Redmond vacation rentals

Book unique homes, vacation rentals, and more on Airbnb

Top-rated vacation rentals in Redmond

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Superhost

Guesthouse in Redmond

4.85 out of 5 average rating, 226 reviews

The Downtown Guesthouse

This is a BRAND NEW guesthouse in Downtown Redmond. Enjoy a night on the town with an easy 5-7 minute walk to Wild Ride or General Duffy's, both are great food truck lots. Or enjoy a night in cozying up on the couch. We have reliable WiFi for streaming on your devices or on the smart TV provided. If you came to town to enjoy the vast amount of outdoor activities that Central Oregon has to offer then you're in for a treat! Smith Rock (15 min), Mount Bachelor (45min). We know you’ll enjoy it here!

Sep 14 – 21

R1,911 ZAR per night
Guest favorite

Apartment in Redmond

4.98 out of 5 average rating, 423 reviews

Smith Rock View Contemporary

Epic views await at this new contemporary Airbnb suite. Situated atop Cinder Butte, with stunning views of Smith Rock, Mt. Hood, Mt. Jefferson and the Terrebonne valley. Enjoy this 800 sf apartment with dedicated entrance and parking, open concept living, laundry, bedroom and custom bath. Luxe accommodation just minutes from Smith Rock State Park. A huge covered deck with magnificent views will make you feel right at home. Get your trip started off right with a gorgeous sunrise over Smith Rock.

Sep 19 – 26

R2,779 ZAR per night
Guest favorite

Guest suite in Terrebonne

4.95 out of 5 average rating, 307 reviews

Comfy & Cozy!

Discounts start at 3 nights! Great place for a work-from-home alternative or get-away. Relax in a separate, quiet suite with dedicated, private entrance and parking. Enjoy the spacious 560 sq ft suite, with comfy queen bed, stocked kitchenette, large living area, and full bathroom. The essentials are here + more! With a stunning view of the Cascade Mountain Range, you can enjoy the beauty of a colorful sunset, and maybe see some wildlife! Only 5 minutes to Smith Rock, grocery, & restaurants.

Sep 23 – 30

R1,948 ZAR per night

Popular amenities for Redmond vacation rentals

Stay near Redmond's top sights

Walmart Supercenter15 locals recommend
Deschutes County Fairgrounds15 locals recommend
Madaline's Grill & Steak House14 locals recommend
Safeway17 locals recommend
Wild Ride Brewing84 locals recommend
Rigoberto's Taco Shop6 locals recommend

Redmond home rentals

Guest favorite

Home in Terrebonne

4.98 out of 5 average rating, 131 reviews

Smith Rock Hideout - Cascade mountain views

Oct 26 – Nov 2

R2,749 ZAR per night
Guest favorite

Home in Redmond

4.87 out of 5 average rating, 336 reviews

The Little Red Chimney House - 3 BR 2 BA

May 28 – Jun 4

R2,685 ZAR per night
Guest favorite

Home in Redmond

4.89 out of 5 average rating, 158 reviews

Downtown Redmond Hideaway

May 7 – 14

R2,574 ZAR per night
Superhost

Home in Redmond

4.81 out of 5 average rating, 107 reviews

Lovely county-fair getaway

Jan 28 – Feb 4

R2,876 ZAR per night
Guest favorite

Home in Terrebonne

4.99 out of 5 average rating, 111 reviews

Stunning! Smith Rock • King Beds • Steam Shower

Nov 15 – 22

R7,027 ZAR per night
Guest favorite

Home in Bend

4.97 out of 5 average rating, 101 reviews

One Bedroom/Bathroom w/ TV Studio & Outdoor Patio!

Jun 7 – 14

R2,183 ZAR per night
Guest favorite

Home in Terrebonne

4.99 out of 5 average rating, 164 reviews

Smith Rock Gardens

Jun 1 – 6

R3,849 ZAR per night
Guest favorite

Home in Terrebonne

4.97 out of 5 average rating, 159 reviews

Pointe of Blessing with hot tub and canyon views

Aug 15 – 22

R3,585 ZAR per night
Guest favorite

Home in Redmond

4.95 out of 5 average rating, 124 reviews

Rhubarb Cottage - Entire house Dog Friendly!

