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

"The Goose" On The Deschutes River In Eagle Crest - Redmond, OR
9.2 15 reviews
Redmond, OR
16/09 – 19/09
SG$479/nightTotal: SG$1437 (3 )

"The Goose" On The Deschutes River In Eagle Crest

2 2
apartment , Redmond
This two-bedroom apartment in Redmond offers stunning views of the Deschutes River and is just a short distance from Eagle Crest Golf Courses and Eagle Ridge Sports Center and Spa. The surrounding area is peaceful and relaxing, making it a perfect escape for those seeking a tranquil getaway.
The apartment comfortably sleeps six guests and has a well-equipped kitchen with a fridge, microwave, and dishwasher. Guests can enjoy access to a private pool, a terrace, and a garden, along with on-site parking and high-speed internet.
Luxe 4br/3ba Retreat On 10 Private Acres  Hot Tub  Smith Rock & 9 Cascade Peak - Redmond, OR
10 3 reviews
Redmond, OR
16/09 – 19/09
SG$1478/nightTotal: SG$4434 (3 )

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

4 2
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.
River Runs Through, Overlooks Deschutes River, Dog Friendly, Hot Tub - Redmond, OR
9.8 123 reviews
Redmond, OR
16/09 – 19/09
SG$647/nightTotal: SG$1941 (3 )

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

3 2
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.
Spacious Downtown Pad - Billiards/ping Pong/sauna - Redmond, OR
9.8 249 reviews
Redmond, OR
20/08 – 25/08
SG$565/nightTotal: SG$2825 (5 )

Spacious Downtown Pad - Billiards/ping Pong/sauna

1 8
apartment , Redmond
This Redmond apartment is located on a quiet street, just a short walk from the town centre, with its restaurants, breweries and shops, and is conveniently situated close to Highway 97, the airport and the Fairgrounds/Expo Center. The property has excellent ratings for location, cleanliness and user experience.
This spacious three-bedroom apartment with two bathrooms can comfortably accommodate up to eight guests. Guests can enjoy a range of amenities, including a sauna, a ping pong table, bikes and a multi-functional dining table that doubles as a pool table and triples as a ping pong table.

Best Redmond, OR holiday rentals with parking

Tranquil Charm - Redmond, OR
Redmond, OR
16/09 – 19/09
SG$386/nightTotal: SG$1158 (3 )

Tranquil Charm

1 2
house , Redmond
Tranquil Charm, a Redmond house, is located 3.1km from Redmond Municipal Airport and within a 30km radius of Ponderosa Park, Hollinshead Park, and Drake Park.
This one-bedroom, one-bathroom property sleeps five guests and offers free Wi-Fi, private parking, a fully equipped kitchen with dishwasher and microwave, and an in-unit washing machine; nearby activities include skiing and cycling.
Hold My Halo Hideaway- Downtown Walk To Bars, Restaurants, Concerts, & Shopping! - Redmond, OR
8.8 9 reviews
Redmond, OR
16/09 – 19/09
SG$353/nightTotal: SG$1059 (3 )

Hold My Halo Hideaway- Downtown Walk To Bars, Restaurants, Concerts, & Shopping!

2 2
apartment , Redmond
This two-bedroom house is situated in Redmond, just 1.8 kilometres from Redmond Lockers and Custom Meats and 3.7 kilometres from the High Desert Sports Complex. The property has received excellent user ratings and is a great choice for travellers looking for a comfortable and convenient stay.
The house offers 75 square metres of living space and comfortably accommodates up to 6 guests. It features a fully equipped kitchen, a garden, free Wi-Fi, a Smart TV, air conditioning, parking, and a washing machine, making it a great option for families or groups of friends.
Centrally Located Redmond Retreat With Pool Table - Redmond, OR
9.3 3 reviews
Redmond, OR
20/08 – 25/08
SG$676/nightTotal: SG$3380 (5 )

Centrally Located Redmond Retreat With Pool Table

4 10
house , Redmond
This Redmond property is conveniently located just 27km from Ponderosa Park, 24km from Hollinshead Park, and 26km from Drake Park, offering easy access to local attractions. The surrounding area provides a relaxed atmosphere, perfect for a peaceful escape.
This four-bedroom home provides ample space for up to 12 guests, spanning 167 square meters. The property includes a fully equipped kitchen, a washing machine, a pool table, free Wi-Fi, and private parking.
Off Grid Solar Powered Tiny Home.  Remotely Located Yet Minutes From Town. - Redmond, OR
10 1 review
Redmond, OR
16/09 – 19/09
SG$288/nightTotal: SG$864 (3 )

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.

