Vacation Rentals in Bend, Oregon

Compare vacation rentals and Airbnbs in Bend, Oregon, including riverfront cottages and hot tub chalets. Check rates, ratings, and availability now

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Rooms and Guests2 Guests, 1 room
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1-15 out of 15
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  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
9.9
Perfect
Map
15.3 mi from City Center
Hot TubRiver ViewsSki Storage
  • Riverfront with private hot tub
  • Ski storage and gear access
  • Shared kitchen and lounge area
FromUS$ 217 /nightSelect
10.0
Perfect
Map
1.0 mi from City Center420 yd from Eastern Oregon University
Full KitchenPrivate EntranceFireplace
  • Private chalet with garden views
  • Pet-friendly with private entrance
  • Fully equipped kitchen and fireplace
FromUS$ 209 /nightSelect
9.4
Perfect
Map
18.5 mi from City Center
Ski-to-doorFireplaceGame Room
  • Ski-to-door access on site
  • Spacious home with fireplace
  • Full kitchen and Blu-ray player
FromUS$ 342 /nightSelect
Tree Top RetreatHoliday home
5.6
Needs improvement
Map
5.9 mi from City Center2.0 mi from Lost Tracks Golf Club
Heated PoolPrivate SaunaHot Tub
  • Private sauna and hot tub
  • Mountain-view terrace with fireplace
  • Heated outdoor swimming pool
FromUS$ 103 /nightSelect
Mirror PondHoliday home
9.3
Perfect
6 adults
1 bedroom
2 beds
Map
414 yd from City Center259 yd from Drake Park
Water ParkGolf CourseFitness Centre
  • On-site waterpark and water sports
  • Private holiday home with fireplace
  • Outdoor barbecue and private entrance
FromUS$ 372 /nightSelect
River Ridge 316BHoliday home
6.2
Nice
Map
2.1 mi from City Center1063 yd from Skyliners Park Sports Complex
Outdoor PoolHot TubGolf Course
  • One-bedroom holiday home with private entrance
  • Seasonal outdoor pool and hot tub
  • On-site skiing and golf
FromUS$ 169 /nightSelect
Mod PodHoliday home
8.3
Great
4 adults
1 bedroom
2 beds
Map
1590 yd from City Center458 yd from Phagans' Central Oregon Beauty
WaterparkFitness CenterGolf Course
  • On-site waterpark and fitness center
  • In-unit washer and dryer
  • Fully equipped kitchen with dishwasher
FromUS$ 279 /nightSelect
Map
5.8 mi from City Center2.1 mi from Lost Tracks Golf Club
Heated PoolWater SportsSkiing
  • On-site skiing and water sports
  • Heated pool with sauna
  • Full kitchen and fireplace
Select
Map
5.8 mi from City Center2.1 mi from Lost Tracks Golf Club
Full KitchenHeated PoolTennis Court
  • Full kitchen and private balcony
  • Water sports equipment on-site
  • On-site sauna and hot tub
Select
River Ridge 330BHoliday home
7.0
Very good
Map
1.9 mi from City Center983 yd from Skyliners Park Sports Complex
Outdoor PoolHot TubPrivate Entrance
  • Seasonal outdoor pool and hot tub
  • Private entrance and check-in
  • Skiing and horse riding nearby
FromUS$ 264 /nightSelect
10.0
Perfect
Map
924 yd from City Center511 yd from Drake Park
FireplaceBarbecueFull Kitchen
  • Private bungalow with fireplace
  • Full kitchen and barbecue
  • Walking distance to Drake Park
FromUS$ 414 /nightSelect
10.0
Perfect
Map
1499 yd from City Center1043 yd from Park and Recreation District
Pets AllowedFireplaceBarbecue
  • 16-minute walk to Drake Park
  • Pets allowed
  • Three bedrooms with four bathrooms
FromUS$ 346 /nightSelect
Deschutes NestHoliday home
10.0
Perfect
Map
1249 yd from City Center974 yd from Park and Recreation District
Fitness CentreGolf CourseSkiing
  • Private mountain-view holiday home
  • Fully equipped kitchen with fireplace
  • On-site skiing and golf course
FromUS$ 311 /nightSelect
10.0
Perfect
6 adults
3 bedrooms
4 beds
Map
1.3 mi from City Center1349 yd from Park and Recreation District
Spa CentreBeach AccessSnorkelling
  • Spa and wellness centre on-site
  • Beach access with snorkelling
  • Three-bedroom home with fireplace
FromUS$ 443 /nightSelect
Wood Duck 5Holiday home
7.6
Very good
Map
17.5 mi from City Center
MassageOutdoor PoolFireplace
  • 3 km from Ponderosa Park
  • On-site massage services
  • Outdoor swimming pool
FromUS$ 341 /nightSelect

Bend's vacation rentals offer more space and privacy than hotels, with options for families, couples, and outdoor enthusiasts. Properties cluster near Drake Park, Sunriver, and the Seventh Mountain area, providing quick access to hiking, skiing, and the Deschutes River. Expect full kitchens, private entrances, and amenities like hot tubs, outdoor pools, fitness centers, and free parking. Budget ranges vary: affordable studios start under $150 per night, while larger homes with premium features can exceed $300.

Top-rated rentals include Mirror Pond (Superb rating, waterpark, near Drake Park), Mt. Bachelor & Sun River Get Away (Exceptional, ski-to-door access, family rooms), and Beautiful Riverfront Near Mt Bachelor With Hot Tub (Exceptional, riverfront terrace, hot tub). Hideaway Chalet (Exceptional, near Drake Park) offers a cozy chalet with a garden and barbecue. For budget-conscious travelers, Mod Pod and Tree Top Retreat provide good value with pools and fitness rooms.