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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.

Spacious Downtown Pad - Billiards/ping Pong/sauna - Redmond, OR
9.8 254 reviews

Spacious Downtown Pad - Billiards/ping Pong/sauna

house, Redmond
This downtown Redmond rental is located on a quiet street, just a short walk from restaurants, breweries, and shopping, and within easy access to Highway 97, the airport, and the Fairgrounds/Expo Center. The apartment has excellent user, location, and cleanliness ratings.
The 3-bedroom apartment can comfortably accommodate up to 8 guests. The apartment has a large living room, a recreation room, a spacious backyard, a sauna, a ping pong table, bikes, and a large dining table that can be used as a pool table or ping pong table.
Downtown Redmond Loft - Redmond, OR
9.9 249 reviews

Downtown Redmond Loft

apartment, Redmond
This one-bedroom loft is conveniently located in downtown Redmond, just a short drive from the airport, Smith Rock State Park, and Bend. The property enjoys excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The loft features a private courtyard, a fully equipped kitchen, and a comfortable workspace. Guests can enjoy amenities such as a shared propane barbecue, a pack-n-play for infants, and access to a shared laundry room for longer stays.
Downtown Redmond Retreat - Redmond, OR
9.9 391 reviews

Downtown Redmond Retreat

apartment, Redmond
This Redmond apartment is conveniently located near Dry Canyon and downtown, providing easy access to parks, breweries, restaurants, and shopping, as well as a quick drive to the airport, Smith Rock, and Bend. Guests consistently rate this rental excellent for location, cleanliness, and overall experience.
The one-bedroom unit comfortably accommodates two guests. The apartment offers a fully equipped kitchen, a cozy living room with a fireplace, a private courtyard, and access to a shared laundry room for longer stays, along with games, books, and local information.
Redmond Downtown Retreat - Redmond, OR
9.9 296 reviews

Redmond Downtown Retreat

apartment, Redmond
This Redmond apartment is conveniently located just 2.5 miles from the airport, 3 miles from the Deschutes County Fairgrounds, and within easy driving distance of popular destinations like Smith Rock, Bend, and Sisters. The apartment has earned excellent ratings for location, cleanliness, and overall user experience.
The apartment has a unique layout with a separate living space that can be converted into a second bedroom, accommodating up to 4 guests. It is equipped with a fully stocked kitchen, a washer and dryer, a small BBQ grill, and other amenities for a comfortable stay.

Best Redmond, OR vacation rentals with air conditioning

Newly Built, High Desert Sunsets & Mountain Peaks - Redmond, OR
10 56 reviews

Newly Built, High Desert Sunsets & Mountain Peaks

house, Redmond
This newly built ADU is located in Redmond, a short walk from downtown shops and restaurants, and within a 6-minute drive of the Redmond Municipal Airport. It also offers easy access to popular destinations like Smith Rock State Park, Bend, Sisters, and Mt. Bachelor, making it an ideal base for exploring Central Oregon. The property enjoys excellent user, location, and cleanliness ratings.
The comfortable home features two bedrooms and one bathroom, accommodating up to four guests. Amenities include a fully stocked kitchen, a patio, a washer and dryer, and a beautiful bathroom with a double vanity, allowing for a relaxing and enjoyable stay.
Downtown Hub - Dog Friendly - Redmond, OR
10 65 reviews

Downtown Hub - Dog Friendly

apartment, Redmond
This centrally located Redmond apartment is just blocks from downtown and Dry Canyon, offering easy access to outdoor activities and Juniper Golf Course.
This 890 sq ft condo accommodates up to 4 guests with 2 bedrooms, 1 bathroom, a full kitchen, air conditioning, and a fenced yard, with parking and internet provided.
Family Fun In Eagle Crest. Hot Tub, Views, Privacy - Redmond, OR
10 28 reviews

Family Fun In Eagle Crest. Hot Tub, Views, Privacy

apartment, Redmond
This six-bedroom Eagle Crest Resort home, located 15 minutes from Redmond, Oregon, offers easy access to hiking trails, multiple pools, sports centers, and dining options, plus proximity to Bend, Sisters, and Mount Bachelor.
This spacious vacation rental sleeps 14 guests and boasts a gourmet kitchen, multiple smart TVs, a private hot tub with mountain views, and 10 included passes to Eagle Crest's recreational facilities.
4 Private Suites! Game Room! Hot Tub! Eagle Crest! - Redmond, OR
10 11 reviews

