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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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Rental unit in Redmond

4.97 out of 5 average rating, 484 reviews

Smith Rock 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.

Guesthouse in Terrebonne

4.86 out of 5 average rating, 224 reviews

15 min from SmithRock pets allowed affordable spot

close to smith rock. In the crooked river ranch community. golf course, tennis court, store, 3 bars, all 5 minutes away. Newly renovated guest house. We do live on 4 dusty acres, and are pet friendly, so although we pride ourselves on the cleaning and sanitizing we perform between guests we also ask if you are super picky to please refrain from booking, as this is definitely not a luxury hotel in the city. We try to keep our price the lowest in the area, and strive to attain that 5 star review.

Cabin in Bend

4.99 out of 5 average rating, 466 reviews

Skyliners Getaway

Our tiny log cabin is a cozy getaway, close to hiking, mountain biking, and cross country skiing but only 10 miles from the amenities of Bend Oregon. It is a rustic place, with modern touches, like a gas range, refrigerator, and a gas fireplace. The bathroom is detached from the cabin - steps from the door. It is fully equipped with plumbing and a shower. Our place is perfect for people who love the outdoors with the comforts of home. No children under the age of 12 -- And alas, No Pets.

Guest suite in Redmond

4.85 out of 5 average rating, 165 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

4.83 out of 5 average rating, 577 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

4.91 out of 5 average rating, 538 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

Guesthouse in Terrebonne

4.98 out of 5 average rating, 138 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.

Cabin in Culver

4.91 out of 5 average rating, 114 reviews

Cabin on The Rim

Take it easy at this unique and private getaway. This off the grid studio cabin is located just 10 minutes from Smith Rock and 10 minutes from Lake Billy Chinook. It is positioned on the edge of the Crooked River Gorge with breathtaking views of the canyon. Near the cabin is a trail head to a private hiking trail that takes the adventurer down into the canyon where the scenery is otherworldly. Enjoy a sunset with full cascade Mountain View’s, green pastures, and grazing horses.

Home in Redmond

4.94 out of 5 average rating, 175 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

4.95 out of 5 average rating, 643 reviews

"Little Pine Cabin" attached to my home.

MASTER SUITE Go hiking, fishing, sight seeing and enjoy upscale steak houses, Sushi Bars, food carts, all within a couple of miles. Then come back to your Little Pine Cabin. Enter into a comfortable living area with a vaulted knotty pine ceiling, propane stove, a dual reclining leather couch. Relax in front of the 42 inch flat screen, a well stocked coffee bar, microwave and a mini-fridge. Similar to a studio apartment. You will enjoy the space and quiet neighborhood.

Rental unit in Redmond

4.99 out of 5 average rating, 262 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.

Rental unit in Redmond

4.98 out of 5 average rating, 106 reviews

Mountain View Suite on Quiet Acreage

Quiet rural location just a few miles from town on the rimrock above a small canyon. Enjoy a panoramic view of the Cascades from a spacious studio apartment that is comfortable and uncluttered. Features a roomy bathroom, walk-in shower, a small balcony, many windows, and a large walk-in closet. Nearby attractions: 1) Smith Rock State Park-7 mi 2) Dry Canyon trail-1 mi 3) Redmond Airport-6 mi 4) Redmond-5 mi 5) Sisters-23 mi 6) Bend-22 mi

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Popular amenities for Redmond vacation rentals

Laptop-friendly workspace

Air conditioning

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 homes

Home in Redmond

4.91 out of 5 average rating, 156 reviews

Spacious downtown pad - billiards/ping pong/sauna

Home in Terrebonne

4.95 out of 5 average rating, 152 reviews

Fallen Snag Lodge next to Smith Rock State Park

Home in Bend

4.98 out of 5 average rating, 128 reviews

Romantic Farmhouse near Mt. Bachelor

Home in Bend

4.97 out of 5 average rating, 186 reviews

Romantic Guest House w/Hot Tub, Pool, Tennis Court

Home in Terrebonne

4.98 out of 5 average rating, 860 reviews

Cozy Three Story Lookout Tower

Home in Sisters

4.82 out of 5 average rating, 117 reviews

Single level, pet friendly, downtown, cute cottage

Home in Terrebonne

4.96 out of 5 average rating, 173 reviews

Smith Rock Hideout - Cascade mountain views

Home in Redmond

4.79 out of 5 average rating, 121 reviews

Lovely county-fair getaway

Other great vacation rentals in Redmond

Guest suite in La Pine

4.95 out of 5 average rating, 128 reviews

ForestView Guest Suite + HotTub and Infrared Sauna

Guest suite in Bend

4.99 out of 5 average rating, 222 reviews

Private Apartment, Separate Entrance, Spacious

Cabin in Sisters

4.92 out of 5 average rating, 107 reviews

A-Frame Cabin on 4.5 Acres - HOT TUB, Dog Friendly

Tiny home in Bend

4.95 out of 5 average rating, 102 reviews

Private Cottage, Mountain Views, Close to Bend

Guesthouse in Bend

4.99 out of 5 average rating, 291 reviews

Ranch Cottage: Desert, Forest, Horses, Hot Tub

Chalet in Eagle Crest

4.98 out of 5 average rating, 229 reviews

Cozy 3 bdrm + loft Eagle Crest Chalet w/ Hot Tub!

Guesthouse in Bend

4.99 out of 5 average rating, 107 reviews

Renovated Condo - Ideal Location

Guest suite in Redmond

4.99 out of 5 average rating, 187 reviews

Momma Sal's Studio in Downtown Redmond

Quick stats about vacation rentals in Redmond

Total rentals
200 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.
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.
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.

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