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

Mountain View Cabin Oasis Near Smith Rock On Multi-acre Property, Dog-friendly! - Redmond, OR
10 177 reviews
Redmond, OR
16/09 – 19/09
SG$592/nighttotal: SG$1776 (3 )

Mountain View Cabin Oasis Near Smith Rock On Multi-acre Property, Dog-friendly!

3 2
cabin , Terrebonne
This family-friendly lodge is located in a rural area of Terrebonne, just 1.6 kilometres from Crescent Moon Ranch and within 10 kilometres of Redmond Lockers and Custom Meats, as well as Smith Rock State Park. It has consistently received excellent ratings for location, cleanliness, and overall experience.
This comfortable holiday home has three bedrooms and can accommodate up to seven guests. It comes equipped with modern amenities such as free Wi-Fi, a DVD player, a fully equipped kitchen, a barbecue grill, and a terrace, making it perfect for families and groups looking to enjoy the surrounding natural beauty.
The Nest - Golf + Hot Tub + Resort Amenities - Redmond, OR
Redmond, OR
16/09 – 19/09
SG$676/nighttotal: SG$2028 (3 )

The Nest - Golf + Hot Tub + Resort Amenities

3 2
apartment , Redmond
This family-friendly apartment is located in Redmond's Eagle Crest Resort, adjacent to Juniper Golf Course and a short drive from the centres of Redmond, Tumalo, and Bend.
The 128 square metre residence accommodates up to 8 guests with 3 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, air conditioning, a private hot tub, and access to resort amenities including swimming pools and fitness centres.
Bar, Pool Table, Dart Board And 2 Bedrooms, What Else Do You Need? - Redmond, OR
10 3 reviews
Redmond, OR
16/09 – 19/09
SG$391/nighttotal: SG$1173 (3 )

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

2 2
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.
Tee And Stay Eagle Crest Way - Redmond, OR
Redmond, OR
05/07 – 10/10
SG$477/nighttotal: SG$46269 (97 )

Tee And Stay Eagle Crest Way

1 1
apartment , Redmond
This one-bedroom holiday flat is situated in Redmond's Eagle Crest district, offering easy access to championship golf courses and opportunities for hiking and lake activities.
Guests can enjoy a range of on-site amenities including a swimming pool, hot tub, tennis courts, and fitness centre, with parking provided for up to four people.

Best Redmond, OR holiday rentals with parking

Golf Course-front Home With Deck, Hot Tub, Fireplace, W&d, & Community Pool - Redmond, OR
Redmond, OR
28/07 – 30/07
SG$640/nighttotal: SG$1280 (2 )

Golf Course-front Home With Deck, Hot Tub, Fireplace, W&d, & Community Pool

3 9
apartment , Redmond
This apartment, located south of Terrebonne and adjacent to a golf course, offers direct access to outdoor pursuits and is approximately 29 kilometres from Bend and 18 kilometres from Mt Bachelor Ski Resort.
This 216 square metre residence accommodates up to nine guests and boasts three bedrooms, two bathrooms, a well-equipped kitchen, multiple living areas with a gas fireplace, free WiFi, and access to Eagle Crest Resort amenities including pools, a sauna, gym, and tennis court.
The Perfect Private And Clean Home. Fenced Yard With Covered Patio And Bbq. - Redmond, OR
Redmond, OR
03/08 – 08/08
SG$411/nighttotal: SG$2055 (5 )

The Perfect Private And Clean Home. Fenced Yard With Covered Patio And Bbq.

