Holiday Homes in Central Oregon

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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Holiday Homes in Central Oregon

Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo
House 337 features a charming front porch with two chairs and a mailbox, set amidst a beautifully maintained lawn and lush foliage.

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

10.0 out of 10, Exceptional, (307)
"The house was in an easy 5 minute walk into downtown Bend! My wife, 2 friends, and myself had enough room in the house and had everything we needed for our 4 night stay. Would definitely stay again!"
Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo
Brasada Ranch Luxury | Hot Tub & Chef’s Kitchen
Swimmers can enjoy a refreshing dip in this indoor pool surrounded by a high ceiling.

Brasada Ranch Luxury | Hot Tub & Chef’s Kitchen

6.0 out of 10, (1)
"First, the house is beautiful! The views are great, the decor is clean & modern. We enjoyed the well-stocked coffee bar & watching the rabbits each morning—plus a surprise coyote one evening!However, a few things made the stay feel a bit disappointing. The windows were dirty, which distracted from the otherwise beautiful scenery. The decor, while stylish, went a bit too minimal & compromised functionality—for instance, no rugs at some doorways, meant tracking in mud after using the hot tub,...
Brasada Ranch Luxury | Hot Tub & Chef’s Kitchen
1 bedroom Suite with a view of Mt. Bachelor in welcoming Bend OR.
Enjoy cooking in this well-equipped kitchen with a coffee maker, toaster, and dishwasher.

1 bedroom Suite with a view of Mt. Bachelor in welcoming Bend OR.

10.0 out of 10, Exceptional, (21)
"A beautiful space in a beautiful location. "
The price is AU$360
includes taxes & fees
4 Sept - 5 Sept
1 bedroom Suite with a view of Mt. Bachelor in welcoming Bend OR.
Today is the unofficial summer start! Last minute cancellation-Book June 14-19!
Cozy living room with a stone fireplace, two sofas, and a television.

Today is the unofficial summer start! Last minute cancellation-Book June 14-19!

9.8 out of 10, Exceptional, (200)
"Loved every second of our stay here."
Today is the unofficial summer start! Last minute cancellation-Book June 14-19!
Hot Tub, Updated, Outdoor Spaces, Steps to Old Mill and River
Relax in the serene backyard with a hot tub, pergola, and comfortable seating area.

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

9.4 out of 10, Exceptional, (112)
"Clean, cozy, easy check in/out"
Hot Tub, Updated, Outdoor Spaces, Steps to Old Mill and River
Fantastic location! Hot Tub, AC, SHARC passes, bikes and a great deck!
Relax on the spacious porch with outdoor seating, surrounded by a tranquil wooded area.

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

9.6 out of 10, Exceptional, (39)
"We enjoyed our stay - plenty of room for everyone. We look forward to returning!"
Fantastic location! Hot Tub, AC, SHARC passes, bikes and a great deck!
Exquisite Luxury Home with Panoramic Mountain Views & First-Class Amenities
Stunning two-story house with a central entrance and large windows, set amidst a beautifully landscaped area.

Exquisite Luxury Home with Panoramic Mountain Views & First-Class Amenities

9.8 out of 10, Exceptional, (13)
"We stayed in this gorgeous cabin to attend a friends wedding occurring at Brasada Ranch. It was a perfect place to stay just minutes from the venue + accommodations (pool/golf etc.) and the house was extremely nice and well taken care of. Highly recommend!"
Exquisite Luxury Home with Panoramic Mountain Views & First-Class Amenities
Family-Friendly Home with SHARC Passes & Private Hot Tub
Relax by the pool surrounded by lush greenery and shaded lounge chairs.

Family-Friendly Home with SHARC Passes & Private Hot Tub

8.4 out of 10, Very good, (110)
"Wonderful home perfect for our family get together. Loved the location and really appreciated the pass to use the marina takeout. Can't wait to come back!"
Family-Friendly Home with SHARC Passes & Private Hot Tub
Adorable Bend townhome with ideal location, kitchenette & central AC
Relax under the pergola at Coffee Bikes Beer, where you can sit and enjoy the surroundings.

Adorable Bend townhome with ideal location, kitchenette & central AC

8.0 out of 10, Very good, (33)
"Great location and a fair price. "
The price is AU$274
includes taxes & fees
19 Aug - 20 Aug
Adorable Bend townhome with ideal location, kitchenette & central AC
Lodge Vibes in the City - Large Log Home
Cozy cabin-style home with a large island, stone fireplace, and comfortable seating area.

Lodge Vibes in the City - Large Log Home

10.0 out of 10, Exceptional, (23)
"We needed an affordable space that would accommodate 3 adults with separate bath facilities, relatively near our meeting venue just outside of Bend. This was the perfect place (way better than 3 separate hotel rooms) and the owners were magnificent in their responsiveness and clear directions. The guest book was super helpful and comprehensive, too."
The price is AU$546
includes taxes & fees
10 Aug - 11 Aug
Lodge Vibes in the City - Large Log Home
Beautiful newer 2 bed/2bath home with hot tub in Two Rivers North
Cozy cabin-style building with a covered porch and staircase leading to the entrance.

