House vacation rentals in Redmond

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Top-rated house rentals in Redmond

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Guest favorite

Home in Terrebonne

4.98 out of 5 average rating, 810 reviews

Cozy Three Story Lookout Tower

Thank you for your interest in The Cozy Lookout Tower! Our unique vacation home is really a destination location rather than just a place to stay while you explore the area. Many of our guests are repeat guests that use our home as a place to recharge, relax, cook, read, talk, play games and connect with that special someone. There are some lovely hikes in the area, we encourage you to bring your dog and enjoy the beautiful surroundings by taking some hikes then returning for a soak in the tub!

Oct 7 – 14

R6,638 ZAR per night

Guest favorite

Home in Bend

4.94 out of 5 average rating, 239 reviews

Beautiful 10 acre farm stay in Tumalo!

Welcome to our family farm! Our lodging consists of a beautifully remodeled private wing and secluded patio and a beautiful, private fire pit to enjoy after a long day hiking or skiing! We also have added a Swedish barrel sauna with hot rocks to enjoy. It does wonders for your skin and soul! We provide luxurious robes!Our working farm is located on a quiet country road, sandwiched between Bend and Sisters. We also are now booking our outdoor space for small weddings and other celebrations.

Oct 15 – 22

R2,706 ZAR per night

Guest favorite

Home in Redmond

4.82 out of 5 average rating, 520 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.

Mar 29 – Apr 5

R1,840 ZAR 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

We hope you will enjoy our Pointe of Blessing. We feel our canyon perch is a gift from God-just too good to keep to ourselves. Our cozy home sits atop an outcropping of rock which juts out from the canyon rim affording us unobstructed views up and down the length of the Crooked River Canyon. We overlook several holes of the Crooked River Ranch golf course and Smith Rock is visible in the distance to the South. Prepare to relax unwind and enjoy spectacular sunrises and moonrises.

Aug 10 – 17

R4,654 ZAR per night

Guest favorite

Home in Terrebonne

4.99 out of 5 average rating, 172 reviews

Smith Rock Gardens

You'll enjoy the main house with the best views of Smith Rock and the Cascade mountains. Smith Rock State Park is literally across the street. A great location for outdoor activities at the park or in the region. Hike, climb, bike, walk or jog around the park. Sip tea inside and watch the animals. Perfect for artist and photographers. Relax on the deck or enjoy a sunset BBQ with gorgeous views. Owners live in adjoining unit. Separate entrance. Instagram: @smithrockgardens DCCA Tax# 1784

R3,729 ZAR per night

Guest favorite

Home in Terrebonne

4.99 out of 5 average rating, 121 reviews

Stunning! Smith Rock • King Beds • Steam Shower

A wall of glass provides panoramic views of the iconic Smith Rock formation, creating a seamless connection between the indoor and outdoors. A sleek and sophisticated modern home perched on the rimrock and flooded with sunshine. King beds and a luxurious bathroom with steam shower. Includes Smith Rock Pass. *No parties or pets* (including support animals) please - this is a 'pet-free' home for guests with allergies. Trip insurance recommended if illness, weather or smoke may be an issue.

Sep 25 – Oct 2

R7,346 ZAR per night

Guest favorite

Home in Redmond

4.87 out of 5 average rating, 339 reviews

The Little Red Chimney House - 3 BR 2 BA

Originally built in 1944, this is a wonderfully furnished bungalow with 3 queen bedrooms and 2 full bathrooms, which I completely renovated and remodeled. It is a stone's throw from Fred Meyers grocery store and Cascade Lakes Brewery, and within easy walking distance to downtown. This house is at the hub of Central Oregon and sits at the crossroads between Bend (14 miles), Prineville (20 miles), and Sisters (20 miles) and is 10 miles from Smith Rock and 2 miles from the Airport.

May 27 – Jun 3

R2,657 ZAR per night

Guest favorite

Home in Redmond

4.93 out of 5 average rating, 130 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.

Dec 3 – 10

R2,755 ZAR 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.

May 27 – Jun 3

R2,314 ZAR per night

Guest favorite

Home in Terrebonne

4.99 out of 5 average rating, 136 reviews

Smith Rock Hideout - Cascade mountain views

Just 8 minutes to Smith Rock, the Hideout is a cozy retreat for climbers, hikers, trail runners, digital nomads, and anyone wanting to relax and explore the beauty of Central Oregon. Take in the views of the Cascade mountains and farmland beyond while relaxing on the covered porch or window seat. The Hideout is my personal retreat. While away, I’m happy to share it with outdoor enthusiasts who enjoy creature comforts after a day of getting after it outdoors.

Oct 31 – Nov 7

R2,787 ZAR per night

Guest favorite

Home in Redmond

4.98 out of 5 average rating, 113 reviews

Spacious, family getaway full of entertainment!

Hello you. Well done. You’ve found it. This house is perfect if you love: - Being close to everything - Cozy fireplace, board games, and super comfy blankets.. - 5 themed bedrooms - Super stocked kitchen - Private office space with large desk and printer - Fire-pit, outdoor seating and Traeger Grill in the back - Garage with Ping-Pong, Foosball, a small workout area and video games! You may never want to leave! But you will have to eventually.. Please.

Oct 17 – 24

R5,463 ZAR per night

Guest favorite

Home in Redmond

4.99 out of 5 average rating, 200 reviews

The Duke Downtown Redmond

We take great pride in the meticulous renovation of this inviting two-bedroom residence located in downtown Redmond. Featuring two beautiful outdoor patios, including a courtyard with synthetic grass and elegant string lights, the ambiance exudes warmth and comfort. With all essential amenities within easy reach, your convenience is assured. We eagerly anticipate extending our hospitality to you as our valued guest. - JoHanna

Sep 16 – 23

R2,823 ZAR per night