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.

Guest favourite

Guest house in Bend

4.96 out of 5 average rating, 699 reviews

A Couples Getaway in Old NW Bend

Old Bend meets new Bend in this spacious, newly constructed second level studio apartment in a century old neighborhood in NW Bend. The beautifully appointed room has private access and includes a well accessorized kitchen, comfortable furnishings, a queen size bed, and bathroom. As comfortable as we know you’ll be in the studio, you must get out and experience all Bend has to offer. Hiking, fishing, golf, lakes, rivers, Mt. Bachelor, beautiful sightseeing and many more activities are within a 30 minute drive. We think you’ll enjoy your stay without getting in your car at all. Within blocks you can visit local brew pubs and a great assortment of restaurants and shops. Beautiful downtown Bend is a 15 minute walk, or, a short bike ride on bikes we provide. Experience locally owned restaurants, bars, breweries, unique boutique shops, coffee roasters, bakeries, Drake park and more. This century old neighborhood which was home to many mill workers in the past has become a rejuvenated and vibrant area for a new generation. Many of the old houses continue to be remodeled and, at the same time, retain the old neighborhood feel.

14–21 Sep

₹11,445 per night
Guest favourite

Apartment in Bend

5.0 out of 5 average rating, 124 reviews

Sunriver Studio with Pool and Hot Tub

This stylish studio in the heart of Sunriver is newly remodeled with a King bed. You have access to the seasonal pool and year round hot tub. Fast WiFi, a new Samsung 50” tv signed into Netflix, Hulu, HBO Max and Pluto. Nearby access to the Deschutes River (Harper Bridge) for kayaking or floating the river. 25 minutes to Mt. Bachelor. 25 minutes to downtown Bend. Free parking just a few feet from your door. This clean and cozy condo is a perfect home base to explore all of Central Oregon.

30 Apr – 7 May

₹6,384 per night
Guest favourite

Guest suite in Bend

4.98 out of 5 average rating, 106 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.

24 Apr – 1 May

₹7,008 per night

Popular amenities for Bend holiday rentals

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

Cabin in Bend

4.95 out of 5 average rating, 498 reviews

Log Cabin on Tumalo Creek

6–13 Oct

₹11,962 per night
Guest favourite

Guest suite in Bend

4.99 out of 5 average rating, 193 reviews

Parks Bunkhouse

10–17 Apr

₹6,968 per night
Guest favourite

Guest house in Bend

4.79 out of 5 average rating, 381 reviews

Close to everything! Oasis on edge of west Bend

8–15 May

₹7,162 per night
Guest favourite

Guest house in Bend

4.98 out of 5 average rating, 212 reviews

Ranch Cottage: Desert, Forest, Horses, Hot Tub

31 May – 5 Jun

₹11,774 per night
Guest favourite

Guest suite in Bend

4.99 out of 5 average rating, 168 reviews

Private Apartment, Separate Entrance, Spacious

19–26 May

₹10,109 per night
Guest favourite

Guest suite in Bend

4.93 out of 5 average rating, 651 reviews

Orchard District Studio

17–24 Aug

₹8,123 per night
Superhost

Cottage in Bend

4.87 out of 5 average rating, 295 reviews

In the Heart of Tumalo Two

6–13 Apr

₹9,715 per night
Superhost

Guest suite in Bend

4.82 out of 5 average rating, 449 reviews

Cozy Courtyard w/ Hot Tub

23–30 Mar

₹6,824 per night
Guest favourite

Guest house in Bend

4.94 out of 5 average rating, 288 reviews

Cabin on quiet 3 acres 10 min to downtown Bend.

9–16 Sep

₹7,639 per night
Guest favourite

Cabin in Bend

4.91 out of 5 average rating, 256 reviews

Quaint A-Frame Cabin close to Mt Bachelor

28 May – 4 Jun

₹8,420 per night
Guest favourite

Guest house in Bend

4.84 out of 5 average rating, 290 reviews

The Local Nest

1–8 Jun

₹9,076 per night
Guest favourite

Guest house in Bend

4.97 out of 5 average rating, 311 reviews

Old Mill and River Walk Retreat

6–13 Dec

₹12,074 per night

Quick stats about holiday rentals in Bend

Total rentals

2T properties

Rentals with dedicated workspaces

1.2T properties have a dedicated workspace

Rentals with a pool

340 properties have a pool

Pet-friendly rentals

800 properties allow pets

Family-friendly rentals

1.2T properties are a good fit for families

Total number of reviews

1.3L reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. Oregon
  4. Deschutes County
  5. Bend