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Bend, OR Cottages, Apartments and Holiday Rentals
Holiday Rentals
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Oregon (OR)
Central Oregon
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Internet or Wifi (1,783)
Air Conditioning (1,592)
Washer/Dryer (1,577)
Other outdoor space (1,458)
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Kid friendly (1,748)
Pet friendly (778)
Smoking allowed (12)
Elder access (6)
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Holiday Rental House (1,405)
Condominium/Apartment (393)
Cabin Holiday Rental (0)
Private Room (0)
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Waterfront (112)
Boat Available (26)
Private Chef (0)
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Distance from
5 km
High Desert Museum
Newberry National Volcanic Monument
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1,798 rental
in Bend.
Pet Friendly, Fully Fenced, Luxury Log Cabin with Hot Tub near Sunriver!
11
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Sleeps
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Great Downtown Location And House
44
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 5
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Sleeps
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River View Condo, Close To Town/Mountain, Private Hot Tub
35
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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Sleeps
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Amazing River View, Close to Mountain, Private Hot Tub
32
Condo/Apartment
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3 bedrooms
3 bathrooms
Sleeps 6
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Adorable & Cozy, Hot Tub, SHARC Passes, Fabulous Location
42
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Fantastic location! Hot Tub, AC, SHARC passes, bikes and a great deck!
25
Holiday Rental House
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6 bedrooms
4 bathrooms
Sleeps 14
Match:
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Hot Tub, Amazing Walkable Location, Views, Fenced Backyard
32
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
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Visit Bend Oregon! Spacious and Comfortable! Pets OK!
60
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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4th Nt FREE Winter! Gorgeous! 3 min walk to SHARC & Passes, Hot Tub, Bikes, A/C
31
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 12
Match:
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Gorgeous Lodge Style Remodel, Close to SHARC & Passes Included, Hot Tub, Bikes
8
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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A/C, Hot Tub, Ping Pong, Walk to Everything, Perfect Bend Westside Cottage
17
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo
56
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Perfect Retreat Luxury Home, Guest Quarters, A/C, Foosball, Ping Pong
13
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 12
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4th FREE Winter/Spring! SHARC 3 min walk & Passes Included, Hot Tub, Bikes, A/C
12
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Sleeps
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AC!, River/Mt View, SHARC passes, pet friendly, ping pong, hot tub, Bikes!
194
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 12
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Updated Mt.Bachelor Village Resort (**Guest Cleaning fee Comp'd) + IKON offer
25
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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~LARGE WESTSIDE HOME~ Walk to everything! Welcome to KINGSTON HOUSE
138
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 10
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Amazing! Steps to Downtown & River, Gorgeous, Newer, A/C
33
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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Hot Tub, Updated, Outdoor Spaces, Steps to Old Mill and River
22
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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Pet friendly, 2 BD 2 BA, 6 adult MAX, 6 SHARC passes, hot tub & steps to village
32
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Charming Cabin Near Fort Rock Park and SHARC! Hot Tub! 8 SHARC passes included!
18
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
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Updated 2024, Family Adventure, Hot Tub, SHARC Passes, Wood Fireplace
24
Holiday Rental House
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5 bedrooms
2 bathrooms
Sleeps 8
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Ponderosa Paradise with a million dollar view
18
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 4
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Sleeps
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Remodeled & Adorable, Forest Getaway, Fish, Bike, Hike
28
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
4th Nt FREE Winter/Spring! 3 King Suites, SHARC Passes, Bikes, Ping Pong,Hot Tub
121
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps
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"Slope Floats" Downtown Riverfront Condo. Best location in Bend!
41
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
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The Quails Nest! SW Bend Custom Family Friendly Home ~ Fire pit ~ Pac Man
34
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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Bend Country Cabins/ Private Setting Pet Friendly!
246
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
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Sleeps
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New! Condo at 7th Mtn Resort ~ Year Round Heated Pools ~ Close to Bachelor!
15
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Bluebird Day - Drake Escape
25
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps
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Waterfront home on Mirror Pond is steps away from Downtown Bend
2
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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Amazing West Side * 2 King Suites * Walk Everywhere * 8 Person Hot Tub
261
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps
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Mbvskihouse (.com) At Seventh Mountain Resort + includes IKON pass holder offer
18
Condo/Apartment
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1 bedroom
2 bathrooms
Sleeps 4
Match:
Sleeps
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King bed - Pet Friendly - Jameson's Place
21
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Hot Tub, AC, Beautiful, Fully Fenced Yard, Close to Everything!
24
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Hot Tub, A/C, Modern & Updated, Nestled between Old Mill & Downtown
43
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 5
Match:
Sleeps
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New! Modern Home ~ Hot Tub ~ Close to Old Mill & Trails!
34
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Charming dog-friendly cabin with hot tub,pool, & SHARC passes
10
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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The Oasis at Old Mill | Spacious 3 Bedroom Bend OR
30
Condo/Apartment
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3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
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Minutes to Deschutes River Trail with Hot Tub & Fire Pit!
33
Holiday Rental House
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2 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
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Love Winter Activities? Stay With Us, Near All The Action!
28
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Dog-friendly, second floor condo with pool & hot tub access, & wood fireplace
13
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
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Updated w/AC, Close to Old Mill & River Trail, Peaceful
21
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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Close to Village and SHARC!
117
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 9
Match:
Sleeps
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Lovely, light, bright home in the woods! SHARC passes included! Hot tub!
22
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Hot tub, Steps to Old Mill, Close to Downtown, Fireplace, AC, Pet Friendly
52
Holiday Rental House
View on map
3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
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Gorgeous! Fenced Yard, AC, Convenient Location
17
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
4th FREE Winter! Steps to Deschutes, SHARC Passes, Hot Tub, Bikes, Ping Pong
8
Holiday Rental House
View on map
4 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
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BEAUTIFUL HOME OVERLOOKING THE RIVER-MINUTES TO IT ALL
29
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 8
Match:
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4th Nt FREE Winter! Just a 3 min walk to SHARC - Grass Lawn - Hot Tub - Bikes
89
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
Match:
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1
2
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36
Showing results 1-50 of 1,798
Frequently Asked Questions about Bend
Do any holiday rentals in Bend have a pool?
Yes, here are some popular holiday rentals in Bend that have a pool:
Dog friendly at the Seventh Mountain Resort!
Cozy Condo Getaway at 7th Mountain Resort
Visit Deschutes National Forest and wilderness areas!
See all holiday rentals with a pool in Bend on Tripadvisor
Do any holiday rentals in Bend have internet access?
Yes, here are some popular holiday rentals in Bend that have internet access:
Pet Friendly, Fully Fenced, Luxury Log Cabin with Hot Tub near Sunriver!
Great Downtown Location And House
River View Condo, Close To Town/Mountain, Private Hot Tub
See all holiday rentals in Bend on Tripadvisor
What are the best pet friendly rentals in Bend?
The best pet friendly rentals in Bend are:
Pet Friendly, Fully Fenced, Luxury Log Cabin with Hot Tub near Sunriver!
Great Downtown Location And House
Fantastic location! Hot Tub, AC, SHARC passes, bikes and a great deck!
See all pet friendly holiday rentals in Bend on Tripadvisor
What are some great rentals in Bend that are kid friendly?
Some of the most popular kid friendly rentals in Bend are:
Pet Friendly, Fully Fenced, Luxury Log Cabin with Hot Tub near Sunriver!
Great Downtown Location And House
River View Condo, Close To Town/Mountain, Private Hot Tub
See all kid friendly holiday rentals in Bend on Tripadvisor
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