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Bend Vacation Rentals

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927 rentals in Bend.
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Private Hot Tub ~ Dog Friendly ~ Trail access to Pilot Butte, vacation rental in Bend
Private Hot Tub ~ Dog Friendly ~ Trail access to Pilot Butte, vacation rental in Bend
Private Hot Tub ~ Dog Friendly ~ Trail access to Pilot Butte, vacation rental in Bend

Private Hot Tub ~ Dog Friendly ~ Trail access to Pilot Butte

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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New Listing! Bend Cottage ~ Dog Friendly ~ New Furniture!, vacation rental in Bend
New Listing! Bend Cottage ~ Dog Friendly ~ New Furniture!, vacation rental in Bend
New Listing! Bend Cottage ~ Dog Friendly ~ New Furniture!, vacation rental in Bend

New Listing! Bend Cottage ~ Dog Friendly ~ New Furniture!

Rental Home
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street -, vacation rental in Bend
Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street -, vacation rental in Bend
Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street -, vacation rental in Bend

Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street -

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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'Larch Madness' Riverfront Condo - Pet Friendly Near Downtown, vacation rental in Bend
'Larch Madness' Riverfront Condo - Pet Friendly Near Downtown, vacation rental in Bend
'Larch Madness' Riverfront Condo - Pet Friendly Near Downtown, vacation rental in Bend

'Larch Madness' Riverfront Condo - Pet Friendly Near Downtown

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Great Family Home. Quiet Neighborhood. Near Golf, Biking, Hiking. Fireplace, A/C, vacation rental in Bend
Great Family Home. Quiet Neighborhood. Near Golf, Biking, Hiking. Fireplace, A/C, vacation rental in Bend
Great Family Home. Quiet Neighborhood. Near Golf, Biking, Hiking. Fireplace, A/C, vacation rental in Bend

Great Family Home. Quiet Neighborhood. Near Golf, Biking, Hiking. Fireplace, A/C

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Happiness is just Around the Bend, Caldera Springs Resort Sunriver, Bend Oregon, vacation rental in Bend
Happiness is just Around the Bend, Caldera Springs Resort Sunriver, Bend Oregon, vacation rental in Bend
Happiness is just Around the Bend, Caldera Springs Resort Sunriver, Bend Oregon, vacation rental in Bend

Happiness is just Around the Bend, Caldera Springs Resort Sunriver, Bend Oregon

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Truly one of the Best Homes on the River! Safe & Open!!!, vacation rental in Bend
Truly one of the Best Homes on the River! Safe & Open!!!, vacation rental in Bend
Truly one of the Best Homes on the River! Safe & Open!!!, vacation rental in Bend

Truly one of the Best Homes on the River! Safe & Open!!!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Riverfront Lodge, Gorgeous Setting, Walk to Downtown!, vacation rental in Bend
Riverfront Lodge, Gorgeous Setting, Walk to Downtown!, vacation rental in Bend
Riverfront Lodge, Gorgeous Setting, Walk to Downtown!, vacation rental in Bend

Riverfront Lodge, Gorgeous Setting, Walk to Downtown!

Rental Home
6 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Immaculate & Secluded downtown Cottage-Some choice openings in August/Sept., vacation rental in Bend
Immaculate & Secluded downtown Cottage-Some choice openings in August/Sept., vacation rental in Bend
Immaculate & Secluded downtown Cottage-Some choice openings in August/Sept., vacation rental in Bend

Immaculate & Secluded downtown Cottage-Some choice openings in August/Sept.