Beautiful newer 2 bed/2bath home with hot tub in Two Rivers North

10.0 out of 10, Exceptional, (52)
"The place was so well stocked with helpful things. We loved our stay here. I would definitely recommend it to others!"
Beautiful newer 2 bed/2bath home with hot tub in Two Rivers North
Sunriver Home, 3BR/2BA, Hot Tub, Bikes *** Unlimited SHARC Swim Passes
Relax in a serene forest setting with a hot tub and bench for unwinding.

Sunriver Home, 3BR/2BA, Hot Tub, Bikes *** Unlimited SHARC Swim Passes

9.8 out of 10, Exceptional, (203)
"We liked everything had a great time lots of things for the kids to do."
Sunriver Home, 3BR/2BA, Hot Tub, Bikes *** Unlimited SHARC Swim Passes
Bluegrass home in Crossroads - Pet friendly home just outside of Sisters
Enjoy cooking in this well-equipped kitchen with an oven, stovetop, and sink.

Bluegrass home in Crossroads - Pet friendly home just outside of Sisters

9.0 out of 10, Wonderful, (20)
"The little house was perfect for my husband and me visiting our son, who lives nearby. He was able to bring his dog with him, as the house was “dog friendly “. The house was comfortable, clean and quiet! We would rent this property again."
Bluegrass home in Crossroads - Pet friendly home just outside of Sisters
Luxury 7 BR Home / SUMMER DISCOUNTS! / Hot Tub / SHARC / AC / Wi Fi / Sleeps 20
Cozy up by the stone fireplace in this inviting space with high ceilings and large windows.

Luxury 7 BR Home / SUMMER DISCOUNTS! / Hot Tub / SHARC / AC / Wi Fi / Sleeps 20

9.8 out of 10, Exceptional, (176)
"Spacious, cozy lodge - perfect for our family gathering for New Years."
Luxury 7 BR Home / SUMMER DISCOUNTS! / Hot Tub / SHARC / AC / Wi Fi / Sleeps 20
Sunny Sunriver! Hot Tub, AC, SHARC, Amazing Location!
Exterior

Sunny Sunriver! Hot Tub, AC, SHARC, Amazing Location!

10.0 out of 10, Exceptional, (10)
"House was great, clean, comfortable, well stocked kitchen"
Sunny Sunriver! Hot Tub, AC, SHARC, Amazing Location!
Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace
Relax in a serene hot tub with breathtaking mountain views.

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

10.0 out of 10, Exceptional, (396)
"Everything about this vacation home is wonderful. The views of the Cascade peaks are outstanding. It’s clean,, comfortable, peaceful, and well maintained by a knowledgeable and responsive owner (as opposed to a property manager). Have stayed here a number of times over many years and it’s still great."
The price is AU$576
includes taxes & fees
1 Sept - 2 Sept
Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace
Fantastic Updated Sunriver Escape, SHARC Passes, Dog Friendly, Hot Tub, A/C, New Deck, and Fireplace
Relax on the spacious deck with outdoor furniture, taking in the natural surroundings.

Fantastic Updated Sunriver Escape, SHARC Passes, Dog Friendly, Hot Tub, A/C, New Deck, and Fireplace

9.6 out of 10, Exceptional, (33)
"We felt this property had everything we needed. Excellent stay!"
Fantastic Updated Sunriver Escape, SHARC Passes, Dog Friendly, Hot Tub, A/C, New Deck, and Fireplace
Hello Mellow Yellow - 2 King Bed, Dog Friendly, Walkable!
Cozy living space with a kitchenette, dining area, and comfortable seating.

Hello Mellow Yellow - 2 King Bed, Dog Friendly, Walkable!

10.0 out of 10, Exceptional, (5)
"Very pleased with the cleanliness and place in general, location is very key as well."
The price is AU$544
includes taxes & fees
10 Aug - 11 Aug
Hello Mellow Yellow - 2 King Bed, Dog Friendly, Walkable!
Brasada Ranch Retreat w/ Views & Trails
Swimmers can enjoy a refreshing dip in the pool surrounded by a high ceiling and large windows.

Brasada Ranch Retreat w/ Views & Trails

10.0 out of 10, Exceptional, (1)
"House is amazing. Property is an amazing! Brasada charged like 560 in resort fees which we weren’t expecting but it was worth it. The course is incredible, the people are great and we will be back! "
Brasada Ranch Retreat w/ Views & Trails
Private Hot Tub and Bikes! Great Location!
Relax on the outdoor deck with a hot tub, lounge chairs, and a bench, perfect for unwinding.

Private Hot Tub and Bikes! Great Location!

9.8 out of 10, Exceptional, (16)
"We were up in Bend area for my sons basketball tournament and wanted to stay close to the team who was staying in Sunriver. This place was perfect for what we needed. Cozy and comfortable. Enjoyed the dexk area and hotbtub. Would definitely stay again."
Private Hot Tub and Bikes! Great Location!
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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