosa Delivery with Baked Goods & Fresh FruitbrIn Room French Press Coffee & Tea SelectionbrMicrowavebrMini FridgebrIron & Ironing BoardbrHairdryer brbrThis cabin type is non-smoking and non-pet.

Cabin

FivePine Lodge & Cabins - Serenity Cabin

Sisters, Oregon, United States

Bed

Bath

Sleeps

$384.23

Welcome to our charming vacation rental nestled in the beautiful neighborhood of Tollgate in Sisters, Oregon. This delightful 3-bedroom, 2-bathroom house offers the perfect retreat for your next getaway. With comfortable sleeping arrangements including 2 queen beds, two twin beds, a sleeper sofa, and a queen air mattress, there's plenty of space to accommodate up to 8 guests.brbrAs you step inside, you'll be greeted by the warm and inviting atmosphere that defines this rustic home. The cozy living area is adorned with tasteful furnishings and features a TV, perfect for unwinding after a day of exploration. The fully equipped kitchen provides all the essentials for preparing your favorite meals, and the adjacent dining area offers ample seating for memorable family dinners.brbrOne of the highlights of this vacation rental is the back deck, where you can soak up the sunshine and enjoy the fresh mountain air. Fire up the barbecue grill and savor delicious grilled treats while relishing the serene surroundings.brbrDuring your stay, you'll have access to the fantastic amenities of the community. Take a refreshing dip in the sparkling pool on hot summer days, challenge your friends to a game of basketball, or test your tennis skills on the courts. There's no shortage of activities to keep you entertained throughout your vacation.brbrIn the interest of safety, we want to disclose that the spacing between posts on the upstairs landing area may be wider than standard railings. Please exercise caution and ensure the supervision of children in this area.brbrSisters, Oregon, is renowned for its breathtaking natural beauty and abundant outdoor recreational opportunities. Whether you're an avid hiker, cyclist, or simply enjoy exploring nature, you'll find numerous trails and parks nearby to satisfy your adventurous spirit.brbrWhen you're ready to venture beyond the neighborhood, the charming town of Sisters awaits. Discover quaint shops, art galleries, and delightful restaurants, all within a short distance from your vacation rental.brbrEscape the hustle and bustle of everyday life and indulge in a memorable vacation at our 3-bedroom, 2-bathroom house in the Tollgate neighborhood of Sisters, Oregon. Book your stay today and create cherished memories with your loved ones.brbrUpon making a reservation please note that signing a rental agreement will be necessary before you are granted access to the property.

Peters Cabin Cozy Retreat in Sisters Tollgate Area

Sisters, Oregon, United States

Bed

Bath

Sleeps

$413.0

Welcome to Sisters! This 2 bedroom condo is situated in the Pine Meadows development. Pool, hot tub, tennis courts and a beautifully sculpted walking path that offers views of the magnificent 3 Sisters mountain range. This main floor, 1 level condo is well kept and cute. It boasts a gas fireplace and air conditioning. Open concept kitchen to the living room and dining room. Walk to downtown Sisters in minutes to restaurants, antiques, bike shops and the famous Sisters Coffee Shop.brbrThis is a pleasant, clean condo in the heart of Sisters. Enjoy views of the 3 Sisters Mountaims from the neighborhood and walk over to Sisters Coffee for a hot latte. Mountain biking and hiking trails are just minutes away!brbrYou have access to an outdoor pool in the warm months and an outdoor hot tub year round. Tennis lover There are 2 private hardtop, outdoor courts for your use!brbrFeel free to call or text me at anytime with questions. My brother lives nearby and he can help out too.brbrThis is a pleasant newer housing development. It’s within walking distance to coffee shops, restaurants, stores and everything downtown Sisters has to offer.brbrSisters is pretty small. You can almost walk everywhere. A bike would be great transportation. I think Uber has arrived so you might not even need your car when you get here.brbrThere are many festivals in Sisters. Check a calendar for a fun one to visit!

