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Holiday Rentals with Pools in Bend

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 km
32 rentals in Bend.
Dog friendly at the Seventh Mountain Resort!, holiday rental in Bend
Dog friendly at the Seventh Mountain Resort!, holiday rental in Bend
Dog friendly at the Seventh Mountain Resort!, holiday rental in Bend

Dog friendly at the Seventh Mountain Resort!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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River Ridge 416B, holiday rental in Bend
River Ridge 416B, holiday rental in Bend
River Ridge 416B, holiday rental in Bend

River Ridge 416B

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
More info
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Cozy Condo Getaway at 7th Mountain Resort, holiday rental in Bend
Cozy Condo Getaway at 7th Mountain Resort, holiday rental in Bend
Cozy Condo Getaway at 7th Mountain Resort, holiday rental in Bend

Cozy Condo Getaway at 7th Mountain Resort

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
More info
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Updated Mt Bachelor Vlg Condo. Pool, Hot Tub, Fireplace, Private Deck. River Tra, holiday rental in Bend
Updated Mt Bachelor Vlg Condo. Pool, Hot Tub, Fireplace, Private Deck. River Tra, holiday rental in Bend
Updated Mt Bachelor Vlg Condo. Pool, Hot Tub, Fireplace, Private Deck. River Tra, holiday rental in Bend

Updated Mt Bachelor Vlg Condo. Pool, Hot Tub, Fireplace, Private Deck. River Tra

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
More info
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Dara, holiday rental in Bend
Dara, holiday rental in Bend
Dara, holiday rental in Bend

Dara

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
More info
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New! Condo at 7th Mtn Resort ~ Year Round Heated Pools ~ Close to Bachelor!, holiday rental in Bend
New! Condo at 7th Mtn Resort ~ Year Round Heated Pools ~ Close to Bachelor!, holiday rental in Bend
New! Condo at 7th Mtn Resort ~ Year Round Heated Pools ~ Close to Bachelor!, holiday rental in Bend

New! Condo at 7th Mtn Resort ~ Year Round Heated Pools ~ Close to Bachelor!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
More info
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Visit Deschutes National Forest and wilderness areas!, holiday rental in Bend
Visit Deschutes National Forest and wilderness areas!, holiday rental in Bend
Visit Deschutes National Forest and wilderness areas!, holiday rental in Bend

Visit Deschutes National Forest and wilderness areas!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
More info
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Mt.Bachelor Village Resort--Comfortable living, holiday rental in Bend
Mt.Bachelor Village Resort--Comfortable living, holiday rental in Bend
Mt.Bachelor Village Resort--Comfortable living, holiday rental in Bend

Mt.Bachelor Village Resort--Comfortable living

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
More info
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Mt. Bachelor - Oregon's most celebrated ski resort !, holiday rental in Bend
Mt. Bachelor - Oregon's most celebrated ski resort !, holiday rental in Bend
Mt. Bachelor - Oregon's most celebrated ski resort !, holiday rental in Bend

Mt. Bachelor - Oregon's most celebrated ski resort !

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
More info
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Discover impressive restaurants and breweries !, holiday rental in Bend
Discover impressive restaurants and breweries !, holiday rental in Bend
Discover impressive restaurants and breweries !, holiday rental in Bend

Discover impressive restaurants and breweries !

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
More info
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Seventh Mountain 2015, holiday rental in Bend
Seventh Mountain 2015, holiday rental in Bend
Seventh Mountain 2015, holiday rental in Bend

Seventh Mountain 2015

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Beautiful River Views - Ideally Located close to Downtown Bend, holiday rental in Bend
Beautiful River Views - Ideally Located close to Downtown Bend, holiday rental in Bend
Beautiful River Views - Ideally Located close to Downtown Bend, holiday rental in Bend

Beautiful River Views - Ideally Located close to Downtown Bend

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
More info
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Long stay discount at Mt Bachelor Vlg. 10 min to Downtown & Old Mill. Deck, Rive, holiday rental in Bend
Long stay discount at Mt Bachelor Vlg. 10 min to Downtown & Old Mill. Deck, Rive, holiday rental in Bend
Long stay discount at Mt Bachelor Vlg. 10 min to Downtown & Old Mill. Deck, Rive, holiday rental in Bend

Long stay discount at Mt Bachelor Vlg. 10 min to Downtown & Old Mill. Deck, Rive

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Payment Protection
On Deschutes River Bend OR 2 bedroom Townhome dock & pool, holiday rental in Bend
On Deschutes River Bend OR 2 bedroom Townhome dock & pool, holiday rental in Bend
On Deschutes River Bend OR 2 bedroom Townhome dock & pool, holiday rental in Bend

