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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
Bungalow in Old Bend
Hygge & Harmony on Hip Galveston - Luxe with Charm, Hot Tub
Gather round the fire pit, then hop in the hot tub after a day exploring this vibrant part of town. Period features like vintage chandeliers and cozy fireplaces, and upscale appliances like a Viking range, make this single-story home a real gem. * Please note the half bath has a sink, shower and laundry...but no toilet Welcome to Hygge Harmony, a 1927 westside bungalow that delivers big on style! This light and bright home has two bedrooms (king, king) and one full bathroom and one extra shower. Queen sleeper sofa in the living room too. You'll love the large bedrooms which are so rare for bungalow homes. Snuggle up in front of either of the 2 gas fireplaces in the master bedroom and kitchen, as well as the luxury of a private hot tub! You'll arrive to comfy beds with fresh and clean linens. Each bedroom has it's own sitting area. The master bedroom also features it's own gas fireplace and french doors to the backyard deck. You won't want to miss the hot tub in the backyard either! One of the highlights of this home is the fully stocked and chef ready kitchen. Your happy and pampered chef will feel a bit spoiled when cooking on a 6 burner Viking range and marble countertops. We always supply basic oils and spices for your use too. You'll find all the expected appliances (oven, stove, fridge, dishwasher, microwave, toaster) plus more and dining space for 6. The bathroom is updated and you'll find a classic clawfoot tub and shower stocked with earth friendly soaps and shampoos. There is an additional shower in the laundry room with it's own sink and mirror (no toilet). Feel free to use the washer and dryer during your stay. Outdoors you find a firepit, outdoor lounges with umbrella and your very own hot tub. Enjoy the grill for your summer BBQs. Don't feel like cooking? Walk out your back gate and right into the food cart lot! Or a few steps more to 10 Barrel. This is a quintessential Bend location! *A Stone's Throw Bungalow homes are NOT appropriate for noisy groups. The home, garage and property is yours to enjoy. We live nearby and are happy to help if you have any questions! Otherwise, the home is yours to enjoy and you probably won't see us during your stay. Less than a block from Galveston Bridge, the home is a walkable spot for restaurants, coffee shops, and Drake Park for festivals and Mirror Pond float activities. The location has a Walk Score of 86, and offers fantastic hiking, biking, and skiing. There is a binder in the home with more details about the home and the neighborhood, including restaurant recommendations, transporation, and activites around Bend! ** This is a quiet residential neighborhood! Quiet hours are enforced after 10PM ** Grab a cruiser bike from the bike shop 1 block away or bring your own! In the summer, there is a free town shuttle to all the favorites spots around town. Look for more info in our binder when you arrive. The river float shuttle is just 1 block away if you plan on spending your time in Bend on the river! Pets are allowed with a $20/nt pet fee.
Professional Host
Guest favourite
Bungalow in Old Bend
Location! Bungalow River & Beach Access
Welcome to our Century-Old Craftsman Bungalow on Riverfront Street. This one bedroom, one bath sleeps two to three. Enjoy a fully equipped kitchen, floor to ceiling river rock gas fireplace, inviting front porch, back deck with propane BBQ, table/ chairs. The Bungalow has a peek of the river, as it is considered the "guest house" to the larger "main house" it shares the lot with. Enjoy low bank river access to launch your kayak or SUP's. Park the car and experience the best Bend has to offer.
Individual Host
Guest favourite
Home in Bend
Home in Lodges at Bachelor View - Book Now!
Enjoy Bend’s newest west-side neighborhood nestled beside Century Drive, the gateway to Mt. Bachelor and the Cascade Lakes. Our unique location puts you right on the connector trails to the popular Phil's Trail System for mountain biking or casually strolling along the Deschutes river trail. With access to the National Forest in just steps and breweries mere minutes down the road, Pinehaven is as 'Bend' as it gets. Thank you for considering Pinehaven for your stay. We think you’ll love it here!
Individual Host

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
Walmart Supercenter15 locals recommend
Sawyer Park11 locals recommend

Other great holiday rentals in Bend

Guest favourite
Guest house in Bend
Little Sister
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Guest favourite
Flat in Bend
5th Street Villa75-Bend's Perfect Midtown Location
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Guest favourite
Flat in Old Bend
The Beverly - riverside loft in the heart of Bend
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Guest favourite
Flat in Old Bend
The Hub—Apartment @ Downtown & Historic Dist
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Guest favourite
Home in Bend
Bluebird Day - Hummingbird Cottage
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Superhost
Apartment in Old Bend
The Curly Maple Den
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Superhost
Home in Old Bend
Incredible Getaway, Heart of Bend-Walk Everywhere!
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Guest favourite
Cottage in Old Bend
Historic Downtown, Private Hot Tub, High Demand
Professional Host
Guest favourite
Guest suite in Bend
Forested Custom Built W/Mt view, Hot Tub, Wildlife
Individual Host
Guest favourite
Bungalow in Old Bend
Broadway Bungalow - Unit 245
Professional Host
Guest favourite
Flat in Old Bend
Historic Drake Park Neighborhood .
Individual Host
Guest favourite
Guest suite in Bend
Mid century apartment-walking distance to town
Individual Host

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