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Holiday Cottages and Holiday homes for rent in Bend, OR

Search among 441 available holiday houses in Bend from 50+ providers

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6 adults
View on map22.8 km from City Centre
Located 2 km from the city center and 2.4 km from Sunriver Stables, this family villa features a sunny patio and an outdoor pool.
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Not available
5 adults
View on map23.9 km from City Centre
Situated 1300 metres from Sunriver Country Store, the property provides accommodation with a library and a tennis court.
From   C$ 155 /nightSelect
Not available
10 adults
4 bedrooms
4 beds
18.6 km from City Centre
Situated 21 km from Rainbow Chair, this property features a library and a tennis court.
From   C$ 654 /nightSelect
Not available
6 adults
21.2 km from City Centre
Set in Sunriver, 1.6 km from The Village at Sunriver and merely 1.6 km from Sunriver Country Store, this 3-bedroom property boasts an outdoor pool.
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Not available
10 adults
3 bedrooms
5 beds
22.5 km from City Centre
Situated 1500 metres from Sunriver Stables, this venue features a library and a tennis court.
From   C$ 641 /nightSelect
Not available
12 adults
4 bedrooms
5 beds
21.7 km from City Centre
Situated 1 km from the city center, the property has an outdoor pool, a library and a tennis court.
From   C$ 844 /nightSelect
Not available
4 adults
1 bedroom
1 bed
3.2 km from City Centre1.5 km from Park and Recreation District
Situated a 10-minute drive to Drake Park, this villa features a nice balcony and a sunny patio.
From   C$ 250 /nightSelect
Not available
10 adults
4 bedrooms
4 beds
20.6 km from City Centre
Situated 2 km from the city center, the property has a library and a tennis court.
From   C$ 224 /nightSelect
Not available
Villa
8 adults
3 bedrooms
3 beds
21.3 km from City Centre
Situated 1450 metres from The Lazy Daisy, this venue features a library and a tennis court.
From   C$ 442 /nightSelect
Not available
12 adults
5 bedrooms
4 beds
19.3 km from City Centre
Located 30 minutes' walk from the center of Sunriver, the self-catering villa features a library and a tennis court on its premises.
From   C$ 643 /nightSelect
Not available
10 adults
4 bedrooms
5 beds
21.6 km from City Centre
Situated 21 km from Cloudchaser, this venue features a library and a tennis court.
From   C$ 556 /nightSelect
Not available
8 adults
3 bedrooms
4 beds
3.8 km from City Centre2.1 km from Park and Recreation District
This property is 3.7 km from Drake Park and welcomes its guests to enjoy horse riding and skiing.
From   C$ 599 /nightSelect
Not available
Villa
6 adults
2 bedrooms
4 beds
21.4 km from City Centre
Overlooking the mountain, this villa has a private bathroom and a library and a tennis court.
From   C$ 473 /nightSelect
Not available
Villa
8 adults
3 bedrooms
4 beds
23.2 km from City Centre
Situated 24 km from Drake Park, this property features a library and a tennis court.
From   C$ 571 /nightSelect
Not available
Villa
7 adults
3 bedrooms
4 beds
20.7 km from City Centre
Set 2.6 km from Sunriver Marina, this property features an outdoor pool, a library and a tennis court.
From   C$ 279 /nightSelect
Not available
Villa
14 adults
6 bedrooms
7 beds
19.6 km from City Centre
Set 19 km from Cloudchaser, this property features a library and a tennis court.
From   C$ 1 142 /nightSelect
Not available
10 adults
4 bedrooms
4 beds
2.1 km from City Centre1.5 km from Phagans' Central Oregon Beauty
Offering a sunny patio and views of the mountain, this villa is set near Cascade Snowbike.
From   C$ 366 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
21.3 km from City Centre
Placed 1 km from the city centre, the venue includes a library and a tennis court available to all guests.
From   C$ 401 /nightSelect
Not available
Villa
7 adults
3 bedrooms
3 beds
22.7 km from City Centre
Situated 2 km from the city center, the property has a library and a tennis court.
From   C$ 545 /nightSelect
Not available
8 adults
3 bedrooms
3 beds
1.9 km from City Centre1.6 km from Park and Recreation District
Situated 2 km from the centre of the city, the venue features video games and board games for families with kids.
From   C$ 319 /nightSelect
Not available

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441 hotels found

FAQs about holiday houses and cottages in Bend

Discover these 8 answers and find your perfect place to stay in Bend from our list of top-rated cabins, bungalows, cottages, chalets and holiday homes.

What are the best pet-friendly holiday houses in Bend?

According to iBooked.ca travel data, there are 88 accommodations that welcome pets. Check Private Log Cabin In With Deschutes River View! at the cost of 289C$ per night, featuring an aqua park, horse riding and skiing on site. Another great option is The Pendleton at the cost of 353C$ per one night.

What are the best child-friendly holiday houses in Bend?

For a perfect family stay, check one of available deals on iBooked.ca. Consider booking Coyote Lane, set 250 metres from The Door at Three Rivers.

What are the top holiday houses in Bend with hot tubs?

If you want to relax and unwind after a long day, iBooked.ca offers 91 deals with hot tubs. You may like River Wild At Mt. Bachelor Village offering an outdoor swimming pool, snow skiing and horse riding at the price of 291C$ per one night. Also you may like Tumalo 7, a perfect villa with an outdoor swimming pool, a golf course and a gaming room. Other suitable options are Ponderosa Views, Topflite 15 and Coyote Lane 15.

What are the top lakefront holiday houses in Bend?

One of the top accommodations is Amazing Luxury Downtown Old Mill Home at the cost of 470C$ with horse riding, cycling and skiing.

What are the most popular holiday houses among couples in Bend?

According to iBooked.ca travel data, there are 439 deals for couples. Consider booking Ridge View At 7Th Mountain Resort for about 260C$ per night, offering an outdoor swimming pool, a golf course and skiing on site. Another great villa is The Cottage at the price of 298C$ per night.

What are the most popular budget Bend holiday houses offering free parking?

If you want to stay at the place with free parking, iBooked.ca has 215 deals to offer. For instance, Amazing Luxury Downtown Old Mill Home, a good choice located 3.1 km from Pilot Butte Scenic Viewpoint. It features horse riding, cycling and skiing. Alternatively, you may book Ridge View At 7Th Mountain Resort for about 260C$ per night. This villa provides an outdoor swimming pool, a golf course and snow skiing on site.

What are the most popular holiday houses in Bend near Old Mill District?

If you want to stay near this tourist destination, iBooked.ca offers you 60 properties to select from. For instance, book The Parkranger, a top villa, which is set a 15-minute walk from Old Mill District. Another good option is Amazing Luxury Downtown Old Mill Home at the cost of 470C$ per night.

What are the best luxury holiday houses in Bend?

According to iBooked.ca travel data, one of the top accommodations is Downtowner-Ac-2Br/1Ba 700 metres from Old St. Francis Theater. It costs 126C$ per night.