On Deschutes River Bend OR 2 bedroom Townhome dock & pool

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, All pools
More info
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Payment Protection
WorldMark Bend Seventh Mountain Resort - 2BD Sleeps up to 7, holiday rental in Bend
WorldMark Bend Seventh Mountain Resort - 2BD Sleeps up to 7, holiday rental in Bend
WorldMark Bend Seventh Mountain Resort - 2BD Sleeps up to 7, holiday rental in Bend

WorldMark Bend Seventh Mountain Resort - 2BD Sleeps up to 7

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, All pools
More info
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Seventh Mountain 1031, holiday rental in Bend
Seventh Mountain 1031, holiday rental in Bend
Seventh Mountain 1031, holiday rental in Bend

Seventh Mountain 1031

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
More info
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River Ridge 416A, holiday rental in Bend
River Ridge 416A, holiday rental in Bend
River Ridge 416A, holiday rental in Bend

River Ridge 416A

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
More info
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Mt Bachelor Vlg Resort Home. Swimming, Fireplace, River Trails, Garage. Near Gol, holiday rental in Bend
Mt Bachelor Vlg Resort Home. Swimming, Fireplace, River Trails, Garage. Near Gol, holiday rental in Bend
Mt Bachelor Vlg Resort Home. Swimming, Fireplace, River Trails, Garage. Near Gol, holiday rental in Bend

Mt Bachelor Vlg Resort Home. Swimming, Fireplace, River Trails, Garage. Near Gol

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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12 Quartz Mountain, holiday rental in Bend
12 Quartz Mountain, holiday rental in Bend
12 Quartz Mountain, holiday rental in Bend

12 Quartz Mountain

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Payment Protection
Mt. Bachelor Village Condo ~ Hot Tub ~ Close to Hiking, Biking and Mountain, holiday rental in Bend
Mt. Bachelor Village Condo ~ Hot Tub ~ Close to Hiking, Biking and Mountain, holiday rental in Bend
Mt. Bachelor Village Condo ~ Hot Tub ~ Close to Hiking, Biking and Mountain, holiday rental in Bend

Mt. Bachelor Village Condo ~ Hot Tub ~ Close to Hiking, Biking and Mountain

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
More info
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7th Mt Resort. 3 Master Suites. Pool, Hot Tub, Fireplace, A/C, Near Mt Bachelor., holiday rental in Bend
7th Mt Resort. 3 Master Suites. Pool, Hot Tub, Fireplace, A/C, Near Mt Bachelor., holiday rental in Bend
7th Mt Resort. 3 Master Suites. Pool, Hot Tub, Fireplace, A/C, Near Mt Bachelor., holiday rental in Bend

7th Mt Resort. 3 Master Suites. Pool, Hot Tub, Fireplace, A/C, Near Mt Bachelor.

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Check-out
Payment Protection
Riverside Location with AC, EV charger, Fireplace, Bikes, Community Pool / Court, holiday rental in Bend
Riverside Location with AC, EV charger, Fireplace, Bikes, Community Pool / Court, holiday rental in Bend
Riverside Location with AC, EV charger, Fireplace, Bikes, Community Pool / Court, holiday rental in Bend

Riverside Location with AC, EV charger, Fireplace, Bikes, Community Pool / Court

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Check-out
Payment Protection
New! River Wild in Mt. Bachelor Village ~ Brand New Furniture ~ Fireplace, holiday rental in Bend
New! River Wild in Mt. Bachelor Village ~ Brand New Furniture ~ Fireplace, holiday rental in Bend
New! River Wild in Mt. Bachelor Village ~ Brand New Furniture ~ Fireplace, holiday rental in Bend

New! River Wild in Mt. Bachelor Village ~ Brand New Furniture ~ Fireplace

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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16 Yellow Pine, holiday rental in Bend
16 Yellow Pine, holiday rental in Bend
16 Yellow Pine, holiday rental in Bend

16 Yellow Pine

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Check-out
Payment Protection
7th Mt Resort. Long Stay Discount; 3 Master Suites. Near Mt Bachelor. Resort Ame, holiday rental in Bend
7th Mt Resort. Long Stay Discount; 3 Master Suites. Near Mt Bachelor. Resort Ame, holiday rental in Bend
7th Mt Resort. Long Stay Discount; 3 Master Suites. Near Mt Bachelor. Resort Ame, holiday rental in Bend