Condo

Sisters Getaway: Blks from Trails, coffee- Pool, Hot tub, Tennis

Sisters, Oregon, United States

Bed

Bath

6

Sleeps

$464.59

Stay Together in Sisters – Entire Building Rental (Upper + Lower)brBring your group together and enjoy the comfort of having both Sisters Retreat Upper and Sisters Retreat Lower all to yourselves. This unique combo stay offers the perfect setup for families, friends, or small groups who want to stay close—while still having their own space.brLocated just a short walk from downtown Sisters, you’ll have easy access to local coffee shops, restaurants, boutiques, and seasonal events. Leave the car behind and enjoy the charm of this walkable mountain town.brTogether, the two units comfortably accommodate up to 7 guests, making it an ideal choice for group getaways, or family gatherings. Each unit offers a bright, modern space designed for comfort and relaxation after a day of exploring Central Oregon.brWhy Guests Love This Combo Stay:brRent the entire building for added privacybrPerfect for groups who want space + togethernessbrWalkable to downtown Sisters shops and diningbrEasy access to hiking, biking, and outdoor adventuresbrAmple parking for multiple vehiclesbrThe Layout:brUpper unit is equipped with a full kitchen, full bathroom, walk-in closet, Queen size bed, and a sleeper sofa. A full size washer and dryer are also available.brLower Unit is equipped with a kitchenette, full bathroom, Queen size bed, and a sleeper sofa.brBoth units have a living space with large smart TV’s, and wifi.brPlease note: These units are designed for convenience and comfort while enjoying all that Sisters has to offer. There is a full kitchen in the upper unit with a small kitchenette in the downstairs unit. brPet Policy: Up to one dog per unit is welcome.brWhether you're here for a weekend escape, an event in town, or outdoor adventure, this combined retreat gives your group the space, flexibility, and location to make the most of your stay.brImportant: A rental agreement must be signed prior to receiving access to the property.

Two Units, One Stay | Perfect for Groups

Sisters, Oregon, United States

Bed

Bath

Sleeps

$349.85

Discover a peaceful downtown escape at Branch C – Ponderosa Retreat, a modern upstairs two-bedroom apartment that feels like a treehouse retreat while offering the comfort of a full residence. Surrounded by mature trees and just a short walk from the heart of Sisters, this home combines privacy, convenience, and charm.brThe apartment includes two private bedrooms, each furnished with a queen bed, along with two full bathrooms. The layout is both comfortable and functional, making it ideal for couples, friends, or small families. A fully stocked kitchen and small in-unit washer and dryer provide everything needed for a seamless stay.brStep outside onto your private deck, complete with a BBQ grill, where you can enjoy morning coffee or dinner in the fresh mountain air. Whether you’re in town for outdoor adventure, shopping, dining, or one of Sisters’ popular festivals, this retreat places you right where you want to be.brbrNeed more space or traveling with a group This apartment is part of a unique multi-unit property. Depending on availability, guests may reserve additional units or inquire about booking the entire building. Please reach out for details.

Ponderosa 2 bdrm 2 bth | Walk to Sisters

Sisters, Oregon, United States

Bed

Bath

Sleeps

$193.0

Come and enjoy our cozy cabin nestled in the Ponderosa pines in Tollgate, 2 miles west of Sisters, for a peaceful relaxing retreat where you can enjoy many year-round recreational activities.brbrOur house, Sisters and our Tollgate Community is a very friendly place for families, couples, and single people. Amenities like a swimming pool (seasonal), tennis court, and bike and walking paths await you. brbrTV entertainment includes cable, Netflix, Hulu, and Amazon prime so you can cozy up with your favorite tv show. brbrThis unique architecturally designed house is situated on half acre lot, surrounded by beautiful Ponderosa pine trees and backs up to a Nature Conservancy, then forest land for privacy. There is a drive-through carport and covered entry as you enter the two-level home. brbrThe house is a split-level design. When you enter you can go upstairs to access the living areas or downstairs for bedrooms and bathroom. The upper level has an open dining/living area with a wood stove, kitchen, vaulted wood ceiling, cathedral windows, sun room, and a large deck with comfortable furniture. There is a sofa and chair in the living room (new spring 2020). The kitchen table seats 4 and there are 3 bar stools in the sun room facing the kitchen. brbrThe lower level has 2 bedrooms each with queen-sized beds and a bathroom. There are dual-controlled heated mattress pads in each of the bedrooms to keep you cozy warm during the cold months. An additional ground level deck as you enter the home with comfortable furniture is nice for morning coffee. There is a gas barbecue available for spring, summer and fall use. Stacked firewood is on-site for the wood stove in the living room. The house has a new (2017) mini-split heating and cooling system upstairs. This will keep you cool in the summer months and warm in the winter months. The downstairs bedrooms have baseboard heaters.brbrThe western style town of Sisters is 2 miles away, which offers many small shops, restaurants and a movie theater. brbrThere are miles of mountain biking and hiking trails that go through the scenic Deschutes National Forest (just beyond your back yard). There is a walking/biking trail one block from the cabin that goes to Sisters. The trail is about one mile long to reach Sisters high school. brbrIn the winter months, skiers can choose to drive 20 minutes to family-friendly Hoodoo, or travel one hour to world-class Mt. Bachelor. The sno-park offers tubing, snowmobile rides, snowshoeing, etc. brDCCA# 1063.brbrPlease note all windows have been updated with new Milgard windows and photos will be updated as soon as the weather allows. The curved-glass window has been replaced with one picture window and 2 skylights so stargazing is still possible in the sunroom.

