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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.

New Home in Lodges at Bachelor View - Book Now!
Entire house · 4 guests · 2 beds · 1 bathroom

New Home in Lodges at Bachelor View - Book Now!*New Listing!* Pinehaven is the closest Airbnb to Mt. Bachelor in Bend. Stay in Bend’s newest west-side neighborhood nestled beside Century Drive, the gateway to the Cascade Lakes. Our unique location puts you right on the connector trails to the popular Phil's Trail System for mountain biking or just strolling along the Deschutes river trail. With access to the Deschutes National Forest in just steps and breweries mere minutes down the road, Pinehaven is as 'Bend' as it gets.

Old Mill and River Walk Retreat
SUPERHOST
Entire guest house · 4 guests · 2 beds · 1 bathroom

Old Mill and River Walk RetreatLocated in the heart of Bend, you are walking distance to the River trail, Old Mill Districts wonderful shops and restaurants, several parks and Les Schwab Amphitheater. Very easy access to Cascade Lakes Highway, Phils trail, Mt Bachelor and all the outdoor adventuring you will need. Short drive or beautiful 2 mile river trail walk to Downtown Bend!

NW Cozy Guest Suite with Private Entrance
SUPERHOST
Entire guest suite · 2 guests · 1 bed · 1 bathroom

NW Cozy Guest Suite with Private EntranceOur guest suite is the perfect home base for your next Bend vacation or business trip. Conveniently located on Bend's westside. Walking distance to several breweries and restaurants. Spiral staircase leads to your private balcony and entrance. Our cozy suite includes a kitchenette stocked with our favorite coffee/teas, TV(wall rotates - enjoy from the seating area or the Bed!), private bathroom, and queen size bed. Relax by the gas fire pit on the balcony after a long day of playing in Bend.

Holiday rentals for every style

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Popular amenities for Bend holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Bend

SUPERHOST
  1. Entire guest suite
  2. Bend
Studio with living area & Private entrance-Suite#3
SUPERHOST
  1. Entire flat
  2. Bend
Historic Drake Park Neighborhood .
  1. Entire cabin
  2. Bend
Riverfront Log Cabin Suite, Private & Pet-friendly
SUPERHOST
  1. Entire guest suite
  2. Bend
Portal to the Cascades
SUPERHOST
  1. Private room
  2. Redmond
Unique, Comfortable, and Hospitable
SUPERHOST
  1. Private room
  2. Bend
Enchanting Meadow Farms Retreat
SUPERHOST
  1. Dome house
  2. Bend
Dome Sweet Dome ... A Must Experience!
SUPERHOST
  1. Private room
  2. Bend
Bend Peaceful Retreat
SUPERHOST
  1. Entire guest suite
  2. Bend
Country feel / city access
SUPERHOST
  1. Entire guest house
  2. Bend
Little Sister
SUPERHOST
  1. Entire cabin
  2. Bend
Skyliners Getaway
SUPERHOST
  1. Tiny house
  2. Bend
Little Red

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