Vacation rentals in Enterprise

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Enterprise

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite

Cottage in Joseph

4.87 out of 5 average rating, 218 reviews

Charming Mountain View Retreat in Ideal Location

Our bright & charming cottage offers breathtaking mountain views and unparalleled convenience, just 3 blocks from downtown. Indulge in the cozy ambiance by the fireplace or step out onto the perfect deck to soak in the scenery. Your pup will love the fully fenced yard and you will love the well-stocked kitchen and charming touches throughout. Whether you're planning outdoor excursions or seeking a tranquil retreat, Serendipity Cottage is the ideal recreational basecamp for your Joseph adventure.

Mar 16 – 23

R4,381 ZAR per night
Superhost

Home in Joseph

5.0 out of 5 average rating, 10 reviews

Quiet Retreat with Wallowa Lake & Mountain Views!

Wahluna Terrace Retreat includes 2 houses that can be booked individually or together. Look for Wahluna Terrace Retreat Unit A and Unit B. This is Unit A. Enjoy sweeping views of Wallowa Lake and the Wallowa Mountains. Cross the Hwy and you are at the beach and boat ramp or drive to the other end of the lake for the Wallowa Lake Tram, hiking, miniature golf or a burger and beer. The visitor-friendly town of Joseph is a short distance for restaurants, galleries, shopping and the bronze art walk.

Jun 1 – 8

R8,583 ZAR per night
Guest favorite

Guesthouse in Lostine

4.96 out of 5 average rating, 196 reviews

Barn Studio with King Bed & No Extra Fees!

Our newer space is great for groups of 3 or less. We don't charge a cleaning fee or per person fee! Great location for hiking, riding the Eagle Cap Excursion Train, pedaling the Joseph Branch Rail Riders, rafting the river or enjoying Wallowa Lake which is also close by. We live in the front of the barn house, the studio is it's own private space with a full kitchen, washer & dryer and private outdoor space. Excellent WiFi, super clean, quiet and comfortable place in beautiful Wallowa County.

Oct 13 – 20

R2,275 ZAR per night

Popular amenities for Enterprise vacation rentals

Stay near Enterprise's top sights

Terminal Gravity Brewery & Pub24 locals recommend
Safeway5 locals recommend
La Laguna Family Mexican Restaurant5 locals recommend
Red Rooster Cafe5 locals recommend
Range Rider8 locals recommend
Wild Carrot Herbals3 locals recommend

Other great vacation rentals in Enterprise

Guest favorite

Home in Joseph

5.0 out of 5 average rating, 34 reviews

Creekside, Great Views, In Heart of Downtown

Sep 15 – 22

R4,418 ZAR per night
Guest favorite

Vacation home in Joseph

4.93 out of 5 average rating, 14 reviews

Stunning Lake House with private dock

Oct 21 – 28

R9,241 ZAR per night
Superhost

Cabin in Joseph

4.91 out of 5 average rating, 66 reviews

Newer Stunning Log Cabin Tucked in the Pines

Jun 3 – 10

R7,220 ZAR per night
Superhost

Cabin in Joseph

4.78 out of 5 average rating, 37 reviews

The Cottage

May 29 – Jun 5

R3,842 ZAR per night
Guest favorite

Condo in Joseph

4.95 out of 5 average rating, 83 reviews

Heart of Joseph. Very Private and Cozy.

May 16 – 23

R3,766 ZAR per night
Superhost

Cabin in Enterprise

4.74 out of 5 average rating, 23 reviews

Charming cabin! Easy access to town and mountains.