Unique Private Cabin in the Pines in Sisters! Clean & Cozy!

Sisters, Oregon, United States

Bed

1

Bath

4

Sleeps

$450.76

FivePine Lodge & Cabins is rated one of the top hotels in Oregon. FivePine Lodge & Conference Center is located in the heart of Central Oregon, only 25 minutes from Bend and Redmond, Oregon, 10 minutes from Black Butte Ranch, and 45 minutes from Sunriver. FivePine Lodge is a unique and one of a kind Central Oregon romantic destination and is so much more than just a hotel. With the personal touch of a bed and breakfast, the privacy of romantic, cozy cabins and all the amenities of a resort, FivePine is the ultimate romantic getaway.brbrbrOur intimate, 680 sq. ft. Romance Cabins can be found nestled on the back row of our property offering the privacy of the beautiful Deschutes National Forest; just a step away from your private patio. Thoughtfully designed for two, the Romance Cabin is the epitome of luxury and enchantment with the sunken tile and rock soaking tub adjacent to the stone fireplace and is the perfect location to enjoy a glass of wine while watching the 65” flat screen television. Also featured in this cabin is our king deluxe pillow top mattress and an enticing Italian tiled couple's shower in our oversized bathroom. brbrCabin Features:brLuxury King Pillow Top BedbrStone Gas FireplacebrSunken Tile Stone Soaking TubbrDual Head Italian Tile Showerbr65” TV & DVD PlayerbrPatio with Adirondak ChairsbrDeluxe Coffee & Mimosa Delivery with Baked Goods & Fresh FruitbrIn Room French Press Coffee & Tea SelectionbrMicrowavebrMini FridgebrIron & Ironing BoardbrHairdryer brbrThis cabin type is non-smoking and non-pet.

Cabin

FivePine Lodge & Cabins - Romance Cabin

Sisters, Oregon, United States

Bed

Bath

Sleeps

$596.21

Conveniently located steps away from the Glaze Meadow indoor/outdoor pools, hot tub, steam room, workout facility, tennis courts, and children’s playground, our house is perfect for a gathering of 2 families! The main floor has an open concept kitchen and living area with a fireplace that is surrounded by a large private wraparound deck. There is a private media room off of the dining room. Also on the first floor, there is a main bedroom with a king bed an attached full bath. Plus 2 king bedrooms that share a full bath in the hallway. Upstairs you will find the 2nd main bedroom with a king bed an attached full bath, a kid's bedroom with a twin bunk bed and a loft area perfect for watching TV, playing games or relaxing with a book!brbrBlack Butte Ranch charges an Access and Community Recreation Fee of 12% of the nightly rate. This access fee is to help offset some of the costs associated with maintaining Ranch facilities and is collected at the time of booking.

Newly remodeled Glaze Meadow home w/2 main suites and rainbow room!

