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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.

1918 Bungalow | Modern Renovationwalk To Downtown - Redmond, OR
9.8 648 reviews

1918 Bungalow | Modern Renovationwalk To Downtown

bungalow, Redmond
This charming bungalow is located in Downtown Redmond, just 18 minutes from Bend, 5 minutes from the airport, and 35 minutes from Mt. Bachelor, placing you within easy reach of all the area's attractions. This home has received excellent ratings for location, cleanliness, and overall guest experience.
The cottage has one bedroom and one bathroom, comfortably accommodating two guests. You'll enjoy modern amenities like a fully equipped kitchen, a private backyard with a fire pit, and a cozy living room with a fireplace.
Downtown Redmond Retreat - Redmond, OR
9.9 384 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.
Downtown Bungalow - Redmond, OR
10 467 reviews

Downtown Bungalow

bungalow, Redmond
This charming 1942 bungalow is located in downtown Redmond, within walking distance of restaurants, shops, and attractions. It consistently receives excellent ratings for location, cleanliness, and user experience. This cozy home offers two bedrooms and one bathroom, comfortably accommodating up to four guests. The bungalow provides a fully equipped kitchen, a private courtyard and patio, free parking, and access to shared amenities like a propane BBQ and a pack-n-play.
Cozy Downtown Redmond Cottage - Redmond, OR
9.8 127 reviews

Cozy Downtown Redmond Cottage

apartment, Redmond
This Redmond cottage is centrally located in downtown, within walking distance of restaurants and breweries, and a short drive (15 minutes) from Smith Rock State Park, 25 minutes from Bend, and 8 minutes from the Deschutes County Fair & Expo Center.
This two-bedroom, one-bathroom house sleeps six, features a full kitchen with fridge, freezer, microwave, and dishwasher, offers free parking and internet access, and is perfect for families or groups exploring Redmond.

Best Redmond, OR vacation rentals with air conditioning

Spacious Cottage | Golf. Free Parking - Redmond, OR
No reviews

Spacious Cottage | Golf. Free Parking

apartment, Redmond
This four-bedroom, two-bathroom Redmond vacation rental is located in the Eagle Creek neighborhood of Eagle Crest Resort, near the Ridge Golf Course, sports center, and spa.
The 4-bedroom chalet features a rustic design with an open living area, upstairs loft, fully equipped kitchen, hot tub on the deck, and sleeps up to eight guests, offering access to resort amenities including multiple golf courses, sports centers, pools, and hot tubs.
Upscale 4 Br Townhouse @ Juniper Preserve Resort - Redmond, OR
No reviews

Upscale 4 Br Townhouse @ Juniper Preserve Resort

house, Pronghorn
This upscale townhouse in Redmond offers resort-style living at Juniper Preserve Resort, with convenient access to Redmond Municipal Airport (12 miles) and natural attractions like Hollinshead Park (13 miles), Drake Park (15 miles), and Ponderosa Park (14 miles).
This 2500 square foot home features 4 bedrooms, sleeps 15 guests, and includes a fully equipped kitchen with a dishwasher and oven, complimentary WiFi, an on-site outdoor pool, and an invigorating hot tub.
Juniper Preserve - Redmond, OR
9.0 743 reviews

Juniper Preserve

resort, Pronghorn
This smoke-free vacation rental is located in Pronghorn, a short drive from the renowned Pronghorn Golf Courses and within 20 minutes of Redmond Lockers and Custom Meats, Redmond Caves Recreation Area, and other attractions. The property boasts excellent user, location, and cleanliness ratings.
The one-bedroom vacation rental offers a fully equipped kitchen, a spacious living area, and a private patio. Guests can enjoy amenities like a swimming pool, a jacuzzi, a sauna, and a fitness center, as well as access to a restaurant, a bar, and a tennis court.
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.

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.

