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Redmond, OR vacation rentals
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Best Vacation rentals and Airbnb offers in Redmond, OR

Search Vacation Rentals near the Old Town in Redmond, OR

These central Redmond, OR vacation rentals make exploring downtown easy on foot. Skip the hassle of transfers and enjoy a convenient city stay.

Guest House. Dog Friendly. Ev Charger, Deck - Redmond, OR
9.7 97 reviews

Guest House. Dog Friendly. Ev Charger, Deck

apartment, Redmond
This Redmond vacation rental is conveniently located within one mile of the Weigand Family Dog Park and Redmond Lockers and Custom Meats, and 2.4 miles from the High Desert Sports Complex.
This 700-square-foot house sleeps three guests and features a fully equipped kitchen, washer/dryer, balcony, Smart TV, and a smoke-free environment.
Arch Building Lofts - Unit 6 - Redmond, OR
9.0 22 reviews

Arch Building Lofts - Unit 6

apartment, Redmond
This modern industrial studio apartment is located in downtown Redmond, close to shops, restaurants, parks, the airport, and the Dry Canyon Trail. The studio has received excellent user ratings, making it a popular choice for travelers. This studio apartment features a king-size bed, a full kitchen, a comfortable living area, a full bathroom, and a cool workspace in the loft, accommodating up to 2 guests. The studio also offers amenities such as fast internet, secure storage, and a wine bar downstairs, allowing guests to enjoy the best of Redmond.
Chic Midtown Bungalow | Steps To Dry Canyon & - Redmond, OR
9.6 5 reviews

Chic Midtown Bungalow | Steps To Dry Canyon &

apartment, Redmond
This dog-friendly bungalow is located in Redmond's Midtown district, just blocks from downtown restaurants and shopping and two blocks from Dry Canyon's walking, biking, and hiking trails.
This two-bedroom, two-bathroom home accommodates up to four guests and features a full kitchen, air conditioning, a fenced yard, and a covered patio with mountain views and a fireplace.
107 M² House ∙ 2 Bedrooms ∙ 4 Guests - Redmond, OR
9.3 9 reviews

107 M² House ∙ 2 Bedrooms ∙ 4 Guests

house, Redmond
This dog-friendly bungalow is located in Redmond's Midtown, two blocks from Dry Canyon trails and walking distance to downtown Redmond's restaurants, bars, and shops.
The 1140 square foot house accommodates up to 4 guests in 2 bedrooms and features a full kitchen, air conditioning, a covered patio, and a fenced yard.

Best Redmond, OR vacation rentals with air conditioning

Deschutes River Views + Hot Tub | Eagle Crest - Redmond, OR
9.5 15 reviews

Deschutes River Views + Hot Tub | Eagle Crest

apartment, Redmond
This Deschutes River view condo, located in the Eagle Crest Resort community in Redmond, offers easy access to the resort's amenities.
The 3-bedroom, 2-bathroom unit sleeps 6, features a gas fireplace, private deck, and includes access to a swimming pool, jacuzzi, fitness center, and parking; dog-friendly option available for a fee.
Canyon View Cottage - Redmond, OR
No reviews

Canyon View Cottage

house, Redmond
This Redmond cottage offers a peaceful retreat near scenic dry canyon walking trails, providing easy access to outdoor recreation.
The one-bedroom, one-bathroom house comfortably sleeps two guests and includes a kitchen, air conditioning, and internet access.
Downtown Private Suite - Redmond, OR
9.8 192 reviews

Downtown Private Suite

apartment, Redmond
This Redmond apartment is located in the heart of the historic downtown area, just a block away from the Odem Theater & Pub and within walking distance of restaurants, shops, and cafes. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The apartment features a spacious layout, comfortably accommodating up to four guests. It includes a well-equipped kitchen with modern appliances, high-speed internet, and convenient on-street parking, making it an ideal choice for travelers visiting Redmond.
Modern High Desert Retreat - Redmond, OR
9.7 40 reviews

Modern High Desert Retreat

apartment, Redmond
This Redmond, Oregon apartment is conveniently located near Redmond's hiking trails and breweries, offering easy access to outdoor recreation and local nightlife.
The three-bedroom, one-bathroom rental sleeps eight guests and features a private backyard with a grill, fast Wi-Fi, three parking spaces, and a full kitchen with modern appliances including a dishwasher.

