Redmond Holiday Rentals

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Our top choices for Redmond holiday rentals

3.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect place to stay with excellent communication about our stay. Great resort facilities with exercise equipment, swimming pools, indoor pickleball courts and tennis courts."
United States
susan
The price is AU$623
includes taxes & fees
4 Jan - 5 Jan 2026
Eagle Crest Retreat w/ Great Wifi & Resort Access!
10.0 out of 10, Exceptional, (1)
"Great condo. Owner was quick to respond to any issues. the condo worked so good for our family vacation. Would stay here again for next vacation. "
United States
Sue R.
The price is AU$567
includes taxes & fees
6 Jan - 7 Jan 2026
Charming 3-bedroom townhome with WiFi, fitness room in peaceful Redmond
9.8 out of 10, Exceptional, (37)
"Great location to stay in Eagle Crest! "
United States
Robert P.
The price is AU$522
includes taxes & fees
12 Jan - 13 Jan 2026
Eagle Crest: Resort Amenities-Spa-9th Hole-Views!
9.8 out of 10, Exceptional, (16)
"Very clean and spacious. Comfortable all around. Very convenient location and surprisingly quite. Would definitely stay again. "
United States
Mark
The price is AU$379
includes taxes & fees
10 Jan - 11 Jan 2026
Spacious downtown pad - billiards/ping pong/sauna
9.8 out of 10, Exceptional, (19)
"Great place to stay . Perfect for traveling with pets and being able to sit and relax or go out and explore. "
United States
Chelsea K.
The price is AU$628
includes taxes & fees
1 Jan - 2 Jan 2026
Eagle Crest Retreat, HOT TUB, Dogs OK, EV Charger
9.2 out of 10, Wonderful, (127)
"Nice property, location. Enjoyable"
United States
Harold J.
The price is AU$608
includes taxes & fees
2 Jan - 3 Jan 2026
Remodeled cozy cabin on golf course with hot tub!
9.8 out of 10, Exceptional, (26)
"Clean, convenient, well equipped and nicely furnished."
United States
Robert B.
The price is AU$427
includes taxes & fees
5 Jan - 6 Jan 2026
Romantic Resort Home Private Jacuzzi + Plush Robes
9.0 out of 10, Wonderful, (21)
"Great place to stay! "
United States
Chuck G.
The price is AU$322
includes taxes & fees
4 Jan - 5 Jan 2026
Amazing Industrial Studio Loft Apartment in Downtown Redmond
10.0 out of 10, Exceptional, (11)
"Beautiful property!"
United States
Chris M.
The price is AU$784
includes taxes & fees
7 Jan - 8 Jan 2026
Eagle Crest Resort Golf & Pools Escape
10.0 out of 10, Exceptional, (1)
"Stayed two nights with my adult daughter, my senior mother and her best friend. We were in town to attend the Sisters Quilt Show. We really loved our stay. It truly felt like home away from home!"
United States
Joanna S.
The price is AU$423
includes taxes & fees
4 Jan - 5 Jan 2026
Newly built, 2-bedroom loft, high desert sunsets & mountain peaks, A/C and Wifi

Holiday Home in Redmond

Eagle Crest Hole in One!
10.0 out of 10, Exceptional, (3)
"We had a great time connecting with our adult children. The property made it so easy to spend time together in a beautiful setting. "
United States
Robin H.
Eagle Crest Hole in One!
3.0 star property
The price is AU$709
includes taxes & fees
30 Dec - 31 Dec
Family-friendly Redmond Getaway: Walk to Dtwn
10.0 out of 10, Exceptional, (2)
"We absorb loved staying here in Redmond. The home was clean and quiet. "
United States
Bethany P.
The price is AU$542
includes taxes & fees
5 Jan - 6 Jan 2026
Charming duplex in NW Redmond, close to everything with peek-a-boo mountain view
10.0 out of 10, Exceptional, (21)
"We really enjoyed our stay. Plenty of room for high school students "
United States
Lynn T.
The price is AU$2,647
includes taxes & fees
30 Dec - 31 Dec
West Ridge Craftsman with Amazing Views

Cabin in Terrebonne

Crooked River Ranch Cabins
3.0 star property
9.6 out of 10, Exceptional, (207)
"Everything was perfect!"
United States
Micky
The price is AU$134
includes taxes & fees
30 Dec - 31 Dec
Crooked River Ranch Cabins
10.0 out of 10, Exceptional, (2)
"Great property "
United States
Linda D.
Fir Millhouse - Lovely historic cottage in downtown Bend

Apartment in River West

Bluebird Day - Treetop Studio
9.6 out of 10, Exceptional, (19)
"We loved the location and enjoyed our stay. "
United States
Tara C.
The price is AU$327
includes taxes & fees
1 Jan - 2 Jan 2026
Bluebird Day - Treetop Studio
9.8 out of 10, Exceptional, (134)
"Nice place great location no problems"
United States
James F.
The price is AU$320
includes taxes & fees
4 Jan - 5 Jan 2026
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
9.8 out of 10, Exceptional, (59)
"We stayed here for a wedding nearby, and it was the perfect spot! Super easy to check in, and a great location!"
United States
Alex L.
The price is AU$378
includes taxes & fees
7 Jan - 8 Jan 2026
Stay and play at Kramer's Korner Private Suite and use our 2025 Booking Special!
10.0 out of 10, Exceptional, (22)
"The location and space was great for our quick getaway to Bend"
United States
Jeff P.
The price is AU$266
includes taxes & fees
31 Dec - 1 Jan 2026
Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony
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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Top Redmond Hotel Reviews

Find out more about Redmond

Everything you need to know about Redmond holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Redmond holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Redmond holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Redmond holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Redmond. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Redmond holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Redmond holiday rentals we have selected for you start as low as AU$134 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Redmond rentals

At Expedia, we put the best Redmond holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Redmond rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Redmond holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Redmond. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Redmond?

Yes, there are holiday rentals in Redmond close to Deschutes County Fairgrounds Expo Center, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Redmond is known for its shops and mountain landscape. Make sure you have time to check out the waterfalls while you're in the area.

What are some of the best holiday rentals that Redmond has to offer?

Golden Escape- Private Hot tub, Dog Friendly: This highly rated holiday home rental in Redmond is located near skiing, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Some other homes for rent in Redmond include Wren - Private Hot Tub & Deck, Family, Eagle Crest, Sunny Getaway! and Eagle Crest: Resort Amenities-Spa-9th Hole-Views!.

How many holiday rentals are there in Redmond?

Choose from 205 Expedia holiday rentals in Redmond for a memorable holiday.

What can I see and do in Redmond?

Deschutes River and Redmond Caves Recreation Area are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Redmond Lockers and Custom Meats. Other places in town to visit include Deschutes County Fairgrounds Expo Center and Eagle Crest Golf Courses.

What are holiday rentals like in Redmond?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Redmond. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for family trips.