Holiday rentals in Wallowa County

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Top-rated holiday rentals in Wallowa County

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Top guest favourite

A charming cottage is nestled in a snowy landscape, showcasing its grey exterior and rounded roof. Snow gently covers the ground and the nearby trees, while the deck is partially visible, framed by frosted branches. A clear blue sky provides a striking backdrop.

Cottage in Joseph

4.89 out of 5 average rating, 249 reviews

Joseph Cottage: Mountain Views, Fireplace, Firepit

Wake up to sweeping Wallowa Mountain views, sip coffee on the sunny deck, and unwind by the fire under star-filled skies. Just 3 blocks from downtown and minutes to Wallowa Lake, this charming cottage is the perfect home base for your Joseph getaway. Designed for comfort and connection, Serendipity Cottage offers a cozy fireplace, a fully equipped kitchen, and a spacious fenced yard—perfect for relaxing after a day of hiking, exploring, or lake adventures. You and your pup will love it here!

Guest favourite

The modern chalet is elevated on sturdy stilts, surrounded by lush greenery. The exterior features large windows and a wooden deck, providing access to the fresh mountain air and spectacular wooded views. The structure blends naturally with its forested environment.

Cabin in Joseph

4.91 out of 5 average rating, 116 reviews

Best views at Wallowa Lake- Chalet South

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

Top guest favourite

A cozy yurt is surrounded by tall pine trees, featuring a wooden deck with steps leading up to the entrance. A picnic table is positioned nearby on a gravel area, providing an outdoor space for relaxation.

Yurt in Enterprise

4.98 out of 5 average rating, 111 reviews

Ruby Pines Vacation Yurt

Cozy yurt off the beaten path yet close to beautiful Wallowa Lake, the charming town of Joseph, and all the beauty the surrounding Wallowa Mountains have to offer. We are nestled in the pine forests about 5 miles from the towns of Joseph and Enterprise. This space is ideal for a peaceful getaway for a couple, a few friends, or a family with small children. The yurt shares a driveway with the hosts’ primary residence. Please respect the neighborhood and house rules and enjoy your stay!

Top guest favourite

A private deck features two rocking chairs with red cushions, providing a serene spot to enjoy views of the expansive landscape. The horizon is illuminated by the soft light of the setting sun, while a gently rolling countryside is visible in the background.

Guest suite in Cove

4.97 out of 5 average rating, 1,024 reviews

Almosta Farm Bungalow near La Grande, Sleeps 4

Enjoy stunning sunsets from your private studio bungalow nestled at the base of Mount Fanny in historic Cove, Oregon. Located 10 miles from Union, Oregon and 15 miles from La Grande, Oregon on the Cove-Union Farm Route. We are near mountain biking and hiking & 30 minutes from Moss Spring Trail head (Minam Lodge). We are an hour away from Anthony Lakes and 90 minutes from Jospeh. The studio will sleep up to 4 people if a second bed is requested. Ask about teacher discount. Gay friendly

Top guest favourite

A cozy studio space features a spacious bed with a decorative blue pillow and light-colored bedding. Two small wooden chairs surround a compact table, while natural light filters through a window with blue curtains.

Guest suite in Enterprise

4.92 out of 5 average rating, 101 reviews

The Park Street Farm-ette

Quaint private studio with patio. Walking distance to downtown Enterprise as well as Ant Flat 'scenic area.' Homeowners have 25 laying hens, rabbits and garden. Private entrance, driveway parking and patio with dining area. Enjoy morning coffee with the early sun, or evening drinks in the shade. Coffee, lunch, and dinner less than 10 minutes walk away, and about 10 miles from Wallowa Lake. We invite you to come stay in our cute country studio and enjoy the perks of slower, rural life!

Guest favourite

An aerial view of a rustic venue surrounded by tall pine trees and expansive green fields. The event space is set with rows of white chairs facing a building, framed by snow-capped mountains in the background under a partly cloudy sky.

Home in Enterprise

4.89 out of 5 average rating, 106 reviews

Cheerful 4 bedroom farmhouse with fire pit

Jones Farmhouse is located on a working farm that has been in our family for 40 years. Comfy and spacious this unique listing will give you great family trip memories. The front deck mountain views are hard to beat, and will create cozy and fun times. Jones Farmhouse is located 3 miles from Enterprise and 3 miles from Joseph on a quiet country road. Backyard venue available for up to 100 people for additional cost. {Weddings possible) Please private message for details.