Inviting Townhouse With Fast Wifi, Patio & Access To Pools, Golf, Tennis & Gym - Redmond, OR
9.6 17 reviews

Inviting Townhouse With Fast Wifi, Patio & Access To Pools, Golf, Tennis & Gym

apartment, Redmond
This 3-bedroom, 2-bathroom apartment in Redmond, located within the Eagle Crest resort community, offers convenient access to Eagle Ridge Sports Center and Spa, Eagle Crest Golf Courses, and is just a short drive to Cline Falls State Park and Tumalo State Park.
This 1870 sq ft residence accommodates up to 7 guests and features a well-equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, jacuzzi, sauna, and a terrace/balcony, with access to resort amenities like indoor/outdoor pools and a fitness room.
Charming Resort Home With Fireplace, Deck, Gas Grill, And Gas Stone Fireplace - Redmond, OR
No reviews

Charming Resort Home With Fireplace, Deck, Gas Grill, And Gas Stone Fireplace

chalet, Redmond
This Redmond chalet is located within the Eagle Crest resort, offering access to its amenities and is 18 miles south of Bend.
This 1400 square foot lodge accommodates up to 8 guests with 3 bedrooms and 2 bathrooms, featuring a full kitchen, free WiFi, a gas grill on the furnished deck, and an upstairs loft hangout space, all while providing access to resort swimming pools, tennis courts, sports centers, and hiking/biking trails.
Elegant Fairway Retreat Eagle Crest Resort 3br 3ba - Redmond, OR
No reviews

Elegant Fairway Retreat Eagle Crest Resort 3br 3ba

house, Redmond
This Eagle Crest Resort holiday home in Redmond offers a resort experience with proximity to Hollinshead Park (16 miles), Drake Park (17 miles), Ponderosa Park (18 miles), and Redmond Municipal Airport (7.5 miles).
This 1500 square foot, recently renovated vacation rental accommodates up to 11 guests with 3 bedrooms and 3 bathrooms, featuring a fully equipped kitchen, air conditioning, swimming pool, hot tub, fireplace, and barbecue area.
139 M² House ∙ 3 Bedrooms ∙ 8 Guests - Redmond, OR
9.6 4 reviews

139 M² House ∙ 3 Bedrooms ∙ 8 Guests

house, Redmond
This Eagle Crest Resort house offers a year-round adventure base in Central Oregon, located 9 miles from Redmond and within easy reach of Sisters Wilderness, Smith Rock State Park, and Hoodoo Ski Resort.
This 1500 square foot home features 3 bedrooms and 2.5 bathrooms, accommodating up to 8 guests with amenities including a kitchen with a fridge, microwave, and dishwasher, a swimming pool, jacuzzi, sauna, tennis court, and 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.

Luxe 4br/3ba Retreat On 10 Private Acres  Hot Tub  Smith Rock & 9 Cascade Peak - Redmond, OR
10 4 reviews

Luxe 4br/3ba Retreat On 10 Private Acres Hot Tub Smith Rock & 9 Cascade Peak

apartment, Terrebonne
This 4,000-square-foot modern home, located on 10 private acres near the top of a high desert butte in Terrebonne, Oregon, offers panoramic Cascade Range and Smith Rock views and is approximately 30 minutes from Bend.
The spacious four-bedroom, three-bathroom rental boasts a gourmet kitchen with Thermador appliances, a private hot tub, a dedicated office, high-speed internet, and accommodates up to eight guests, with access to a landscaped garden and proximity to attractions like Maragas Winery and Juniper Golf Course.
Deschutes River View Eagle Crest - Redmond, OR
10 1 review

Deschutes River View Eagle Crest

apartment, Redmond
This Redmond apartment is located just a short drive from Hollinshead and Drake Parks, offering a peaceful escape with stunning Deschutes River views. It's also highly rated for cleanliness, location, and overall experience.
The 3-bedroom unit spans 1450 square feet, comfortably accommodating up to 6 guests. Enjoy a fully equipped kitchen, private hot tub, and access to a swimming pool, fitness center, and parking.
Spacious Downtown Pad - Billiards/ping Pong/sauna - Redmond, OR
9.6 22 reviews