4 Private Suites! Game Room! Hot Tub! Eagle Crest!

apartment, Redmond
This 4-bedroom luxury home is located within the Eagle Crest Resort in Redmond, Oregon, offering convenient access to Central Oregon's outdoor recreation and resort amenities.
This spacious vacation rental boasts 4 en-suite bathrooms, accommodates up to 11 guests, and features a fully stocked game room with a pool table, shuffleboard, foosball, and darts, plus an outdoor hot tub for relaxation.

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. Pool - Redmond, OR
No reviews

3br Chalet With Hot Tub | Restaurant. Pool

apartment, Redmond
This three-bedroom Eagle Crest Resort chalet in Redmond, Oregon's Eagle Creek neighborhood is conveniently located near the Ridge Golf Course, spa, and sports center.
The 3-bedroom, 2-bathroom rental boasts a rustic design with an open living area, upstairs loft, private hot tub, and access to resort amenities including multiple pools and a fitness center, sleeping up to eight guests.
3br Chalet With Hot Tub | Restaurant. Pool - Redmond, OR
No reviews

3br Chalet With Hot Tub | Restaurant. Pool

apartment, Redmond
This three-bedroom Redmond chalet is located in the Eagle Creek neighborhood of Eagle Crest Resort, near the Ridge Golf Course, sports center, and spa.
The 3-bedroom, 2-bathroom rental boasts a rustic design with an open living area, upstairs loft, private hot tub, and access to resort amenities including pools, a jacuzzi, and multiple golf courses; it comfortably sleeps up to eight guests.
Redmond | High Desert Comfort Escape | Pool + Trails - Redmond, OR
No reviews

Redmond | High Desert Comfort Escape | Pool + Trails

resort, Redmond
The Redmond | High Desert Comfort Escape | Pool + Trails is located in Redmond's high desert at WorldMark Eagle Crest, adjacent to Eagle Crest Golf Courses and within 8 miles of Redmond Municipal Airport.
This resort offers one-bedroom suites with a mini kitchen, fireplace, and balcony/patio, accommodating up to 4 guests with amenities including indoor/outdoor pools, hot tubs, a fitness center, and proximity to hiking and mountain biking trails.
Newly Renovated: Experience Redmond Charm Near Deschutes + Sunsets - Redmond, OR
10 8 reviews

Newly Renovated: Experience Redmond Charm Near Deschutes + Sunsets

apartment, Redmond
This Redmond vacation home is conveniently located near downtown, offering easy access to shops, restaurants, and attractions like Dry Canyon and Cline Falls, with Mt. Bachelor and Hoodoo ski areas within a 40-minute drive.
This 1750-square-foot house features three bedrooms, three bathrooms, and accommodates six guests, boasting amenities including a full kitchen, air conditioning, a terrace, and a garden, all within a five-minute proximity to Downtown Redmond.

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.

Babbling Brookside Near Splash Park - Redmond, OR
9.7 85 reviews

Babbling Brookside Near Splash Park

house, Redmond
This 3-bedroom apartment is located in the mountains, just a short drive from popular attractions like Eagle Ridge Sports Center and Spa, Eagle Crest Golf Courses, and Deschutes River. The apartment has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment offers 1870 square feet of space, accommodating up to 8 guests. Enjoy amenities like a fitness center, garden, barbecue grills, swimming pool, jacuzzi, terrace, and tennis court, as well as a fully equipped kitchen, free WiFi, and a fireplace.
3br Chalet With Hot Tub | Free Parking. Pool. Golf - Redmond, OR
No reviews

3br Chalet With Hot Tub | Free Parking. Pool. Golf

apartment, Redmond
This three-bedroom chalet is located in the Eagle Creek neighborhood of Eagle Crest Resort in Redmond, Oregon, near the Ridge Golf Course, Spa, and Sports Center.
The 3-bedroom, 2-bathroom rental sleeps up to 10 guests and boasts a rustic design with an open living area, upstairs loft, fully equipped kitchen, and access to resort amenities including indoor and outdoor pools, a fitness center, and on-site restaurants like the Aerie Cafe.
Immaculate, Cozy Home In The Heart Of Downtown - Redmond, OR
9.7 714 reviews

