Cabin
10.0(13 Reviews)
1 Bedroom
4 Guests
Breakfast
Parking
Balcony/Terrace
Kitchen
US $256/Night
7 Nights - US $1,792
Enterprise, OR Cottage Rentals & Holiday Homes
Find the best cottages in Enterprise - We found 85 exact matches
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Compare Cottage Rentals in Enterprise
10.0
House
10.0(4 Reviews)
1 Bedroom
3 Guests
EV Charge Station- Parking
- Balcony/Terrace
View
US $284/Night
7 Nights - US $1,985
US $148/Night
7 Nights - US $1,035
House
10.0(2 Reviews)
1 Bedroom
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
Air Conditioner
US $493/Night
7 Nights - US $3,452
House
9.3(3 Reviews)
3 Bedrooms
7 Guests
Skiing- Balcony/Terrace
Restaurant
Bedding/Linens
US $262/Night
7 Nights - US $1,834
House
10.0(2 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
Internet
US $428/Night
7 Nights - US $2,996
US $241/Night
7 Nights - US $1,687
House
9.6(20 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $577/Night
7 Nights - US $4,042
US $424/Night
7 Nights - US $2,965
House
1 Bedroom
- Balcony/Terrace
- Kitchen
- Internet
Child Friendly
US $1,749/Night
7 Nights - US $12,241
House
4 Bedrooms
12 Guests
- Balcony/Terrace
- Internet
Barbecue/Outdoor Cooking
Sports/Activities
US $562/Night
7 Nights - US $3,932
Cabin
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
Pet Friendly
US $211/Night
7 Nights - US $1,478
US $124/Night
7 Nights - US $866
Condo
10.0(43 Reviews)
1 Bedroom
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $416/Night
7 Nights - US $2,915
Condo
10.0(29 Reviews)
1 Bedroom
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $283/Night
7 Nights - US $1,979
Condo
10.0(23 Reviews)
1 Bedroom
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $325/Night
7 Nights - US $2,272
Condo
10.0(11 Reviews)
2 Bedrooms
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $282/Night
7 Nights - US $1,971
Hotel
10.0(5 Reviews)
- Child Friendly
Security/Safety
US $332/Night
7 Nights - US $2,326
Condo
10.0(2 Reviews)
2 Bedrooms
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $367/Night
7 Nights - US $2,572
Condo
10.0(2 Reviews)
2 Bedrooms
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $284/Night
7 Nights - US $1,986
Cabin
10.0(1 Review)
4 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $687/Night
7 Nights - US $4,809
House
10.0(1 Review)
3 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $506/Night
7 Nights - US $3,544
House
10.0(1 Review)
4 Bedrooms
6 Guests
Hot Tub- Balcony/Terrace
- Kitchen
- Internet
US $426/Night
7 Nights - US $2,979
House
9.4(3 Reviews)
3 Bedrooms
7 Guests
- Kitchen
- Internet
- Pet Friendly
- Child Friendly
US $279/Night
7 Nights - US $1,954
About Enterprise Cottage Rentals on BedroomVillas
Seeking incredible premium cottages to rent near Enterprise? BedroomVillas features more than 85 cottages that are ideal for your next trip. Discover high-end cottage rentals that are a few miles away from the lake or beach. These cottage rentals in Enterprise have hot baths, are kid-friendly & family-friendly, and are near top local attractions, to give guests the best travel experience they could ever wish for. BedroomVillas’ cottage listings come in all shapes and sizes for large groups, friends, or couples in Enterprise.
Are you planning to travel to a lakeside, beach, or mountain area? Then we've got the places for you. BedroomVilla’s cottage rentals and boutique resorts and rentals offer a great selection, giving you direct access to the owners of these cottage properties, and providing you the best opportunity to find a great price for a great stay.
BedroomVillas offers 85 luxury holiday cottages and places to stay in Enterprise. This can be a weekend getaway, spring break, summer vacation, or annual holiday -- all fitting within your budget. Relax with BedroomVillas.
Cottage Rentals: Explore Top Destinations
Frequently Asked Questions About Enterprise Rental Cottages
What are the top rated Cottage Rentals in Enterprise?
There are a lot of options in Enterprise. If you plan on staying in the Enterprise area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Enterprise:
- Sacajawea is part of the Litch Hotel: Luxury fully equipped vacation rental condos
- Aneroid is part of the Litch Hotel: Luxury fully equipped vacation rental condos
- Majestic Grande Ronde property where relaxation and wildlife abound!
- Stylish large Litch Hotel getaway with amenities for all
- Twin Peaks is part of the Litch Hotel: fully equipped,Luxury vacation rental condos
- Eagle Cap is part of the Litch Hotel: fully equipped,Luxury vacation rental condos
- Pete's Point is part of the Litch Hotel: fully equipped,Luxury vacation rental condos
- Wallowa River Log Cabin - Mountain Views & Hot Tub
- The Ruby Peak Condo is part of the historic Litch Hotel
- Golden Saddle lakefront log home-Wallowa Lake
How much does it cost to rent a cottage in Enterprise?
The average cost for a cottage rental in Enterprise is $340 per night. BedroomVillas has a wide list of great cottages near Enterprise that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Are there any cottages in Enterprise that allow pets?
Yes, here are the top cottage rentals in Enterprise that allow you to bring your pet:
- Juniper Cabin. Private cabin with majestic views and clear stargazing dome!
- Serene Japanese Home with Majestic Mountain Views, Zen House Kominka
- SureStay Plus by Best Western Enterprise
- Serene Japanese Home with Breathtaking Views in Oregon — Only 15 Min to Joseph
See all pet-friendly vacation rentals in Enterprise on BedroomVillas
Do you have any rental cottages in Enterprise that are suitable for families?
Most of our listed cottages are suitable for families. Check out the complete list of cottages in Enterprise to find one that works for you.
Are there quality cottages in Enterprise that have indoor swimming pools?
As of 2026, the data from BedroomVillas shows that there are Over 85 private swimming pools or cottages with indoor pools in the Enterprise area along with other great amenities.
Do any cottages in Enterprise have hot tubs?
About 85 cottages in Enterprise boast of premium hot tubs. Some of the popular places to stay with hot tubs include:See all holiday vacation rentals in Enterprise on BedroomVillas
Are there luxury cottages in Enterprise?
Yes, there are luxury cottages in Enterprise. Find more luxury, lakefront, winter, & last-minute cottage rentals near Enterprise.