Sisters, Oregon, United States

Bed

Bath

Sleeps

$361.26

FivePine Lodge & Cabins is rated one of the top hotels in Oregon. FivePine Lodge & Conference Center is located in the heart of Central Oregon, only 25 minutes from Bend and Redmond, Oregon, 10 minutes from Black Butte Ranch, and 45 minutes from Sunriver. FivePine Lodge is a unique and one of a kind Central Oregon romantic destination and is so much more than just a hotel. With the personal touch of a bed and breakfast, the privacy of romantic, cozy cabins and all the amenities of a resort, FivePine is the ultimate romantic getaway.brOur spacious 740 sq. ft. Caboose Cabin is the perfect choice for your family, or for you to spend a weekend with friends. The main space offers our king deluxe pillow top mattress, a sitting area perfect for watching the 49” flat screen television above our hand-tiled gas fireplace, and a private patio, complete with Adirondack furniture for two. A second bed with a queen deluxe pillow top mattress located in an open nook adjacent to the main living area. The elegant oversized bathroom features a Kohler Purist waterfall soaking tub and a spacious Italian tiled shower. brbrCabin Features:brLuxury King Pillow Top BedbrLuxury Queen Pillow Top BedbrGas FireplacebrWaterfall Soaking TubbrItalian Tile Showerbr49” TV & DVD PlayerbrPatio with Adirondak ChairsbrIn Room French Press Coffee & Tea SelectionbrMicrowavebrMini FridgebrIron & Ironing BoardbrHairdryerbrbrThis cabin type is non-smoking and non-pet.

Cabin

FivePine Lodge & Cabins - Caboose Cabin

Sisters, Oregon, United States

Bed

Bath

Sleeps

$388.03

Welcome to Partridge Foot Cabin!brbrYou have found a serene retreat at Black Butte Ranch. Nestled on a peaceful half-acre lot backing to private forested greensapce, this charming cabin offers tranquility and adventure. Relax by the wood-burning fireplace or in the new private hot tub. Explore 18 miles of paved trails, golf courses, and stables nearby. Perfect for all-season getaways, with access to pools, tennis, and more. Just a short drive to Bend and Hoodoo Ski Resort.brbrbrThe spacebrbrPartridge Foot Cabin is your gateway to a peaceful yet adventurous stay in the heart of Black Butte Ranch. This beautifully designed cabin, featuring a subtle western theme and custom touches throughout, is set on a private half-acre lot, providing a perfect blend of seclusion and accessibility. Enjoy the views of the surrounding pines through large windows that invite warm southern light.brbrWe have a Tesla universal level 2 charger at the home which allows for both NACS (Tesla) and J1772 (all other EVs) charging right in the driveway. brbrA new private hot tub is available off of the back deck, adding an extra layer of relaxation to your stay. The cabin’s central location puts you within walking distance of the Glaze Meadow Recreation Center, South Meadow pool, and 18 miles of paved walking and biking paths that showcase the stunning high desert landscape.brbrOn-site, you’ll have access to a variety of amenities including swimming pools, hot tubs, a steam room, tennis courts, a spa, and more. For golf enthusiasts, two 18-hole courses, Big Meadow and Glaze Meadow are just minutes away, while equestrian lovers can enjoy guided trail rides at the Black Butte Stables.brbrWhen you’re ready to explore beyond the Ranch, the vibrant town of Bend is just a 32-mile drive away, offering excellent dining, shopping, and local breweries. In the winter, you can snowshoe or cross-country ski around the resort, or head to Hoodoo Ski Resort, only 20 miles away, for prime downhill skiing and snowboarding. Whether you prefer staying in and enjoying a cozy night by the fire or heading out for a special meal at The Lodge Restaurant, Partridge Foot Cabin offers a memorable retreat for every season.brbrbrGuest accessbrbrWhen you arrive, please check in the Black Butte Ranch Welcome Center. You'll need the names and ages of all guests staying at Partridge Foot Cabin (RR83) as well as the license plate number of your car.brbrYou will be given a code to access the security gate to enter the Ranch.brbrResort fees are included in your rate and are no longer collected by the ranch at check in! brbrYou will be sent a unique code for the door lock prior to arrival.brbrThere is parking for 2 cars at the cabin and free EV charging in the driveway. brbrbrOther things to notebrbrMotorcycles are not permitted within the ranch or on any of the Black Butte properties.brbrUnfortunately, dogs or other pets are not welcome unless specifically approved by host.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Private Hot Tub and EV charger -- Partridge Foot Cabin at Black Butte Ranch

Sisters, Oregon, United States

3

Bed