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Redmond vacation rentals

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Top-rated vacation rentals in Redmond

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

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Guesthouse in Redmond

4.85 out of 5 average rating, 227 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!

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.

Guest suite in Redmond

4.86 out of 5 average rating, 120 reviews

Light & bright, clean, private guest suite!

Our private guest suite is filled with natural light, a comfy queen bed and kitchenette. Ideal stay for a get away or just passing through town. Outside the suite you’ll find a covered patio space perfect for a morning cup of coffee or evening glass of wine. To relax, take advantage of the 6-person hot tub and gas fire pit. The location is just 3 minutes from downtown, 10 minutes to Redmond Airport, 20 minutes to Smith Rock, 20 minutes to Bend, approx. 50 minutes to Mt Bachelor and Hoodoo.

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.

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

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!

Guest suite in Redmond

4.99 out of 5 average rating, 179 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.

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.

Home in Redmond

4.95 out of 5 average rating, 128 reviews

Rhubarb Cottage - Entire house Dog Friendly!

Dog Friendly! Set in charming Old Town Redmond, this cottage has everything to offer for a quick weekend get away or longer stay with family. Only 25 minutes to downtown Bend and less than 10 minutes to the airport. Featuring 3 bedrooms, 2 full bathrooms, full laundry and a cozy kitchen! Gas bbq, expansive back patio, and corn hole boards to enjoy! Cruiser bikes available to ride to breweries or Dry Canyon Trail just minutes away. 2 Dogs max, additional cleaning fee applies.

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.

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.

Guesthouse in Redmond

4.98 out of 5 average rating, 190 reviews

Modern Downtown Cottage near Outdoor Adventure

This beautifully designed cottage is located in Downtown Redmond walking distance from several quaint coffee shops and restaurants, and only fourteen minutes to Smith Rock and less than ten minutes to the Redmond Airport. Hoping to visit Bend? In less than 20-minutes you can be in downtown or floating on the Deschutes River. Whether you're looking for an outdoor adventure or just a quiet, clean, and safe place to rest, our cottage will meet your needs.

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Unique stays

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Popular amenities for Redmond vacation rentals

Laptop-friendly workspace

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 Brewing84 locals recommend

Other great vacation rentals in Redmond

Home in Terrebonne

4.99 out of 5 average rating, 135 reviews

Smith Rock Hideout - Cascade mountain views

Home in Terrebonne

4.98 out of 5 average rating, 163 reviews

Pointe of Blessing with hot tub and canyon views

Home in Redmond

4.89 out of 5 average rating, 159 reviews

Downtown Redmond Hideaway

Home in Terrebonne

4.99 out of 5 average rating, 168 reviews

Smith Rock Gardens

Home in Bend

4.97 out of 5 average rating, 103 reviews

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

Home in Redmond

4.87 out of 5 average rating, 338 reviews

The Little Red Chimney House - 3 BR 2 BA

Home in Terrebonne

4.99 out of 5 average rating, 117 reviews

Stunning! Smith Rock • King Beds • Steam Shower

Home in Bend

4.88 out of 5 average rating, 152 reviews

JJ's Country Oasis Ranch Home on Acerage

Other great vacation rentals in Redmond

Guest suite in Terrebonne

4.95 out of 5 average rating, 310 reviews

Comfy & Cozy!

Tiny home in Bend

4.95 out of 5 average rating, 105 reviews

The Sunset Bungalow, cozy, private and sweet.

Guest suite in Bend

4.9 out of 5 average rating, 260 reviews

CLOSE COUNTRY QUARTERS (Hot Tub and Fire Pit)

Guesthouse in Bend

4.94 out of 5 average rating, 538 reviews

Private apt. nestled in the Ponderosa Pines

Guesthouse in Terrebonne

4.9 out of 5 average rating, 250 reviews

Compound Coziness...Terrebonne Guesthouse

Guest suite in Prineville

4.93 out of 5 average rating, 219 reviews

Artsy Guest House Nestled in the Rimrock

Guest suite in Redmond

4.95 out of 5 average rating, 157 reviews

Adams Corner, private, comfortable, convenient

Tiny home in Bend

4.82 out of 5 average rating, 142 reviews

IT'S A WEE HOUSE

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 private suite rentals in Redmond have wifi?
Absolutely! We offer over 10 private suite 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 100 homes with air conditioning, over 120 homes with wifi, over 30 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

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