Bend Vacation Home Rentals

17 Bend vacation home rentals with free parking, full kitchens, and outdoor pools. Rates from $129 near Drake Park and ski areas. Book now for exclusive deals.

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Rooms and Guests2 Guests, 1 room
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Rooms and Guests2 Guests, 1 room
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Check-out
Tue, 22 Sept
Rooms and Guests2 Guests, 1 room
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1-17 out of 17
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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
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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 good1 total review
our site & Booking.com
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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
River Ridge 316BHoliday home
6.8
Nice5 total reviews
our site & Booking.com
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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
10.0
Perfect1 total review
our site & Booking.com
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924 yd from City Center511 yd from Drake Park
FireplaceBarbecueFull Kitchen
  • Private bungalow with fireplace
  • Full kitchen and barbecue
  • Walking distance to Drake Park
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Flagline Trail HomeHoliday home
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1.7 mi from City Center1499 yd from Park and Recreation District
Private ParkingFull KitchenFireplace
  • Spacious 5-bedroom home
  • Free private parking on-site
  • Cozy fireplace in living area
FromUS$ 528 /nightSelect
Aspen Ridge HomeHoliday home
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2.8 mi from City Center1.3 mi from Skyliners Park Sports Complex
Private GardenFireplaceFull Kitchen
  • Private garden for guests
  • Cozy fireplace in living room
  • Skiing and cycling nearby
FromUS$ 447 /nightSelect
Mod PodHoliday home
8.3
Great3 total reviews
our site & Booking.com
4 adults
1 bedroom
2 beds
Map
1609 yd from City Center480 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
10.0
Perfect1 total review
our site & Booking.com
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
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Deschutes NestHoliday home
9.0
Perfect1 total review
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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
Mirror Pond BungalowHoliday home
8.0
Great1 total review
our site & Booking.com
Map
414 yd from City Center259 yd from Drake Park
Full KitchenBarbecueFireplace
  • On-site cycling, fishing, hiking
  • Two full bathrooms
  • Private barbecue grill
FromUS$ 327 /nightSelect
10.0
Perfect2 total reviews
our site & Booking.com
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
Mirror PondHoliday home
9.3
Perfect4 total reviews
our site & Booking.com
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
9.3
Perfect12 total reviews
our site & Booking.com
8 adults
3 bedrooms
4 beds
Map
1258 yd from City Center693 yd from Eastern Oregon University
Hot TubPrivate EntranceOutdoor Dining
  • Private hot tub & outdoor dining
  • Fully equipped kitchen for meals
  • Ski & cycle access on site
FromUS$ 372 /nightSelect
Wood Duck 5Holiday home
7.6
Very good9 total reviews
our site & Booking.com
Map
17.5 mi from City Center
MassageOutdoor PoolFireplace
  • 3 km from Ponderosa Park
  • On-site massage services
  • Outdoor swimming pool
FromUS$ 341 /nightSelect
9.9
Perfect18 total reviews
our site & Booking.com
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
10.0
Perfect12 total reviews
our site & Booking.com
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

Bend, Oregon, sits at the base of the Cascade Mountains, and its vacation home rentals put you close to the outdoor life that defines this city. Choose a central bungalow like Bluebird Day - Harmon Park Bungalow, just a 16-minute walk from Drake Park, or a resort-style property like WorldMark Bend Seventh Mountain Resort with a heated pool, sauna, and tennis court. Most homes include free WiFi, private parking, a washing machine, and a full kitchen, so you can cook after a day of hiking or skiing.

Budget expectations range from budget-friendly units like River Ridge 330B with an outdoor pool to exceptional-rated spots like Bluebird Day - Red Door, which also sits near Drake Park. For a ski-focused base, Worldmark Bend Seventh Mountain Resort - 1Bd Sleep offers ski-related activities and a seasonal outdoor pool. The Deschutes Nest and Flagline Trail Home provide more space, with the latter featuring five bedrooms and a fireplace. Rates vary by season, but with 17 verified listings, there is a Bend vacation rental for families, couples, and groups.