Oct 17 – 24

R2,761 ZAR per night
Guest favorite

Home in Bend

4.88 out of 5 average rating, 152 reviews

JJ's Country Oasis Ranch Home on Acerage

Sep 16 – 23

R3,011 ZAR per night
Guest favorite

Home in Terrebonne

4.98 out of 5 average rating, 801 reviews

Cozy Three Story Lookout Tower

Sep 16 – 23

R6,981 ZAR per night
Guest favorite

Home in Bend

4.94 out of 5 average rating, 238 reviews

Beautiful 10 acre farm stay in Tumalo!

May 22 – 29

R2,936 ZAR per night

Other great vacation rentals in Redmond

Guest favorite

Tiny home in Redmond

4.99 out of 5 average rating, 178 reviews

Tranquil Views, Country Cozy, Close to Smith Rock

Aug 2 – 9

R3,452 ZAR per night
Guest favorite

Guesthouse in Terrebonne

4.84 out of 5 average rating, 179 reviews

15 min from SmithRock pets allowed affordable spot

Apr 14 – 21

R1,223 ZAR per night
Guest favorite

Guest suite in Bend

4.9 out of 5 average rating, 259 reviews

CLOSE COUNTRY QUARTERS (Hot Tub and Fire Pit)

Feb 2 – 9

R1,693 ZAR per night
Guest favorite

Bungalow in Redmond

4.9 out of 5 average rating, 471 reviews

Beautifully Renovated 1918 Bungalow

Jul 2 – 9

R3,019 ZAR per night
Guest favorite

Guesthouse in Terrebonne

4.9 out of 5 average rating, 247 reviews

Compound Coziness...Terrebonne Guesthouse

Sep 8 – 15

R1,723 ZAR per night
Guest favorite

Guest suite in Bend

4.98 out of 5 average rating, 217 reviews

Portal to the Cascades

Sep 2 – 9

R2,038 ZAR per night
Superhost

Cottage in Bend

4.87 out of 5 average rating, 295 reviews

In the Heart of Tumalo Two

Apr 6 – 13

R2,210 ZAR per night
Guest favorite

Guest suite in Prineville

4.93 out of 5 average rating, 218 reviews

Artsy Guest House Nestled in the Rimrock

Sep 6 – 13

R2,198 ZAR per night
Guest favorite

Tiny home in Bend

4.95 out of 5 average rating, 102 reviews

The Sunset Bungalow, cozy, private and sweet.

Aug 3 – 10

R2,159 ZAR per night
Guest favorite

Guest suite in Bend

4.99 out of 5 average rating, 168 reviews

Private Apartment, Separate Entrance, Spacious

Apr 21 – 28

R1,830 ZAR per night
Guest favorite

Cabin in Bend

4.99 out of 5 average rating, 424 reviews

Skyliners Getaway

Jan 14 – 21

R1,699 ZAR per night
Guest favorite

Cottage in Prineville

4.96 out of 5 average rating, 250 reviews

Juniper Ridge Cottage

Apr 2 – 9

R1,544 ZAR per night

Quick stats about vacation rentals in Redmond

Total rentals

190 properties

Wifi availability

180 properties include access to wifi

Rentals with dedicated workspaces

110 properties have a dedicated workspace

Pet-friendly rentals

60 properties allow pets

Family-friendly rentals

110 properties are a good fit for families

Total number of reviews

10K reviews

Frequently Asked Questions

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

    Yes! Work meets play with ease at over 110 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 60 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 private suite rentals in Redmond?

    Experience the best of Redmond with our private suite rentals, starting at about $50 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 30 house rentals with a bbq area in Redmond. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Redmond have air conditioning?

    Absolutely! We offer over 110 house rentals with air conditioning in Redmond. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore

  1. Airbnb
  2. United States
  3. Oregon
  4. Deschutes County
  5. Redmond