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.

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Guest favorite

Apartment in Redmond

4.98 out of 5 average rating, 427 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 29 – Oct 6

G$29,395 GYD per night

Guest favorite

Guest suite in Terrebonne

4.95 out of 5 average rating, 310 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.

Feb 5 – 12

G$20,253 GYD per night

Guest favorite

Home in Redmond

4.82 out of 5 average rating, 518 reviews

Immaculate, Cozy Home in the Heart of Downtown

This gorgeous, welcoming, solar-powered house offers self check-in, speedy WiFi, and complimentary craft beer and coffee. It's located just a couple blocks from downtown, 5 minutes from the airport, 10 minutes from Crooked River Canyon, 15 minutes from Smith Rock, and 20 minutes from Bend. 4 breweries & 3 taprooms are located less than 6 blocks away, and tons of restaurants & shops are close by. Amazing nearby hiking options abound. This space is half of a duplex. No pets or parties allowed.

Jan 7 – 14

G$19,980 GYD per night

Guest favorite

Guest suite in Redmond

4.95 out of 5 average rating, 157 reviews

Adams Corner, private, comfortable, convenient

Adams Corner is a space that a visitor will find inviting, comfortable, and private. Located in a quiet neighborhood, we are pet friendly with a securely fenced yard and near a park that is great for walking your pet. Less than 5 minutes away from the Hwy 97 on-ramp that takes you to Terrebonne and Smith Rock, or connects you to hwys to Bend, Prineville, and Sisters. We are a few minutes away from Walmart, We are available on site to answer questions and provide information about the area.

Sep 15 – 22

G$22,034 GYD per night

Guest favorite

Bungalow in Redmond

4.9 out of 5 average rating, 473 reviews

Beautifully Renovated 1918 Bungalow

Discover a beautifully renovated historic gem in the heart of Downtown Redmond. This immaculate and cozy home offers convenience, being situated near various dining establishments, brewpubs, coffee shops, food carts and a short 17 min drive to Bend. Luxuriate in high-quality linens, towels, and a relaxing soaking tub for the ultimate in comfort. The fully equipped kitchen is ready for your culinary adventures. Experience a unique and exceptional stay at the charmingly restored 1918 bungalow

Mar 20 – 27

G$22,151 GYD per night

Guest favorite

Guest suite in Redmond

4.93 out of 5 average rating, 247 reviews

Spacious and Private Suite in Central Oregon!

Want a spacious, private, comfortable, and clean place to stay for the weekend or business trip with great discounts for week + stays? This might be the place for you! The space is a sports themed, super clean, private living room, bedroom and bathroom near great Central Oregon attractions such as Smith Rock (12mi), Bend (14mi), and Sisters (18mi)! Deschutes County Expo Center and Redmond/Bend airport are within 4 miles. Guests enjoy a private entrance/exit and contactless check in/out!

Apr 8 – 15

G$18,904 GYD per night

Guest favorite

Guest suite in Redmond

4.99 out of 5 average rating, 181 reviews

Momma Sal's Studio in Downtown Redmond

Charming, beautiful studio w private entrance, patio, amazing stone fireplace (gas), coffee maker, mini fridge, microwave, glassware, dishes, very nice linens & bath. Downtown, quiet neighborhood. Easy walk to restaurants, shops, great craft brews, events. Dry Canyon few blocks away for disc golf, walking, running, biking, hiking trails. Lovely parks. Close to Expo, 20-30 min to Bend, Smith Rock, Sisters, Prineville. Great C.O. location in every direction for fun & recreation all seasons.

