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

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.

Clean & Bright Chalet On The Golf Course (No Pets) - Redmond, OR
9.6 32 reviews
Redmond, OR
07/01 – 08/31
$373/nighttotal: $22753 (61 )

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

3 1
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.
Music On The Canyon Getaway Home - Redmond, OR
9.9 49 reviews
Redmond, OR
08/20 – 08/25
$725/nighttotal: $3625 (5 )

Music On The Canyon Getaway Home

1 8
apartment , Redmond
This Redmond apartment is located near the canyon and amphitheater, with easy access to downtown, breweries, and restaurants. It’s also a short drive from nearby towns like Bend, Sisters, Prineville, and Smith Rock. The apartment consistently receives excellent ratings for location, cleanliness, and overall user experience.
This 5-bedroom, 2-bathroom home can comfortably accommodate up to 12 guests. The apartment offers a fully equipped kitchen, a spacious patio, and amenities suitable for families and pets, making it a great option for a comfortable and enjoyable stay.
Tee And Stay Eagle Crest Way - Redmond, OR
Redmond, OR
07/01 – 08/31
$378/nighttotal: $23058 (61 )

Tee And Stay Eagle Crest Way

1 1
apartment , Redmond
This one-bedroom condo at Eagle Crest is centrally located in Redmond, offering direct access to hiking and biking trails and championship golf courses.
This family-friendly unit accommodates up to four guests and features a full kitchen, internet, swimming pool, jacuzzi, garden, sauna, fitness center, and parking.
Private Hottub | Course Views | Rec Passes +Bikes - Redmond, OR
9.7 189 reviews
Redmond, OR
07/01 – 08/31
$362/nighttotal: $22082 (61 )

Private Hottub | Course Views | Rec Passes +Bikes

1 1
house , Redmond
This Redmond townhouse is located in the Eagle Crest Resort area, just a 10-minute drive from downtown, offering a peaceful retreat with stunning golf course views. The property consistently receives excellent ratings for cleanliness, location, and overall user experience.
This comfortable home features two bedrooms and two bathrooms, comfortably accommodating up to seven guests. Enjoy a variety of amenities, including a private saltwater hot tub, access to Eagle Crest Resort's recreation centers, tennis courts, swimming pools, and fitness gyms, as well as a well-equipped kitchen and family-friendly features like a playpen, high chair, and bikes.

Best Redmond, OR vacation rentals with parking

Serene & Secluded Eagle Crest Chalet - Redmond, OR
Redmond, OR
06/27 – 06/28
$839/nightfor 1 night

Serene & Secluded Eagle Crest Chalet

3 2
chalet , Redmond
This Eagle Crest chalet in Redmond, Oregon, is located within the 1700-acre resort, offering convenient access to Cline Falls State Park, Tumalo State Park, and the Deschutes County Fairgrounds Expo Center, all within a 5-mile radius.
This 1190 square foot chalet accommodates up to 8 guests with 3 bedrooms and 2 bathrooms, featuring a private back deck with a BBQ grill, a stone fireplace, a fully equipped kitchen, and access to resort amenities like pools and golf courses.
Off Grid Solar Powered Tiny Home.  Remotely Located Yet Minutes From Town. - Redmond, OR
10 1 review
Redmond, OR
06/20 – 06/27
$203/nighttotal: $1421 (7 )

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

1 2
cabin , Redmond
This Redmond cabin offers convenient access to the Deschutes River (10 minutes), Smith Rock State Park (9 minutes), and the Deschutes County Fairgrounds Expo Center (10 minutes).
The one-bedroom, one-bathroom lodging comfortably sleeps four guests and features a fireplace, smart TV, and on-site parking, plus essential toiletries.
211 M² House ∙ 4 Bedrooms ∙ 10 Guests - Redmond, OR
9.0 6 reviews
Redmond, OR
08/19 – 08/24
$386/nighttotal: $1930 (5 )

211 M² House ∙ 4 Bedrooms ∙ 10 Guests

4 10
house , Redmond
This spacious Redmond vacation home is located in the Eagle Crest Resort community near Bend, Oregon, offering easy access to the Deschutes River, Mount Bachelor, and Sunriver Village.
The 2,270-square-foot property boasts four bedrooms, three bathrooms, sleeps up to ten guests, and includes a chef's kitchen, swimming pool, hot tub, fitness center, three-car garage, and access to resort amenities like golf courses and playgrounds.
Family-friendly Redmond Getaway: Walk To Dtwn - Redmond, OR
10 27 reviews
Redmond, OR
08/20 – 08/25
$299/nighttotal: $1495 (5 )

Family-friendly Redmond Getaway: Walk To Dtwn

3 8
apartment , Redmond
This family-friendly vacation home is conveniently located in Redmond, within a 5km radius of popular attractions like Redmond Lockers and Custom Meats, High Desert Sports Complex, and Redmond Caves Recreation Area. This property has received excellent user ratings and is perfect for families.
The 1140 square foot house comfortably sleeps 8 guests in 3 bedrooms and 2 bathrooms. Guests can enjoy a fully equipped kitchen, an outdoor barbecue grill, a spa, a tennis court, and a family-friendly environment with a DVD player and a sofa bed.

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.

Destinations nearby

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.

