Holiday Rentals in Redmond, OR

205 available vacation rental offers

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Redmond, OR holiday rentals
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Best Holiday rentals and Airbnb offers in Redmond, OR

Best family friendly Redmond, OR holiday rentals

Among the 205 accommodations in Redmond, OR, here are the 4 best family friendly rentals

Retreat On The Butte: On The Creek Luxury, Town Home With Hot Tub - Redmond, OR
10 174 reviews

Retreat On The Butte: On The Creek Luxury, Town Home With Hot Tub

apartment, Redmond
This Redmond property is located just 5km from Eagle Ridge Sports Center and Spa, and within 10km of both Eagle Crest Golf Courses and Juniper Trailhead, making it a great base for exploring the area. The house has received excellent user ratings, suggesting a comfortable and enjoyable stay.
The property offers 3 bedrooms and 3 bathrooms, providing space for up to 8 guests in a 174 square metre living space. Guests can enjoy a range of amenities including a private indoor pool, fitness centre, spa tub, barbecue grills and a garden, offering plenty of opportunities for relaxation and entertainment.
All-season Escape In Eagle Crest Resort, Dog Friendly - Redmond, OR
9.0 7 reviews

All-season Escape In Eagle Crest Resort, Dog Friendly

apartment, Redmond
This dog-friendly holiday home, part of the 'All-season Escape In Eagle Crest Resort' offer, is situated in Redmond, Oregon, a short 6.4km drive from the Eagle Crest Resort Golf Course and 12.9km from the Deschutes River.
The 130 square metre property boasts three bedrooms, two bathrooms, sleeping up to six guests, and includes a fully equipped kitchen, in-unit laundry, a shared pool, hot tub, and barbecue facilities, plus indoor billiards and a fireplace.
Ski, Hike, Golf: Redmond Escape W/ Hot Tub! - Redmond, OR
10 20 reviews

Ski, Hike, Golf: Redmond Escape W/ Hot Tub!

cabin, Redmond
This Redmond lodge is located within the Eagle Crest Resort, approximately 11 kilometres from Redmond town centre, offering easy access to hiking trails and nearby state parks such as Smith Rock and Cline Falls.
This three-bedroom, two-bathroom property sleeps eight guests and boasts a private hot tub with golf course and mountain views, plus access to Eagle Crest Resort amenities including pools, pickleball, and tennis courts – six passes are included.
River Runs Through, Overlooks Deschutes River, Dog Friendly, Hot Tub - Redmond, OR
9.8 126 reviews

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

apartment, Redmond
This waterfront apartment is located just 1.6km from the Deschutes River and Eagle Crest Golf Courses, providing easy access to outdoor activities and scenic views. It has received excellent user ratings, indicating a high level of satisfaction from previous guests.
The apartment spans 131 square metres and comfortably accommodates up to 8 guests, making it ideal for families or groups. Enjoy a range of amenities including a swimming pool, jacuzzi, fitness centre, tennis court, garden, and spa, as well as a fully equipped kitchen, free Wi-Fi, and parking.

Best Redmond, OR holiday rentals with parking

Golden Escape- Private Hot Tub, Dog Friendly - Redmond, OR
9.4 105 reviews

Golden Escape- Private Hot Tub, Dog Friendly

apartment, Redmond
This family-friendly house is located in Redmond, just 1.6km from Eagle Ridge Sports Center and Spa and Eagle Crest Golf Courses, offering easy access to outdoor activities and entertainment. The house has consistently received excellent user ratings, making it a popular choice for travellers.
This spacious house spans 149 square metres and comfortably accommodates up to 8 guests. It features a range of amenities, including a swimming pool, jacuzzi, tennis court, and access to a water park, ensuring a fun and relaxing stay for all.
3br Eagle Crest Resort Home, Bikes For All Ages - Redmond, OR
10 112 reviews

3br Eagle Crest Resort Home, Bikes For All Ages

apartment, Redmond
This holiday home is situated within the Eagle Crest Resort, just outside of Redmond, Oregon, a short drive from Bend and offering easy access to the Cascade Mountains. With excellent user, location, and cleanliness ratings, this property is a popular choice for travellers seeking a comfortable and well-equipped stay.
The property spans 181 square metres and accommodates up to 8 guests in its three bedrooms. The spacious home offers a range of amenities including a fully equipped kitchen, a fireplace, a terrace, a garden, a swimming pool, a jacuzzi, a sauna, a spa, a fitness centre, and access to the resort’s extensive facilities, such as golf courses, tennis courts, and a splash park.
Eagle Crest Chalet With A View, 15th Hole Paradise - Redmond, OR
9.7 111 reviews