Spacious Downtown Pad - Billiards/ping Pong/sauna

apartment, Redmond
This Redmond vacation rental is located just 1.5 km from Redmond Lockers and Custom Meats and 3.9 km from the High Desert Sports Complex, making it a convenient base for exploring the area. The home has earned excellent user ratings, suggesting a comfortable and enjoyable stay. This 3-bedroom house comfortably accommodates up to 8 guests, perfect for families or groups of friends. The home offers a fenced yard, a patio, free Wi-Fi, a washing machine, and two bathrooms, along with an arcade/game room for entertainment.
Spacious 3 Bedroom | Hot Tub. Golf. Free Parking - Redmond, OR
No reviews

Spacious 3 Bedroom | Hot Tub. Golf. Free Parking

apartment, Redmond
This four-bedroom, two-bathroom townhome is located in the Eagle Crest Resort on The Ridge in Redmond, Oregon, near Eagle Ridge Sports Center and Spa, with Cline Falls and Tumalo State Parks within driving distance.
The 8-guest property boasts a fully equipped kitchen, a hot tub on the deck, access to resort amenities including multiple pools, golf courses, and restaurants, plus on-site activities like fitness classes and kids' games.

Best Redmond, OR vacation rentals with parking

Light, Bright & Clean, Studio Guest Suite With Private Entrance And Hot Tub! - Redmond, OR
9.6 70 reviews

Light, Bright & Clean, Studio Guest Suite With Private Entrance And Hot Tub!

studio, Redmond
36 M² House ∙ 1 Bedroom ∙ 3 Guests - Redmond, OR
10 19 reviews

36 M² House ∙ 1 Bedroom ∙ 3 Guests

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

Cascade View Suite · Balcony · Smith Rock

apartment, Redmond
Spacious Downtown Pad - Billiards/ping Pong/sauna - Redmond, OR
9.8 249 reviews

Spacious Downtown Pad - Billiards/ping Pong/sauna

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.

Luxurious 2br Chalet - *Amenities!* - Redmond, OR
8.0 1 review

Luxurious 2br Chalet - *Amenities!*

chalet, 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.

Creekside - Redmond, OR
9.9 196 reviews

Creekside

house, Redmond
Reds End Cabin - Redmond, OR
9.9 50 reviews

Reds End Cabin

cabin, Redmond
2br Townhome |  Golf. Pool. Free Parking - Redmond, OR
No reviews

2br Townhome | Golf. Pool. Free Parking

apartment, Redmond
House Near The Canyon Club W/hot Tub - Redmond, OR
10 13 reviews

House Near The Canyon Club W/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.

Updated Eaglecrest Townhouse W/ Resort Amenities. - Redmond, OR
9.8 109 reviews

Updated Eaglecrest Townhouse W/ Resort Amenities.

house, Redmond
Fairway View Townhome With Private Hot Tub, Grill, Pool, & Golf - Dogs Welcome - Redmond, OR
9.6 37 reviews

Fairway View Townhome With Private Hot Tub, Grill, Pool, & Golf - Dogs Welcome

apartment, Redmond
All The River Views- Best Deschutes Views  Dogs Welcome! - Redmond, OR
9.2 52 reviews

All The River Views- Best Deschutes Views Dogs Welcome!

apartment, Redmond
Desert Sky, Eagle Crest Home. Golf On Site, Close To Pool - Redmond, OR
10 82 reviews

Desert Sky, Eagle Crest Home. Golf On Site, Close To Pool

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 Elegance - Redmond, OR
9.2 68 reviews

Eagle Crest Elegance

chalet, Redmond
Remodeled Cozy Cabin On Golf Course With Hot Tub! - Redmond, OR
9.2 137 reviews

Remodeled Cozy Cabin On Golf Course With Hot Tub!

chalet, Redmond
Inviting Chalet With Private Hot Tub, Grill, 3 Pools, Hot Tub, Gym, & Tennis - Redmond, OR
9.6 50 reviews

Inviting Chalet With Private Hot Tub, Grill, 3 Pools, Hot Tub, Gym, & Tennis

chalet, Redmond
Spacious 3br Chalet | Golf. Pools. Free Parking - Redmond, OR
9.5 8 reviews

Spacious 3br Chalet | Golf. Pools. Free Parking

apartment, Redmond
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