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

Tranquil Redmond Retreat: Relax & Explore Outdoors - Redmond, OR
Redmond, OR
16/09 – 19/09
SG$401/nightTotal: SG$1203 (3 )

Tranquil Redmond Retreat: Relax & Explore Outdoors

3 2
house , Redmond
TK's Central Oregon Retreat, a three-bedroom house in Redmond, Oregon, is situated approximately 29-30 km from Drake Park and Ponderosa Park.
This 148 square metre property sleeps up to 13 guests, boasting a fully equipped kitchen, garden, parking, air conditioning, free Wi-Fi, and a children's playground, with nearby cycling opportunities.
Scenic Canyon Rim Stay With Pool & Spa | 3 Units | Free Parking - Redmond, OR
Redmond, OR
20/08 – 25/08
SG$1576/nightTotal: SG$7880 (5 )

Scenic Canyon Rim Stay With Pool & Spa | 3 Units | Free Parking

6 8
chalet , Redmond
This holiday home is located in Redmond, offering convenient access to Smith Rock State Park, just 10 kilometres away, and the High Desert Museum, a mere 8 kilometres distant, with numerous outdoor pursuits readily available.
This expansive 9-bedroom, 6-bathroom chalet accommodates up to 18 guests and features a kitchen with a fridge, microwave, and dishwasher, air conditioning, Wi-Fi, a terrace, and daily cleaning services, alongside access to a shared pool and fitness centre.
Panoramic Mountain & River Views. Home Plus 3 Master Suite Bungalows..a/c, Fireplace. W/d. Solitude. - Redmond, OR
9.8 14 reviews
Redmond, OR
19/08 – 24/08
SG$1106/nightTotal: SG$5530 (5 )

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

4 10
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.
Stable House Inn - Charming Country Retreat In Redmond With Hot Tub - Redmond, OR
10 4 reviews
Redmond, OR
16/09 – 19/09
SG$652/nightTotal: SG$1956 (3 )

Stable House Inn - Charming Country Retreat In Redmond With Hot Tub

3 2
farm , 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 pet friendly Redmond, OR holiday rentals

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

Lovely County-fair Getaway - Redmond, OR
8.9 12 reviews
Redmond, OR
20/08 – 25/08
SG$448/nightTotal: SG$2240 (5 )

Lovely County-fair Getaway

2 8
house , Redmond
This Redmond vacation home is located just 26 kilometres from Ponderosa Park, 23 kilometres from Hollinshead Park, and 24 kilometres from Drake Park, offering easy access to scenic outdoor spaces. The property has received very good user ratings, an excellent location rating, and a very good cleanliness rating.
The 119 square metre house has two bedrooms, two bathrooms, and can accommodate up to eight guests. It features a fully equipped kitchen, a washing machine, air conditioning, free Wi-Fi, a flat-screen TV, and a garden, providing all the comforts of home for a relaxing stay.
3br Home With Yard, Patio, Wifi, Fireplace - Redmond, OR
10 2 reviews
Redmond, OR
16/09 – 19/09
SG$373/nightTotal: SG$1119 (3 )

3br Home With Yard, Patio, Wifi, Fireplace

3 2
apartment , Redmond
This family-friendly apartment in Redmond is located next to a golf course and riverfront, a 4-minute drive from the Deschutes County Fair & Expo Center and a 6-minute drive from Juniper Golf Club.
This spacious 183 m² holiday home offers 3 bedrooms, 2.5 bathrooms, a fireplace, air conditioning, a private terrace with outdoor furniture, a barbecue, and a well-equipped kitchen including a fridge, microwave, dishwasher, oven, hob, coffee maker, electric kettle, and ice dispenser, with an in-unit washer and dryer.
Panoramic Mountain Home Plus 3 Private Bungalows. - Redmond, OR
9.7 24 reviews
Redmond, OR
20/08 – 25/08
SG$1308/nightTotal: SG$6540 (5 )

Panoramic Mountain Home Plus 3 Private Bungalows.

4 10
apartment , Redmond
This four-bedroom apartment is situated near Redmond, Oregon, approximately 24 kilometres from Eagle Crest Resort and 40 kilometres from Bend.
The property boasts three private bungalows with en-suite bathrooms, a game room with a foosball table, air hockey, and horseshoe pits, and breathtaking views of the mountains and Deschutes River.
Family-friendly Redmond Getaway: Walk To Dtwn - Redmond, OR
9.9 70 reviews
Redmond, OR
20/08 – 25/08
SG$346/nightTotal: SG$1730 (5 )

Family-friendly Redmond Getaway: Walk To Dtwn

3 8
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.
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