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Historic Belle Millhouse in Bend, OR.  Walk to Downtown.vrbo, vacation rental in Bend
Historic Belle Millhouse in Bend, OR.  Walk to Downtown.vrbo, vacation rental in Bend
Historic Belle Millhouse in Bend, OR.  Walk to Downtown.vrbo, vacation rental in Bend

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

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Romantic Luxury Cabin in a spectacular, private setting on Tumalo Lake in Bend, vacation rental in Bend
Romantic Luxury Cabin in a spectacular, private setting on Tumalo Lake in Bend, vacation rental in Bend
Romantic Luxury Cabin in a spectacular, private setting on Tumalo Lake in Bend, vacation rental in Bend

Romantic Luxury Cabin in a spectacular, private setting on Tumalo Lake in Bend

Rental Home
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Amazing West Side  * 2 King Suites * Walk Everywhere  * 8 Person Hot Tub, vacation rental in Bend
Amazing West Side  * 2 King Suites * Walk Everywhere  * 8 Person Hot Tub, vacation rental in Bend
Amazing West Side  * 2 King Suites * Walk Everywhere  * 8 Person Hot Tub, vacation rental in Bend

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

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Ponderosa Paradise with a million dollar view, vacation rental in Bend
Ponderosa Paradise with a million dollar view, vacation rental in Bend
Ponderosa Paradise with a million dollar view, vacation rental in Bend

Ponderosa Paradise with a million dollar view

Rental Home
3 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Downtown Bungalow, Gourmet Kitchen, 2BR/1.5BA, vacation rental in Bend
Downtown Bungalow, Gourmet Kitchen, 2BR/1.5BA, vacation rental in Bend
Downtown Bungalow, Gourmet Kitchen, 2BR/1.5BA, vacation rental in Bend

Downtown Bungalow, Gourmet Kitchen, 2BR/1.5BA

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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River View Condo, Close To Town/Mountain, New Private Hot Tub, vacation rental in Bend
River View Condo, Close To Town/Mountain, New Private Hot Tub, vacation rental in Bend
River View Condo, Close To Town/Mountain, New Private Hot Tub, vacation rental in Bend

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

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Luxury Home yet Family-Friendly! It's all about creating memories!, vacation rental in Bend
Luxury Home yet Family-Friendly! It's all about creating memories!, vacation rental in Bend
Luxury Home yet Family-Friendly! It's all about creating memories!, vacation rental in Bend

Luxury Home yet Family-Friendly! It's all about creating memories!

Rental Home
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Epic Riverfront Estate. Iconic Bend home. Walk everywhere. Recreate on river. 4, vacation rental in Bend
Epic Riverfront Estate. Iconic Bend home. Walk everywhere. Recreate on river. 4, vacation rental in Bend
Epic Riverfront Estate. Iconic Bend home. Walk everywhere. Recreate on river. 4, vacation rental in Bend

Epic Riverfront Estate. Iconic Bend home. Walk everywhere. Recreate on river. 4

Rental Home
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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The Executive Lodge up in the West Hills and is 2 miles from downtown Bend., vacation rental in Bend
The Executive Lodge up in the West Hills and is 2 miles from downtown Bend., vacation rental in Bend
The Executive Lodge up in the West Hills and is 2 miles from downtown Bend., vacation rental in Bend

The Executive Lodge up in the West Hills and is 2 miles from downtown Bend.

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Charming Bungalow, Location, Location, Location!, vacation rental in Bend
Charming Bungalow, Location, Location, Location!, vacation rental in Bend
Charming Bungalow, Location, Location, Location!, vacation rental in Bend

Charming Bungalow, Location, Location, Location!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Pet Friendly, luxury log cabin with hot tub near Sunriver!, vacation rental in Bend
Pet Friendly, luxury log cabin with hot tub near Sunriver!, vacation rental in Bend
Pet Friendly, luxury log cabin with hot tub near Sunriver!, vacation rental in Bend

Pet Friendly, luxury log cabin with hot tub near Sunriver!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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LOCATION! WALK TO DOWNTOWN AND OLD MILL - ONE BEDROOM ONE BLOCK FROM THE RIVER, vacation rental in Bend
LOCATION! WALK TO DOWNTOWN AND OLD MILL - ONE BEDROOM ONE BLOCK FROM THE RIVER, vacation rental in Bend
LOCATION! WALK TO DOWNTOWN AND OLD MILL - ONE BEDROOM ONE BLOCK FROM THE RIVER, vacation rental in Bend

