
House holiday rentals in Sisters
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Top-rated house rentals in Sisters
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Cozy Three Story Lookout Tower
Thank you for your interest in The Cozy Lookout Tower! Our unique vacation home is really a destination location rather than just a place to stay while you explore the area. Many of our guests are repeat guests that use our home as a place to recharge, relax, cook, read, talk, play games and connect with that special someone. There are some lovely hikes in the area, we encourage you to bring your dog and enjoy the beautiful surroundings by taking some hikes then returning for a soak in the tub!

Tollgate Cabin in the Pines (with Level 2 Charger)
The cabin has three bedrooms and one full bathroom. The kitchen is stocked with a refrigerator, oven, microwave, toaster, coffeemaker, and cooking utensils. In the living room, we have a wood stove fireplace and board games. In the summer, guests will have access to the community pool. This is a rustic house, and is priced accordingly. We love the cozy feel of it and is quite comfortable. Please note that there is no AC, WiFi, TV, or music system...this is your chance to get away from it all.

Immaculate, Cozy Home in the Heart of Downtown
This gorgeous, welcoming, solar-powered house offers self check-in, speedy WiFi, and complimentary craft beer and coffee. It's located just a couple blocks from downtown, 5 minutes from the airport, 10 minutes from Crooked River Canyon, 15 minutes from Smith Rock, and 20 minutes from Bend. 4 breweries & 3 taprooms are located less than 6 blocks away, and tons of restaurants & shops are close by. Amazing nearby hiking options abound. This space is half of a duplex. No pets or parties allowed.

Stunning mtn Views, sleeps 14, Hot tub, rec passes
Enter the first floor to immediate views of the Cascade Mountain range. The fully-equipped kitchen with Sub-Zero Fridge and gourmet range has direct access to the wrap-around deck, which features an outdoor dining area gas fireplace & gas grill. Upstairs youâll find the primary suite with king bed with a private balcony boasting views of seven Oregonâs tallest peaks; the bunk room, & queen bedroom. Downstairs is another bedroom, game room, wet bar, 65â TV, & access to the hot tub. Donât wait!

Smith Rock Gardens
You'll enjoy the main house with the best views of Smith Rock and the Cascade mountains. Smith Rock State Park is literally across the street. A great location for outdoor activities at the park or in the region. Hike, climb, bike, walk or jog around the park. Sip tea inside and watch the animals. Perfect for artist and photographers. Relax on the deck or enjoy a sunset BBQ with gorgeous views. Owners live in adjoining unit. Separate entrance. Instagram: @smithrockgardens DCCA Tax# 1784

Pointe of Blessing with hot tub and canyon views
Prepare to be blown away by the astounding sunrises , sunsets and awesome moonrises you will enjoy at the Pointe of Blessing. We feel our canyon perch is a gift from God too good to keep to ourselves. Our cozy home sits atop an outcropping of rock which juts out from the canyon rim affording us unobstructed views up and down the length of the Crooked River Canyon. We overlook several holes of the Crooked River Ranch golf course and Smith Rock is visible in the distance to the South.

Mountain Bliss: Gateway to Mt. Bachelor and More
When the mountains are calling, Bend is like nothing on earth. Savor the charms of Base Camp throughout the year in this luxurious and spacious cabin (1200 square feet). Celebrate the great outdoors â best experienced through unparalleled adventures at Mt. Bachelor (18 miles), Philâs trailhead (15 minutes), the Deschutes River (5 minutes) as well as the endless access to hiking, biking, running trails, skiing, golf, breweries, restaurants, coffee shops, and the Hayden Homes Amphitheater.

Stunning! Smith Rock ⢠King Beds ⢠Steam Shower
A wall of glass provides panoramic views of the iconic Smith Rock formation, creating a seamless connection between the indoor and outdoors. A sleek and sophisticated modern home perched on the rimrock and flooded with sunshine. King beds and a luxurious bathroom with steam shower. Includes Smith Rock Pass. *No parties or pets* (including support animals) please - this is a 'pet-free' home for guests with allergies. Trip insurance recommended if illness, weather or smoke may be an issue.

