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Compare 90 Cottages in Redmond with updated reviews, rates, and availability.

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

9.8 out of 10, Exceptional, (120)
"The place was very clean. Great location. Only issue was when the was services at the church across the street people blocked the drive that we were supposed to use. Had to park in the covered drive"
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park

Hot Tub, Fire Pit, Dog Friendly by @pinpointstays

10.0 out of 10, Exceptional, (3)
"This house was spotlessly clean and very comfortable for our group of 7! Location is close to Hoodoo tubing/skiing and just a few minutes to downtown Sisters. The hot tub was perfect after a day playing in the snow. Host was attentive in making sure everything was meeting our expectations. Thanks for a great stay!"
Hot Tub, Fire Pit, Dog Friendly by @pinpointstays

Sweet craftsman bungalow in the heart of Bend

10.0 out of 10, Exceptional, (3)
"This bungalow was in a perfect location, so cute and had everything we needed for the weekend. I would definitely stay here again. "
Sweet craftsman bungalow in the heart of Bend

"Otter Sight" Riverside Cottage - Just Steps from the Deschutes

9.4 out of 10, Exceptional, (40)
"Perfect location easy to walk to everything, room was clean and comfortable!"
"Otter Sight" Riverside Cottage - Just Steps from the Deschutes

"Cabin Leisure" Riverfront cottage just steps from Deschutes River

9.6 out of 10, Exceptional, (51)
"This is such a great gem. We enjoyed the beautiful Deschutes River right outside the living room and were able to walk right to downtown in 10 minutes. The unit was very comfortable and cozy and came stocked with everything we needed for daily living and evening dinners."
"Cabin Leisure" Riverfront cottage just steps from Deschutes River

Riverfront Cottage with Private Patio on the Deschutes River!

8.8 out of 10, Excellent, (13)
"Unit was just right, comfortable, clean, close to downtown. Was counting on swimming with grandkids but the pool was not open. Big disappointment. Host offered alternative option after I left, which was appreciated."
Riverfront Cottage with Private Patio on the Deschutes River!

Paradise in The Parks on Westside with summer pool and bike trails.

9.8 out of 10, Exceptional, (20)
"Came to Bend for a Golf event and this place was right around the corner from where we needed to be. Beautiful community, the pool is great with a little library box and hostess was very attentive and helpful."
Paradise in The Parks on Westside with summer pool and bike trails.

Redmond House w/ Community Amenities Access

3.0 star property
10.0 out of 10, Exceptional, (1)
"Stay was great, House was in great condition, but an email to the host prior to our stay was not answered. Kitchen could use a bit of attention for people who enjoy cooking while a vacation, I don’t expect chef quality, but this kitchen had very low end cooking accessories, and no non-stick pan to cook eggs "
Redmond House w/ Community Amenities Access

"Riverrun Retreat" Cottage along the Deschutes River, near Downtown Bend

9.6 out of 10, Exceptional, (23)
"We were right on the river trail. Walked into town daily. Everything was great. Will stay again. It was a little difficult finding our room when arriving. Also, pool was closed as we booked to have a swim with our grandkids. Otherwise, a good value for our vacation dollar. "
"Riverrun Retreat" Cottage along the Deschutes River, near Downtown Bend

Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries

9.6 out of 10, Exceptional, (162)
"This property has all you need. Comfortable and convenient."
Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries

Snow is falling! Fresh Powder at Mt. Bachelor come ski and stay!

10.0 out of 10, Exceptional, (192)
"Best location, everything in-house needed for a wonderful visit with family and friends. Jackie's place is an extension of her own home."
Snow is falling! Fresh Powder at Mt. Bachelor come ski and stay!

Panoramic views of the rippling Deschutes River w/ pool access!

10.0 out of 10, Exceptional, (4)
"We loved the convenient location respective the amphitheater. We were able to walk to the concert and stop at one of favorite breweries along the way. The property was very quiet, peaceful, clean, and cozy. The bed is very comfy and the river view was lovely to wake up to. I would highly recommend this property !"
Panoramic views of the rippling Deschutes River w/ pool access!