Immaculate, Cozy Home In The Heart Of Downtown

apartment, Redmond
This Redmond apartment is situated in a residential area just a couple of blocks from downtown, a 5-minute drive from the Redmond Municipal Airport, and within a 10-minute drive of Crooked River Canyon. The 1-bedroom unit features a queen bed, a walk-in closet with a twin bed, a sleeper couch, and a futon, comfortably accommodating up to 4 guests.
The Nest - Golf - Hot Tub & Resort Amenities - Redmond, OR
No reviews

The Nest - Golf - Hot Tub & Resort Amenities

apartment, Redmond
This 3-bedroom, 2-bathroom condo is located in Redmond's Eagle Crest Resort, adjacent to Juniper Golf Course and a short drive to Tumalo and Bend.
This 1380 sq ft unit accommodates up to 8 guests and features a fully equipped kitchen, air conditioning, a private hot tub, and access to resort amenities including multiple pools and fitness centers.

Best Redmond, OR vacation rentals with parking

Charming Home On Golf Course With Shared Pool, Hot Tub & Resort Amenities - Redmond, OR
9.6 58 reviews

Charming Home On Golf Course With Shared Pool, Hot Tub & Resort Amenities

apartment, Redmond
Park House - Modern, Convenient, Redmond Retreat - Redmond, OR
No reviews

Park House - Modern, Convenient, Redmond Retreat

apartment, Redmond
3 Kings On The 12th Green! Large Resort Home - Redmond, OR
9.9 177 reviews

3 Kings On The 12th Green! Large Resort Home

house, Redmond
Bend Ranch Guesthouse On 20 Acres - Redmond, OR
10 442 reviews

Bend Ranch Guesthouse On 20 Acres

house, Pronghorn

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.

Cozy Country Suite Near Smith Rock + Airport - Redmond, OR
9.9 86 reviews

Cozy Country Suite Near Smith Rock + Airport

apartment, 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.

4br Spacious Retreat W. Hot Tub & Pet Friendly - Redmond, OR
10 103 reviews

4br Spacious Retreat W. Hot Tub & Pet Friendly

apartment, Redmond
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

cottage, Redmond
Modern Farm Estate - Redmond, OR
No reviews

Modern Farm Estate

apartment, Redmond
Refined Golf Course Resort Home On The Fairway With A Private Hot Tub - Redmond, OR
No reviews

Refined Golf Course Resort Home On The Fairway With A Private Hot Tub

house, 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.

Golf Course-front Home With Deck Hot Tub Fireplace W&d & Community Pool - Redmond, OR
10 1 review

Golf Course-front Home With Deck Hot Tub Fireplace W&d & Community Pool

house, Redmond
Treetops Hide Out- Close To The Splash Park - Redmond, OR
9.6 62 reviews

Treetops Hide Out- Close To The Splash Park

apartment, Redmond
3br Townhome With Hot Tub | Golf. Free Parking - Redmond, OR
No reviews

3br Townhome With Hot Tub | Golf. Free Parking

apartment, Redmond
Spacious 3br Chalet | Golf. Pools. Free Parking - Redmond, OR
10 2 reviews

Spacious 3br Chalet | Golf. Pools. Free Parking

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.

Eagle Crest On The Green - Meredith Lodging - Redmond, OR
8.8 90 reviews

Eagle Crest On The Green - Meredith Lodging

house, Redmond
3br Home W/ Hot Tub, Golf & Den W/ Sofa Sleeper - Redmond, OR
8.0 1 review

3br Home W/ Hot Tub, Golf & Den W/ Sofa Sleeper

apartment, Redmond
3br Chalet With Hot Tub | Restaurant. Pool - Redmond, OR
10 7 reviews

3br Chalet With Hot Tub | Restaurant. Pool

apartment, Redmond
Spacious 3br Eagle Crest Resort With Pool Access - Redmond, OR
9.0 22 reviews

Spacious 3br Eagle Crest Resort With Pool Access

house, Redmond
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