Redmond vacation rentals

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Popular amenities for Redmond vacation rentals

Stay near Redmond's top sights

Smith Rock Brewing Company90 locals recommend
Wild Ride Brewing82 locals recommend
Diego's Spirited Kitchen62 locals recommend
Brickhouse51 locals recommend
One Street Down Cafe48 locals recommend
Redmond Municipal Airport (RDM)31 locals recommend

Redmond home rentals

Guest favorite

Home in Bend

4.91 out of 5 average rating, 47 reviews

5 beds ONE Level House 7mins to OldMills Pet OK

PattiRating, 5 stars3 weeks ago
Christine's place had everything we needed for an extended stay in Bend. The kitchen was fully furnished for cooking and making meals, plus all the coffee and tea supplies we could hope for. The furnishings are top notch, especially the king bed and the comfy living room with the fireplace. And Christine immediately responded to all our questions. Great location, great host, great price for our month-long stay!
Superhost

Home in Bend

4.94 out of 5 average rating, 31 reviews

Awesome 3000 sqft home. 4bed3bath two living areas

LeeRating, 5 stars7 months ago
We’ve been staying in Sunriver annually since the 80s, and this was one of our favorites! Very clean, spacious, family friendly. The house was perfect for our family of 10. Big kitchen, living space, huge bedrooms and playroom downstairs. The kids bedrooms had AMAZING bunk bed forts that made it all so fun! Garage had many bikes, a pool table, air hockey, basketball….everything you could want. Hot tub was hot and very clean. Steps from the North Store which was very convenient. Heidi (the host) was very responsive and friendly. We will stay here again for sure!
Guest favorite

Home in Bend

5 out of 5 average rating, 9 reviews

Shevlin Chateau

KimberleyRating, 5 stars1 month ago
We loved this house from the photos. Faith was great to work with and so kind. In person it was even better. Cozy, perfectly appointed, clean, excellent, lovely walks by the lake and to the Sparrow Bakery/food hall and perfect for dog owners. We were trying to figure out what to bring to make our stay over Christmas (our first away from home) more “homey”. I immediately relaxed when we arrived and saw the cute tree, holiday lights and gnomes. So de-light-full!! Will look forward to staying in Faith’s home again. Thank you!
Guest favorite

Home in Bend

4.93 out of 5 average rating, 134 reviews

Bend Or Private Getaway one acre

VictoriaRating, 5 stars3 days ago
So many amenities and perfect for large groups. Highly recommend!
Guest favorite

Home in Bend

4.94 out of 5 average rating, 118 reviews

Halley St Haven in Bend

JoshRating, 5 stars1 month ago
This home was perfect for our trip to Bend. Our family of four had a very comfortable stay. The amenities were throughtful, and I really appreciated being able to park in the garage. The location is just a few minutes from the Mill District, but still nice and quiet. We would definitely stay here again.
Superhost

Home in Bend

5 out of 5 average rating, 22 reviews

Bradley Bungalow Suite in Bend Oregon No Pets

GiancarloRating, 5 stars3 weeks ago
The location is outstanding. Visitors will have a straight drive to downtown, West Side and the road to Mount Bachelor, Old Mill, the Parkway throughway, and everywhere on the East Side. Tari is the highlight of the stay, she is caring, quick to act, always available and goes out of the way to accommodate. Stay a few days and she will start feeling like family. Highly recommended.
Guest favorite

Home in Bend

4.94 out of 5 average rating, 16 reviews

GORGEOUS HOME 8 min drive to DT & walk to brewery

HaleyRating, 5 stars3 months ago
Stephanie’s home was amazing and she is such a great host. The house was perfect for us and we had everything we needed and more! Would love to stay again soon!
Guest favorite

Home in Bend

4.92 out of 5 average rating, 387 reviews

Five minutes from old mill with hot tub.

Vidya SindhuRating, 5 stars2 weeks ago
Thanks for hosting us. We had a great time! Love the place, we found everything we needed. Thanks for being very responsive and doing the small things like bringing over toys for my toddler.

