Holiday rentals in Sisters
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Quick stats about holiday rentals in Sisters
Total holiday rentals
Explore 140 holiday rentals in Sisters
Nightly prices starting at
Sisters holiday rentals start at $89 SGD per night before taxes and fees
Verified guest reviews
Over 8,960 verified reviews to help you choose
Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 40 rentals that welcome pets
Holiday rentals with a pool
30 properties feature pools
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wifi availability
140 of Sisters holiday rentals include wifi access
Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across Sisters rentals
4.9 Average rating
Sisters stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated holiday rentals in Sisters
Guests agree: these stays are highly rated for location, cleanliness and more.
Beautiful Sisters Condo - Great location
Great location! Remodeled 2 bedroom and 2 bath condo is a spacious retreat set within the pine trees. The complex includes a seasonal pool. The hot tub/sauna are open year round. The club house includes ping pong, foosball and a pool table. You just need to walk through the city park and across the creek to get into town. We are also located about two blocks from the MovieHouse and Three Creeks Brewing. Enjoy bike paths close by and lots of hiking in the area. Easy self check-in and out.
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Cozy Cabin near Sisters
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. A true back-to-nature escape with just the right touch of comfort. Located 5 miles outside of Sister’s and 1 mile from the famous Sisters rodeo grounds.
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Pet + kid friendly w/ private hot tub!
Relax with the whole family at this peaceful cabin in Sisters! Take a short drive into downtown Sisters or ride bikes into town via neighborhood trails to do some shopping or explore the nearby lakes, rivers and mountains. Or stay in! Enjoy happy hour on the roof top deck, unwind in the steamy hot tub, cook dinner in the fully equipped kitchen, or have a BBQ on the outdoor patio! This is the perfect place to experience all Sisters has to offer! Just the getaway you've been waiting for!
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Apartment in Sisters, OR. USA
A contemporary 2 bedroom apartment in a quiet neighborhood just 4 blocks from Sisters main street. Minutes from music venues, festival locations, trails, and popular biking routes. Sisters has art, music, movie theater, good coffee, beer, restaurants, and boutique shopping. Village Green is close by. Superb biking, hiking, skiing, fly fishing, and outdoor opportunities abound year round. The apartment is perfect for couples, solo adventurers, business travelers, and families.
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Luxe A-Frame Retreat in Sisters
Welcome to the best house in the best part of Central Oregon. Located just minutes from downtown Sisters, this fully-renovated 1966 A-frame is a year-round basecamp with stunning mountain views. Throw a bbq after a day hiking in the Three Sisters Wilderness. Unwind in the hot tub after after powder laps on the mountain. Or just cozy up and enjoy the view from in front of the fireplace and never leave. Whatever your taste for adventure or relaxation, this cabin is outfitted.
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Walk to Downtown Sisters - DOG Friendly - Updated!
This beautiful, modern, and family-friendly home is located right in the heart of Sisters and is just a 2 minute walk from all the shops, restaurants, and events that downtown has to offer. Not only will you love this home, but your furry friend and children will be pleased with the spacious fenced-in front yard and large park right across the street. We take pride in the cleanliness, spaciousness, and extra amenities that are offered to ensure the perfect Sisters get-away.
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Views! 1 Blk to Town, Clean+Charming,pets ok-North
Prime safe Sister's upscale neighborhood! Newly built condo offers EVERYTHING you expect without sacrificing a thing! Perfect INTERNET/WI-Fi and ONLY 1 BLOCK to downtown, restaurants, shopping. Leave your car at the unit and walk! Nice kitchen, king size bed in master, new queen size sofa/sleeper in living room! Relax on sofa or recliner w/ EXCELLENT Wi-FI, internet, cable, Netflix. Washer and dryer too! $35.00 pet fee PER pet under 40 lbs for the stay, Limit 2 pets.
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Downtown Sisters Modern Home Ideal Location! Dogs!
Walk to all the great restaurants, shops, and parks from this perfect downtown location. Even the creek is only a short walk away. Your family and friends will love sitting in the backyard outdoor living area. This cozy newer home has three upstairs bedrooms and one small downstairs bedroom. If you want your next Sisters vacation and outdoor adventure to be in a comfortable single family home but in proximity to everything the town has to offer this property is for you
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Newly remodeled lodge @ Pole Creek Ranch!
Immerse yourself in a relaxing retreat-like setting at this iconic 345-acre ranch at the foot of the Three Sisters Mountains. Just a short walk to the historic Western frontier town of Sisters, the Lodge at Pole Creek Ranch is tucked into majestic Ponderosa pines and feels a world away. Expansive mountain views, abundant wildlife, and access to miles of Deschutes National Forest trails, PCR is your haven away from home. Come stay, relax, rejuvenate, and celebrate!
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Cozy Cottage | Hot Tub | Pet Friendly | Fenced
Get ready to enjoy all that the beautiful town of Sisters has to offer from this tasteful retreat. Here you will find yourself in a quiet neighborhood surrounded by majestic old growth ponderosa pines. Relax and enjoy the tasteful craftsmanship of the home and walk to Sisters for an evening on the town. Finish the day right with a soak in the hot tub! The side yard fence is perfect for your furry friends. Before you leave you’ll be planning your return trip!
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Beautiful Townhome with Patio
Adorable home in Pine Meadow Village, 7 min walk to downtown Sisters. Guest love the art, decor and brightness. “Highly Recommended!” “We’ll come back” is a frequent guest review. Escape to Central Oregon and experience the magic of Sisters at our cozy retreat. From this adorable home, you can walk to everything in downtown Sisters! Whether you're seeking adventure in the great outdoors or a relaxing getaway, this is your perfect base camp.
