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Bend Holiday Vacation with Pools

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298 rentals in Bend.
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JUST AVAILABLE 8/28-9/4 Happiness Is Just Around The Bend, Caldera Springs
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Luxury Home yet Family-Friendly! It's all about creating memories!
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Luxury, Romantic Guest House with hot tub, salt water pool, tennis court, views
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, All pools
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River View Condo, Close To Town/Mountain, Private Hot Tub
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Bend Getaway in RiverWild-Walk to Deschutes River and Old Mill District
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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River View Contemporary Vacation Townhouse
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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Luxury 5 BR! 3 Master Suites! Built-in Bunks! SHARC! A/C, Hot Tub, Free Nights!
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps, All pools
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Mt Bachelor Village Resort Top Floor 1BR+Loft 1.5 Baths ($60 cleaning fee)
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, All pools
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Check INN Seventh Mountain Comfort
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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Luxury Mountain Gem
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Save time - get the best Bend rentals sent straight to your email!
Perfect Staycation! 2 Bed 2 bath + Loft Cabin: 6 SHARC Passes, Dog Friendly
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Beautiful New House, book three nights, get another four nights free for Jan &Fe
Holiday Rental House
7 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps, All pools
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Caldera Springs Luxury home! Sleeps 12
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Upgraded Mt.Bachelor Village Resort Condo (**Guest Cleaning fee Complementary)
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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# 4 Backwoods Lodge 6BR/6BA SHARC, by Village, ask about free nights off season
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 15
Match: Sleeps, All pools
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SUNRIVER CONDO NEXT TO SHARC -CLOSE TO VILLAGE - PRIVATE POOL & TENNIS -SLEEPS 6
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Spacious home! Arcade, 2 Masters-A/C-SHARC-Hot Tub-Sauna-Great Location
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Mt Bachelor Vlg Resort! 10 min to Downtown & Old Mill. Private deck. River Trail
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Largest home in River Wild/Mt Bachelor Village Resort, peaceful, upscale
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, All pools
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BEAUTIFUL HOME OVERLOOKING THE RIVER-MINUTES TO IT ALL
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Gorgeous Golf Course, Covered Outdoor Living, 3 Kings, Hot Tub
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Private Retreat at River Wild in Mt Bachelor Village, Private HotTub, A/C, WiFi
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Lovely, light, bright home in the woods! SHARC passes included! Hot tub!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Spaciously Well Appointed Luxurious Home Near Sunriver, Great Outdoor Space!
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Executive suite in Mount Bachelor Village - great for a couple
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
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Great condo w/2 decks, near the slopes - city view (3rd bedroom option)
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Perfect Escape! 3 BR home, SHARC passes/hot tub/bikes
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Sunstone Stunner - Six Master Suites and Bunkroom
Holiday Rental House
7 bedrooms
8 bathrooms
Sleeps 16
Match: Sleeps, All pools
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7th Mt Resort Newly Renovated Condo, Pool, Hot Tub, Pub, Best Value!
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Relaxing Sunriver Home, 4-bedroom sleeps 10, HOT TUB, Tesla charger plus extras
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, All pools
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24-hr staff ~ Group friendly ~ close to nature + downtown ~ wifi ~ W/D ~ Bend
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 13
Match: Sleeps, All pools
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Beautiful views, closest lodging to Mt. Bachelor, amazing property & amentities.
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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12 SHARC PASSES & HOT TUB! Lodge on Duck Pond Lane
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Upgraded Mt.Bachelor Village Loft Condo
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Community Pool (Seasonal) & Hot Tub (Covid has temporarily Closed) On River Trai
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Dog friendly at the Seventh Mountain Resort!
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Mbvskihouse (.com) At Seventh Mountain Resort
Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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Sunriver Cabin in Great Location near River and Village
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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4th FREE Winter! Steps to Deschutes, SHARC Passes, Hot Tub, Bikes, Ping Pong
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Top reviews ~ parking ~ BBQ ~ resort pool ~ golf ~ Bend ~ 24-hr staff ~ �
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Dog-friendly condo w/ hot tub access, bikes, & SHARC passes - on the golf course
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Cozy Mt Bachelor Village Condo Close to Downtown Bend
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Beautiful 3100 sq ft. 5 bedroom 3 full bath sleeps 12
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Luxury Cabin at Caldera - Sunriver/Adjacent to park, pool, tennis and amenities!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Beautiful Home On The Crosswater Golf Course, Mountain Views, Year-Round Sports
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps, All pools
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GREAT DEAL & BEST LOCATION 5 BR/4 Baths, Sleeps 18, Unlimited SHARC passes/Wi-Fi
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 18
Match: Sleeps, All pools
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Family-friendly cabin w/ fireplace in a great location - SHARC passes included!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Family Getaway with the Comforts of Home-Near Sunriver Village ●SHARC Passes● AC
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Over the trees view of a little bit of Heaven, from your comfy Condo.
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Luxury riverfront home with private deck +hot tub, custom indoor/outdoor firepla
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, All pools
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