Search
Best rentals
Tips
FAQs
Map

Enterprise vacation rentals

KAYAK searches hundreds of travel sites at once for vacation home deals in Enterprise

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Best Enterprise vacation rentals

Most recommended vacation rentals in Enterprise

Show all
First Street Cabins - Enterprise - Bedroom
First Street Cabins
Enterprise, OR
9.0Wonderful(3)
$147+
Check availability
\'Discover Fergi, a chic ski-themed condo in downtown Enterprise's historic Litch Hotel - Enterprise - Living room
\'Discover Fergi, a chic ski-themed condo in downtown Enterprise's historic Litch Hotel
Enterprise, OR
$197+
Check availability
Eagle Cap Escape - Pet Friendly, Bright and Modern! - Enterprise - Outdoors view
Eagle Cap Escape - Pet Friendly, Bright and Modern!
Enterprise, OR
Free Wi-Fi
$396+
Check availability
Sacajawea is part of the Litch Hotel: Luxury fully equipped vacation rental condos - Enterprise - Bedroom
Sacajawea is part of the Litch Hotel: Luxury fully equipped vacation rental condos
Enterprise, OR
9.8Wonderful(33)
Free Wi-Fi
$299+
Check availability
This condominium is a 1 bedroom(s), 1 bathrooms, located in Enterprise , OR. - Enterprise - Living room
This condominium is a 1 bedroom(s), 1 bathrooms, located in Enterprise , OR.
Enterprise, OR
$200+
Check availability
Beautifully renovated 1920's Bungalow with a large fenced yard in Enterprise, OR - Enterprise - Living room
Beautifully renovated 1920's Bungalow with a large fenced yard in Enterprise, OR
Enterprise, OR
Free Wi-Fi
$269+
Check availability
Findley Flat - Pet Friendly! Spacious 1 Br Apartment - Enterprise - Bedroom
Findley Flat - Pet Friendly! Spacious 1 Br Apartment
Enterprise, OR
Free Wi-Fi
$160+
Check availability
Wallowa Mountains Retreat minutes to Joseph, OR - Enterprise - Living room
Wallowa Mountains Retreat minutes to Joseph, OR
Enterprise, OR
Free Wi-Fi
$827+
Check availability
Dug Bar Den-Pet Friendly! Home base for exploring! - Enterprise - Living room
Dug Bar Den-Pet Friendly! Home base for exploring!
Enterprise, OR
Free Wi-Fi
$202+
Check availability
Stunning lake house with private dock - Enterprise - Living room
Stunning lake house with private dock
Enterprise, OR
Free Wi-Fi
$740+
Check availability
Aneroid is part of the Litch Hotel: Luxury fully equipped vacation rental condos - Enterprise
Aneroid is part of the Litch Hotel: Luxury fully equipped vacation rental condos
Enterprise, OR
10Wonderful(33)
Free Wi-Fi
$246+
Check availability
This apartment is a 2 bedroom(s), 1 bathrooms, located in Enterprise , OR. - Enterprise
This apartment is a 2 bedroom(s), 1 bathrooms, located in Enterprise , OR.
Enterprise, OR
Free Wi-Fi
$152+
Check availability
Go to map

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

$0 - $207$207 - $414$414 - $621$621 - $827$827+ per night

Property Types

ApartmentCondoHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Good to know

Low season

December

High season

March

Average price (weeknight)

$207

Average price (weekend night)

$225
Cheapest month to stay with an average 16% drop in price.
Most expensive month to stay with an average 28% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Enterprise vacation rental deals

  • Vacation rentals in Enterprise are around 81% more expensive than hotels on average. Search here to compare prices for all accommodation types in Enterprise.
  • The best vacation rental properties in Enterprise are Aneroid is part of the Litch Hotel: Luxury fully equipped vacation rental condos (10.0, 33 reviews), Beautifully renovated 1920's Bungalow with a large fenced yard in Enterprise, OR (9.8, 21), and Sacajawea is part of the Litch Hotel: Luxury fully equipped vacation rental condos (9.8, 33), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Enterprise, you should consider visiting during the low season. The cheapest vacation homes in Enterprise can be found in December and October.
  • The cheapest night for renting a vacation home in Enterprise is Wednesday. In contrast, the most expensive is Sunday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Enterprise for 4 days.
See more tips

FAQs when booking a vacation home in Enterprise

  • What types of vacation rentals are available in Enterprise?

    There are loads of different property types that you can make your vacation home in Enterprise. You’ll find apartments, cabins, condos, cottages and houses.

  • How can I find vacation rentals near me in Enterprise?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Enterprise?

Our map will help you find the perfect place to stay in Enterprise by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Enterprise

Enterprise vacation rental deals. Search for vacation homes, apartments, condos, cabins, cottages, villas and more in Enterprise. Find cheap vacation homes to rent in Enterprise. KAYAK searches hundreds of travel sites to help you find and book a vacation rental in Enterprise that suits you best.

Not what you’re looking for? Find thousands of other hotels, flight deals, car rentals and package deals with KAYAK.