Vacation rentals in Enterprise

Great Views and Bright, Clean Home in Enterprise!

Incredible view of the valley from our cozy and stylishly updated home in Enterprise! Rest well in new memory foam beds and enjoy your morning coffee from the beautiful window seat. Our home is located in a quiet Enterprise neighborhood, allowing guests to bask in the slow comfort of small-town life. We have Roku TV, high-speed Wi-Fi, and ample parking space. Terminal Gravity Brewing and grocery shopping are a short walk. Our space is off the beaten tourist path, but close enough to everything.

Best views at Wallowa Lake- 2 modern chalets

The Wallowa Lake Chalets are situated between Wallowa Lake and the Eagle Cap Wilderness. These Chalets have an open floor plan and were designed to encapsulate the natural surrounding beauty. The decks of the Chalets stand 26 ft above the ground creating some of the most surreal views that can be found anywhere in Wallowa County. The Chalets can be accessed by a ½ mile of rugged gravel road off of Wallowa Lake Hwy. The Chalets are about 8 min. from Joseph, OR. Follow us @wallowa_lake_chalets

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

Pine Tree Cabin is a real log cabin with modern amenities! Flat screen television over the gas fireplace with two swivel rocker recliners makes this the perfect little retreat. Traveling for work or play the cabin is centrally located in Enterprise, 2 minutes from the hospital and walking distance to all of downtown Enterprise restaurants and business. With convenient access to lots of amazing backcountry recreation. Free High Speed Internet (77MBps) is lightning fast for your work or play!

Charming Cabin - Hot Tub - View

Enjoy our private mountain, spring fed waters, state of the art cabin, with deck overlooking the river and Eagle Cap wilderness. The hot tub, with no light pollution or neighbors, is amazing at night. Wildlife galore on this 120 acre property. Wood stove, firepit, heaters on the deck, grill/smoker, the works! Master bedroom has one of the most comfortable beds you'll ever sleep in. Guest bedroom has two queen bunk beds along with an adjustable work desk. High speed Starlink Internet WIFI.

Quiet Clean Home in the Heart of Enterprise

Nestled in a quiet neighborhood this clean 1 bedroom duplex unit provides the perfect home base for your Wallowa County adventures. You'll have complete privacy with all the amenities needed for a short or extended stay. We provide high quality linens, comfortable furniture and walls adorned with local artwork. There have been many upgrades to this retro apartment including a complete kitchen remodel in Spring of 2023. The 2 bedroom unit next door is also available to rent as an Airbnb.

Best Wallowa Lakefront 4br/3ba

Wallowa Lakefront Home with private dock. Best lakefront rental on the Lake. Bring the whole family, including pets, to this great place with lots of room for Wallowa Lakefront fun! Enjoy lounging and dining on one of 2 expansive decks! The house itself features 4 bedrooms/3 full bathrooms , a cowboy lounge adjacent to a kid's play room, complete with a double bunk bed and puzzles/games for your kiddos. So many options to make this an unforgettable experience for your entire family!!

The Aspen

A unique stay in the heart of Downtown Joseph, conveniently located behind Arrowhead Chocolates, Coffee & Tea cafe. Walking distance to all the local shops and restaurants, and only 2 miles to beautiful Wallowa Lake. Our cozy space is pet friendly, equipped with high-speed WiFi, A spacious lounge area, propane fireplace, and air-conditioning. Let this cozy location be your home base for adventuring in the Eagle Caps, fishing, hiking, and exploring the stunning town of Joseph.

First Street Suites, Main # 12

In the heart of Joseph. Quaint, cozy, apartment type space. One private bedroom with a que bed, living area, full kitchen w/granite counter tops, you can cook or not, step up to cute bathroom with a granite vanity and shower. Walk around the corner to restaurants, galleries & shops. Walking distance to two beautiful parks, lake is within walking distance as well. You will be pleasantly surprised when you open your door. You will not be disappointed.

Balcony View is Family Friendly in Heart of Joseph

Lovely light, airy, breath taking views. Full kitchen, eating bar, cook will never feel left out, open dining, living areas. Sleeps 10 Home on 2nd floor, stair, 1/2 bath is down stairs through laundromat, you will have a key and no one else will have access to it. BBQ outside on balcony, being amazed, mountains at your doorstep. Leisurely walk to quaint restaurants. Minutes from Wallowa Lake, Eagle Cap , Hells Canyon. Great amenities.