Eagle Crest Chalet With A View, 15th Hole Paradise

chalet, Redmond
This Eagle Crest Resort chalet boasts a prime location on the 15th hole of the golf course, offering stunning views of Cline Butte and proximity to Redmond, Bend, Smith Rock, and Sisters (all within a 48km radius).
The three-bedroom, two-bathroom lodge sleeps eight guests and features a fully equipped kitchen with dishwasher, a private hot tub, BBQ, and access to 23km of hiking and biking trails.
Babbling Brookside Near Splash Park - Redmond, OR
9.7 83 reviews

Babbling Brookside Near Splash Park

house, Redmond
This apartment is situated in the mountains near Redmond, just 4.7 kilometres from Eagle Ridge Sports Center and Spa and within 10 kilometres of Eagle Crest Golf Courses and the Deschutes River, offering a peaceful escape from the hustle and bustle of city life. It has received excellent ratings for user experience, location, and cleanliness.
This comfortable dwelling provides ample space for families or groups of friends, with 3 bedrooms, a floor area of 174 square metres, and a guest capacity of 8. The apartment offers a range of amenities including a swimming pool, a jacuzzi, a terrace, a garden, a spa, a fitness centre, a tennis court, and parking, ensuring a relaxing and enjoyable stay.

Frequently asked questions about holiday rentals in Redmond, OR

  • Which neighborhood in Redmond, OR should you consider for a vacation rental?

    The Downtown area is a good choice for a vacation rental. It's within walking distance of many restaurants, shops, and the Redmond Library. If you prefer a more residential setting, the Westside neighbourhood is a good option, with quieter streets and easy access to the Deschutes River Trail.
  • 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.

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

    The Redmond Aquatic Center is a great place for kids to cool off in the summer. The Redmond Library offers a variety of children's programs and events throughout the year. For a fun outdoor experience, the Redmond Rotary Park has a playground, picnic areas, and a walking trail.
  • What are the most popular Airbnbs in Redmond, OR?

  • 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. You'll avoid the crowds and still enjoy pleasant weather. Summer months are popular, so booking in advance is essential.
  • What are the best vacation rentals with a pool in Redmond, OR?

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

    The Redmond Fall Festival is a popular event held in October, featuring live music, food vendors, and craft booths. The Smith Rock Climbing Festival in May is a great event for climbing enthusiasts, with competitions and workshops. You can also check out the Bend Summer Concert Series, held in nearby Bend.
  • What are the best rentals for families and kids in Redmond, OR?

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

    A walk or bike ride along the Deschutes River Trail is a great way to enjoy the scenery without spending any money. The Redmond Library offers free events and programs throughout the year. You can also visit the Redmond Historical Museum, which has free admission on the first Sunday of each month.
  • What are the best rentals or Airbnbs with a jacuzzi in Redmond, OR?

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

    For a taste of the local cuisine, try The Redmond Alehouse, known for their burgers and craft beers. The Redmond Restaurant offers a variety of dishes, including fresh seafood. For a more casual dining experience, The Redmond Cafe is a good choice for breakfast and lunch.
  • What are the best walking or cycling routes in Redmond, OR?

    The Deschutes River Trail is a popular choice for walking and cycling, offering scenic views of the river. The Redmond City Park Loop is a shorter loop that's perfect for a leisurely stroll. For a more challenging ride, try the Smith Rock State Park loop, which offers stunning views of the rock formations.
  • Are there pet-friendly attractions in Redmond, OR?

    Yes, many attractions in Redmond are pet-friendly. The Redmond City Park, the Deschutes River Trail, and Smith Rock State Park all welcome well-behaved dogs on leash. Check with individual businesses to confirm their pet policies.
  • What are the benefits of choosing a vacation rental in Redmond, OR?

    Vacation rentals offer more space and privacy than hotels, and often come with amenities like kitchens and laundry facilities, which can be convenient for families or longer stays. They can also be more affordable than hotels, especially for groups.
  • What are the top sports attractions and facilities in Redmond, OR?

    Redmond is a great place for outdoor sports enthusiasts. The Smith Rock State Park is a popular destination for rock climbing, while the Deschutes River is perfect for kayaking, paddleboarding, and fishing. For those who prefer land-based activities, the Redmond City Park has tennis courts and a playground. The Redmond Aquatic Center offers swimming lessons and a variety of water activities.

