
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.

Views! 1 Blk to Town,New+Spotless, pets ok- Middle
Prime Sister's location, Safe upscale neighborhood! Newly built condo offers EVERYTHING you expect without sacrificing a thing! Only 1 block to downtown restaurants/shopping. Leave your car at the unit and walk! Fully stocked Kitchen, comfy king size bed in master, queen size sofa / sleeper in living room! Relax on sofa or the new recliner, excellent wi-if, internet, cable tv, Netflix. Washer/dryer to use too! Pet friendly, under 40 lbs, $35.00 pet fee per pet. This unit is also ADA co

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.

Modern Mountain Cabin Close to Town (HOT TUB!)
Come enjoy this beautiful home filled with tons of natural light, skylights, a cozy fireplace and a highly functional open floor plan. The backyard features a newly built deck and outdoor dining, BBQ, patio loungers, fire pit and HOT TUB! All the benefits of a quiet neighborhood while being just a 5 - 10 minute walk from the heart of downtown Sisters and a short drive to endless hikes and running trails, beautiful lakes and rivers, skiing, rock climbing, mountain biking and so much more.

Downtown Pine Mountain Paradise
Classic Pine Meadow Paradise! 3 bedrooms and an additional ADU, this consists of one King bed, two Queen beds and two twin beds. You will love all of the natural light and french doors right off the living room. Fully equipped kitchen with Island. Master bedroom has mountain views, sandstone shower and soaking tub upstairs. There is also a private ADU over the garage guests are free to use. Enjoy sitting around on the wrap around porch with your favorite drink with family and friends.

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"

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.

Sunriver Studio with Pool and Hot Tub
This stylish studio in the heart of Sunriver is newly remodeled with a King bed. Seasonal pool and year round Hot Tub! Just a short walk to a brand new food truck lot with 7 trucks, indoor and outdoor seating and a bar. Fast WiFi, a new Samsung 50” tv signed into Netflix, Hulu, HBO Max and more. 25 minutes to Mt. Bachelor. 25 minutes to downtown Bend. Parking is just a few feet from your door. This super clean condo is perfect for all of your central Oregon adventures.

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.

Private Peaceful Cabin in Sisters!
Upon your arrival in Tollgate, a wonderful community only 1.5 miles out of Sisters, you will feel the stresses of your everyday life magically drop away as you are surrounded by the serenity and beauty of a Ponderosa Pine forest within the quiet ambiance of Tollgate.

*Brand New* Modern 1 Bedroom in Sisters
Located in the heart of Sisters, Oregon. This brand new top floor (2nd story) condo is steps away from the main street of Sisters. Cozy and brand new, this space will have everything you need for your getaway. Fully equipped kitchen, with all the essentials.

Pursuit of Happiness in beautiful downtown Sisters
This lovely 600 sf Bungalow is located in the downtown core of Sisters, Oregon within easy walking distance (2 blocks) to festival sites, restaurants, galleries, shops, hiking trails, and parks. Off street parking provides additional privacy.
Popular amenities for Sisters family-friendly rentals
Family-friendly home rentals with a hot tub

Mt Bachelor Village Resort- Room in River Ridge II

Black Duck Cabin

Ranch Cottage: Desert, Forest, Horses, Hot Tub
The Casa at the Red Barn Farm

Eco cabin near Bend: sauna, spa, king bed, EV plug

Sisters Getaway

Rajneesh Aframe/Hot Tub, 10 min from downtown Bend

Ranch Cabin-2pm Check-In & no resort fees-Sleeps 4
Family- and pet-friendly home rentals

Mountain View Suite near Smith Rock + Airport

Blossom Cottage Studio

Bend Base-camp! Near river, mts, shops, fun stuff!

XL Hot Tub, Dog Friendly, EV Charger, Fenced Yard

Cozy Studio! Walk to NW Crossing and Shevlin Park

Near SmithRock pets ok private heated bungalow

Sixties Suite Spot

The Tumalo House
Family-friendly home rentals with a pool

Adorable Studio at Seventh Mountain Resort

Cozy Hideaway w/outdoor living and hot tub!

Walk to Everything! Hot tub, Waterpark passes

Classic Cozy Cabin with Awe-inspiring Views

Eagle Crest townhome Dog friendly-sleeps up to 6

Cozy 3 bdrm + loft Eagle Crest Chalet w/ Hot Tub!

Tollgate Cabin in the Pines (with Level 2 Charger)

Black Butte Ranch Family Style
When is the best time to visit Sisters?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $299 NZD | $306 NZD | $316 NZD | $266 NZD | $326 NZD | $408 NZD | $448 NZD | $413 NZD | $332 NZD | $294 NZD | $331 NZD | $369 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 holiday rentals that are family-friendly in Sisters

Total holiday rentals
Explore 70 holiday rentals in Sisters

Nightly prices starting at
Sisters holiday rentals start at $182 NZD per night before taxes and fees

Verified guest reviews
Over 4,360 verified reviews to help you choose

Pet-friendly accommodation
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

Wi-Fi availability
70 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 guests—averaging 4.8 out of 5!
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