7th Mt Resort. Long Stay Discount; 3 Master Suites. Near Mt Bachelor. Resort Ame

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
Check-in
Check-out
Payment Protection
River Ridge 416AB, holiday rental in Bend
River Ridge 416AB, holiday rental in Bend
River Ridge 416AB, holiday rental in Bend

River Ridge 416AB

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
Check-in
Check-out
Payment Protection
Seventh Mountain 1123, holiday rental in Bend
Seventh Mountain 1123, holiday rental in Bend
Seventh Mountain 1123, holiday rental in Bend

Seventh Mountain 1123

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Check-out
Payment Protection
Big River, holiday rental in Bend
Big River, holiday rental in Bend
Big River, holiday rental in Bend

Big River

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Check-out
Payment Protection
Big Canyon, holiday rental in Bend
Big Canyon, holiday rental in Bend
Big Canyon, holiday rental in Bend

Big Canyon

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
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Check-out
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10 Dogleg, holiday rental in Bend
10 Dogleg, holiday rental in Bend
10 Dogleg, holiday rental in Bend

10 Dogleg

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
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Check-out
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23 Quelah, holiday rental in Bend
23 Quelah, holiday rental in Bend
23 Quelah, holiday rental in Bend

23 Quelah

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps, All pools
More info
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Seventh Mountain 1437, holiday rental in Bend
Seventh Mountain 1437, holiday rental in Bend
Seventh Mountain 1437, holiday rental in Bend

Seventh Mountain 1437

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, All pools
More info
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The following properties match some of your filters:
Pet Friendly, Fully Fenced, Luxury Log Cabin with Hot Tub near Sunriver!, holiday rental in Bend
Pet Friendly, Fully Fenced, Luxury Log Cabin with Hot Tub near Sunriver!, holiday rental in Bend
Pet Friendly, Fully Fenced, Luxury Log Cabin with Hot Tub near Sunriver!, holiday rental in Bend

Pet Friendly, Fully Fenced, Luxury Log Cabin with Hot Tub near Sunriver!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Check-out
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Great Downtown Location And House, holiday rental in Bend
Great Downtown Location And House, holiday rental in Bend
Great Downtown Location And House, holiday rental in Bend

Great Downtown Location And House

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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River View Condo, Close To Town/Mountain, Private Hot Tub, holiday rental in Bend
River View Condo, Close To Town/Mountain, Private Hot Tub, holiday rental in Bend
River View Condo, Close To Town/Mountain, Private Hot Tub, holiday rental in Bend

River View Condo, Close To Town/Mountain, Private Hot Tub

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Check-out
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Amazing River View, Close to Mountain, Private Hot Tub, holiday rental in Bend
Amazing River View, Close to Mountain, Private Hot Tub, holiday rental in Bend
Amazing River View, Close to Mountain, Private Hot Tub, holiday rental in Bend

Amazing River View, Close to Mountain, Private Hot Tub

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Check-out
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Adorable & Cozy, Hot Tub, SHARC Passes, Fabulous Location, holiday rental in Bend
Adorable & Cozy, Hot Tub, SHARC Passes, Fabulous Location, holiday rental in Bend
Adorable & Cozy, Hot Tub, SHARC Passes, Fabulous Location, holiday rental in Bend

Adorable & Cozy, Hot Tub, SHARC Passes, Fabulous Location

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Check-out
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Fantastic location! Hot Tub, AC, SHARC passes, bikes and a great deck!, holiday rental in Bend
Fantastic location! Hot Tub, AC, SHARC passes, bikes and a great deck!, holiday rental in Bend
Fantastic location! Hot Tub, AC, SHARC passes, bikes and a great deck!, holiday rental in Bend

Fantastic location! Hot Tub, AC, SHARC passes, bikes and a great deck!

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
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Hot Tub, Amazing Walkable Location, Views, Fenced Backyard, holiday rental in Bend
Hot Tub, Amazing Walkable Location, Views, Fenced Backyard, holiday rental in Bend
Hot Tub, Amazing Walkable Location, Views, Fenced Backyard, holiday rental in Bend

Hot Tub, Amazing Walkable Location, Views, Fenced Backyard

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Cozy Lodge Style, Tennis, Pools, Canyon View, holiday rental in Bend
Cozy Lodge Style, Tennis, Pools, Canyon View, holiday rental in Bend
Cozy Lodge Style, Tennis, Pools, Canyon View, holiday rental in Bend

Cozy Lodge Style, Tennis, Pools, Canyon View

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Visit Bend Oregon! Spacious and Comfortable! Pets OK!, holiday rental in Bend
Visit Bend Oregon! Spacious and Comfortable! Pets OK!, holiday rental in Bend
Visit Bend Oregon! Spacious and Comfortable! Pets OK!, holiday rental in Bend

