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

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, situated in the Eagle Creek area of Eagle Crest Resort in Redmond, Oregon, offers easy walking access to the Ridge Golf Course and the Ridge Sports Centre and Spa.
The 3-bedroom property sleeps up to 10 guests, boasting a rustic design with an open-plan living area, upstairs loft, fully equipped kitchen, and access to resort amenities including multiple swimming pools, a jacuzzi, and a hot tub.
Casa Al Tramanto - Redmond, OR
No reviews

Casa Al Tramanto

house, Redmond
This detached house in Redmond is situated on the western edge of the city, offering a peaceful retreat with unobstructed westward mountain views, conveniently located 19 kilometres from Smith Rock State Park and 24 kilometres from Bend.
This family-friendly property accommodates six guests across three bedrooms and two bathrooms, featuring a fully-equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, parking, and a spacious, fenced backyard ideal for outdoor activities.
Downtown Redmond Retreat - Redmond, OR
9.9 391 reviews

Downtown Redmond Retreat

apartment, Redmond
This one-bedroom apartment in Redmond is ideally situated just 5km from the airport, 15km from Smith Rock and 20km from Bend, making it a great base for exploring the area. The apartment has received excellent ratings for location, cleanliness and user experience.
The apartment comfortably sleeps two adults and two small children, with a queen-size bed in the bedroom and a double sofa bed in the living room. Guests can enjoy the private courtyard, modern kitchen and bathroom, and take advantage of the on-site laundry facilities, games, local information and a propane barbecue available on request.
Stable House Inn - Pool - Horse Farm - Hot Tub - Near Smith Rocks State Park - Redmond, OR
9.8 11 reviews

Stable House Inn - Pool - Horse Farm - Hot Tub - Near Smith Rocks State Park

apartment, Terrebonne
This rural gîte in Redmond, Terrebonne, is situated a short drive from Maragas Winery and Eagle Ridge Sports Centre and Spa, and is close to Crescent Moon Ranch and Redmond Lockers and Custom Meats.
Guests can enjoy air-conditioned rooms with fireplaces, a hot tub, on-site laundry facilities, and barbecues, with opportunities for wildlife and bird watching in the surrounding area.

Best Redmond, OR holiday rentals with parking

"Little Pine Cabin" Attached To My Home. - Redmond, OR
9.9 739 reviews

"Little Pine Cabin" Attached To My Home.

apartment, Redmond
This charming B&B is situated in a peaceful neighbourhood in Redmond, just 2.4 kilometres from restaurants, a theatre, a supermarket, and laundry facilities. It has consistently received excellent reviews for its cleanliness, location, and overall experience.
The self-catering studio apartment can accommodate up to two guests and features a comfortable living area with a queen bed, a leather couch, a sleeping cot, and a private bathroom. Guests can enjoy a fully equipped kitchenette, a private porch, and convenient parking for vehicles of all sizes.
Dog-friendly Home With Enclosed Yard, Fireplace, W&d, Central Ac, & Streaming - Redmond, OR
10 1 review

Dog-friendly Home With Enclosed Yard, Fireplace, W&d, Central Ac, & Streaming

apartment, Redmond
This Redmond flat, situated in a quiet neighbourhood, offers convenient access to downtown Redmond and is located 6.4 kilometres from Smith Rock State Park and 6.4 kilometres from Cline Falls Scenic Viewpoint.
This 133 square metre flat accommodates up to six guests, featuring three bedrooms, two bathrooms, a gas fireplace, a dedicated workspace with high-speed WiFi, a well-equipped kitchen with a dishwasher, on-site laundry, and an enclosed garden perfect for pets, with Weigand Family Dog Park just 1.6 kilometres away.
Spacious Cottage | Golf. Free Parking - Redmond, OR
No reviews

Spacious Cottage | Golf. Free Parking

apartment, Redmond
This four-bedroom chalet, part of the Eagle Crest Resort in the Eagle Creek neighbourhood of Redmond, Oregon, offers easy walking access to the Ridge Golf Course, spa, and sports centre.
Sleeping up to eight guests, this self-catering property boasts a fully equipped kitchen, two bathrooms, a terrace, and access to resort amenities including swimming pools, a hot tub, and on-site parking; it features an open-plan living area and upstairs loft.
Family-friendly Redmond Getaway: Walk To Dtwn - Redmond, OR
9.8 77 reviews

Family-friendly Redmond Getaway: Walk To Dtwn

house, Redmond
This house is located in Redmond, Washington, just 27km from downtown Redmond and within easy reach of Hollinshead Park and Drake Park. The property has received excellent ratings for cleanliness, location, and user experience.
The house has 3 bedrooms and can accommodate up to 8 guests in its 106 square metres of space. The property offers free Wi-Fi, a fully equipped kitchen, a washing machine, and free bikes for exploring the area.