3 4
apartment , Redmond
This 3-bedroom flat is conveniently located in Redmond, Central Oregon, approximately 32 kilometres from Bend, offering easy access to Juniper Golf Course and the Eagle Ridge Sports Centre.
This apartment accommodates up to eight guests with two queen beds and two twin beds, featuring two bathrooms, WiFi, air conditioning, and a gas barbecue, while being situated near the Redmond Lockers and Custom Meats and the Deschutes County Fairgrounds Expo Centre.
Juniper Ridge Chalet At Eagle Crest Resort - Redmond, OR
9.7 104 reviews
Redmond, OR
28/07 – 30/07
SG$776/nighttotal: SG$1552 (2 )

Juniper Ridge Chalet At Eagle Crest Resort

3 9
chalet , Redmond
Juniper Ridge Chalet at Eagle Crest Resort is situated in Redmond, Oregon, a short distance from Redmond Municipal Airport and within a 32- to 48-kilometre drive of Hollinshead Park and Drake Park.
This four-bedroom chalet features a private pool and hot tub, a fitness centre, an indoor pool, and a family-friendly restaurant serving breakfast, lunch, and dinner.
Deschutes River Views + Hot Tub | Eagle Crest - Redmond, OR
10 7 reviews
Redmond, OR
03/08 – 08/08
SG$880/nighttotal: SG$4400 (5 )

Deschutes River Views + Hot Tub | Eagle Crest

3 4
apartment , Redmond
This Redmond condo is situated within 1.6km of the Deschutes River and Eagle Crest Golf Courses, and within 4.8km of Eagle Ridge Sports Centre and Spa and Juniper Trailhead.
This three-bedroom property, boasting a 135 square metre floor area, offers a fully equipped kitchen, patio, fireplace, and accommodates up to six guests, with a swimming pool, jacuzzi, and barbecue facilities available on-site.

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.

Destinations nearby

Best Redmond, OR holiday rentals with a balcony

Modern Eagle Crest Condo With Sprawling Golf Course View - Redmond, OR
9.0 8 reviews
Redmond, OR
03/08 – 08/08
SG$437/nighttotal: SG$2185 (5 )

Modern Eagle Crest Condo With Sprawling Golf Course View

2 4
apartment , Redmond
This Redmond holiday home, situated within Eagle Crest Resort, offers convenient access to Eagle Crest Golf Courses and is approximately 64km from Hoodoo Ski Resort.
The 107 square metre condo features two bedrooms, two bathrooms, sleeping up to six guests, and boasts a private balcony overlooking the golf course, plus access to resort amenities including swimming pools, a spa, and sports courts.
Canyon Rim Retreat | 2 Units W/kitchen & Pool - Redmond, OR
Redmond, OR
28/07 – 30/07
SG$891/nighttotal: SG$1782 (2 )

Canyon Rim Retreat | 2 Units W/kitchen & Pool

4 9
chalet , Redmond
This spacious holiday home is located in Redmond, offering convenient access to Smith Rock State Park, Cline Falls State Park, and Eagle Crest Golf Courses, all within a 10 kilometre radius.
This six-bedroom, four-bathroom chalet accommodates up to twelve guests, featuring air conditioning, a full kitchen, and complimentary daily cleaning, with on-site amenities including a fitness centre and a shared pool open from 8:00 AM to 9:00 PM.
Smith Rock Retreat: Two Units In One Listing! - Redmond, OR
Redmond, OR
03/08 – 08/08
SG$536/nighttotal: SG$2680 (5 )

Smith Rock Retreat: Two Units In One Listing!

3 4
apartment , Terrebonne
This Terrebonne flat is located on 5 private, gated acres off a quiet road, offering a peaceful retreat 6.4 kilometres from Smith Rock State Park.
This 213 square metre dwelling sleeps 8 guests across 3 bedrooms and 3 bathrooms, featuring a main home and a separate lock-off suite, with amenities including a fridge, microwave, dishwasher, air conditioning, and Wi-Fi, alongside outdoor spaces and opportunities for stargazing and viewing local wildlife.
Enjoy The Perks! With Outdoor Pool, Free Parking, Recreational Activities! - Redmond, OR
9.4 3 reviews
Redmond, OR
27/06 – 04/07
SG$434/nighttotal: SG$3038 (7 )

Enjoy The Perks! With Outdoor Pool, Free Parking, Recreational Activities!