LOCATION! WALK TO DOWNTOWN AND OLD MILL - ONE BEDROOM ONE BLOCK FROM THE RIVER

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Amazing West Side - Walk Everywhere - Dog Friendly, vacation rental in Bend
Amazing West Side - Walk Everywhere - Dog Friendly, vacation rental in Bend
Amazing West Side - Walk Everywhere - Dog Friendly, vacation rental in Bend

Amazing West Side - Walk Everywhere - Dog Friendly

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Amazing West Side * Walk Everywhere * Dog Friendly, vacation rental in Bend
Amazing West Side * Walk Everywhere * Dog Friendly, vacation rental in Bend
Amazing West Side * Walk Everywhere * Dog Friendly, vacation rental in Bend

Amazing West Side * Walk Everywhere * Dog Friendly

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Luxury, Romantic Guest House with hot tub, salt water pool, tennis court, views, vacation rental in Bend
Luxury, Romantic Guest House with hot tub, salt water pool, tennis court, views, vacation rental in Bend
Luxury, Romantic Guest House with hot tub, salt water pool, tennis court, views, vacation rental in Bend

Luxury, Romantic Guest House with hot tub, salt water pool, tennis court, views

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Immaculate Downtown Cottage-Longterm available in Feb. & Mar. Book Summer 2021 !

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Riverfront Cottage -Near Drake Park, Walk to Town., vacation rental in Bend
Riverfront Cottage -Near Drake Park, Walk to Town., vacation rental in Bend
Riverfront Cottage -Near Drake Park, Walk to Town., vacation rental in Bend

Riverfront Cottage -Near Drake Park, Walk to Town.

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Downtown by the River! Cozy, Contemporary Cottage, vacation rental in Bend
Downtown by the River! Cozy, Contemporary Cottage, vacation rental in Bend
Downtown by the River! Cozy, Contemporary Cottage, vacation rental in Bend

Downtown by the River! Cozy, Contemporary Cottage

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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20 acres private ranch 5 miles east of bend, vacation rental in Bend
20 acres private ranch 5 miles east of bend, vacation rental in Bend
20 acres private ranch 5 miles east of bend, vacation rental in Bend

20 acres private ranch 5 miles east of bend

Rental Home
7 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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WALK TO DOWNTOWN & OLD MILL-1 BLOCK TO THE RIVER-MODERN/ATTRACTIVE 1 BDR  SUITE, vacation rental in Bend
WALK TO DOWNTOWN & OLD MILL-1 BLOCK TO THE RIVER-MODERN/ATTRACTIVE 1 BDR  SUITE, vacation rental in Bend
WALK TO DOWNTOWN & OLD MILL-1 BLOCK TO THE RIVER-MODERN/ATTRACTIVE 1 BDR  SUITE, vacation rental in Bend

WALK TO DOWNTOWN & OLD MILL-1 BLOCK TO THE RIVER-MODERN/ATTRACTIVE 1 BDR SUITE

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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300' feet of River Frontage - on the Fall River. Relax & reconnect with nature!, vacation rental in Bend
300' feet of River Frontage - on the Fall River. Relax & reconnect with nature!, vacation rental in Bend
300' feet of River Frontage - on the Fall River. Relax & reconnect with nature!, vacation rental in Bend

300' feet of River Frontage - on the Fall River. Relax & reconnect with nature!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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This waterfront home on Mirror Pond is steps away from Downtown Bend, vacation rental in Bend
This waterfront home on Mirror Pond is steps away from Downtown Bend, vacation rental in Bend
This waterfront home on Mirror Pond is steps away from Downtown Bend, vacation rental in Bend

This waterfront home on Mirror Pond is steps away from Downtown Bend

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Family-Friendly Luxury Retreat Featured On 2015 Tour Of Homes! DCCA#1253, vacation rental in Bend
Family-Friendly Luxury Retreat Featured On 2015 Tour Of Homes! DCCA#1253, vacation rental in Bend
Family-Friendly Luxury Retreat Featured On 2015 Tour Of Homes! DCCA#1253, vacation rental in Bend

