Kid-friendly holiday rentals in Sisters

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Top-rated family-friendly rentals in Sisters

Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.

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Guest favourite

Apartment in Sisters

4.94 out of 5 average rating, 107 reviews

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

Guest favourite

Cabin in Bend

4.99 out of 5 average rating, 466 reviews

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.

Guest favourite

Cabin in Camp Sherman

4.89 out of 5 average rating, 147 reviews

Camp Sherman Oregon Private Cabin Mt Jefferson

Small Cabin located near Lake Creek Lodge and Fire Station/Community Hall on the main road into Camp Sherman. This cabin is located on 1 acre property with grass and park area that includes, campfire area, horseshoe pit and pond (no swimming). Bike & hike trail adjacent to the store /river Perfect getaway, great condition with granite island and counter tops, knotty alder cabinets. Over 300 DVD collection. Wi-Fi Starlink, if remote working is necessary. GUESTS MUST CLEAN THE CABIN!!!

Guest favourite

Yurt in Bend

4.99 out of 5 average rating, 369 reviews

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.

Guest favourite

Cabin in Bend

4.91 out of 5 average rating, 116 reviews

Black Duck Cabin

Cozy A frame cabin set in a quiet neighborhood among the pine trees just a short walk from the Deschutes River. The Black Duck Cabin is a perfect destination for all of Central Oregon's amazing activities. 10 minute drive to Sunriver Village, 30 minute drive to Mt. Bachelor, 30 minutes to Downtown Bend, 10 minute walk to the Deschutes River, golfing, fishing, hiking, shopping, mountain biking, all a short drive. If you're looking for a rustic, cabin experience this is the place for you!

Guest favourite

Cabin in Culver

4.91 out of 5 average rating, 114 reviews

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.

Guest favourite

Rental unit in Sisters

4.94 out of 5 average rating, 160 reviews

Contemporary 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.

Guest favourite

Cabin in Sisters

4.92 out of 5 average rating, 107 reviews

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!

Guest favourite

Guest suite in Sisters

4.97 out of 5 average rating, 107 reviews

Sisters Basecamp

Walking distance of downtown Sisters, quiet neighborhood, this 400 sq. ft apartment is a relaxing getaway after a day of playing in Central Oregon. The apartment has a private entrance with key-code, from the main house. The bedroom has a comfy queen bed and space to hang your clothes. The unit has a washer/dryer, Roku TV, kitchen with range, oven, fridge, large walk-in shower, and private patio. Owners are on-site to make sure your stay in Sisters is perfect.

Guest favourite

Home in Sisters

4.94 out of 5 average rating, 106 reviews

Cozy & quaint condo near Downtown Sisters

Beautiful condo in a peaceful neighborhood only 1/2 mile from downtown Sisters! Walking or biking distance to shops, restaurants, parks, concert venues, and seasonal events! Our condo offers a private entrance with keypad, full-size fridge, washer/dryer, full size and equipped kitchen, fire pit, pellet stove and T.V. High speed internet available to stream on all devices provided for your enjoyment. His and her bicycles are also available for your pleasure.

Guest favourite

Guest suite in Powell Butte

4.96 out of 5 average rating, 189 reviews

Panoramic Mountain View Oasis

Your high desert sanctuary awaits. Enjoy breathtaking panoramic mountain views from your second floor apartment, stargaze in the hot tub, cozy up outside by the wood-burning fireplace, and so much more! Only 2 miles from Brasada Ranch, convenient for weddings and events. Close to world-famous Smith Rock, centrally located between Bend, Redmond, and Prineville for a myriad of outdoor activities. Forget your worries in this serene and peaceful place!

Superhost

Home in Sisters

4.93 out of 5 average rating, 122 reviews

Sisters Home Upper - One bedroom/One bath -

New and modern, bright and cheery, all you need for comfortable lodging with short walk to downtown with plenty of parking. If you plan to be out and about most of the time you are visiting Sisters, this place is perfect and comfortable for up to 5 people. Park the car, close to everything in Sisters! Walk to town for coffee, dinner, and shopping. This is one of two suites available, also available Sisters Home Lower Two dog max.