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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
5 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
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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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
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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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
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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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
2 bedrooms
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
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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The following properties match some of your filters:
RR601AB-2 Bedroom Mt Bachelor Condo-Hot tub, holiday rental in Bend
RR601AB-2 Bedroom Mt Bachelor Condo-Hot tub, holiday rental in Bend
RR601AB-2 Bedroom Mt Bachelor Condo-Hot tub, holiday rental in Bend

RR601AB-2 Bedroom Mt Bachelor Condo-Hot tub

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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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
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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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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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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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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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
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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
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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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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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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
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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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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Updated Mt.Bachelor Village Resort  (**Guest Cleaning fee Comp'd) + IKON offer, holiday rental in Bend
Updated Mt.Bachelor Village Resort  (**Guest Cleaning fee Comp'd) + IKON offer, holiday rental in Bend
Updated Mt.Bachelor Village Resort  (**Guest Cleaning fee Comp'd) + IKON offer, holiday rental in Bend

Updated Mt.Bachelor Village Resort (**Guest Cleaning fee Comp'd) + IKON offer

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
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Amazing! Steps to Downtown & River, Gorgeous, Newer, A/C, holiday rental in Bend
Amazing! Steps to Downtown & River, Gorgeous, Newer, A/C, holiday rental in Bend
Amazing! Steps to Downtown & River, Gorgeous, Newer, A/C, holiday rental in Bend

Amazing! Steps to Downtown & River, Gorgeous, Newer, A/C

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Hot Tub, Updated, Outdoor Spaces, Steps to Old Mill and River, holiday rental in Bend
Hot Tub, Updated, Outdoor Spaces, Steps to Old Mill and River, holiday rental in Bend
Hot Tub, Updated, Outdoor Spaces, Steps to Old Mill and River, holiday rental in Bend

Hot Tub, Updated, Outdoor Spaces, Steps to Old Mill and River

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Pet friendly, 2 BD 2 BA, 6 adult MAX, 6 SHARC passes, hot tub & steps to village, holiday rental in Bend
Pet friendly, 2 BD 2 BA, 6 adult MAX, 6 SHARC passes, hot tub & steps to village, holiday rental in Bend
Pet friendly, 2 BD 2 BA, 6 adult MAX, 6 SHARC passes, hot tub & steps to village, holiday rental in Bend

Pet friendly, 2 BD 2 BA, 6 adult MAX, 6 SHARC passes, hot tub & steps to village

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Charming Cabin Near Fort Rock Park and SHARC! Hot Tub! 8 SHARC passes included!, holiday rental in Bend
Charming Cabin Near Fort Rock Park and SHARC! Hot Tub! 8 SHARC passes included!, holiday rental in Bend
Charming Cabin Near Fort Rock Park and SHARC! Hot Tub! 8 SHARC passes included!, holiday rental in Bend

Charming Cabin Near Fort Rock Park and SHARC! Hot Tub! 8 SHARC passes included!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Updated 2024, Family Adventure, Hot Tub, SHARC Passes, Wood Fireplace, holiday rental in Bend
Updated 2024, Family Adventure, Hot Tub, SHARC Passes, Wood Fireplace, holiday rental in Bend
Updated 2024, Family Adventure, Hot Tub, SHARC Passes, Wood Fireplace, holiday rental in Bend

Updated 2024, Family Adventure, Hot Tub, SHARC Passes, Wood Fireplace

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Ponderosa Paradise with a million dollar view, holiday rental in Bend
Ponderosa Paradise with a million dollar view, holiday rental in Bend
Ponderosa Paradise with a million dollar view, holiday rental in Bend

Ponderosa Paradise with a million dollar view

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
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Remodeled & Adorable, Forest Getaway, Fish, Bike, Hike, holiday rental in Bend
Remodeled & Adorable, Forest Getaway, Fish, Bike, Hike, holiday rental in Bend
Remodeled & Adorable, Forest Getaway, Fish, Bike, Hike, holiday rental in Bend

Remodeled & Adorable, Forest Getaway, Fish, Bike, Hike

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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4th Nt FREE Winter/Spring! 3 King Suites, SHARC Passes, Bikes, Ping Pong,Hot Tub, holiday rental in Bend
4th Nt FREE Winter/Spring! 3 King Suites, SHARC Passes, Bikes, Ping Pong,Hot Tub, holiday rental in Bend
4th Nt FREE Winter/Spring! 3 King Suites, SHARC Passes, Bikes, Ping Pong,Hot Tub, holiday rental in Bend

4th Nt FREE Winter/Spring! 3 King Suites, SHARC Passes, Bikes, Ping Pong,Hot Tub

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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"Slope Floats" Downtown Riverfront Condo. Best location in Bend!, holiday rental in Bend
"Slope Floats" Downtown Riverfront Condo. Best location in Bend!, holiday rental in Bend
"Slope Floats" Downtown Riverfront Condo. Best location in Bend!, holiday rental in Bend

"Slope Floats" Downtown Riverfront Condo. Best location in Bend!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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The Quails Nest! SW Bend Custom Family Friendly Home ~ Fire pit ~ Pac Man, holiday rental in Bend
The Quails Nest! SW Bend Custom Family Friendly Home ~ Fire pit ~ Pac Man, holiday rental in Bend
The Quails Nest! SW Bend Custom Family Friendly Home ~ Fire pit ~ Pac Man, holiday rental in Bend

The Quails Nest! SW Bend Custom Family Friendly Home ~ Fire pit ~ Pac Man

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Bend Country Cabins/ Private Setting Pet Friendly!, holiday rental in Bend
Bend Country Cabins/ Private Setting Pet Friendly!, holiday rental in Bend
Bend Country Cabins/ Private Setting Pet Friendly!, holiday rental in Bend