Family-Friendly Luxury Retreat Featured On 2015 Tour Of Homes! DCCA#1253

Rental Home
4 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
More info
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Bend Country Cabins/ Private Setting Pet Friendly - $90/night for 2  plus nights, vacation rental in Bend
Bend Country Cabins/ Private Setting Pet Friendly - $90/night for 2  plus nights, vacation rental in Bend
Bend Country Cabins/ Private Setting Pet Friendly - $90/night for 2  plus nights, vacation rental in Bend

Bend Country Cabins/ Private Setting Pet Friendly - $90/night for 2 plus nights

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Spectacular Luxury Cabin Overlooking Tumalo Lake in a Gorgeous Setting, vacation rental in Bend
Spectacular Luxury Cabin Overlooking Tumalo Lake in a Gorgeous Setting, vacation rental in Bend
Spectacular Luxury Cabin Overlooking Tumalo Lake in a Gorgeous Setting, vacation rental in Bend

Spectacular Luxury Cabin Overlooking Tumalo Lake in a Gorgeous Setting

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Spectacular Luxury Old Mill District Townhouse Walking Distance To River Walk, vacation rental in Bend
Spectacular Luxury Old Mill District Townhouse Walking Distance To River Walk, vacation rental in Bend
Spectacular Luxury Old Mill District Townhouse Walking Distance To River Walk, vacation rental in Bend

Spectacular Luxury Old Mill District Townhouse Walking Distance To River Walk

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Serene Sunriver Home, Newly Remodeled!, vacation rental in Bend
Serene Sunriver Home, Newly Remodeled!, vacation rental in Bend
Serene Sunriver Home, Newly Remodeled!, vacation rental in Bend

Serene Sunriver Home, Newly Remodeled!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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River View Contemporary Vacation Townhouse, vacation rental in Bend
River View Contemporary Vacation Townhouse, vacation rental in Bend
River View Contemporary Vacation Townhouse, vacation rental in Bend

River View Contemporary Vacation Townhouse

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Historic Westside Craftsman Bungalow, Walk to Downtown, vacation rental in Bend
Historic Westside Craftsman Bungalow, Walk to Downtown, vacation rental in Bend
Historic Westside Craftsman Bungalow, Walk to Downtown, vacation rental in Bend

Historic Westside Craftsman Bungalow, Walk to Downtown

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Private Country Setting with Mountain View’s 5 Mi. Nw of Bend, vacation rental in Bend
Private Country Setting with Mountain View’s 5 Mi. Nw of Bend, vacation rental in Bend
Private Country Setting with Mountain View’s 5 Mi. Nw of Bend, vacation rental in Bend

Private Country Setting with Mountain View’s 5 Mi. Nw of Bend

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Beautiful Family Vacation Home. 5 Bedrooms, Wi-Fi, Westside, 5mins from Old Mill, vacation rental in Bend
Beautiful Family Vacation Home. 5 Bedrooms, Wi-Fi, Westside, 5mins from Old Mill, vacation rental in Bend
Beautiful Family Vacation Home. 5 Bedrooms, Wi-Fi, Westside, 5mins from Old Mill, vacation rental in Bend

Beautiful Family Vacation Home. 5 Bedrooms, Wi-Fi, Westside, 5mins from Old Mill

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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# 4 Backwoods Lodge 6BR/6BA SHARC, by Village, LD Wknd 4th nt free, vacation rental in Bend
# 4 Backwoods Lodge 6BR/6BA SHARC, by Village, LD Wknd 4th nt free, vacation rental in Bend
# 4 Backwoods Lodge 6BR/6BA SHARC, by Village, LD Wknd 4th nt free, vacation rental in Bend

