
Family-friendly vacation rentals in Sisters
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Top-rated family-friendly rentals in Sisters
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Near SmithRock pets ok private heated bungalow
close to smith rock. golf course, tennis court, store, 3 bars, 5 minutes away. ample parking. We live on 4 dusty acres, and are pet friendly, so although we pride ourselves on the cleaning and sanitizing we perform between guests we also ask if you are super picky please refrain from booking, this is definitely not a luxury hotel in the city. If there are any discrepancies upon arrival please let us know.. We try to keep our price the lowest in the area, and strive to attain that 5 star review.

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.

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.

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.

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.

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.

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.

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!

Classic Cozy Cabin with Awe-inspiring Views
Come enjoy rustic relaxation in our Classic Cozy Cabin. It's 208sq ft of cozy comfort in the breathtaking Crooked River Gorge. The private cabin is equipped with a private bathroom, kitchenette, wifi, cable TV, private deck, and just enough leg room to rest, relax and unwind after a day of adventure in beautiful Central Oregon! And the cabin is pet friendly! (Pet fee required, max 2 pets). It's a great place to kick off your boots and stay awhile!
Popular amenities for Sisters family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Hideaway w/outdoor living and hot tub!

Light & bright, private guest suite with hot tub!

ForestView Guest Suite + HotTub and Infrared Sauna

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

Pet + kid friendly w/ private hot tub!

Black Duck Cabin

River Run Bend Bungalow & Romantic Spa Grotto

Wow Holy Cow Chalet
Family- and pet-friendly home rentals

Mountain View Suite near Smith Rock - Fast Wi-Fi

Blossom Cottage Studio

Private Mountain Suite

High Desert Haven

Pepper’s Place

Ranch Cottage: Desert, Forest, Horses, Hot Tub

Cozy family cabin in the tall pines of Tollgate.

High Desert Adventure Suite
Family-friendly home rentals with a pool

Mt Bachelor Village Resort- Room in River Ridge II

Greenside 3 BdRm + Hot Tub Chalet in Eagle Crest

Renovated Sisters Condo; perfect getaway!

Eagle Crest townhome Dog friendly-sleeps up to 6

Creekside Luxury @ Eaglecrest-Dog Friendly Escape!

Eagle Crest-w/private hot tub/Resort passes!

Sunriver Condo, 6 SHARC passes, pool, REC room

Tollgate Cabin in the Pines (with Level 2 Charger)
When is the best time to visit Sisters?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R3,084 ZAR | R3,152 ZAR | R3,255 ZAR | R2,743 ZAR | R3,357 ZAR | R4,209 ZAR | R4,618 ZAR | R4,260 ZAR | R3,425 ZAR | R3,408 ZAR | R2,846 ZAR | R3,272 ZAR |
| 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 vacation rentals that are family-friendly in Sisters

Total vacation rentals
Explore 80 vacation rentals in Sisters

Nightly prices starting at
Sisters vacation rentals start at R1,534 ZAR per night before taxes and fees

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 of Sisters vacation rentals include wi-fi 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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