Family-friendly holiday rentals in Eastern Oregon

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Top-rated family-friendly rentals in Eastern Oregon

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

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Guest favourite

Apartment in Mitchell

4.93 out of 5 average rating, 622 reviews

Off Grid Ranch's Apt Back side of Painted Hills.

This 1,600 sq ft ground level apartment with garden area and separate entrances has a full bath and complete kitchen. Queen bed in one bedroom, a crib in semi private area and another large bedroom has two queen beds with bookcases separating beds. Hiking, fishing, hunting, horseback riding, swimming or floating the John Day River, and available roads for ATV riding. On our 320 acres you can relax around outside fireplace, take in the views of our amazing landscape, watch the birds and wildlife.

Top Guest favourite

Guesthouse in Lostine

4.97 out of 5 average rating, 243 reviews

Barn Studio with King Bed & No Extra Fees!

Our newer space is great for groups of 3 or less. We don't charge a cleaning fee or per person fee! Great location for hiking, riding the Eagle Cap Excursion Train, pedaling the Joseph Branch Rail Riders, rafting the river or enjoying Wallowa Lake which is also close by. We live in the front of the barn house, the studio is it's own private space with a full kitchen, washer & dryer and private outdoor space. Excellent WiFi, super clean, quiet and comfortable place in beautiful Wallowa County.

Top Guest favourite

Home in Terrebonne

4.98 out of 5 average rating, 906 reviews

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!

Guest favourite

Farm in Prineville

4.93 out of 5 average rating, 394 reviews

Cozy ranch bunkhouse in Ochocos at Wine Down Ranch

With 2100 acres nestled against the Ochoco NF, our ranch is a family-owned working ranch. Dark sky certified. Amazing view of the Milky Way and stars. Scenic meadows, managed forest lands, and rock vistas make up the landscape. Enjoy the slow-paced country lifestyle in an authentic ranch setting with horses, cows and dogs. Guests are welcomed and encouraged to enjoy the whole property. Many hiking areas and views to explore. Usual snowy winters make great fun for cc skiing and snow shoeing.

Guest favourite

Cabin in Baker City

4.93 out of 5 average rating, 421 reviews

Enchanting A-Frame

Unplug! A Private Rustic Cabin 20 min. from Baker City, nestled in the foothills of the Elkhorn Mountains. Ready for a bit of adventure? Outgoing plumbing only (no running water). Bucket your washing/flushing water from the creek off of the back deck which runs most of the year. 45 min. to Anthony Lakes Ski Resort. Guests are to clean up after themselves upon checkout. No internet, TV service or Freezer. Cell service may be sketchy. 4 wheel drive for winter access Dec - March.

Guest favourite

Cabin in Enterprise

4.86 out of 5 average rating, 111 reviews

Troy, Oregon log cabin

This Troy, Oregon log cabin (not in Enterprise) has two bedrooms (one in the loft), a kitchen, porch, and a large outdoor space for games, kids and dogs. Private access to the Wenaha River is a short walk behind the cabin. The Grande Ronde River is a short walk down the lane. Morels and wildflowers in May. Floating in June & July. Huckleberries in July/Aug. Steelhead begins Sept 1. Hunting Oct, etc. And, free parking. Stay 3+ nights, rate changes to $150/night. Just ask.

Top Guest favourite

Cabin in La Grande

4.92 out of 5 average rating, 137 reviews

The High Road off grid Small Log Cabin

(see the Winter note for December through April in "Other details")** Cozy, off grid, earth friendly, solar powered cabin with a view of beautiful forest. Get away from it all in the forest. 20 miles from La Grande, 3 miles from the Highway. Hike, mountain bike or photograph nature right out your front door. (see: Other Things to note->RE: Pets NOTE: Pet friendly BUT there is a $20 pet fee for up to 2 pets (Please E-pay prior to check in). No Pets on the bed.

Guest favourite

Cabin in Kimberly

4.97 out of 5 average rating, 273 reviews

Stellar Cabin

Wake Up to Wedding Cake! Stellar Cabin can be your private hideaway. Soak in the wood fired hot tub and gaze up at a blanket of stars. Cook a steak on the grill, make dinner in the fun cook shack and sit around and watch evening come. John Day Fossil Beds are close by. Hike Blue Basin, swim in the river or dig for fossils! We are out of range for most cell service, but it's close by. Wifi available at host house if needed! And pets are welcome!

Top Guest favourite

Home in Riggins

4.97 out of 5 average rating, 233 reviews

Casita With Salmon River Views

Escape to a stunning riverside retreat on the banks of the Salmon River! This beautifully hand-crafted home boasts an open floor plan, with unique Spanish/Mediterranean accents, offering a perfect blend of comfort and style. Nestled in a riverfront setting, with shared private beach and river access, you'll experience the ultimate getaway. Conveniently located just one mile north of downtown Riggins, Idaho.

Guest favourite

Tiny home in Prairie City

4.9 out of 5 average rating, 325 reviews

Dixie Creek Bungalows, a not so Tiny, Tiny Home

Dixie Creek Bungalows is located just a half a block from Historic downtown Prairie City. Walking distance from anything you may need while in town. We may not have a view but we have a great cozy environment inside and out for you to enjoy and relax in. Only 15 minutes from the Strawberries and John Day. A great spot when visiting the Painted Hills, Sumpter or just passing through to Joseph or Idaho.

Guest favourite

Farm stay in Greenleaf

4.93 out of 5 average rating, 454 reviews

Relax in Gardens W/ Private Suite & Hot Tub!

Wine specials at all the wineries this month! Check it out in the flyers in the room! It runs from March 21st to the 23rd♡ We also offer other gourmet breakfasts for purchase. Check out our menu when you get here. There is also a private hot tub to watch amazing sunsets while drinking wine from our local wineries , as well as a massage chair for your comfort! Rewind , relax and enjoy!

Top Guest favourite

Home in John Day

4.96 out of 5 average rating, 289 reviews

Deux View

Brand new home in the heart of the John Day River Valley awaits you! Our four-bedroom, three-bathroom home is designed for entertaining large groups, with plenty of space for cooking, eating, relaxing, and spending time with friends. Deux View is located in John Day, Oregon with a stunning view of the John Day Valley and Little Canyon Mountain: the sunrises and sunsets are amazing!