Frequently Asked Questions about vacation rentals in Redmond, OR

  • What are the top family-friendly attractions in Redmond, OR?

    The Redmond Aquatic Center is a great place for kids to splash around, and the Redmond Library offers a variety of programs and events for families. The nearby Deschutes River is also a popular spot for kayaking and fishing.
  • What are the best Airbnb and vacation rentals in Redmond, OR?

    The Little Red Chimney House - 3 Br 2 Ba, Modern Downtown Cottage Near Outdoor Adventure and The Downtown Guesthouse are the most popular Airbnb and vacation rentals in Redmond, OR among travelers.

  • When is the best time to book a vacation rental in Redmond, OR?

    The best time to book a vacation rental in Redmond is during the shoulder seasons, from April to May and September to October, when the weather is still pleasant but the crowds are smaller. You can find some great deals during these months.
  • What are the most popular Airbnbs in Redmond, OR?

  • What events or festivals should visitors check out in and around Redmond, OR?

    The Redmond Farmers Market is a great place to find local produce and crafts, and the annual Redmond Fall Festival is a fun event for the whole family. The nearby city of Bend also hosts a variety of events throughout the year, including the Bend Brewfest and the Bend Film Festival.
  • What are the best vacation rentals with a pool in Redmond, OR?

  • What are the best budget-friendly activities in Redmond, OR?

    You can enjoy a free walk along the Deschutes River, take a picnic to the Redmond Centennial Park, or explore the many hiking trails around the city. The Redmond Library also offers a variety of free programs and events.
  • What are the best rentals for families and kids in Redmond, OR?

  • What are the best restaurants with local dishes in Redmond, OR?

    For a taste of the local cuisine, check out the Pine Tavern, a popular spot for burgers and steaks, or the Wildflower Restaurant, which serves up fresh, seasonal dishes. The upscale restaurant, The 10 Below, is also a local favorite.
  • What are the best rentals or Airbnbs with a jacuzzi in Redmond, OR?

  • What are the best walking or cycling routes in Redmond, OR?

    The Redmond Central Oregon Trail is a great option for walking or cycling, and it offers scenic views of the Deschutes River. You can also explore the many trails around the Smith Rock State Park.
  • Are there pet-friendly attractions in Redmond, OR?

    Yes, there are many pet-friendly attractions in Redmond. The Redmond Town Center is a popular spot for dog walking, and the Deschutes River is a great place for a swim with your furry friend.
  • What are the benefits of choosing a vacation rental in Redmond, OR?

    Vacation rentals offer more space and privacy than hotels, and they often come with amenities that are not available in hotels, such as kitchens and laundry facilities. They also tend to be more affordable than hotels, especially for families or groups.
  • What are the top sports attractions and facilities in Redmond, OR?

    Redmond offers a variety of sports attractions and facilities, including the Redmond Aquatic Center, which has a swimming pool, water slides, and a diving board. The nearby Smith Rock State Park is also a popular spot for rock climbing and hiking.

Popular destinations

Best Vacation Rentals with Balconies in Redmond, OR

Start your morning right with a vacation rental in Redmond, OR featuring a private balcony and stunning views.

3br Chalet With Hot Tub | Restaurant. Heated Pool - Redmond, OR
No reviews

3br Chalet With Hot Tub | Restaurant. Heated Pool

apartment, Redmond
This four-bedroom, two-bathroom chalet is located in the Eagle Creek neighborhood of Eagle Crest Resort in Redmond, Oregon, near the Ridge Golf Course, Eagle Ridge Sports Center, and the spa.
This Redmond vacation rental sleeps eight, features a rustic design with an open living area and upstairs loft, a fully equipped kitchen, and access to resort amenities including multiple pools, hot tubs, and fitness centers.
Rustic Retreat Perfect For Peaceful Stay | Pools And Scenic River Walks Access - Redmond, OR
9.4 33 reviews

