
Family-friendly holiday rentals in Sisters
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Sisters
Guests agree: these family-friendly homes 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 a block or two 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.

Cozy Mountain Escape: Amazing Views! Hot tub!
Relax in this calm, stylish newer home! The unobstructed mountain views are Jaw-dropping!! Walking distance to all that this amazing town has to offer. Enjoy the mountains and wildlife from the upper and lower decks after a day of exploring. Located in the desirable Pine Meadow Village neighborhood. Includes access to clubhouse, with a seasonal pool and a hot tub. You will take part of the mountain escape experience with you, wherever you go, and the memories you create will last a lifetime!

Skyliners Getaway
Our tiny log cabin is a cozy getaway, close to hiking, mountain biking, and cross country skiing but only 10 miles from the amenities of Bend Oregon. It is a rustic place, with modern touches, like a gas range, refrigerator, and a gas fireplace. The bathroom is detached from the cabin - steps from the door. It is fully equipped with plumbing and a shower. Our place is perfect for people who love the outdoors with the comforts of home. No children under the age of 12 -- And alas, No Pets.

Smith Rock Contemporary
Epic views await at this new contemporary Airbnb suite. Situated atop Cinder Butte, with stunning views of Smith Rock, Mt. Hood, Mt. Jefferson and the Terrebonne valley. Enjoy this 800 sf daylight basement apartment with dedicated entrance and parking, open concept living, laundry, bedroom and custom bath. Luxe accommodation just minutes from Smith Rock State Park. A covered deck with magnificent views will make you feel right at home. Start your day with a gorgeous sunrise over Smith Rock

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.

Sisters Getaway
Welcome to Sisters! This 2 bedroom, 2 bath condo is situated in the Pine Meadows development & 7 min walk to downtown Sisters. Sunny corner unit on main flr. Open-concept living w/ 9ft ceilings, gas fireplace & recently remodeled w/ new appliances. Amazing primary suite w/walk-in closet & private deck Downtown Sisters has restaurants, antiques, bike shops & Sisters Coffee Shop. Pool, hot tub, tennis courts, & sculpted walking path offer views of the magnificent 3 Sisters mountain range.

Yurt at Rainbow Ranch: Quiet, Cozy and Luxurious!
Looking for a quiet, cozy stay in a luxurious yurt? Well, then look no further than the Rainbow Ranch! We are located fifteen miles from Bend and a ten minute drive from Sisters. Whether you're seeking a place to land after an adventurous day or looking for a unique spot to unwind, you’re sure to cherish your time here. Enjoy views of the Sisters and Broken Top from the property by day. Then, snap a few photos of the glorious sunset, sit back, and watch as the stars light up the night sky.

IT'S A WEE HOUSE
Quiet, serene, warm and cozy. Relax in this cute little pet friendly WeeHouse with a wee loft. Located in the heart of Central Oregon just minutes from downtown Bend and the Redmond airport. You'll enjoy countryside views of Smith Rock and the valley below. Bask under 1000 year old Juniper trees. High Speed wifi, private bathroom and kitchenette. If this doesn't feel like a fit or is unavailable please check out our other options: "The Sunset Bungalow" and "The Sunrise Studio"

Glamping! Quad Slide RV on a Tumalo Hobby Farm
Welcome to the Tumalo hobby farm! Here you will have your own 42ft 2019 Forest River RV, located on our lovely Tumalo property. Nestled in the midst of goats and chickens, this will be a perfect landing for work or play. Enjoy the mountain views and bright stars after your day out adventuring around Central Oregon. Within close driving distance to Bend, Sisters, Redmond, Mt Bachelor and Hoodoo. This RV is fully hooked up with power, water, heat, A/C, internet, and is ready for you.

Rajneesh Aframe/Hot Tub, 10 min from downtown Bend
We are opening up our Aframe to host some visitors to Bend. This Aframe was originally built for the Rajneeshpuram, in Wasco county Oregon in the early 1980's. If you are not familiar with this interesting piece of Oregon history, we recommend you watch the documentary Wild Wild Country on Netflix. It is fascinating. Its a small little dwelling, we have a king sized Mattress in it (no bed frame due the space limitations), with easy access to a bathroom and shower in our home.

Cabin on The Rim
Take it easy at this unique and private getaway. This off the grid studio cabin is located just 10 minutes from Smith Rock and 10 minutes from Lake Billy Chinook. It is positioned on the edge of the Crooked River Gorge with breathtaking views of the canyon. Near the cabin is a trail head to a private hiking trail that takes the adventurer down into the canyon where the scenery is otherworldly. Enjoy a sunset with full cascade Mountain View’s, green pastures, and grazing horses.

A-Frame Cabin on 4.5 Acres - HOT TUB, Dog Friendly
This 2 bedroom Northwest themed A-Frame is the perfect destination for your couples retreat or small family vacation! It is situated on a super peaceful 4.5 acre lot and is only a 7 minute drive to Downtown Sisters. Our cabin sleeps 4 people comfortably in the 2 upstairs bedrooms, has 2 full bathrooms, a stocked kitchen, and a private back patio featuring our brand new hot tub. This is a dog friendly home so you are more than welcome to let your furry friend tag along!
Popular amenities for Sisters family-friendly rentals
Family-friendly home rentals with a hot tub

Light & bright, private guest suite with hot tub!

Private Apartment, Separate Entrance, Spacious

Brand new home* Hot tub* Mountain Views* Sleeps 8

Pepper’s Place

Ranch Cottage: Desert, Forest, Horses, Hot Tub

Eco cabin near Bend: hot tub, sauna, EV plug

Modern Mountain Cabin Close to Town (HOT TUB!)

Smith Rock Oasis w/ Hot Tub Steps to the Park
Family- and pet-friendly home rentals

Log Cabin on Tumalo Creek

Mill Cabin at Deschutes Dunes River/ beach access

Views! 1 Blk to Town,New+Spotless, pets ok- South

Romantic Farmhouse near Mt. Bachelor

High Desert Haven

Classic Cozy Cabin with Awe-inspiring Views

Modern, close to it all w/ private entrance & yard

Bend Ranch Guesthouse on 20 acres
Family-friendly home rentals with a pool

Mt Bachelor Village Resort- Room in River Ridge II

Sunriver Studio with Pool and Hot Tub

Renovated Sisters Condo; perfect getaway!

Pool, AC, close to Amphitheater & Old Mill

Kid and pet friendly cabin under tall pines.

Luxurious Private Tumalo Suite Nestled in Trees

Eagle Crest townhome Dog friendly-sleeps up to 6

Eagle Crest-w/private hot tub/Resort passes!
When is the best time to visit Sisters?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £137 | £140 | £145 | £122 | £150 | £188 | £206 | £190 | £153 | £152 | £127 | £146 |
| 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 holiday rentals that are family-friendly in Sisters

Total holiday rentals
Explore 80 holiday rentals in Sisters

Nightly prices starting at
Sisters holiday rentals start at £68 per night before taxes and fees

Verified guest reviews
Over 4,350 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
70 of Sisters holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Sisters rentals

4.8 Average rating
Sisters stays are highly rated by guests – averaging 4.8 out of 5!
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