# 4 Backwoods Lodge 6BR/6BA SHARC, by Village, LD Wknd 4th nt free

Rental Home
6 bedrooms
6 bathrooms
Sleeps 15
Match: Sleeps
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Spacious Luxury Cabin in a Spectacular Setting on Tumalo Lake in Bend, Oregon, vacation rental in Bend
Spacious Luxury Cabin in a Spectacular Setting on Tumalo Lake in Bend, Oregon, vacation rental in Bend
Spacious Luxury Cabin in a Spectacular Setting on Tumalo Lake in Bend, Oregon, vacation rental in Bend

Spacious Luxury Cabin in a Spectacular Setting on Tumalo Lake in Bend, Oregon

Rental Home
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
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3 King Masters! Built-in Bunks! SHARC! A/C, Hot Tub, Location! Brand New Luxury!, vacation rental in Bend
3 King Masters! Built-in Bunks! SHARC! A/C, Hot Tub, Location! Brand New Luxury!, vacation rental in Bend
3 King Masters! Built-in Bunks! SHARC! A/C, Hot Tub, Location! Brand New Luxury!, vacation rental in Bend

3 King Masters! Built-in Bunks! SHARC! A/C, Hot Tub, Location! Brand New Luxury!

Rental Home
6 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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DOWNTOWN RIVERFRONT HOME W/ RIVER ACCESS, BEST LOCATION,  2 MASTER SUITES!, vacation rental in Bend
DOWNTOWN RIVERFRONT HOME W/ RIVER ACCESS, BEST LOCATION,  2 MASTER SUITES!, vacation rental in Bend
DOWNTOWN RIVERFRONT HOME W/ RIVER ACCESS, BEST LOCATION,  2 MASTER SUITES!, vacation rental in Bend

DOWNTOWN RIVERFRONT HOME W/ RIVER ACCESS, BEST LOCATION, 2 MASTER SUITES!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Cute Farmhouse in Tumalo on 20 acres, vacation rental in Bend
Cute Farmhouse in Tumalo on 20 acres, vacation rental in Bend
Cute Farmhouse in Tumalo on 20 acres, vacation rental in Bend

Cute Farmhouse in Tumalo on 20 acres

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Awesome location! Next to river, close to downtown.  Walk everywhere!, vacation rental in Bend
Awesome location! Next to river, close to downtown.  Walk everywhere!, vacation rental in Bend
Awesome location! Next to river, close to downtown.  Walk everywhere!, vacation rental in Bend

Awesome location! Next to river, close to downtown. Walk everywhere!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Check INN Seventh Mountain Comfort, vacation rental in Bend
Check INN Seventh Mountain Comfort, vacation rental in Bend
Check INN Seventh Mountain Comfort, vacation rental in Bend

Check INN Seventh Mountain Comfort

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Mid Century Luxury Home; Westside; Walk Everywhere, vacation rental in Bend
Mid Century Luxury Home; Westside; Walk Everywhere, vacation rental in Bend
Mid Century Luxury Home; Westside; Walk Everywhere, vacation rental in Bend

Mid Century Luxury Home; Westside; Walk Everywhere

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Bend Getaway in RiverWild-Walk to Deschutes River and Old Mill District, vacation rental in Bend
Bend Getaway in RiverWild-Walk to Deschutes River and Old Mill District, vacation rental in Bend
Bend Getaway in RiverWild-Walk to Deschutes River and Old Mill District, vacation rental in Bend

Bend Getaway in RiverWild-Walk to Deschutes River and Old Mill District

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Log Lodge is close to Bend, Mt Bachelor, & Sun River, large enough for groups, vacation rental in Bend
Log Lodge is close to Bend, Mt Bachelor, & Sun River, large enough for groups, vacation rental in Bend
Log Lodge is close to Bend, Mt Bachelor, & Sun River, large enough for groups, vacation rental in Bend

Log Lodge is close to Bend, Mt Bachelor, & Sun River, large enough for groups

Rental Home
6 bedrooms
4 bathrooms
Sleeps 25
Match: Sleeps
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