Holiday rentals in Bend

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Bend

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

Guest favourite
Guest house in Bend
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.
30 Oct – 6 Nov
$159 SGD per night
4.96 out of 5 average rating, 698 reviews
Guest favourite
Flat in Bend
Urban Studio Loft-Hot Tub AC 250+Mbps Views
Fall asleep under a stargazing skylight in a retreat lodge’s stylish loft apartment! The studio has big windows with a bright, natural light atmosphere. It is located in one of Bend's best neighborhoods, River West--only a 14-minute walk to downtown (.6 miles) and close to Drake Park, restaurants, shopping, cafes & galleries. Designed for individuals or couples seeking a fun, comfortable and peaceful experience. Numerous amenities include parking, private deck, washer/dryer, HBO, cable & coffee.
4–11 Apr
$131 SGD per night
4.96 out of 5 average rating, 870 reviews
Guest favourite
Guest suite in Bend
Forested Custom Built W/Mt view, Hot Tub, Wildlife
Our custom-made studio is nestled in the woods with a country feel yet close to everything Bend has to offer. Outside,we have two large decks overlooking the wildlife with beautiful mountain views. Inside this 1100 square foot studio with a loft ,we have vaulted ceilings with open beams, a pool table, hunting trophies, and handmade woodwork throughout. You will have a private studio with no shared spaces that includes two queen beds, a kitchen, a living room, a bathrom, two decks, and a hot tub.
11–18 Apr
$144 SGD per night
4.96 out of 5 average rating, 504 reviews

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
Guest suite in Bend
Kathy's Westside Apartment near Mt. Bachelor
11–18 May
$114 SGD per night
4.98 out of 5 average rating, 403 reviews
Guest favourite
Cabin in Old Bend
Mill Cabin at Deschutes Dunes River/ beach access
8–15 Feb
$166 SGD per night
4.9 out of 5 average rating, 362 reviews
Guest favourite
Flat in Bend
Petite Suite: Springtime Charm in Midtown
18–25 Nov
$87 SGD per night
4.89 out of 5 average rating, 320 reviews
Superhost
Guest suite in Bend
Cozy Courtyard w/ Hot Tub
12–19 Nov
$104 SGD per night
4.82 out of 5 average rating, 448 reviews
Guest favourite
Guest suite in Bend
Home on the BAYOU dr. - fenced yard with fire pit
19–26 Apr
$84 SGD per night
4.93 out of 5 average rating, 642 reviews
Guest favourite
Cabin in Bend
Log Cabin on Tumalo Creek
6–13 Oct
$166 SGD per night
4.95 out of 5 average rating, 497 reviews
Guest favourite
Guest suite in Bend
Great location! Highly rated by guests.
24 Nov – 1 Dec
$112 SGD per night
4.86 out of 5 average rating, 335 reviews
Guest favourite
Guest suite in Bend
Midtown Getaway- Private entrance and bathroom!
10–17 Apr
$70 SGD per night
4.91 out of 5 average rating, 305 reviews
Guest favourite
Guest house in Bend
Close to everything! Oasis on edge of west Bend
5–12 Sep
$112 SGD per night
4.79 out of 5 average rating, 380 reviews
Guest favourite
Guest suite in Bend
The Dylan House
29 Jul – 5 Aug
$136 SGD per night
4.96 out of 5 average rating, 245 reviews
Guest favourite
Guest suite in Bend
Luxurious Private Tumalo Suite Nestled in Trees
11–18 Apr
$163 SGD per night
4.99 out of 5 average rating, 150 reviews
Guest favourite
Guest house in Bend
Cozy Up! Botanical Studio in the Trees
27 Apr – 4 May
$179 SGD per night
4.99 out of 5 average rating, 503 reviews

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

340 properties have a pool

Pet-friendly rentals

800 properties allow pets

Family-friendly rentals

1.2K properties are a good fit for families

Total number of reviews

133K reviews

Destinations to explore

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