Holiday Homes in Bend

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Featured Holiday Homes in Bend

Exceptional Home Near SR Village / Best Rates! / Hot Tub / SHARC / Wi Fi / AC
Outdoor dining

Exceptional Home Near SR Village / Best Rates! / Hot Tub / SHARC / Wi Fi / AC

9.8 out of 10, Exceptional, (176)
"Everything was clean and in working condition. Great location close to sunriver mall. "
Exceptional Home Near SR Village / Best Rates! / Hot Tub / SHARC / Wi Fi / AC
Sensational Designer's Townhouse in the heart of Eagle Crest.
Private kitchen

Sensational Designer's Townhouse in the heart of Eagle Crest.

6.0 out of 10, (2)
"The home was clean, beautifully furnished, and located a short walk to the nearest sports center. Tons of room to spread out inside, with a fire pit and modern grill on the patio. The Eagle Crest community is a great place to spend some time, but you’ll definitely need your car to get around. Would definitely love to stay here again!"
Sensational Designer's Townhouse in the heart of Eagle Crest.
Just reduced August days from 370 to 300. The best days of summer are here!
Smart TV, fireplace, DVD player, books

Just reduced August days from 370 to 300. The best days of summer are here!

9.8 out of 10, Exceptional, (184)
"Nice, cozy home. "
Just reduced August days from 370 to 300. The best days of summer are here!
Private Hot Tub, Cute Cabin, Family Eagle Crest Sunny Getaway!
Exterior

Private Hot Tub, Cute Cabin, Family Eagle Crest Sunny Getaway!

9.0 out of 10, Wonderful, (80)
"Perfect location. Easy access to trails. Hot tub was great. Very nice facility. I would definitely come back."
Private Hot Tub, Cute Cabin, Family Eagle Crest Sunny Getaway!
3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub, Dogs Welcome
Outdoor dining

3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub, Dogs Welcome

9.8 out of 10, Exceptional, (190)
"A wonderful time. Walked all over the ranch. Did not matter if it rained or snowed, a nice cozy fireplace to warm up. We will be staying there again."
3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub, Dogs Welcome
Gorgeous Cabin - Hot Tub, A/C, Shuffleboard, SHARC Passes, King Suites
Fridge, microwave, oven, stovetop

Gorgeous Cabin - Hot Tub, A/C, Shuffleboard, SHARC Passes, King Suites

9.2 out of 10, Wonderful, (124)
"The multi levels were not ideal. And the carpet looks like it could be replaced. Overall, it was a nice home!"
Gorgeous Cabin - Hot Tub, A/C, Shuffleboard, SHARC Passes, King Suites
Elegant & Spacious, 3 Master King Suites! Community Hot Tub (and Seasonal Pool)
Terrace/patio

Elegant & Spacious, 3 Master King Suites! Community Hot Tub (and Seasonal Pool)

9.8 out of 10, Exceptional, (61)
"I have stayed here multiple times and will do so again in the future. Spacious, very quiet, a great kitchen, and a great location to head up to the mountain or do activities in the Bend area. "
Elegant & Spacious, 3 Master King Suites! Community Hot Tub (and Seasonal Pool)
Luxury 7 BR Home / Christmas Discount! / Hot Tub / SHARC / Wi Fi / Sleeps 20
Exterior

Luxury 7 BR Home / Christmas Discount! / Hot Tub / SHARC / Wi Fi / Sleeps 20

9.8 out of 10, Exceptional, (159)
"Beautiful home. Lots of older ladies so getting into the house with all of our stuff up the stairs wasn’t ideal. Loved our weekend, though. Worked out fine."
Luxury 7 BR Home / Christmas Discount! / Hot Tub / SHARC / Wi Fi / Sleeps 20
Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace
Aerial view

Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace

10.0 out of 10, Exceptional, (369)
"A very comfortable, spacious home with a great view. The trails in the area were fun to explore. 100% would recommend. 😁"
The price is AU$510
includes taxes & fees
2 Dec - 3 Dec
Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace
New! Sunriver Luxury Lodge, SHARC, Hot Tub, King Suites, EV, Ft Rock Park
Exterior

New! Sunriver Luxury Lodge, SHARC, Hot Tub, King Suites, EV, Ft Rock Park

10.0 out of 10, Exceptional, (22)
"Amazing, beautiful home for our first time in Sunriver. It was very comfortable for our whole family with plenty of entertainment and space for kids and adults to spread out. Property was easy to find and easy to get in. Would definitely love to bring our family back here soon! Thank you!"
New! Sunriver Luxury Lodge, SHARC, Hot Tub, King Suites, EV, Ft Rock Park
Amazing! Steps to Downtown & River, Gorgeous, Newer, A/C
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (96)
"Great house so close to town - everything in very good shape and good quality. Perfect place to stay for a group of friends or a family. "
Amazing! Steps to Downtown & River, Gorgeous, Newer, A/C
Your Own Sunriver Lodge on the Edge of the Forest - A/C -10 SHARC Passes!!
Exterior

Your Own Sunriver Lodge on the Edge of the Forest - A/C -10 SHARC Passes!!

