Book Holiday Homes in Redmond

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Redmond

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

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

Redmond
Located in Redmond, this vacation home is within a 10-minute drive of Deschutes River and Eagle Ridge Sports Center and Spa.
Sensational Designer's Townhouse in the heart of Eagle Crest.
Bluebird Day - Kokanee Cottage

Bluebird Day - Kokanee Cottage

Bend
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.
Bluebird Day - Kokanee Cottage
Hot tub, Steps to Old Mill, Close to Downtown, Fireplace, AC, Pet Friendly

Hot tub, Steps to Old Mill, Close to Downtown, Fireplace, AC, Pet Friendly

Bend
With a stay at this vacation home in Bend (Southern Crossing), you'll be within a 5-minute drive of Old Mill District and Deschutes River.
Hot tub, Steps to Old Mill, Close to Downtown, Fireplace, AC, Pet Friendly
Save an average of 15% on thousands of hotels when you're signed in
3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub,  Dogs Welcome

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

sisters
When you stay at this vacation home in Sisters, you'll be within a 10-minute drive of Glaze Meadow Golf Course and Phalarope Lake.
3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub, Dogs Welcome
Historic Belle Millhouse in Bend, OR.  Walk to Downtown.vrbo

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

Bend
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.
Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo
Ultimate River House-20 mins to Bachelor. Old Mill, Restaurants, Fireplace, Heated Deck

Ultimate River House-20 mins to Bachelor. Old Mill, Restaurants, Fireplace, Heated Deck

Bend
A stay at this vacation home places you in the heart of Bend, within a 10-minute walk of Old Mill District and Deschutes River.
Ultimate River House-20 mins to Bachelor. Old Mill, Restaurants, Fireplace, Heated Deck
Amazing West Side - 2 King Suites - Walk Everywhere    8 Person Hot Tub

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

Bend
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.
Amazing West Side - 2 King Suites - Walk Everywhere 8 Person Hot Tub
3Bed/2 Bath, Pet friendly, Fully Fenced Backyard, Near Old Mill District!

3Bed/2 Bath, Pet friendly, Fully Fenced Backyard, Near Old Mill District!

Bend
With a stay at this vacation home in Bend (Old Farm District), you'll be within a 5-minute drive of Old Mill District and Bend Factory Stores.
3Bed/2 Bath, Pet friendly, Fully Fenced Backyard, Near Old Mill District!
Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace

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

Terrebonne
The price is AU$532 per night from 17 Feb to 18 Feb
AU$532
includes taxes & fees
17 Feb - 18 Feb
Located in Terrebonne, this vacation home is in a rural location, within a 15-minute drive of Deschutes River and Crooked River Ranch Golf Course.
Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace
Don't see what you're looking for?
See all available properties in Redmond
View all properties
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
1120 Holiday Homes
Lowest Price
AU$136
Highest Price
AU$532
Popular accommodation
Sensational Designer's Townhouse in the heart of Eagle Crest. , Bluebird Day - Kokanee Cottage, Hot tub, Steps to Old Mill, Close to Downtown, Fireplace, AC, Pet Friendly, 3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub, Dogs Welcome, Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo, Ultimate River House-20 mins to Bachelor. Old Mill, Restaurants, Fireplace, Heated Deck, Amazing West Side - 2 King Suites - Walk Everywhere 8 Person Hot Tub, 3Bed/2 Bath, Pet friendly, Fully Fenced Backyard, Near Old Mill District!, Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace

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$187 per night from 10 Feb to 11 Feb
AU$187
includes taxes & fees
10 Feb - 11 Feb
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 ...
The 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$250 per night from 21 Feb to 22 Feb
AU$250
includes taxes & fees
21 Feb - 22 Feb
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 ...
SCP 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$136 per night from 16 Feb to 17 Feb
AU$136
includes taxes & fees
16 Feb - 17 Feb
With a stay at Super 8 by Wyndham Redmond, you'll be centrally located in Redmond, a 8-minute walk from Deschutes County Fairgrounds Expo Center and 14 minutes ...
Super 8 by Wyndham Redmond
Save an average of 15% on thousands of hotels when you're signed in
Best Western Plus Rama Inn

Best Western Plus Rama Inn

2.5 out of 5
2630 SW 17th Place, Redmond, OR
Fully refundableReserve now, pay when you stay
The price is AU$168 per night from 21 Feb to 22 Feb
AU$168
includes taxes & fees
21 Feb - 22 Feb
When you stay at Best Western Plus Rama Inn in Redmond, you'll be near the airport, within a 5-minute drive of Deschutes County Fairgrounds Expo Center and Juniper ...
Best Western Plus Rama Inn
Don't see what you're looking for?
See all available properties in Redmond
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.