Resort Getaway | 3 Units W/pool, Spa & Free Parking - Redmond, OR
10 4 reviews
Redmond, OR
08/19 – 08/24
$1251/nighttotal: $6255 (5 )

Resort Getaway | 3 Units W/pool, Spa & Free Parking

6 10
chalet , Redmond
This Redmond chalet provides convenient access to dining, shopping, and outdoor adventures, situated near Eagle Crest Golf Courses, Eagle Ridge Sports Center and Spa, Cline Falls State Park, and Tumalo State Park.
This spacious 6-bedroom, 6-bathroom lodge accommodates up to 18 guests and features a full kitchen with a fridge, microwave, and dishwasher, plus air conditioning, a terrace, concierge service, and a 24/7 fitness center, with a shared pool available daily and complimentary parking for one vehicle.
Canyon Rim Retreat | 2 Units W/kitchen & Pool - Redmond, OR
Redmond, OR
08/19 – 08/24
$840/nighttotal: $4200 (5 )

Canyon Rim Retreat | 2 Units W/kitchen & Pool

4 10
chalet , Redmond
This Redmond chalet offers convenient access to Smith Rock State Park and Cline Falls State Park, ideal for exploring Central Oregon's natural beauty and outdoor adventures like kayaking and hiking.
This 1066 sq. ft. lodge accommodates up to 12 guests, featuring 6 bedrooms, 4 bathrooms, a full kitchen with a fridge, microwave, and dishwasher, air conditioning, a terrace, and complimentary daily cleaning services, with access to a shared pool and a 24/7 fitness center.
Romantic Resort Home Private Jacuzzi + Plush Robes - Redmond, OR
9.8 37 reviews
Redmond, OR
07/01 – 08/31
$322/nighttotal: $19642 (61 )

Romantic Resort Home Private Jacuzzi + Plush Robes

2 1
resort , Redmond
This townhouse resort is located in Redmond, just 10 minutes from downtown, 20 minutes from Bend, and 20 minutes from Smith Rock State Park, offering easy access to the area's natural beauty. It has received excellent user ratings, making it a popular choice for travelers. This Redmond vacation rental comfortably sleeps up to 7 guests in its 2 bedrooms and 3 bathrooms, perfect for families or groups. The "Romantic Resort Home Private Jacuzzi + Plush Robes" offer includes a private saltwater hot tub, access to Eagle Crest Resort amenities, a well-equipped kitchen, a spacious living area, family-friendly features, organic mattresses, and pet-friendly accommodations.
Spacious & Rustic Lodge Cabin. 4 Bedroom Kid & Pet Friendly W/ Private Hot Tub! - Redmond, OR
10 92 reviews
Redmond, OR
06/20 – 06/27
$876/nighttotal: $6132 (7 )

Spacious & Rustic Lodge Cabin. 4 Bedroom Kid & Pet Friendly W/ Private Hot Tub!

4 2
apartment , Redmond
This spacious lodge cabin is located in Eagle Crest Resort, a popular vacation destination in Redmond, offering access to multiple pools, gyms, and miles of multi-use paths. The property has received excellent ratings for user experience, location, and cleanliness.
This 4-bedroom home comfortably sleeps 10 guests and features a large office space, a private hot tub, a foosball table, and multiple large smart TVs. Guests have access to resort amenities, including a BBQ, a large dining table, a wrap-around fireplace, a large foyer, and a spacious deck.

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.

Spacious Downtown Pad - Billiards/ping Pong/sauna - Redmond, OR
9.8 245 reviews
Redmond, OR
08/20 – 08/25
$439/nighttotal: $2195 (5 )

Spacious Downtown Pad - Billiards/ping Pong/sauna

1 8
apartment , 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.
Oregon Oasis - Redmond, OR
10 3 reviews
Redmond, OR
08/20 – 08/25
$438/nighttotal: $2190 (5 )

Oregon Oasis

3 8
apartment , Redmond
This modern apartment is located in Redmond, just a short distance from Juniper Golf Course and Eagle Ridge Sports Center and Spa, offering easy access to recreation and relaxation. The apartment has received excellent user ratings, suggesting a comfortable and enjoyable stay.
The apartment is designed for a comfortable stay, accommodating up to 8 guests. It features a spacious backyard with a large deck, perfect for enjoying the outdoors, along with cozy amenities for relaxing and enjoying the modern organic design.
Centrally Located Redmond Retreat With Pool Table - Redmond, OR
9.3 3 reviews
Redmond, OR
08/20 – 08/25
$499/nighttotal: $2495 (5 )

Centrally Located Redmond Retreat With Pool Table

4 8
house , Redmond
This Redmond house is conveniently located near several popular parks, making it an ideal base for exploring the area. It is just 17 miles from Ponderosa Park, 15 miles from Hollinshead Park, and 16 miles from Drake Park. This comfortable home provides ample space for families or groups, with 4 bedrooms and a floor area of 1800 square feet, accommodating up to 12 guests. The property features modern amenities, including air conditioning, free Wi-Fi, a fully equipped kitchen, a pool table, and free private parking.
Centrally Located Redmond Retreat With Pool Table - Redmond, OR
9.5 66 reviews
Redmond, OR
08/20 – 08/25
$394/nighttotal: $1970 (5 )

Centrally Located Redmond Retreat With Pool Table

3 10
apartment , Redmond
This Redmond apartment is located just a few miles from Cline Falls State Park, 4 miles from Redmond airport, and 3 miles from the Deschutes fairgrounds. It has excellent user, location, and cleanliness ratings. This spacious rental has 3 bedrooms, a bonus room, and can comfortably accommodate up to 12 guests. The apartment has a large yard, multiple outdoor spaces, a propane grill, laundry facilities, and a kitchen with a fridge, freezer, and microwave.
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