Holiday houses in Bend

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Top-rated holiday rentals in Bend

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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.

$212 AUD per night

Guest favourite

Guesthouse in Bend

4.97 out of 5 average rating, 315 reviews

Quiet 1/1 near river & Old Mill

If you are looking for a quiet neighborhood with a woodsy feel close to the Deschutes River and trail, yet within a mile to the Old Mill shops and restaurants, this is a perfect spot for you! Walk across the street of this newer one bedroom casita to the Deschutes River Trail for a morning hike, afternoon float or picnic. It's fully stocked with everything you should need for your stay. I am happy to provide recommendations for activities and restaurants. I love my home and think you will, too.

26 Jan – 2 Feb

$1,764 AUD total

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

$1,166 AUD total

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!

5 – 12 May

$695 AUD total

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

17 – 24 Sept

$1,326 AUD total

Guest favourite

Guesthouse 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!

15 – 22 May

$1,574 AUD total

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 .

23 Feb – 2 Mar

$1,116 AUD total

Guest favourite

Tiny home in Bend

4.95 out of 5 average rating, 104 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!

26 Apr – 3 May

$1,262 AUD total

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!

21 – 28 Mar

$1,159 AUD total

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 June

$1,299 AUD total

Guest favourite

Apartment 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

$1,347 AUD total

Guest favourite

Cabin in Old Bend

4.9 out of 5 average rating, 372 reviews

Mill Cabin at Deschutes Dunes River/ beach access

This Mill Cabin is located in one of the most central, westside Bend neighborhoods along the Deschutes River. The modest, no frills two bedroom 1918 cabin was home to some of Bend’s earliest mill workers. It features a rustic theme and most of the basic stuff you'll need for a great stay. The main highlight is LOCATION, the fabulous yard and direct river access.

6 – 13 Feb

$1,697 AUD total

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Bend holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Stay near Bend's top sights

Old Mill District292 locals recommend

BLOCKBUSTER15 locals recommend

McMenamins158 locals recommend

Pine Nursery Park41 locals recommend

Sawyer Park11 locals recommend

Walmart Supercenter15 locals recommend

Other great holiday rentals in Bend

Guest favourite

Guest suite in Bend

4.9 out of 5 average rating, 134 reviews

New Modern and Cozy Private Studio In The Woods

4 – 11 June

$1,156 AUD total

Guest favourite

Cabin in Bend

4.92 out of 5 average rating, 259 reviews

Quaint A-Frame Cabin close to Mt Bachelor

28 Apr – 5 May

$1,099 AUD total

Guest favourite

Guesthouse in Bend

4.96 out of 5 average rating, 699 reviews

A Couples Getaway in Old NW Bend

17 – 24 Dec

$1,622 AUD total

Guest favourite

Guesthouse in Bend

4.93 out of 5 average rating, 639 reviews

Artisanal Tiled Custom Built w/Hot tub & Livestock

6 – 13 May

$1,110 AUD total

Guest favourite

Guest suite in Bend

4.99 out of 5 average rating, 171 reviews

Private Apartment, Separate Entrance, Spacious

28 May – 4 June

$1,389 AUD total

Guest favourite

Guest suite in Bend

4.96 out of 5 average rating, 178 reviews

A little bit of Aloha in Central Oregon

7 – 14 May

$1,489 AUD total

Guest favourite

Townhouse in Bend

4.98 out of 5 average rating, 156 reviews

Modern|Bright|Cozy 2br Bend Townhome | Garage + FP

12 – 19 May

$1,674 AUD total

Guest favourite

Condo in Bend

5.0 out of 5 average rating, 127 reviews

Sunriver Studio with Pool and Hot Tub

19 – 26 May

$1,257 AUD total

Show all

Quick stats about holiday rentals in Bend

Total rentals	2K properties
Rentals with dedicated workspaces	1.2K properties have a dedicated workspace
Rentals with a pool	350 properties have a pool
Pet-friendly rentals	790 properties allow pets
Family-friendly rentals	1.2K properties are a good fit for families
Total number of reviews	134K reviews

Holiday houses in Bend

Top-rated holiday rentals in Bend

Dome in Bend

Guesthouse in Bend

Guest suite in Bend

Guest suite in Bend

Guest suite in Bend

Guesthouse in Bend

Cabin in Bend

Tiny home in Bend

Guest suite in Bend

Guest suite in Bend

Apartment in Old Bend

Cabin in Old Bend

Holiday rentals for every style

Apartments

Cottages

Cabins

Popular amenities for Bend holiday rentals

Stay near Bend's top sights

Other great holiday rentals in Bend

Guest suite in Bend

Cabin in Bend

Guesthouse in Bend

Guesthouse in Bend

Guest suite in Bend

Guest suite in Bend

Townhouse in Bend

Condo in Bend

Quick stats about holiday rentals in Bend

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Destinations to explore