Holiday Rentals in Redmond, OR

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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

Redmond Basecamp Getaway = Fun/climb/hike/ski/family-smith/expoctr/sisters/bend! - Redmond, OR
10 20 reviews

Redmond Basecamp Getaway = Fun/climb/hike/ski/family-smith/expoctr/sisters/bend!

apartment, Redmond
This three-bedroom apartment in Redmond, Oregon is located just a short drive from Smith Rock State Park and other public lands, offering easy access to the area's natural beauty and outdoor activities. It is a highly rated property, receiving excellent user reviews.
The apartment is spread across 149 square metres and comfortably accommodates up to five guests. It features a fully equipped kitchen, a garden, a spa, parking, and internet access, ensuring a relaxing and enjoyable stay.
Eagle Crest Express Passes, Golf-course Views - Redmond, OR
No reviews

Eagle Crest Express Passes, Golf-course Views

apartment, Redmond
This Eagle Crest Resort flat in Redmond offers direct views of the 8th fairway and is conveniently located for golf and outdoor pursuits, with Cline Falls State Park and Tumalo State Park within easy reach.
Spanning 102 square meters, this family-friendly accommodation accommodates up to six guests across three bedrooms and two bathrooms, featuring a fully equipped kitchen, air conditioning, a swimming pool, jacuzzi, sauna, spa, and parking.
Adobe Home - River & Mtn Views W/ Hot Tub! - Redmond, OR
9.6 120 reviews

Adobe Home - River & Mtn Views W/ Hot Tub!

house, Redmond
This spacious three-bedroom apartment is situated just 21 kilometres outside of Bend, offering easy access to Smith Rock State Park, Mt. Bachelor, and local breweries, all set within a tranquil, natural environment. The apartment consistently receives excellent ratings for its cleanliness, location, and overall user experience.
The 269 square metre apartment comfortably accommodates up to eight guests and features a well-equipped kitchen, a wood-burning fireplace, a private swimming hole, and two patios with stunning views of the surrounding natural beauty. The property also offers direct access to the Deschutes River, perfect for fishing, as well as access to nearby hiking and mountain biking trails.
Bar, Pool Table, Dart Board And 2 Bedrooms, What Else Do You Need? - Redmond, OR
10 5 reviews

Bar, Pool Table, Dart Board And 2 Bedrooms, What Else Do You Need?

apartment, Redmond
This Redmond holiday home, conveniently located near Juniper Golf Course and Maragas Winery, offers easy access to Smith Rock State Park and Peter Skene Ogden State Park, though precise distances are not specified.
The 186-square-metre (approximately 1,999-square-foot) property comprises a two-bedroom, two-bathroom apartment sleeping six, featuring a repurposed bar/games room with a CrossFit gym, a private fenced playground, abundant parking, and on-site amenities including a pool table, dartboard, and BBQ.

Best Redmond, OR holiday rentals with parking

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

Cascade View Suite · Balcony · Smith Rock

apartment, Redmond
This Redmond studio apartment boasts panoramic Cascade Mountain views, situated on a rimrock overlooking a canyon, approximately 11 kilometres from Redmond town centre and 1 kilometre from the Dry Canyon trail.
The 56 square metre self-contained unit features a queen-size sleigh bed, two recliners, a well-equipped kitchenette with microwave, fridge-freezer and a Keurig coffee maker, accommodating two guests, and offers easy access to Smith Rock State Park (11km).
Entire Home In Redmond - Redmond, OR
9.9 60 reviews

Entire Home In Redmond

apartment, Redmond
This Redmond apartment, a two-bedroom property, is situated two blocks from Redmond's town centre, offering easy access to local breweries, shops, and is approximately 16km from Smith Rock State Park and 32km from Bend.
The self-catering holiday home sleeps four, features a fully equipped kitchen with a Blackstone griddle, a private garden with patio, two queen beds, a porta-crib, two smart TVs, high-speed Wi-Fi, and a newly renovated bathroom.
Brand New Downtown Redmond Private Adu On Canyon - Redmond, OR
9.8 58 reviews

Brand New Downtown Redmond Private Adu On Canyon

house, Redmond
This Redmond guesthouse, a newly built ADU, is conveniently located near the Canyon Trail, offering easy access to Redmond's shops and restaurants within walking distance.
The single-bedroom, single-bathroom property sleeps four guests and includes a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, private parking, and a private fenced yard; corporate rates and longer-term stays are available.
Luxurious 5 Bedroom W Pool Table - Redmond, OR
9.6 241 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.

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 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.
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.
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.
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.

Best pet friendly Redmond, OR holiday rentals

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

Cozy Cottage In Downtown Redmond - Redmond, OR
10 24 reviews

Cozy Cottage In Downtown Redmond

apartment, Redmond
This charming cottage is situated in downtown Redmond, just a short walk from local breweries, restaurants, and shops, and three kilometres from the Dry Canyon entrance. It has received excellent reviews from previous guests.
The cottage has two bedrooms and one bathroom, comfortably accommodating up to seven guests. It offers a range of amenities, including a fully equipped kitchen, a spacious backyard with a patio, and a family room in the garage, making it perfect for families and groups.
Rhubarb Cottage - Entire House Dog Friendly! - Redmond, OR
No reviews

Rhubarb Cottage - Entire House Dog Friendly!

apartment, Redmond
This one-bedroom flat is situated in Old Town Redmond, offering convenient access to local breweries and the Dry Canyon Trail, with Redmond Airport less than 10 minutes away and downtown Bend approximately 20-25 minutes by car.
This pet-friendly cottage accommodates up to six guests and features vintage decor, a kitchen with a fridge, air conditioning, a terrace, garden, parking, and cruiser bikes for exploring the area, with a gas BBQ and corn hole boards available on the patio.
All The River Views- Best Deschutes Views  Dogs Welcome! - Redmond, OR
9.2 56 reviews

All The River Views- Best Deschutes Views Dogs Welcome!

apartment, Redmond
This waterfront apartment is located just 1.6 kilometres from Eagle Crest Golf Courses and 4.8 kilometres from Eagle Ridge Sports Center and Spa, offering easy access to a range of outdoor activities. It has received excellent reviews from previous guests.
The apartment can accommodate up to six guests and features two bedrooms, two bathrooms, and a fully equipped kitchen. It provides a range of amenities, including a swimming pool, jacuzzi, fitness centre, spa, garden, and free parking.
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
This Redmond lodge is situated 2.1 kilometres from Weigand Family Dog Park and 4.3 kilometres from High Desert Sports Complex, placing it within 9.7 kilometres of Deschutes County Fairgrounds Expo Centre and Hooker Creek Events Centre.
This holiday home offers a private patio, barbecue grills for outdoor cooking, and a microwave oven within its well-equipped kitchen, with air conditioning and a fireplace ensuring comfort during your stay, and free WiFi available in public areas.
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