Popular destinations

Best Redmond, OR holiday rentals with a balcony

102 M² House ∙ 3 Bedrooms ∙ 6 Guests - Redmond, OR
9.7 5 reviews

102 M² House ∙ 3 Bedrooms ∙ 6 Guests

house, Redmond
This three-bedroom condominium is situated within the Eagle Crest Resort in Redmond, offering views of the 8th fairway and convenient access to resort amenities, including the Christmas light display during the holiday season.
Spanning 102 square metres, this family-friendly property accommodates up to six guests with three bedrooms, two bathrooms, a fully equipped kitchen, air conditioning, a swimming pool, jacuzzi, garden, and parking for three cars.
Luxe 4br/3ba Retreat On 10 Private Acres  Hot Tub  Smith Rock & 9 Cascade Peak - Redmond, OR
10 5 reviews

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

apartment, Terrebonne
This spacious four-bedroom Terrebonne residence, boasting 372 square metres of living space, is situated on 10 private acres near the summit of a high desert butte, approximately 48 kilometres from Bend and close to Maragas Winery and Juniper Golf Course.
The property offers a gourmet kitchen with Thermador appliances, a private hot tub, a dedicated entertainment room, and sleeps eight guests, with high-speed internet and landscaped grounds including a garden and orchard.
Family-friendly Redmond Getaway: Walk To Dtwn - Redmond, OR
10 31 reviews

Family-friendly Redmond Getaway: Walk To Dtwn

apartment, Redmond
This family-friendly holiday home is located in Redmond, just 5km from Redmond Lockers and Custom Meats, High Desert Sports Complex, and Redmond Caves Recreation Area. It has received excellent user ratings, making it a popular choice for travellers.
The property offers 106 square metres of space, accommodating up to 8 guests in 3 bedrooms and 2 bathrooms. It comes equipped with a fully functional kitchen, a DVD player, a sofa bed, outdoor grills, a spa, a tennis court, and parking.
Rustic Retreat Perfect For Peaceful Stay | Pools And Scenic River Walks Access - Redmond, OR
9.4 37 reviews

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

chalet, Redmond
This Redmond apartment, near the Deschutes River (a 9-minute, 0.8km walk) and a 3-minute (2.4km) drive from Eagle Crest Resort Golf Course, offers convenient access to Redmond's attractions.
The 101-square-metre property boasts two bedrooms, two bathrooms, sleeps six guests, and includes a jacuzzi, sauna, tennis court, BBQ facilities, free Wi-Fi, and on-site parking; bicycles and golf access are also available.

Best pet friendly Redmond, OR holiday rentals

Among the 205 accommodations in Redmond, OR, here are the 4 best pet friendly rentals

Luxurious 5 Bedroom W Pool Table - Redmond, OR
9.6 238 reviews

Luxurious 5 Bedroom W Pool Table

apartment, Redmond
This spacious five-bedroom apartment is situated in Redmond, Oregon, just 8 kilometres from Cline Falls State Park and 16 kilometres from Smith Rock State Park. The property has received excellent ratings for location, cleanliness, and user experience.
The apartment offers a comfortable and modern living space, perfect for large families or groups of up to 13 guests. Amenities include a fully equipped kitchen, a game room with a pool table, foosball, and arcade games, a large backyard with a propane grill, and a smart TV with Netflix.
High Desert And Cascade Views - Meredith Lodging - Redmond, OR
No reviews

High Desert And Cascade Views - Meredith Lodging

house, Redmond
This Redmond property is situated just 14 kilometres from Drake Park and Ponderosa Park, offering a peaceful escape from the hustle and bustle of city life. The surrounding area provides easy access to both urban amenities and outdoor recreation.
This four-bedroom, two-bathroom home spans 254 square metres and comfortably accommodates eight guests. The property features a fully equipped kitchen, air conditioning, Wi-Fi, a TV with satellite channels, a private parking space, a swimming pool, a tennis court, a fitness centre, and a terrace with stunning mountain views.
Eagle Crest Retreat On Golf Course, Private W/view - Redmond, OR
10 19 reviews

Eagle Crest Retreat On Golf Course, Private W/view

apartment, Redmond
This three-bedroom, two-bathroom flat in Redmond's Eagle Crest district offers scenic golf course views and immediate access to three comprehensive sport centres, including pools, hot tubs, and gyms, all within 500 meters.
This pet-friendly, family-oriented property accommodates up to seven guests and features a full kitchen, air conditioning, garden, sauna, and parking, with sport courts and a tranquil outdoor setting ideal for active lifestyles.
Panoramic Mountain & River Views. Home Plus 3 Master Suite Bungalows..a/c, Fireplace. W/d. Solitude. - Redmond, OR
9.8 17 reviews

Panoramic Mountain & River Views. Home Plus 3 Master Suite Bungalows..a/c, Fireplace. W/d. Solitude.

apartment, Redmond
This Redmond mountainside property, situated 4.2km from the Deschutes River and within 9.6km of Crescent Moon Ranch and Weigand Family Dog Park, offers stunning scenic views.
This six-bedroom, five-bathroom holiday home boasts 207 square metres of living space, comfortably accommodating up to twelve guests with amenities including a tennis court, games room, BBQ grills, and a fully equipped kitchen.