Rustic Retreat Perfect For Peaceful Stay | Pools And Scenic River Walks Access

chalet, Redmond
This Redmond vacation rental is conveniently located near the Deschutes River (a 9-minute walk) and a short 3-minute drive from the Eagle Crest Resort Golf Course.
This 1,090-square-foot apartment boasts two bedrooms, two bathrooms, sleeps six guests, and includes amenities such as a jacuzzi, sauna, tennis court, BBQ facilities, free Wi-Fi, and on-site parking.
A Golfer's Paradise Spa. Three Pools - Redmond, OR
No reviews

A Golfer's Paradise Spa. Three Pools

apartment, Redmond
This three-bedroom, two-bathroom chalet is located in the Eagle Creek neighborhood of Eagle Crest Resort in Redmond, Oregon, near the Ridge Golf Course, sports center, and spa.
This Redmond vacation rental boasts a rustic design with an open living area, upstairs loft, private hot tub, and access to resort amenities including multiple pools, hot tubs, and on-site restaurants such as the Aerie Cafe and Niblick and Greens, accommodating up to six guests.
9 Mi To Smith Rock Sp! Family Home W/ Fenced Yard - Redmond, OR
No reviews

9 Mi To Smith Rock Sp! Family Home W/ Fenced Yard

house, Redmond
This family home in Redmond is located 9 miles from Smith Rock State Park and a short drive from Redmond Municipal Airport.
This 1910 square foot house accommodates up to 17 guests with 4 bedrooms and 3 bathrooms, featuring a fully equipped kitchen, air conditioning, a fenced yard, a terrace with barbecue, and private parking.

Top Vacation Rentals for Families in Redmond, OR

Booking a family-oriented vacation rental in Redmond, OR keeps you close to top city attractions for a stress-free getaway.

Redmond, Or 3 Bed  2 Bath 10 Min To Airport - Redmond, OR
9.9 93 reviews

Redmond, Or 3 Bed 2 Bath 10 Min To Airport

apartment, Redmond
This Redmond apartment is located in a quiet neighborhood, just 20 miles from Bend and Sisters, and close to Smith Rock National Park. The apartment has received excellent ratings for location, cleanliness, and user experience.
This 3-bedroom, 2-bathroom home can accommodate up to 6 guests. The apartment features a well-equipped kitchen, a private backyard with a patio, a garage for parking, and air conditioning.
Dry Canyon Casa - Walk To Canyon - Redmond, OR
9.8 48 reviews

Dry Canyon Casa - Walk To Canyon

apartment, Redmond
This house is situated in a quiet neighborhood near downtown Redmond, just next to the Dry Canyon Park and trail system, offering easy access to hiking, biking, and outdoor recreation. The house is within walking distance of parks and a 5-minute drive to popular restaurants, breweries, and stores in downtown Redmond.
This home is ideal for families or groups, offering three bedrooms and two bathrooms with a guest capacity of six. The house includes a fully equipped kitchen, air conditioning, a garden, parking, and a security system, as well as a lounge area and a large yard for enjoying warm summer evenings.
River Runs Through, Overlooks Deschutes River, Dog Friendly, Hot Tub - Redmond, OR
9.8 124 reviews

River Runs Through, Overlooks Deschutes River, Dog Friendly, Hot Tub

apartment, Redmond
This Redmond apartment is located near the Deschutes River and Eagle Crest Golf Courses, offering a relaxing escape with easy access to outdoor activities. It has received excellent user ratings, making it a popular choice for travelers.
The 1410 square foot apartment features three bedrooms and two bathrooms, comfortably accommodating up to eight guests. Enjoy on-site amenities like a fitness center, spa tub, garden, and gas grills, along with free WiFi for added convenience.
Clean & Bright Chalet On The Golf Course (No Pets) - Redmond, OR
9.6 32 reviews

Clean & Bright Chalet On The Golf Course (No Pets)

chalet, Redmond
This Eagle Crest Resort chalet, located on the Ridge Golf Course in Redmond, Oregon, is approximately 10 minutes from Fred Meyer, 15 minutes from Trader Joe's, and 25 minutes from Costco/Whole Foods.
This spacious three-bedroom, two-bathroom mountain home comfortably sleeps eight guests and boasts a fully equipped kitchen, private patio with BBQ, high-speed Wi-Fi (300 Mbps), access to resort amenities including pools and golf courses, and stunning Cascade Mountain views.