2 2
chalet , Redmond
This 3-bedroom, 2-bathroom lodge in Redmond offers 99 square meters of space for up to six guests, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, a terrace, and complimentary daily cleaning.
Located amidst scenic landscapes, this property provides convenient access to outdoor adventures with hiking and biking trails nearby, along with proximity to Eagle Crest Golf Courses, Eagle Ridge Sports Centre and Spa, and natural areas like Cline Falls State Park and Tumalo State Park, plus a shared pool and 24/7 fitness centre.

Best pet friendly Redmond, OR holiday rentals

Among the 162 accommodations in Redmond, OR, here are the 4 best pet friendly rentals

Redmond Rest - Redmond, OR
Redmond, OR
28/07 – 30/07
SG$755/nighttotal: SG$1510 (2 )

Redmond Rest

4 9
house , Redmond
This detached house in Redmond offers convenient access to Hollinshead Park (27 kilometres), Drake Park (29 kilometres), and Ponderosa Park (31 kilometres), and is situated just 5 kilometres from Redmond Municipal Airport.
Boasting a floor area of 171 square metres, this property accommodates up to 19 guests with one bedroom and one bathroom, featuring a fully equipped kitchen with a dishwasher and oven, air conditioning, a balcony, and complimentary WiFi.
Off Grid Solar Powered Tiny Home.  Remotely Located Yet Minutes From Town. - Redmond, OR
10 1 review
Redmond, OR
27/06 – 04/07
SG$260/nighttotal: SG$1820 (7 )

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

1 2
cabin , Redmond
This Redmond lodge is conveniently located approximately 16km from Smith Rock State Park and 16km from the Deschutes County Fairgrounds Expo Centre, offering easy access to outdoor recreation and local attractions.
The one-bedroom, one-bathroom retreat sleeps four guests and features a fireplace, smart TV, and on-site parking, alongside essential toiletries; nearby activities include golfing at Juniper Golf Course and exploring the Deschutes River.
Centrally Located Redmond Retreat With Pool Table - Redmond, OR
9.5 66 reviews
Redmond, OR
03/08 – 08/08
SG$473/nighttotal: SG$2365 (5 )

Centrally Located Redmond Retreat With Pool Table

3 4
apartment , Redmond
This apartment is located in Redmond, Oregon, just 5 kilometres from Cline Falls State Park, 6 kilometres from Redmond airport, 5 kilometres from Deschutes Fairgrounds and 24 kilometres from Smith Rock State Park. The property has been highly rated by previous guests for its location, cleanliness and overall experience.
This spacious self-catering property can accommodate up to 12 guests in its three bedrooms and bonus room. The apartment offers a variety of amenities, including a fully equipped kitchen, a large garden, a private parking space and laundry facilities. Guests can also enjoy a games room with a pool table, bunk beds and arcade games.
171 M² House ∙ 4 Bedrooms ∙ 10 Guests - Redmond, OR
9.4 4 reviews
Redmond, OR
28/07 – 30/07
SG$573/nighttotal: SG$1146 (2 )

171 M² House ∙ 4 Bedrooms ∙ 10 Guests

4 9
house , Redmond
This property is located in Redmond, a short drive from Smith Rock State Park (14.5 km), Mount Bachelor (32 km), Bend (29 km), and Sisters (32 km), providing easy access to outdoor activities and attractions. It is situated on a quiet cul-de-sac, offering a peaceful retreat from the hustle and bustle of the town centre. The property has received excellent user ratings.
This four-bedroom, two-bathroom home spans 171 square metres and can comfortably accommodate up to 10 guests. The house offers modern amenities, including a well-equipped kitchen, a private laundry room, a spacious living area with a Smart TV, and a private fenced yard with a deck, BBQ, and outdoor seating.
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