Aug 8 – 15

G$23,960 GYD per night

Guest favorite

Tiny home in Redmond

4.99 out of 5 average rating, 187 reviews

Tranquil Views, Close to Smith Rock, Country Cozy

The Tiny House at Aspen View Farm is your next special getaway! Great location for solo travelers or couples exploring beautiful Central Oregon - Smith Rock 15 min away. On a unique 14 acre farm setting, relax and retreat with tranquil Cascade Mountain and country views, plus watch cute grazing sheep. The Tiny is cozy and comfy with quality amenities to make you feel right at home - stocked kitchen, heated floors & more! Please read full listing before booking so there are no surprises :)

Aug 19 – 26

G$32,821 GYD per night

Guest favorite

Guesthouse in Terrebonne

4.98 out of 5 average rating, 101 reviews

Modern lofted guest house

Enjoy our recently completed lofted guest house. Just 3.7 miles from smith rocks and walking distance to Terrebonne restaurants, coffee and local grocery store. Centrally located, 15 min to the airport and just a 30 min drive to Bend. Our guest house has a fully stocked kitchenette ( NO OVEN) with a toaster oven/air fryer, and an induction cook top. Sit back and relax outside in the Adirondack chairs while drinking a Nespresso coffee. Wifi is provided as well as a Roku T.V and DVD.

Nov 17 – 24

G$28,811 GYD per night

Guest favorite

Home in Redmond

4.95 out of 5 average rating, 258 reviews

Downtown Redmond Retreat

Welcome to our charming retreat nestled in the heart of Downtown Redmond! Situated amidst the tranquility of numerous parks in the Dry Canyon and the vibrant energy of downtown's breweries, restaurants, food carts, and shopping, convenience is at your fingertips. Just a quick 5-minute drive to the airport, 15 minutes to Smith Rock, and 20 minutes to Bend, our location offers easy access to nearby attractions. Step out of your front door, and adventure awaits in every direction...

Jan 24 – 31

G$27,958 GYD per night

Guest favorite

Home in Redmond

4.97 out of 5 average rating, 235 reviews

Redmond Downtown Retreat

Nice, new home with all the amenities you need for a home-away-from-home stay with alley access and plenty of private parking for 2-3 cars. Centrally located, this home is an easy 2.5 miles to the Redmond airport, 3 miles to Deschutes County Fairgrounds and Expo Center, 15 miles to Smith Rock, 17 miles to Bend, and 20 miles to Sisters. It is an easy walk to several brew pubs and eateries, and to miles of paved and dirt trails, skate park, playground and tennis courts.

Jul 5 – 12

G$27,666 GYD per night

Guest favorite

Apartment in Redmond

4.99 out of 5 average rating, 239 reviews

Redmond Retreat - stylish studio with full kitchen

Quiet, upscale studio conveniently located in the hub city of Redmond, 3.5 miles to the airport, 7 to Smith Rock, 14 to Bend and 18 to Sisters. Close to restaurants and grocery shopping. Spotlessly clean, with all the personal touches you expect and amenities perfect for two. Fully equipped kitchen, table for meals or work space, Big-screen smart tv (Direct TV service), 5G WiFi, AC. Private parking, direct laundry access. We cannot accommodate pets.

Sep 20 – 27

G$23,269 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Redmond vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Redmond's top sights

Walmart Supercenter15 locals recommend

Deschutes County Fairgrounds15 locals recommend

Sam Johnson Park13 locals recommend

Madaline's Grill & Steak House14 locals recommend

Safeway17 locals recommend

Wild Ride Brewing83 locals recommend

Other great vacation rentals in Redmond

Guest favorite

Home in Terrebonne

4.99 out of 5 average rating, 135 reviews

Smith Rock Hideout - Cascade mountain views

Nov 27 – Dec 4

G$30,226 GYD per night

Guest favorite

Home in Terrebonne

4.99 out of 5 average rating, 171 reviews

Smith Rock Gardens

G$40,655 GYD per night

Guest favorite

Home in Terrebonne

4.97 out of 5 average rating, 165 reviews

Pointe of Blessing with hot tub and canyon views

Aug 16 – 23

G$42,364 GYD per night

Guest favorite

Home in Terrebonne

4.99 out of 5 average rating, 120 reviews

Stunning! Smith Rock • King Beds • Steam Shower

Jan 26 – Feb 2

G$63,045 GYD per night

Guest favorite

Home in Bend

4.97 out of 5 average rating, 104 reviews

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

Sep 22 – 29

G$22,972 GYD per night

Guest favorite

Home in Redmond

4.93 out of 5 average rating, 130 reviews

Rhubarb Cottage - Entire house Dog Friendly!