Other great vacation rentals in Redmond

Guest favorite

Home in Sisters

5 out of 5 average rating, 67 reviews

Stunning Mountain View Home~Unsurpassed views

MicahRating, 5 stars3 days ago
You cannot ask for a better place to stay. Fantastic!
Guest favorite

Home in Redmond

4.9 out of 5 average rating, 21 reviews

Dog Ok! Full Resort Access. Garage - Cozy Chalet

JannaRating, 5 stars1 month ago
We loved that the home had a great, quiet location. The hint was dog friendly, but still very clean when we arrived. The kitchen was stocked with all necessities. Plenty of towels, sheets and blankets. Everything was in good working order and check in + check out was a breeze. Cozy and worked wonderfully for our stay!
Guest favorite

Home in Sisters

4.98 out of 5 average rating, 65 reviews

Downtown Pine Mountain Paradise

LeighRating, 5 stars2 weeks ago
We love staying in PMV for the proximity to walk to town and the view of the mountains. This house was extra wonderful however! Large, nicely decorated, everything we could want.
Guest favorite

Condo in Sisters

4.99 out of 5 average rating, 102 reviews

Beautiful Sisters Condo - Great location

StephanieRating, 5 stars1 month ago
Debbie’s condo was one of the best Airbnb experiences! Her spot was so clean and cozy. The kitchen was fully equipped for a comfortable stay. We enjoyed the wood stove, comfortable furniture and great location. We hope to be back!
Guest favorite

Townhouse in Redmond

5 out of 5 average rating, 16 reviews

The Great Escape at Eagle Crest

AngelaRating, 5 stars1 month ago
We loved our stay at Sandra’s house. The house was incredibly clean and had such a “homey” feel. It was stocked with everything we needed. We would absolutely stay here again and would highly recommend her house.
Guest favorite

Home in Black Butte Ranch

4.89 out of 5 average rating, 152 reviews

Family retreat on Black Butte Ranch

DianeRating, 5 stars5 months ago
Sue was a wonderful host. Quick to respond to my questions. And her instructions and local tips were very helpful. Such a peaceful home and a good size for our family to have space and be comfortable. Great big kitchen with everything needed for cooking. Thank you!
Guest favorite

Home in Sisters

4.94 out of 5 average rating, 118 reviews

Black Butte Ranch Family Friendly Home Sleeps 14

JessicaRating, 5 stars2 weeks ago
Had a lovely stay! The house was spacious with great amenities including very well stocked kitchen and pantry. Would love to visit again!
Superhost

Home in Sunriver

4.89 out of 5 average rating, 9 reviews

Doral 6 - Great Reunion Home, View of Golf

AdrienneRating, 5 stars3 months ago
We had a great time at this house. The company was incredibly helpful and understanding when we had to reschedule our booking due to a wildfire. The house itself was beautiful, comfortable, clean, and in a fantastic central location in Sunriver. The kitchen was very well stocked and a pleasure to cook in. My family and I can't wait to return next year. I can't recommend Bennington Properties enough!

Quick stats about vacation rentals in Redmond

  • Total rentals

    190 properties

  • Total number of reviews

    11K reviews

  • Family-friendly rentals

    110 properties are a good fit for families

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    190 properties include access to wifi

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Redmond?

    Yes! Work meets play with ease at over 100 vacation rentals in Redmond featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Redmond?

    Four-legged friends are welcome in Redmond. Choose from more than 50 vacation rentals for guests traveling with pets.

  • Are there family-friendly vacation rentals in Redmond?

    Redmond has more than 110 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in hotel rentals in Redmond?

    Experience the best of Redmond with our hotel rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do hotel rentals in Redmond have wifi?

    Absolutely! We offer over 10 hotel rentals with wifi in Redmond. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Redmond have a gym?

    Absolutely! We offer over 10 house rentals with a gym in Redmond. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Redmond have a bbq area?

    Absolutely! We offer over 20 house rentals with a bbq area in Redmond. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Redmond have air conditioning?

    Absolutely! We offer over 10 hotel rentals with air conditioning in Redmond. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore

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  3. Oregon
  4. Deschutes County
  5. Redmond