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

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

3br Townhome With Hot Tub | Golf. Free Parking

apartment, Redmond
This three-bedroom townhome, part of the Eagle Crest Resort in the Forest Greens neighbourhood of Redmond, Oregon, is conveniently located near the Ridge and Challenge golf courses and the Ridge Sports Centre.
The self-catering property sleeps up to eight guests, boasting a fully equipped kitchen, three bathrooms, a private hot tub, and access to resort amenities including swimming pools, a jacuzzi, and on-site restaurants.
4 Units W/kitchen | Pool, Spa, Golf & Free Parking - Redmond, OR
10 1 review

4 Units W/kitchen | Pool, Spa, Golf & Free Parking

chalet, Redmond
This mountain lodge in Redmond offers a peaceful setting, situated approximately 3.2 kilometres from Eagle Crest Resort and within easy reach of Smith Rock State Park and the High Desert Museum.
This spacious property can accommodate up to 24 guests across eight bedrooms and eight bathrooms, with each of the four 99 square metre rooms featuring a kitchen, daily cleaning, and access to a shared pool and fitness centre, alongside nearby opportunities for hiking, golfing, kayaking, and fishing.
Desert Eagle On Par - Redmond, OR
8.8 5 reviews

Desert Eagle On Par

house, Redmond
Desert Eagle On Par, a Redmond holiday home, is situated approximately 12 kilometres from Redmond Municipal Airport and 32-35 kilometres from Drake, Ponderosa, and Hollinshead Parks.
This 119-square-metre property boasts two bedrooms, three bathrooms, a fully equipped kitchen including a dishwasher, and relaxing amenities such as a fireplace and private balcony, comfortably accommodating families or groups.
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
This four-bedroom apartment in Redmond, Oregon, is conveniently located near Eagle Crest Resort, offering easy access to its golf courses, pools, and sports facilities, and is within a short driving distance (precise distances in kilometres to be added based on mapping software) of Cline Falls State Park and Tumalo State Park.
The 4-bedroom, 2-bathroom dwelling sleeps up to eight guests and boasts a fully equipped kitchen, terrace, swimming pool, jacuzzi, and free on-site parking; guests can also enjoy the on-site amenities of Eagle Crest Resort.

Best pet friendly Redmond, OR holiday rentals

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

107 M² House ∙ 2 Bedrooms ∙ 4 Guests - Redmond, OR
8.8 11 reviews

107 M² House ∙ 2 Bedrooms ∙ 4 Guests

house, Redmond
This dog-friendly bungalow is located in Redmond's Midtown district, a short walk from downtown amenities and 320 meters from Dry Canyon, offering opportunities for outdoor pursuits.
This 106 square meter detached house accommodates up to four guests, featuring two bedrooms, two bathrooms, a microwave, dishwasher, air conditioning, a covered patio with mountain views, and a garden ideal for pets.
River Runs Through, Overlooks Deschutes River, Dog Friendly, Hot Tub - Redmond, OR
9.8 127 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.
Cute Bungalow W/ Garage Downtown Redmond - 4 Guests - Redmond, OR
9.8 53 reviews

Cute Bungalow W/ Garage Downtown Redmond - 4 Guests

apartment, Redmond
This Redmond property is located just 1.6km from Redmond Lockers and Custom Meats, and within 5km of both the Redmond Caves Recreation Area and the Deschutes County Fairgrounds Expo Center, making it an ideal base for exploring the area's attractions. The house has received excellent user ratings, suggesting a comfortable and enjoyable stay for guests.
This two-bedroom property can comfortably accommodate up to four guests. The house is equipped with a fully equipped kitchen, a washing machine, and modern amenities like WiFi and a Smart TV, ensuring a comfortable and convenient stay.
High-desert Basecamp - Redmond, OR
10 18 reviews

High-desert Basecamp

apartment, Redmond
This Redmond flat offers a prime Central Oregon location, situated 32 kilometres from Smith Rock State Park and 72 kilometres from Mount Bachelor ski resort.
This pet-friendly accommodation for six features a well-equipped kitchen, a private hot tub, and fast WiFi, ideal for exploring local outdoor attractions.
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