Visit Bend Oregon! Spacious and Comfortable! Pets OK!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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4th Nt FREE Winter! Gorgeous! 3 min walk to SHARC & Passes, Hot Tub, Bikes, A/C, holiday rental in Bend
4th Nt FREE Winter! Gorgeous! 3 min walk to SHARC & Passes, Hot Tub, Bikes, A/C, holiday rental in Bend
4th Nt FREE Winter! Gorgeous! 3 min walk to SHARC & Passes, Hot Tub, Bikes, A/C, holiday rental in Bend

4th Nt FREE Winter! Gorgeous! 3 min walk to SHARC & Passes, Hot Tub, Bikes, A/C

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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Gorgeous Lodge Style Remodel, Close to SHARC & Passes Included, Hot Tub, Bikes, holiday rental in Bend
Gorgeous Lodge Style Remodel, Close to SHARC & Passes Included, Hot Tub, Bikes, holiday rental in Bend
Gorgeous Lodge Style Remodel, Close to SHARC & Passes Included, Hot Tub, Bikes, holiday rental in Bend

Gorgeous Lodge Style Remodel, Close to SHARC & Passes Included, Hot Tub, Bikes

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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A/C, Hot Tub, Ping Pong, Walk to Everything, Perfect Bend Westside Cottage, holiday rental in Bend
A/C, Hot Tub, Ping Pong, Walk to Everything, Perfect Bend Westside Cottage, holiday rental in Bend
A/C, Hot Tub, Ping Pong, Walk to Everything, Perfect Bend Westside Cottage, holiday rental in Bend

A/C, Hot Tub, Ping Pong, Walk to Everything, Perfect Bend Westside Cottage

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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As seen on
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Historic Belle Millhouse in Bend, OR.  Walk to Downtown.vrbo, holiday rental in Bend
Historic Belle Millhouse in Bend, OR.  Walk to Downtown.vrbo, holiday rental in Bend
Historic Belle Millhouse in Bend, OR.  Walk to Downtown.vrbo, holiday rental in Bend

Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Perfect Retreat Luxury Home, Guest Quarters, A/C, Foosball, Ping Pong, holiday rental in Bend
Perfect Retreat Luxury Home, Guest Quarters, A/C, Foosball, Ping Pong, holiday rental in Bend
Perfect Retreat Luxury Home, Guest Quarters, A/C, Foosball, Ping Pong, holiday rental in Bend

Perfect Retreat Luxury Home, Guest Quarters, A/C, Foosball, Ping Pong

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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As seen on
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4th FREE Winter/Spring! SHARC 3 min walk & Passes Included, Hot Tub, Bikes, A/C, holiday rental in Bend
4th FREE Winter/Spring! SHARC 3 min walk & Passes Included, Hot Tub, Bikes, A/C, holiday rental in Bend
4th FREE Winter/Spring! SHARC 3 min walk & Passes Included, Hot Tub, Bikes, A/C, holiday rental in Bend

4th FREE Winter/Spring! SHARC 3 min walk & Passes Included, Hot Tub, Bikes, A/C

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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As seen on
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AC!, River/Mt View, SHARC passes, pet friendly, ping pong, hot tub, Bikes!, holiday rental in Bend
AC!, River/Mt View, SHARC passes, pet friendly, ping pong, hot tub, Bikes!, holiday rental in Bend
AC!, River/Mt View, SHARC passes, pet friendly, ping pong, hot tub, Bikes!, holiday rental in Bend

AC!, River/Mt View, SHARC passes, pet friendly, ping pong, hot tub, Bikes!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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Upgraded Mt.Bachelor Village Resort Condo(**Guest Cleaning fee, holiday rental in Bend
Upgraded Mt.Bachelor Village Resort Condo(**Guest Cleaning fee, holiday rental in Bend
Upgraded Mt.Bachelor Village Resort Condo(**Guest Cleaning fee, holiday rental in Bend

Upgraded Mt.Bachelor Village Resort Condo(**Guest Cleaning fee

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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* LARGE WESTSIDE HOME* - Walk to everything! Welcome to KINGSTON HOUSE, holiday rental in Bend
* LARGE WESTSIDE HOME* - Walk to everything! Welcome to KINGSTON HOUSE, holiday rental in Bend
* LARGE WESTSIDE HOME* - Walk to everything! Welcome to KINGSTON HOUSE, holiday rental in Bend

* LARGE WESTSIDE HOME* - Walk to everything! Welcome to KINGSTON HOUSE

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
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As seen on
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