Bend Country Cabins/ Private Setting Pet Friendly!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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
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Bluebird Day - Drake Escape, holiday rental in Bend
Bluebird Day - Drake Escape, holiday rental in Bend
Bluebird Day - Drake Escape, holiday rental in Bend

Bluebird Day - Drake Escape

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Downtown Bend Waterfront Escape, holiday rental in Bend
Downtown Bend Waterfront Escape, holiday rental in Bend
Downtown Bend Waterfront Escape, holiday rental in Bend

Downtown Bend Waterfront Escape

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Amazing West Side  * 2 King Suites * Walk Everywhere  * 8 Person Hot Tub, holiday rental in Bend
Amazing West Side  * 2 King Suites * Walk Everywhere  * 8 Person Hot Tub, holiday rental in Bend
Amazing West Side  * 2 King Suites * Walk Everywhere  * 8 Person Hot Tub, holiday rental in Bend

Amazing West Side * 2 King Suites * Walk Everywhere * 8 Person Hot Tub

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Mbvskihouse (.com) At Seventh Mountain Resort + includes IKON pass holder offer, holiday rental in Bend
Mbvskihouse (.com) At Seventh Mountain Resort + includes IKON pass holder offer, holiday rental in Bend
Mbvskihouse (.com) At Seventh Mountain Resort + includes IKON pass holder offer, holiday rental in Bend

Mbvskihouse (.com) At Seventh Mountain Resort + includes IKON pass holder offer

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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King bed - Pet Friendly - Jameson's Place, holiday rental in Bend
King bed - Pet Friendly - Jameson's Place, holiday rental in Bend
King bed - Pet Friendly - Jameson's Place, holiday rental in Bend

King bed - Pet Friendly - Jameson's Place

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Hot Tub, AC, Beautiful, Fully Fenced Yard, Close to Everything!, holiday rental in Bend
Hot Tub, AC, Beautiful, Fully Fenced Yard, Close to Everything!, holiday rental in Bend
Hot Tub, AC, Beautiful, Fully Fenced Yard, Close to Everything!, holiday rental in Bend

Hot Tub, AC, Beautiful, Fully Fenced Yard, Close to Everything!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Hot Tub, A/C, Modern & Updated, Nestled between Old Mill & Downtown, holiday rental in Bend
Hot Tub, A/C, Modern & Updated, Nestled between Old Mill & Downtown, holiday rental in Bend
Hot Tub, A/C, Modern & Updated, Nestled between Old Mill & Downtown, holiday rental in Bend

Hot Tub, A/C, Modern & Updated, Nestled between Old Mill & Downtown

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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New! Modern Home ~ Hot Tub ~ Close to Old Mill & Trails!, holiday rental in Bend
New! Modern Home ~ Hot Tub ~ Close to Old Mill & Trails!, holiday rental in Bend
New! Modern Home ~ Hot Tub ~ Close to Old Mill & Trails!, holiday rental in Bend

New! Modern Home ~ Hot Tub ~ Close to Old Mill & Trails!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Charming dog-friendly cabin with hot tub,pool, & SHARC passes, holiday rental in Bend
Charming dog-friendly cabin with hot tub,pool, & SHARC passes, holiday rental in Bend
Charming dog-friendly cabin with hot tub,pool, & SHARC passes, holiday rental in Bend

Charming dog-friendly cabin with hot tub,pool, & SHARC passes

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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The Oasis at Old Mill | Spacious 3 Bedroom Bend OR, holiday rental in Bend
The Oasis at Old Mill | Spacious 3 Bedroom Bend OR, holiday rental in Bend
The Oasis at Old Mill | Spacious 3 Bedroom Bend OR, holiday rental in Bend

The Oasis at Old Mill | Spacious 3 Bedroom Bend OR

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Minutes to Deschutes River Trail with Hot Tub & Fire Pit!, holiday rental in Bend
Minutes to Deschutes River Trail with Hot Tub & Fire Pit!, holiday rental in Bend
Minutes to Deschutes River Trail with Hot Tub & Fire Pit!, holiday rental in Bend

Minutes to Deschutes River Trail with Hot Tub & Fire Pit!

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Love Winter Activities?  Stay With Us, Near All The Action!, holiday rental in Bend
Love Winter Activities?  Stay With Us, Near All The Action!, holiday rental in Bend
Love Winter Activities?  Stay With Us, Near All The Action!, holiday rental in Bend

Love Winter Activities? Stay With Us, Near All The Action!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Dog-friendly, second floor condo with pool & hot tub access, & wood fireplace, holiday rental in Bend
Dog-friendly, second floor condo with pool & hot tub access, & wood fireplace, holiday rental in Bend
Dog-friendly, second floor condo with pool & hot tub access, & wood fireplace, holiday rental in Bend

Dog-friendly, second floor condo with pool & hot tub access, & wood fireplace

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Updated w/AC, Close to Old Mill & River Trail, Peaceful, holiday rental in Bend
Updated w/AC, Close to Old Mill & River Trail, Peaceful, holiday rental in Bend
Updated w/AC, Close to Old Mill & River Trail, Peaceful, holiday rental in Bend

Updated w/AC, Close to Old Mill & River Trail, Peaceful

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Close to Village and SHARC!, holiday rental in Bend
Close to Village and SHARC!, holiday rental in Bend
Close to Village and SHARC!, holiday rental in Bend

Close to Village and SHARC!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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