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
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.
29 Nov – 6 DecIndividual Host,
£118 per night
4.96 out of 5 average rating, 698 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 AprIndividual Host,
£112 per night
4.96 out of 5 average rating, 504 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 AprIndividual Host,
£108 per night
4.96 out of 5 average rating, 870 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
Home in Bend
Mountain Bliss: Gateway to Mt. Bachelor and More
17–24 NovIndividual Host,
£154 per night
5.0 out of 5 average rating, 177 reviews
Guest favourite
Guest house in Bend
Old Mill and River Walk Retreat
5–12 NovIndividual Host,
£137 per night
4.97 out of 5 average rating, 311 reviews
Guest favourite
Cabin in Old Bend
Mill Cabin at Deschutes Dunes River/ beach access
23 Feb – 2 MarIndividual Host,
£125 per night
4.9 out of 5 average rating, 362 reviews
Guest favourite
Flat in Old Bend
LOCATION! WALK DOWNTOWN & OLD MILL - #2
14–21 Nov
£95 per night
4.96 out of 5 average rating, 168 reviews
Guest favourite
Home in Bend
Modern high-end home, walk downtown
25 Jan – 1 Feb
£254 per night
5.0 out of 5 average rating, 109 reviews
Guest favourite
Guest suite in Bend
Old Mill Studio, Easy to Mt B, Near all the fun!
23–30 Apr
£103 per night
4.99 out of 5 average rating, 289 reviews
Guest favourite
Guest suite in Bend
Cozy Deschutes River Getaway
31 Mar – 7 AprIndividual Host,
£83 per night
4.81 out of 5 average rating, 297 reviews
Guest favourite
Guest suite in Bend
Midtown Getaway- Private entrance and bathroom!
10–17 AprIndividual Host,
£56 per night
4.91 out of 5 average rating, 305 reviews
Guest favourite
Loft in Bend
Cozy River Front "NEST" | Old Mill | Dog | Bikes
13–20 DecProfessional Host,
£135 per night
4.95 out of 5 average rating, 316 reviews
Guest favourite
Guest suite in Bend
The Sawmill — Designer Cabin Vibes Glow In Natural Light
8–15 OctIndividual Host,
£311 per night
4.98 out of 5 average rating, 199 reviews
Guest favourite
Farm stay in Bend
Historic cabin at Anker Farm
16–23 DecProfessional Host,
£104 per night
4.95 out of 5 average rating, 490 reviews
Guest favourite
Cabin in La Pine
Cozy Forest Cabin w/ Sauna & Hot Tub!
23–30 Oct
£158 per night
4.95 out of 5 average rating, 192 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