A rugged mountain with a prominent rocky peak, surrounded by dense forests and a valley.

Search Redmond Cottages

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Redmond cottages

A single-story house with a dark blue exterior, a front door, two windows, and a small porch.

1. Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park

Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
River West
9.8 out of 10, Exceptional, (155 reviews)
"Great location!"
United States
Marc H.
$194 nightly
The price is $217
Sep 23 - Sep 24
Total with taxes and fees
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
A two-story house with a garage, a well-maintained front yard with landscaping, and a clear sky.

2. Bend Home w/ Patio + Fire Pits < 3 Mi to Dtwn

Bend Home w/ Patio + Fire Pits < 3 Mi to Dtwn
3.0 star property
Mountain View
Bend Home w/ Patio + Fire Pits < 3 Mi to Dtwn
A two-story house with a front porch, a chimney, and a well-maintained lawn.

3. Oak Millhouse - Beautifully restored home in Downtown Old Bend

Oak Millhouse - Beautifully restored home in Downtown Old Bend
Old Bend
10.0 out of 10, Exceptional, (5 reviews)
"I love this place! Clean, lovely, dead end street, backyard, close to town and great food, close to skiing, and great bathtub i will be staying here again"
United States
Loryn Z.
$216 nightly
The price is $242
Sep 16 - Sep 17
Total with taxes and fees
Oak Millhouse - Beautifully restored home in Downtown Old Bend
A wooden building with a covered patio, a stone wall, and a well-maintained lawn.

4. North Sister - Bungalow Charm, Fireplace, Queen bed, Parking

North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
Old Bend
9.0 out of 10, Wonderful, (4 reviews)
"Perfect place for a night to work/visit Bend. Lovely neighborhood."
United States
Amy M.
$238 nightly
The price is $267
Sep 15 - Sep 16
Total with taxes and fees
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
A deck with a hot tub, barbecue grill, and outdoor seating area with umbrellas.

5. Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River

Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River
River West
9.8 out of 10, Exceptional, (53 reviews)
"Host was great. Was so clean and ready when we got there. Perfect place for 2 people and a dog."
United States
Bonnie H.
$298 nightly
The price is $333
Oct 4 - Oct 5
Total with taxes and fees
Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River

6. Walk to downtown and amphitheater

Walk to downtown and amphitheater
River West
9.6 out of 10, Exceptional, (43 reviews)
"The Drake Club was great! Really nice little cottage that is well decorated and includes a great kitchen and bathroom. The location is excellent as you are a short walk/bike ride to everything Bend has to offer. The Drake Club is a great little spot in Bend and I would highly recommend it to anyone considering a stay in Bend!"
United States
Brian S.
$271 nightly
The price is $303
Oct 4 - Oct 5
Total with taxes and fees
Walk to downtown and amphitheater
A living room with a sofa, two red chairs, a coffee table, and a rug. There is a kitchen area visible in the background.

7. Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space

Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
River West
10.0 out of 10, Exceptional, (66 reviews)
"Perfect Location!!"
United States
Rocky A.
$327 nightly
The price is $366
Oct 4 - Oct 5
Total with taxes and fees
Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
A single-story cottage with a front porch, a small window, and a garage.

8. Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite

Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
River West
9.8 out of 10, Exceptional, (73 reviews)
"Yes perfect place to stay ."
United States
Arthur G.
$353 nightly
The price is $395
Oct 5 - Oct 6
Total with taxes and fees
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
A single-story house with a front porch, a red door, and a mailbox.

9. Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River

Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
River West
9.6 out of 10, Exceptional, (91 reviews)
"Nice bungalow in great location."
United States
Donna T.
$369 nightly
The price is $413
Oct 5 - Oct 6
Total with taxes and fees
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
A single-story house with a front porch, a garage, and a well-maintained lawn.

10. Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand

Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
Old Bend
9.4 out of 10, Exceptional, (78 reviews)
"Great location, easy to walk everywhere and nice park for the dog across the street"
United States
Ryan B.
$346 nightly
The price is $387
Oct 5 - Oct 6
Total with taxes and fees
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
A two-story house with a front porch and a small deck.

11. Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.

Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.
Sisters
10.0 out of 10, Exceptional, (15 reviews)
"Our host Debbie was amazing and her place was perfect. Would definitely stay here again. It's in a great location and close to everything. Don't miss out on this great cozy place..."
United States
Lisa G.
$472 nightly
The price is $522
Oct 6 - Oct 7
Total with taxes and fees
Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.
A two-story house with a front porch, a chimney, and a well-maintained lawn.

12. Fir Millhouse - Lovely historic cottage in downtown Bend

Fir Millhouse - Lovely historic cottage in downtown Bend
Old Bend
9.6 out of 10, Exceptional, (10 reviews)
"Great property "
United States
Linda D.
Fir Millhouse - Lovely historic cottage in downtown Bend
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Redmond Hotel Reviews

SCP Hotel Redmond

SCP Hotel Redmond

10/10 Excellent
"This is the second time we've stayed here, and we will always choose this hotel. The location is perfect to enjoy all the shops/restaurants nearby. But what stands out the most is the friendliness of the staff, always willing to answer any questions and always smiling. We love sitting in the lobby with a muffin and coffee/tea and just watching people. It is a very social place where people are working on their laptops, visiting, or just running in to get a quick snack. We love the SCP Hotel!"
Margo 3-night trip
Posted 2 hours ago
SCP Hotel Redmond

Find out more about Redmond

Redmond Cottages information

Number of reviews
262
Accommodation
98 Cottages
Lowest Price
$217
Highest Price
$522

Frequently asked questions

Why book your cottage in Redmond with Expedia?
We think that traveling should be stress-free, so if you're searching for cottages in Redmond at an affordable rate, Expedia is here to help. Keep the budget under control and opt for a thrifty option surrounded by wilderness, or splurge on an upscale cottage to pamper your loved ones.
How can I find cheap cottages in Redmond?
With Expedia's helpful filter tool, scoring cheap cottages in Redmond couldn't be simpler. To discover properties that are friendly on the wallet, fine-tune your search results by star rating, amenities and budget.
What is there to do in Redmond near my cottage?
No matter your tastes or interests, Redmond has loads of things to keep you entertained. Deschutes County Fairgrounds Expo Center, Eagle Crest Golf Courses and Juniper Golf Course are on most visitors' itineraries. Don't leave without exploring Redmond Caves Recreation Area, High Desert Sports Complex and Petersen Rock Garden either. With Expedia's hotel deals in Redmond, you can see more wonderful attractions like these with the cash you save.

Explore a world of travel with Expedia