Top guest favourite

A log cabin with a spacious porch is set against a backdrop of gently sloping hills. The well-maintained lawn surrounds the cabin, with greenery and trees visible in the distance. A large outdoor area offers ample space for recreational activities.

Cabin in Enterprise

4.87 out of 5 average rating, 119 reviews

Troy, Oregon log cabin - not in Enterprise

My Troy, Oregon log cabin (not in Enterprise), has two bedrooms (one in the loft), a kitchen, laundry, porch, and outdoor space for tents, games, kids and dogs. Private access to the Wenaha River around behind the cabin. The Grande Ronde river is a short walk away. Morels and wildflowers in May. Floating in June & July. Huckleberries in July/Aug. Fishing year-round, Steelhead season begins Sept 1. Stay 3+ nights, rate changes to $150/night. Just ask.

Guest favourite

An open living area features a comfortable seating arrangement with a dark sofa and a round coffee table. A stone fireplace serves as a focal point under a mounted flat-screen TV. Dining space is provided with a small table and four chairs near large windows, allowing natural light in.

Cabin in Union

4.98 out of 5 average rating, 165 reviews

The Ranger’s House

This historic Ranger Station has been remodeled to be the perfect get away cabin, plus we are ADA friendly. Whether you are visiting friends or family or traveling for an event, we have a spacious and comfortable home where you can enjoy the peaceful back yard or explore historic Union. 15 minutes from Eastern Oregon University 50 minutes to Anthony Lakes Resort Many trailheads within 15-60 minutes 10 min to Hot Lake Hot Springs.

Guest favourite

A spacious living area is furnished with a tan leather sofa adorned with various decorative cushions. A wooden dining table for four is positioned nearby, while a fully equipped kitchen is visible in the background. Light floods the space through large windows, enhancing the welcoming atmosphere.

Apartment in Joseph

4.94 out of 5 average rating, 141 reviews

Vibrant 2BR Condo by Wallowa Lake Bike Path

🌲 Welcome to Ice Lake Condo! Nestled on the 2nd floor, just a short walk from Wallowa Lake. This tranquil retreat offers 2 cozy bedrooms, 1 bathroom with a combo shower and tub 🛁, and a fully equipped kitchen for your culinary adventures. Enjoy ample parking and the ease of access to both the scenic lake and the bustling town of Joseph. Perfect for those looking to explore or simply unwind. 🌟 Book your peaceful escape now!

Guest favourite

A functional kitchen area features wooden cabinets and granite countertops, accompanied by a spacious island with seating for four. A black refrigerator sits adjacent to a doorway leading to a bedroom. A cozy living room with a dark sofa is visible in the background.

Apartment in Joseph

4.93 out of 5 average rating, 111 reviews

Heart of Joseph. Very Private and Cozy.

This amazing Suite is very private with all the COZY amenities that makes it a home. Summer 3 nights minimum. Get a great night sleep in the great King size luxury bed in Master Bedroom, unpack stay awhile, Wardrobe closet can accommodate cloths to hang or fold . Living room converts instantly into a second sleeping room & dresser with a comfortable queen murphy bed already made with super soft sheets and comforter.

Top guest favourite

The cabin features a sloped roof with a metal finish and large windows that invite natural light. A small patio area is visible with seating, surrounded by lush greenery and natural landscaping. The setting showcases open fields in the background.

Guest house in Enterprise

4.98 out of 5 average rating, 157 reviews

The Low Key Cabin

This beautiful cabin was built in 2009 with 640 sq.ft on one-level; living room with vaulted ceilings, kitchen, bedroom with a very comfortable queen size bed and a bathroom with a shower. It has a private deck in a shared back yard. Located on Alder Slope, about three miles from Enterprise and five miles from Joseph, with great views of the Wallowa Mountains.

Guest favourite

A modern kitchenette features wooden shelves displaying an assortment of dishware and glassware. Below, a stainless steel sink and countertop are complemented by white cabinetry and a grey dishwasher. The wood accents bring a rustic warmth to the compact space.

Guest house in Cove

4.95 out of 5 average rating, 131 reviews

Warm Creek Cottage

Fully remodeled this cute studio cottage sits on a quiet 20 acres in the country. Unobstructed, stunning views, ponds to stroll around and great quiet roadways to walk or bike. Located just outside of Cove you can expect to see wildlife a plenty. Disconnect from the world and connect with loved ones. Price includes local occupancy tax.