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Walk to Town Family Meeting Place AIRBNBOB
Home built in 2017 with AirBnb in mind. Private entrance. Smart lock access to upstairs flat. Master bedroom with king bed. Balcony bedroom with amazing queen electric bed (New). Trundle couch with two single beds. Electric cooking area. Mini fridge. Balcony view of snowcapped mountains. High speed WIFI. Wide Screen TV. Apple TV access to Netflix, Youtube, Amazon Prime, etc. New Bidet installed in April 2019.
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Popular amenities for Sisters holiday rentals
Other great holiday rentals in Sisters
Tollgate Retreat: Pool access. Trails & Near Town
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The Quail Nest
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Stunning Mountain View Home~Unsurpassed views
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Cozy Sisters Cottage | Pool • Walk to Town • Dogs
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Walk to Downtown with Pool, Hot Tub + more access
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Aspen Cabin at House on Metolius
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Sisters Mt-View Barndominium | Hot Tub, Sleeps 9
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The Gem Estate by AvantStay | Modern Farmhouse
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When is the best time to visit Sisters?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $215 SGD | $208 SGD | $218 SGD | $205 SGD | $236 SGD | $281 SGD | $298 SGD | $272 SGD | $243 SGD | $209 SGD | $217 SGD | $231 SGD |
| Avg. temp | 2°C | 3°C | 5°C | 8°C | 12°C | 16°C | 20°C | 19°C | 15°C | 9°C | 4°C | 0°C |
Frequently Asked Questions
What are the best places to stay in Sisters?
Sisters has cozy vacation rentals, cabins tucked among pine trees, and homes near downtown for easy access to shops and dining. Nearby neighborhoods around Barclay Park and the historic center are frequently suggested for their relaxed atmosphere.
What are the best things to do in Sisters with kids?
Families often explore local parks, visit the children's section at Sisters Library, or discover engaging exhibits at the nearby museum. Outdoor adventures, such as kid-friendly hikes and nature walks, are easy to find around the town.
What are some of the best things to do in Sisters?
Explore the Sisters Historic District, browse locally owned shops, or check out art galleries highlighting regional creativity. Outdoor enthusiasts can discover forest trails, scenic picnic spots, and mountain views just outside town.
How is the weather in Sisters?
Sisters has cold winters with temperatures from 23–44°F (-5–7°C) and light to moderate snowfall, while summers are warm and dry, often reaching 88°F (31°C). Spring and autumn bring mild days and cooler nights, so layering is helpful.
When is the best time to visit Sisters?
Late spring through early fall is often recommended for clear, warm weather and outdoor festivals, with summer highs near 88°F (31°C). Winter brings snow, inviting visitors interested in seasonal mountain activities and quieter trails.
What are the best places to visit in Sisters?
Frequent recommendations include the Sisters Historic District for its local heritage, art galleries, and Barclay Park's gathering space. The area has vibrant shops and scenic viewpoints around town.
What are some hiking trails in Sisters?
Sisters has access to forested trails such as the Peterson Ridge Trail, portions of the Metolius-Windigo Trail, and wildflower paths near Whychus Creek. High desert landscapes and mountain views are a regular part of the experience.
What are some family activities we can do in Sisters?
Families can explore parks for picnics, visit Sisters Library for story time, or enjoy local ice cream shops. Outdoor spaces often have play areas and easy walking paths for all ages.
What are some of the best day trip ideas from Sisters?
Plan a visit to local lakes for paddling, discover waterfalls along nearby scenic routes, or explore lava fields with marked trails. Regional museums and artists' studios provide a different take on High Desert culture.
Are there any pet friendly accommodations available in Sisters?
Many vacation rentals in Sisters welcome pets, especially those near forest edges or local parks. Walking trails and dog-friendly outdoor spaces make it easy to travel with animal companions.
What are some local tips for visiting Sisters?
Locals suggest picking up picnic supplies at the farmers market, packing layers for temperature swings, and exploring the side streets for quieter cafes. Check community boards for seasonal art shows and outdoor markets.
What is Sisters known for?
Sisters is known for its mountain views, small-town Western character, and annual quilting gatherings. The community has a strong outdoor recreation tradition and a lively arts scene.
What are the best hidden gems to explore in Sisters?
Seek out local art studios tucked along quieter streets, taste handmade treats at small bakeries, or enjoy sunrise at nearby viewpoints. Less-traveled nature trails often lead to peaceful forest or creek settings.
What are the best foods to try in Sisters?
Home-baked pastries, locally roasted coffee, and regional specialties like elk or trout are frequently suggested. Outdoor food stands and seasonal farmers markets highlight fresh produce and handcrafted snacks.
What should I bring for a trip to Sisters?
Pack layers for cool mornings and warm afternoons, comfortable walking shoes for uneven paths, and a reusable water bottle. Sun protection and a rain jacket can help with the area's shifting weather.
What is the nightlife in Sisters like?
Nightlife in Sisters is relaxed, with live music at local venues, casual bars, and cozy cafes. Some evenings feature open mic nights or performances highlighting area musicians.
What are the most popular events or festivals in Sisters?
The Sisters Rodeo in early summer, the Sisters Outdoor Quilt Show in July, and music festivals throughout the year are among the most popular annual gatherings. Local art walks and artisan markets are also frequently suggested.
Are there family friendly vacation rentals in Sisters?
Sisters has a variety of family-friendly vacation rentals, including cabins and homes with outdoor spaces or nearby playgrounds. Many hosts provide amenities tailored to travelers with children.