Aug 22 – 29

R4,044 ZAR per night

Cabin in Joseph

4.9 out of 5 average rating, 129 reviews

Beautiful 2BR Lakefront Wallowa Lake | Hot Tub

Jun 5 – 12

R7,455 ZAR per night
Guest favorite

Farm stay in Wallowa

4.88 out of 5 average rating, 175 reviews

Bunkhouse on a ranch

Sep 14 – 21

R2,693 ZAR per night
Guest favorite

Guesthouse in Enterprise

5.0 out of 5 average rating, 7 reviews

The Park Street Farm-ette

Dec 14 – 21

R1,972 ZAR per night

Home in Enterprise

4.71 out of 5 average rating, 35 reviews

The Woodshed - charming 3 bdrm/1 bath bungalow

Apr 14 – 21

R2,645 ZAR per night

Home in Joseph

4.88 out of 5 average rating, 8 reviews

Unique log cabin in DT Joseph OR

Jan 18 – 25

R2,916 ZAR per night

Home in Joseph

4.65 out of 5 average rating, 155 reviews

Sweet bungalow beautiful location.

May 24 – 31

R2,156 ZAR per night

Other great vacation rentals in Enterprise

Home in Enterprise

4.73 out of 5 average rating, 37 reviews

Pine Tree Cabin-Pet Friendly! Home away from home!

Jan 18 – 25

R3,841 ZAR per night

Loft in Joseph

4.8 out of 5 average rating, 51 reviews

Walkable Studio Wallowa Lake | Dog Friendly

Dec 27 – Jan 3

R3,814 ZAR per night
Guest favorite

Hotel in Joseph

4.9 out of 5 average rating, 276 reviews

#3b Go To—JenningsHotel(.)com— Book Direct & Save

Apr 19 – 26

R1,350 ZAR per night
Guest favorite

Condo in Joseph

4.88 out of 5 average rating, 112 reviews

Stylish Lakes Basin Condo, Joseph Oregon

Jan 26 – Feb 2

R2,285 ZAR per night
Guest favorite

Condo in Enterprise

4.97 out of 5 average rating, 31 reviews

Sawtooth Luxury Condo, Downtown Enterprise

Feb 23 – Mar 2

R2,036 ZAR per night
Guest favorite

Condo in Enterprise

5.0 out of 5 average rating, 67 reviews

Spacious 2 BR in Historic Building | Aneroid Unit

Feb 19 – 26

R2,699 ZAR per night
Guest favorite

Condo in Joseph

4.97 out of 5 average rating, 63 reviews

Modern, Stylish Condo Near W. Lake & DTWN Joseph

Feb 2 – 9

R2,443 ZAR per night
Guest favorite

Condo in Joseph

4.96 out of 5 average rating, 25 reviews

Cozy 2BR Condo Steps from Wallowa Lake Path

Mar 13 – 20

R2,526 ZAR per night
Guest favorite

Home in Joseph

4.99 out of 5 average rating, 70 reviews

Secluded Farmhouse with Stunning Mountain Views

Oct 29 – Nov 5

R6,467 ZAR per night
Guest favorite

Condo in Enterprise

4.94 out of 5 average rating, 53 reviews

Luxury Sacajawea Condo, Heart of Wallowa County

May 26 – Jun 2

R3,938 ZAR per night
Guest favorite

Condo in Joseph

4.88 out of 5 average rating, 43 reviews

Cute Condo perfect for 1 - 4 guests

Sep 15 – 22

R2,796 ZAR per night
Guest favorite

Condo in Enterprise

4.97 out of 5 average rating, 35 reviews

Luxurious Mt. Joseph Condo in Downtown Enterprise

Jan 3 – 10

R2,386 ZAR per night

Quick stats about vacation rentals in Enterprise

Total rentals

30 properties

Rentals with dedicated workspaces

20 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

1K reviews

Nightly prices starting at

R1,136 ZAR before taxes and fees

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Enterprise?

    Yes! Work meets play with ease at over 20 vacation rentals in Enterprise featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in apartment rentals in Enterprise?

    Experience the best of Enterprise with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Enterprise?

    Four-legged friends are welcome in Enterprise. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Do apartment rentals in Enterprise have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Enterprise. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore

  1. Airbnb
  2. United States
  3. Oregon
  4. Wallowa County
  5. Enterprise