9.8 out of 10, Exceptional, (81)
"Great property, perfect for an extended family trip!"
Your Own Sunriver Lodge on the Edge of the Forest - A/C -10 SHARC Passes!!
Fremont Crossing home steps to Village and SHARC. Sharc Passes, New Hot Tub
Exterior

Fremont Crossing home steps to Village and SHARC. Sharc Passes, New Hot Tub

10.0 out of 10, Exceptional, (40)
"Nice property next to village. Very spacious and well stocked kitchen. Clean and comfortable. "
The price is AU$763
includes taxes & fees
2 Dec - 3 Dec
Fremont Crossing home steps to Village and SHARC. Sharc Passes, New Hot Tub
Black Buttee (Big Sister)
5 bedrooms, free WiFi, bed sheets

Black Buttee (Big Sister)

10.0 out of 10, Exceptional, (5)
"We had a blast and love the area. Definitely will be back"
Black Buttee (Big Sister)
Perfect Retreat Luxury Home, Guest Quarters, A/C, Foosball, Ping Pong
Terrace/patio

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

9.6 out of 10, Exceptional, (92)
"Nice place, great location "
Perfect Retreat Luxury Home, Guest Quarters, A/C, Foosball, Ping Pong
SHARC Passes, Close to South Entrance, Fireplace, Pet Friendly
Fridge, microwave, oven, stovetop

SHARC Passes, Close to South Entrance, Fireplace, Pet Friendly

9.4 out of 10, Exceptional, (116)
"Had a terrifically relaxing autumn week at this property in Sunriver. Close to amenities in Sunriver and Bend. House was very clean and well kept, and perfect for pets with a nice little dog run - our two dogs really enjoyed as well."
SHARC Passes, Close to South Entrance, Fireplace, Pet Friendly
Waterfront home on Mirror Pond is steps away from Downtown Bend
Outdoor dining

Waterfront home on Mirror Pond is steps away from Downtown Bend

10.0 out of 10, Exceptional, (113)
"Superior property, great location and everything as advertised. We will plan on more stays at this property. "
Waterfront home on Mirror Pond is steps away from Downtown Bend
Fabulous Eagle Crest Resort Juniper Meadow, Private Hot Tub, Golf Course, Pool

Fabulous Eagle Crest Resort Juniper Meadow, Private Hot Tub, Golf Course, Pool

10.0 out of 10, Exceptional, (120)
"Great way to relax after harvest. Hot tub rexalation and close to golf and beautiful fall drives. Thanks again. "
The price is AU$584
includes taxes & fees
26 Nov - 27 Nov
Fabulous Eagle Crest Resort Juniper Meadow, Private Hot Tub, Golf Course, Pool
Newly Renovated & Listed! Across from SHARC & Walk to Village! 10 SHARC PASSES
Exterior

Newly Renovated & Listed! Across from SHARC & Walk to Village! 10 SHARC PASSES

10.0 out of 10, Exceptional, (12)
"The house was super comfortable, easy to have a large group. The beds were amazinglycomfortable. Lots to do in the area from long walks to bike rides to a 20 minute drive into town. I would check out the escape room in Bend, puzzle effects. Owner is very easy to communicate with and everything was as it said. Kitchen was wonderful to cook in and the living room was perfect to relax in, watch shows and chat."
Newly Renovated & Listed! Across from SHARC & Walk to Village! 10 SHARC PASSES
Cozy home with pools, saunas, golf, private hot tub & deck - dog-friendly
Interior

Cozy home with pools, saunas, golf, private hot tub & deck - dog-friendly

9.4 out of 10, Exceptional, (98)
"The outdoor space at this property was great with lots of seating, a hot tub and propane fire. We mainly cooked in and the kitchen had everything we needed to make it easy. The house is in a great spot with easy biking distance to the meadow, lakeside pool and lodge restaurants. We loved everything about our stay just wish we could have stayed longer! Would love to return here."
Cozy home with pools, saunas, golf, private hot tub & deck - dog-friendly
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Bend

Sunriver Resort
Fireplace

Sunriver Resort

4.0 star property
9.0 out of 10, Wonderful, (935)
"Oct trip wit kids. Love pools and trail. Should have more night entertainment actitivities for kids"
The price is AU$179
includes taxes & fees
26 Nov - 27 Nov
Sunriver Resort
The Pines at Sunriver
Seasonal outdoor pool

The Pines at Sunriver

3.0 star property
9.4 out of 10, Exceptional, (359)
"Beautiful and clean wish I would have been able to enjoy it longer! "
The price is AU$197
includes taxes & fees
26 Nov - 27 Nov
The Pines at Sunriver
Sunriver by AvantStay | Cozy Mountain Home w/ Indoor Pool and Hot Tub
Exterior

Sunriver by AvantStay | Cozy Mountain Home w/ Indoor Pool and Hot Tub

9.4 out of 10, Exceptional, (20)
"Really nicely setup for entertaining/hosting a group."
Sunriver by AvantStay | Cozy Mountain Home w/ Indoor Pool and Hot Tub
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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