Best Redmond, OR vacation rentals with parking

1918 Bungalow | Modern Renovationwalk To Downtown - Redmond, OR
9.8 652 reviews

1918 Bungalow | Modern Renovationwalk To Downtown

bungalow, Redmond
Golden Escape- Private Hot Tub, Dog Friendly - Redmond, OR
9.4 103 reviews

Golden Escape- Private Hot Tub, Dog Friendly

apartment, Redmond
Cascade View Suite · Balcony · Smith Rock - Redmond, OR
9.9 240 reviews

Cascade View Suite · Balcony · Smith Rock

apartment, Redmond
Entire Home In Redmond - Redmond, OR
9.9 51 reviews

Entire Home In Redmond

apartment, Redmond

Compare Luxury Vacation Rentals in Redmond, OR

Elevate your travel experience with a luxury rental in Redmond, OR, where high-end design meets a prime location.

Scenic Two-bedroom Suite Near Redmond - Redmond, OR
9.5 59 reviews

Scenic Two-bedroom Suite Near Redmond

resort, Redmond

Our Favorite Pet-Friendly Vacation Rentals in Redmond, OR

Traveling with pets? These dog-friendly vacation rentals and Airbnbs in Redmond, OR are steps away from dog parks and city walks.

Off Grid Solar Powered Tiny Home.  Remotely Located Yet Minutes From Town. - Redmond, OR
10 1 review

Off Grid Solar Powered Tiny Home. Remotely Located Yet Minutes From Town.

cabin, Redmond
Eagle Crest-w/private Hot Tub/resort Passes! - Redmond, OR
9.8 301 reviews

Eagle Crest-w/private Hot Tub/resort Passes!

house, Redmond
3br Chalet With Hot Tub | Golf. Pool - Redmond, OR
No reviews

3br Chalet With Hot Tub | Golf. Pool

apartment, Redmond
Family-friendly Redmond Getaway: Walk To Dtwn - Redmond, OR
10 30 reviews

Family-friendly Redmond Getaway: Walk To Dtwn

apartment, Redmond

Explore Vacation Rentals with a Pool in Redmond, OR

Choose a Redmond, OR rental with a pool for a refreshing swim right in the heart of the city.

2br Desert Sky Cabin With Hot Tub - Redmond, OR
No reviews

2br Desert Sky Cabin With Hot Tub

apartment, Redmond
Golfer's Paradise | Spa, 3 Pools & Private Hot Tub - Redmond, OR
9.4 18 reviews

Golfer's Paradise | Spa, 3 Pools & Private Hot Tub

apartment, Redmond
Adobe Home - River & Mtn Views W/ Hot Tub! - Redmond, OR
9.7 119 reviews

Adobe Home - River & Mtn Views W/ Hot Tub!

apartment, Redmond

Search Vacation Rentals with Jacuzzi in Redmond, OR

Coming home to a private hot tub after a day of urban exploration completely transforms your Redmond, OR experience.

Juniper Preserve - Redmond, OR
9.0 750 reviews

Juniper Preserve

resort, Pronghorn
Elegant Fairway Frontage Retreat-eagle Crest Resort 3bd 2.5ba Centrally Located - Redmond, OR
10 1 review

Elegant Fairway Frontage Retreat-eagle Crest Resort 3bd 2.5ba Centrally Located

apartment, Redmond
Deschutes River View Eagle Crest - Redmond, OR
10 1 review

Deschutes River View Eagle Crest

apartment, Redmond
102 M² House ∙ 3 Bedrooms ∙ 6 Guests - Redmond, OR
10 1 review

102 M² House ∙ 3 Bedrooms ∙ 6 Guests

house, Redmond
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