Nov 19 – 26

G$30,234 GYD per night

Guest favorite

Home in Bend

4.94 out of 5 average rating, 239 reviews

Beautiful 10 acre farm stay in Tumalo!

Aug 29 – Sep 5

G$30,477 GYD per night

Guest favorite

Home in Redmond

4.98 out of 5 average rating, 113 reviews

Spacious, family getaway full of entertainment!

Jan 31 – Feb 7

G$49,065 GYD per night

Show all

Other great vacation rentals in Redmond

Guest favorite

Guest suite in Redmond

4.86 out of 5 average rating, 121 reviews

Light & bright, clean, private guest suite!

Nov 11 – 18

G$23,803 GYD per night

Guest favorite

Guest suite in Bend

4.98 out of 5 average rating, 120 reviews

Bend, Oregon Private Suite; Perfect for 1 or 2

May 18 – 25

G$12,663 GYD per night

Guest favorite

Cabin in Bend

4.99 out of 5 average rating, 429 reviews

Skyliners Getaway

Oct 20 – 27

G$18,675 GYD per night

Guest favorite

Guest suite in Bend

4.98 out of 5 average rating, 218 reviews

Portal to the Cascades

Oct 3 – 10

G$22,414 GYD per night

Superhost

Guesthouse in Redmond

4.84 out of 5 average rating, 228 reviews

The Downtown Guesthouse

May 17 – 24

G$23,032 GYD per night

Guest favorite

Tiny home in Bend

4.95 out of 5 average rating, 106 reviews

The Sunset Bungalow, cozy, private and sweet.

Sep 27 – Oct 4

G$23,743 GYD per night

Guest favorite

Guest suite in Prineville

4.93 out of 5 average rating, 219 reviews

Artsy Guest House Nestled in the Rimrock

Oct 21 – 28

G$24,171 GYD per night

Guest favorite

Guesthouse in Bend

4.97 out of 5 average rating, 575 reviews

Little Sister

Oct 10 – 17

G$20,284 GYD per night

Show all

Quick stats about vacation rentals in Redmond

Total rentals
190 properties
Wifi availability
180 properties include access to wifi
Rentals with dedicated workspaces
100 properties have a dedicated workspace
Pet-friendly rentals
50 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 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 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 house rentals in Redmond have wifi?
Absolutely! We offer over 120 house rentals with wifi 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 100 house rentals with air conditioning in Redmond. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Redmond?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with a bbq area, over 100 homes with air conditioning, over 120 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Redmond vacation rentals

Top-rated vacation rentals in Redmond

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Redmond vacation rentals

Stay near Redmond's top sights

Other great vacation rentals in Redmond

Home in Terrebonne

Home in Terrebonne

Home in Terrebonne

Home in Terrebonne

Home in Bend

Home in Redmond

Home in Bend

Home in Redmond

Other great vacation rentals in Redmond

Guest suite in Redmond

Guest suite in Bend

Cabin in Bend

Guest suite in Bend

Guesthouse in Redmond

Tiny home in Bend

Guest suite in Prineville

Guesthouse in Bend

Quick stats about vacation rentals in Redmond

Total rentals

Wifi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Redmond?

Are there pet-friendly vacation rentals in Redmond?

Are there family-friendly vacation rentals in Redmond?

How much does it cost to stay in private suite rentals in Redmond?

Do house rentals in Redmond have wifi?

Do house rentals in Redmond have a bbq area?

Do house rentals in Redmond have air conditioning?

What are the most popular amenities for House Rentals in Redmond?

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