Cozy Downtown Craftsman with firepit, yard, & covered porch - walk to breweries

9.6 out of 10, Exceptional, (4)
"Great little spot. Location is perfect. Well equipped, comfortable, and clean. "
Cozy Downtown Craftsman with firepit, yard, & covered porch - walk to breweries

Stunning Riverfront Condo - Sleeps 3

9.2 out of 10, Wonderful, (23)
"The view was for sure the best part of this cute little room. But the beds were so uncomfortable (why not a king bed)?! The seating was also uncomfortable. Just a few updates and it is spot on! Check in was a breeze! We showed up about 20 min early for check in. After driving through a blizzard( mini blizzard) the very nice girl at check in was so nice and and was a delight! It really is beautiful just a few updates."
The price is AED 327
AED 885 total
includes taxes & fees
2 Mar - 3 Mar
Stunning Riverfront Condo - Sleeps 3

Charming 1-bedroom cottage in welcoming Bend with AC

2.0 star property
Charming 1-bedroom cottage in welcoming Bend with AC

Pet Friendly Studio in Downtown Bend with Kitchenette and River View!

10.0 out of 10, Exceptional, (4)
"I was very pleased with bed , showers kitchen amenities. Staff was avaiable. I would recommend a different tv service along with easy info for remotes. I’ll be back"
Pet Friendly Studio in Downtown Bend with Kitchenette and River View!

Cinder Cone- Salt Hot Tub, Gas Fireplace, 100+mbps Wifi, Bikes, Very Walkable!

9.8 out of 10, Exceptional, (111)
"This place was so great for our family get together at Christmas! It was clean, and perfectly decorated (including the holiday touches). The living room was cozy with the fireplace that could be flipped on without effort. Everything was provided, including cookware, dishes, plenty of towels. The hosts were easy to communicate with as well. Loved our stay! "
Cinder Cone- Salt Hot Tub, Gas Fireplace, 100+mbps Wifi, Bikes, Very Walkable!

Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown

10.0 out of 10, Exceptional, (72)
"My friends and I had a lovely time here for a birthday weekend. The communication from our hosts was excellent, the hot tub was awesome, and it's a great location within walking distance of grocery stores and the river!"
Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown

Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere

10.0 out of 10, Exceptional, (30)
"My daughter and I enjoyed the house and thought it was very comfortable and clean! The only feedback I would say is to add a table lamp in family room because the ceiling lights could be pretty bright (unless I missed a dimmer option). And not sure if this is something typically provided, but we neglected to buy sugar for coffee and we assumed there would be some at the house. Loved the binder with info about the area and places to eat and shop as well as accessing that info online. Thanks!"
The price is AED 352
AED 1,035 total
includes taxes & fees
24 Feb - 25 Feb
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere

First Street Rapids and River Trail

9.8 out of 10, Exceptional, (24)
"Our experience could not have been better. The house was located in a quiet and beautiful neighborhood a mere five-minute walk from the First Street Rapids Park on the Deschutes River. The house was fully equipped with supplies and we did not lack for anything, particularly in the kitchen, which had every kitchen tool one could ever require. Our host was wonderful and accommodating. An added bonus was that the house was a 15-minute walk from Central Oregon Locavore, a co-op grocery store that...
First Street Rapids and River Trail
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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Other property types in Redmond

Fantastic Eagle Crest Home! Resort Pool, Fitness Center, Golf, Pickleball. Fireplace. Quiet Street.

9.6 out of 10, Exceptional, (20)
"This trip, we needed a house for co-workers on a week-long business trip. The house was spacious, well-appointed, and conveniently located for us. There were enough bathrooms for everyone and plenty of personal space. Our admin person even had a small office for the bulk of her work. The walking trails were great for morning runs too! Looking forward to coming back with another group or our kids for a vacation!"
Fantastic Eagle Crest Home! Resort Pool, Fitness Center, Golf, Pickleball. Fireplace. Quiet Street.

Private Hot Tub & Deck, Family, Eagle Crest, Sunny Getaway!

9.4 out of 10, Exceptional, (30)
"Everything was perfect!! Hot tub was clean and HOT ready for use, house was clean and cozy. Owners were prompt with questions and answers!! Would definately stay here again!"
Private Hot Tub & Deck, Family, Eagle Crest, Sunny Getaway!

Gorgeous! Golf, Tennis, Pickleball, Pool, Hot Tub

10.0 out of 10, Exceptional, (32)
"We enjoyed our stay in this very comfortable creek side unit. It is well equipped for cooking."
Gorgeous! Golf, Tennis, Pickleball, Pool, Hot Tub
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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