Modern Tollgate Home - HOT TUB | Half Acre Lot
This newly renovated 3 bedroom/2 bathroom home sits on more than a half acre lot in the quaint town of Sisters. When you stay at this Tollgate home you get all of the community amenities with it: community pool, pickle-ball/tennis courts, walking trails, basketball courts, etc. Bring the whole family as we comfortably sleep 6 people and enjoy the hot tub! This is an incredibly well-done high-end modern home that is virtually brand new. We are also a dog friendly home ($100/stay fee).

Modern high-end home, walk downtown
This fantastic modern home is in the sweet spot of Bend...just next door to the Deschutes River, Downtown Bend, parks, restaurants and dining, nightlife, and family-friendly activities. You'll love our home because of the amazing location, the mid-century inspired ambiance, the high ceilings, the people, and the local views. We are the perfect centrally located home for any Bend adventure. Our place is great for couples and solo adventurers. This is not a party house. Sorry no pets.

Butler Corner - New, Clean & Minutes From Downtown
Relax and enjoy all that Central Oregon has to offer in this nice, clean and newer 2019 built home. Butler Corner is located in Midtown and sits on a corner lot in a nice quiet and charming neighborhood just minutes from Downtown. We invite you to stay a while in this comfortable space and think of it as your home away from home. ***Please keep an eye out for posted road signs, and I recommend using Google Maps or Apple Maps to help navigate the temporary one-way directions.

Airy Bend Oasis - Two Ensuites
Cheers to your stay at Bent Pine Oasis, located in the picturesque west side of Bend! This home provides the ideal location for any outdoor enthusiast: Mt Bachelor's slopes are just a 20 minute drive & the Deschutes River Trail is mere steps from the front door- your avenue to biking, running and exploring Bend. Looking for a more relaxing day? You can make the 5 minute drive into the Old Mill District to enjoy food trucks, a river float, or fresh hops at a local brewery.
Popular amenities for Sisters house rentals
House rentals with a pool

Sunriver Luxury Family Home at Caldera Springs

Large Black Butte Home With Private Hot Tub

Sunriver Home; Hot Tub, SHARC, Fireplace and More!

Romantic Guest House w/Hot Tub, Pool, Tennis Court

On Golf Course, Walk to Park, Hot tub, SHARC

A Little Peace of Paradise, A/C & 8 SHARC Passes

Black Butte Ranch Home with THE View

Eagle Crest Resort - 3 bdrm home in Central Oregon
Weekly house rentals

Beautiful Downtown Sisters Home- Spacious 1 Level

Spacious downtown pad - billiards/ping pong/sauna

2 Min to Downtown, Family Friendly, XBOX Game Room

Fish the Deschutes from your back door!

Have a Patio Barbecue at a Pet-Friendly House in Midtown

The Little Red Chimney House - 3 BR 2 BA

Beautiful Townhome with Patio

Home in Lodges at Bachelor View - Book Now!
Private house rentals

Stunning Mountain View Home~Unsurpassed views

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

Charming 3BR 2.5B Retreat in the Heart of Sisters

Desert Oasis

The Guests Nest Cabin w/Hot tub

The Rancher's House

Luxe A-Frame Retreat in Sisters

Luxury Riverfront Escape: Pickleball & Views
When is the best time to visit Sisters?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $286 NZD | $286 NZD | $286 NZD | $246 NZD | $291 NZD | $389 NZD | $423 NZD | $393 NZD | $319 NZD | $286 NZD | $333 NZD | $381 NZD |
| 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 |
Quick stats about house rentals in Sisters

Total holiday rentals
Explore 40 holiday rentals in Sisters

Nightly prices starting at
Sisters holiday rentals start at $116Â NZD per night before taxes and fees

Verified guest reviews
Over 2,730 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Sisters holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Sisters rentals

4.8 Average rating
Sisters stays are highly rated by guestsâaveraging 4.8 out of 5!
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- Rentals with a fireplace Sisters
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- Apartment rentals Sisters
- Rentals with a fire pit Sisters
- Rentals with a patio Sisters
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- Family-friendly rentals Sisters
- Rentals with a hot tub Sisters
- Rentals with a washing machine and dryer Sisters
- Cottage rentals Sisters
- Pet-friendly rentals Sisters
- House rentals Deschutes County
- House rentals Oregon
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