Book Holiday Homes in Redmond

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Featured Holiday Homes in Redmond

NW Hartford | 3 Bed, 1 Bath

NW Hartford | 3 Bed, 1 Bath

Bend OR
With a stay at this vacation home, you'll be centrally located in Bend, within a 5-minute drive of Old Mill District and Drake Park.
Opens in a new windowNW Hartford | 3 Bed, 1 Bath
NW Hawthorne | 2 Bed, 1 Bath

NW Hawthorne | 2 Bed, 1 Bath

Bend OR
With a stay at this vacation home, you'll be centrally located in Bend, within a 5-minute drive of Old Mill District and Downtown Bend Business Association.
Opens in a new windowNW Hawthorne | 2 Bed, 1 Bath
NW McCann | 2 Bed, 1 Bath

NW McCann | 2 Bed, 1 Bath

Bend OR
A stay at this vacation home places you in the heart of Bend, within a 15-minute walk of Old Mill District and Deschutes River.
Opens in a new windowNW McCann | 2 Bed, 1 Bath
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Sensational Designer's Townhouse in the heart of Eagle Crest.

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

Redmond OR
Located in Redmond, this vacation home is within a 10-minute drive of Deschutes River and Eagle Ridge Sports Center and Spa.
Opens in a new windowSensational Designer's Townhouse in the heart of Eagle Crest.
NW Trenton Treehouse | River West | Pet (dog) Friendly

NW Trenton Treehouse | River West | Pet (dog) Friendly

Bend OR
With a stay at this vacation home, you'll be centrally located in Bend, within a 10-minute drive of Old Mill District and Central Oregon Community College.
Opens in a new windowNW Trenton Treehouse | River West | Pet (dog) Friendly
View stunning sunsets and enjoy cozy comfort steps from the heart of Sisters.

View stunning sunsets and enjoy cozy comfort steps from the heart of Sisters.

Sisters OR
With a stay at this vacation home, you'll be centrally located in Sisters, just a 4-minute walk from Cork Cellars and 6 minutes by foot from Makin' It ...
Opens in a new windowView stunning sunsets and enjoy cozy comfort steps from the heart of Sisters.
Walk to downtown and Amphitheater

Walk to downtown and Amphitheater

Bend OR
The price is AU$347 per night from 2 Apr to 3 Apr
AU$347
2 Apr - 3 Apr
includes taxes & fees
With a stay at this vacation home, you'll be centrally located in Bend, within a 5-minute drive of Old Mill District and Deschutes River.
Opens in a new windowWalk to downtown and Amphitheater
Georgia Cottage Lindy | Old Bend pet (dog) friendly walk everywhere!

Georgia Cottage Lindy | Old Bend pet (dog) friendly walk everywhere!

Bend OR
A stay at this vacation home places you in the heart of Bend, within a 15-minute walk of Old Mill District and Des Chutes Historical Museum.
Opens in a new windowGeorgia Cottage Lindy | Old Bend pet (dog) friendly walk everywhere!
Historic Belle Millhouse in Bend, OR.  Walk to Downtown.vrbo

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

Bend OR
A stay at this vacation home places you in the heart of Bend, within a 15-minute walk of Old Mill District and Des Chutes Historical Museum.
Opens in a new windowHistoric Belle Millhouse in Bend, OR. Walk to Downtown.vrbo
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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.

Redmond Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Redmond vacation homes are the perfect way for you to wing it.

Holiday houses in Redmond let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Redmond in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Redmond adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Redmond with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Redmond vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Redmond Holiday Homes essential information

Accommodation
1377 Holiday Homes
Lowest Price
AU$154
Highest Price
AU$347
Popular accommodation
NW Hartford | 3 Bed, 1 Bath, NW Hawthorne | 2 Bed, 1 Bath, NW McCann | 2 Bed, 1 Bath, Sensational Designer's Townhouse in the heart of Eagle Crest. , NW Trenton Treehouse | River West | Pet (dog) Friendly, View stunning sunsets and enjoy cozy comfort steps from the heart of Sisters., Walk to downtown and Amphitheater, Georgia Cottage Lindy | Old Bend pet (dog) friendly walk everywhere!, Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo

Top trending hotels in Redmond

The Lodge at Eagle Crest Resort

The Lodge at Eagle Crest Resort

3.5 out of 5
1522 Cline Falls Road Redmond OR
Fully refundableReserve now, pay when you stay
The price is AU$188 per night from 15 Apr to 16 Apr
AU$188
15 Apr - 16 Apr
includes taxes & fees
With a stay at The Lodge at Eagle Crest Resort in Redmond, you'll be on a river, just a 1-minute walk from Eagle Crest Golf Courses and 10 minutes by foot from ...
Opens in a new windowThe Lodge at Eagle Crest Resort
SCP Hotel Redmond

SCP Hotel Redmond

3.5 out of 5
521 SW 6th St Redmond OR
Fully refundableReserve now, pay when you stay
The price is AU$207 per night from 7 Apr to 8 Apr
AU$207
7 Apr - 8 Apr
includes taxes & fees
Located in Redmond, SCP Hotel Redmond is in the historical district, within a 5-minute drive of Deschutes County Fairgrounds Expo Center and High Desert Sports ...
Opens in a new windowSCP Hotel Redmond
Super 8 by Wyndham Redmond

Super 8 by Wyndham Redmond

2 out of 5
3629 SW 21st Pl Redmond OR
Fully refundableReserve now, pay when you stay
The price is AU$154 per night from 20 Apr to 21 Apr
AU$154
20 Apr - 21 Apr
includes taxes & fees
With a stay at Super 8 by Wyndham Redmond, you'll be centrally located in Redmond, a short 8-minute walk from Deschutes County Fairgrounds Expo Center and 14 ...
Opens in a new windowSuper 8 by Wyndham Redmond
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Canyon Rim at Eagle Crest

Canyon Rim at Eagle Crest

4.5 out of 5
1580 Swallow Lane Redmond OR
Located in Redmond, Canyon Rim at Eagle Crest is on the riverwalk, within a 5-minute drive of Deschutes River and Eagle Crest Golf Courses.
Opens in a new windowCanyon Rim at Eagle Crest
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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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^Subject to availability and chosen travel dates.