Holiday rentals in Bend

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Top-rated holiday rentals in Bend

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.

Guest favourite

Guest suite in Bend

4.98 out of 5 average rating, 107 reviews

800 sf Sunny Private Suite on Road to Mt. Bachelor

Newly remodeled 1bd guest unit (within a main house) in quiet, private community just 20 minutes from Mt. Bachelor. Surrounded by pine trees, bluejays & herds of deer, and located next to hundreds of miles of mountain biking / hiking trails + bike path to downtown. Prime location for all the outdoor adventures Bend offers, just off Century Dr. which is the road to Mt. Bachelor, Tumalo Mtn, Elk Lake, and hikes galore! We're also 10 mins away from downtown + a short hike to the Deschutes River.

25 Apr – 2 May

€ 102 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

€ 66 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

€ 116 per night

Guest favourite

Guest house in Bend

4.93 out of 5 average rating, 134 reviews

Private Studio w/ Hot Tub near the Deschutes River

The Fresca Studio has a kitchenette, hot tub, BBQ & bikes. Downtown Bend is a few miles away, McKay cottage, Deschutes River Trail & Sawyer park are a short walk, and all things Bend eat, drink, biking, hiking, skiing are all close by. The studio is separate from the main house w/ a private entry & patio, fully furnished, and easy access to/from the highway and parkway. Not suitable for children under 5y/o, 2 guests only and children are considered guests. No pets. See you soon!

7–14 May

€ 138 per night

Guest favourite

Flat in Bend

4.94 out of 5 average rating, 790 reviews

The Garden Apt-Hot Tub AC Fireplace 250+ Mbps

This 600+ square feet whimsical apartment is located in one of Bend's best neighborhoods, River West--only a 14-minute walk to downtown (.6 miles). The location’s also close to the river, Drake Park as well as many restaurants, cafes & galleries. It is perfect for couples or individuals looking for a cozy, retreat atmosphere in a lodge. The Garden Apartment has many amenities including free parking, AC, large clawfoot tub, washer/dryer, gas fireplace, HBO, cable and coffee.

3–10 Oct

€ 134 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

€ 98 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

€ 123 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

€ 101 per night

Guest favourite

Guest suite in Bend

4.96 out of 5 average rating, 360 reviews

Cozy Apt Near Trails, Mt. Bachelor, Old Mill

Above-garage apartment with private entrance, full kitchen, full bathroom, and loft sleeping quarters with a queen bed. Our space is conveniently located on Century Drive (Cascade Lakes Highway) on the way to Mt. Bachelor, the Cascade Lakes, and 1.5 miles from Phil's Trail system. Our location is just out of town, but provides easy access to the Old Mill, West Side, and downtown.

30 May – 6 Jun

€ 113 per night

Guest favourite

Flat in Old Bend

4.96 out of 5 average rating, 109 reviews

WALK DOWNTOWN & OLD MILL-1 BLOCK TO THE RIVER-#1

Perfect property for extended stay needs or a few nights visiting in Bend. Bring your toys! A private 5' x 9' locked storage area for your kayaks, bikes, clubs, skis, boards. . ... NO smoking and sorry, no pets. Discounts for extended stays in off season. No room tax for stays of 30 days or more. City of Bend permit and Short Term Operating License No. STR-15-0016

8–15 Dec

€ 118 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

€ 112 per night