Holiday rentals in Deschutes River

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Top-rated holiday rentals in Deschutes River

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Dome in Bend

4.95 out of 5 average rating, 411 reviews

Dome Sweet Dome: An OMG! Experience

Renovated & stylishly redecorated in 2019, this true-to-name Geodesic Dome sits on a private & quiet lot in the First-on-the-Hill neighborhood. Perfect location!! Right off Century Dr & easy access to Phil's Trail System. Short walk to Deschutes River Trail & quick bike ride to Old Mill & Downtown. Just read our guest comments! Not just a stay but an experience! FB Like Us: domesweetdome1 Not suitable for pets or children under 6 due to safety concerns. Bookings limited to 6 months in advance.

$198 SGD per night

Guest favourite

Farm stay in Prineville

4.93 out of 5 average rating, 368 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.

2–9 Sep

$141 SGD per night

Guest favourite

Guest suite in Bend

4.98 out of 5 average rating, 120 reviews

Bend, Oregon Private Suite; Perfect for 1 or 2

Hey there! Welcome to our place in beautiful Bend, OR! We absolutely love, love, love that we can offer a soft place to land after a day of adventuring in and around our awesome town! This is your spot if you are the order-in and snuggle-up kind; the get up, caffeine-up, and go kind; &/or the mid-day siesta kind. We have had tons of fun focusing on the details that will make your stay blissful and relaxing. From coffee options to Netflix, we've got your basics dialed so you can do you!

16–23 May

$96 SGD per night

Guest favourite

Guest suite in Bend

4.98 out of 5 average rating, 218 reviews

Portal to the Cascades

An attached, private guest suite in a unique lovely home. Rural, beautiful, open 5 acres with breathtaking views of the Three Sisters. On a private dead end road surrounded by thousands of acres of Forest Service and BLM land. Feels like miles from nowhere, yet just 15 minutes to Sisters and 30 minutes to downtown Bend. Very peaceful and quiet. Come and relax, explore the area by bicycle or by foot, watch birds, stargaze, and simply commune with nature. A truly special property. DCCA # 742778

18–25 Sep

$147 SGD per night

Guest favourite

Home in Terrebonne

4.98 out of 5 average rating, 162 reviews

Pointe of Blessing with hot tub and canyon views

We hope you will enjoy our Pointe of Blessing. We feel our canyon perch is a gift from God-just 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. Prepare to relax unwind and enjoy spectacular sunrises and moonrises.

16–23 Aug

$264 SGD per night

Guest favourite

Yurt in Bend

4.98 out of 5 average rating, 326 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.

19–26 Aug

$176 SGD per night

Guest favourite

Tiny home in Redmond

4.99 out of 5 average rating, 182 reviews

Tranquil Views, Country Cozy, Close to Smith Rock

The Tiny House at Aspen View Farm is your next special getaway! Great location for solo travelers or couples exploring beautiful Central Oregon - Smith Rock 15 min away. On a unique 14 acre farm setting, relax and retreat with tranquil Cascade Mountain and country views, plus watch cute grazing sheep. The Tiny is cozy and comfy with quality amenities to make you feel right at home - stocked kitchen, heated floors & more! Please read full listing before booking so there are no surprises :)

30 Aug – 6 Sep

$218 SGD per night

Guest favourite

Guest house in Bend

4.94 out of 5 average rating, 537 reviews

Private apt. nestled in the Ponderosa Pines

Nestled among the Ponderosa pines, this newly constructed apartment is a relaxing getaway after a day enjoying Central Oregon. The apartment is completely separate from the main house and comes with a/c and heating. The bedroom has a queen bed. Kitchen has a refrigerator, coffee pot, countertop convection oven, microwave oven and counter top cooktop burner. Large deck with seating and gas grill. Located 2 miles from Peterson Ridge trails, 5 miles from Sisters, 15-25 mins to Bend.

16–23 May

$140 SGD per night

Guest favourite

Cabin in Bend

4.99 out of 5 average rating, 429 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. 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 .

4–11 Feb

$122 SGD per night

Guest favourite

Tiny home in Bend

4.95 out of 5 average rating, 105 reviews

The Sunset Bungalow, cozy, private and sweet.

Come join us for a boutique experience in this one-of-a-kind Bungalow above the high desert! Warm, cozy and private. It's centrally located just 25 minutes from the world renowned Smith Rock and 15 minutes from downtown Bend. The bungalow is peaceful and private, nestled beneath old growth Junipers, surrounded by gardens and a rustic countryside feel, with private bathroom and kitchenette. Includes complimentary organic coffee and lava rock filtered water!

6–13 Sep

$155 SGD per night

Guest favourite

Guest suite in Bend

4.9 out of 5 average rating, 260 reviews

CLOSE COUNTRY QUARTERS (Hot Tub and Fire Pit)

COUNTRY QUARTERS is a private suite living space for you and your significant other. If you're looking for a quiet getaway after a busy day recreating or exploring, this lovely suite is just 5 miles east on Hwy 20 from Costco. The suite includes a kitchenette, a separate bedroom, and living room with a hot tub, Fire Pit, summertime water feature, and maybe more comforts than home!

22–29 Mar

$122 SGD per night

Guest favourite

Tiny home in Bend

4.86 out of 5 average rating, 390 reviews

The Garden Airstream no pet fee

Have you ever wanted to stay in an airstream? Have you ever wanted to stay in an airstream in a garden?!? Well we have you covered! Come stay in our newly renovated airstream surrounded by flower beds. Enjoy a little piece of farm life only a few minutes away from all of Bend's wealth of nature activities and charming town vibes, and we're pet friendly also.

15–22 Nov

$143 SGD per night