Holiday rentals with outdoor seating in Wallowa County

4.97 out of 5 average rating, 240 reviews

Guesthouse in Lostine

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.

Guest suite in Enterprise

4.92 out of 5 average rating, 66 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!

4.96 out of 5 average rating, 324 reviews

Guesthouse in Enterprise

The Urban Duck Bungalow, Sauna available on reques

The Urban Duck is a cosy, private bungalow nestled on the edge of a large, private duck pond. Find the perfect balance of quiet and seclusion at this idyllic retreat for couples, solos and business travelers alike. Equipped with a kitchenette, refrigerator, bathroom with ensuite rainfall shower, high speed internet, and Roku TV. Outside on the private patio, under the shade of apple trees, is a BBQ, dining area, firepit, and an outdoor clawfoot tub! We are very sorry but NO PETS allowed.

4.88 out of 5 average rating, 236 reviews

Cottage in Joseph

Excellent views, fenced yard, walk everywhere

Our sunny, charming cottage offers awesome mountain views, a cozy fireplace, full kitchen, excellent beds, a perfect deck, and a huge yard for your pup to romp. Only 3 blocks from downtown Joseph and a mile from Wallowa Lake, you will love using Serendipity Cottage as your adventure basecamp in Joseph. We love: --King bed --Awesome mountain views from the deck and front windows --Huge fenced yard --Being walking distance from everything in Joseph --It's quiet! In town, but miles away.

4.87 out of 5 average rating, 45 reviews

Farm stay in Joseph

➗Hideaway

You will be staying on a working ranch with 750 square feet of your own private space. This space is great for a getaway that includes up to six people. It includes two bedrooms, private bath, and open space with futon. The kitchen space is limited. You will have your own entrance and outdoor space allowing you a place to hang out while enjoying the million-dollar view with no extra charge! Our family has been in Wallowa County since 1876 and you will soon see why we are here.

4.89 out of 5 average rating, 92 reviews

Home in Enterprise

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. Please private message for details.

4.96 out of 5 average rating, 54 reviews

Home in Union

Wapiti Wayside

Spacious three bedroom home in a peaceful setting at the edge of a small rural town with views of mountains and local wildlife. Watch deer and fox from the kitchen and back patio. Enjoy the private backyard with Hot Tub, BBQ and outside seating. Within site of an eighteen hole golf course, close to alpine and downhill skiing, wilderness hiking, lake and stream fishing and water sports. Horse corral available on request with extra charge.

4.97 out of 5 average rating, 141 reviews

Cabin in Union

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.

5 out of 5 average rating, 6 reviews

Cabin in Joseph

Lakefront, private dock, hot tub on Wallowa Lake

Delight in a family vacation unlike any other at our exquisite 1,600-square-foot home on the west side of Wallowa Lake. Savor the luxury of private lake access and a seamless private boat dock (*seasonal) during your stay and a private hot tub. Whether you're sipping morning coffee on the deck, grilling with family, or watching the stars from the hot tub, Ponderosa Pines offers the perfect setting for unforgettable summer memories.

4.98 out of 5 average rating, 121 reviews

Secluded Farmhouse with Stunning Mountain Views

Experience the ultimate getaway at our tranquil farm retreat nestled between Joseph and Enterprise. Enjoy breathtaking mountain views, modern amenities, and cozy interiors perfect for couples or duos. Highlights include a fully equipped kitchen, private location, and the joy of feeding our friendly alpacas and goats. Perfect for nature lovers seeking peace or adventure. Come, stay and create unforgettable memories!

4.92 out of 5 average rating, 239 reviews

Farm stay in Union

The Cottage at Union Meadows

Enjoy a charming, cozy cottage in the quaint rural community of Union, Oregon. Perfect for a vacation at Anthony Lakes Ski Resort, mountain and river adventures, and a great stop for your road trip - whether on bike (motor or pedal), auto, or truck and trailer - yes we offer horse boarding! Buffalo Peak golf course - a little-known gem in the Pacific Northwest - is just a shot away and you need a place to stay!

4.98 out of 5 average rating, 143 reviews

Guesthouse in Enterprise

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.

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Holiday House Rentals with Outdoor Seating

4.87 out of 5 average rating, 53 reviews

Spacious Farmhouse with Stunning Mountain Views

AmandaRating, 5 stars2 weeks ago

Great place just outside of Joseph! The bedrooms were comfortable, and everyone in our party had plenty of room to spread out. The back deck was our favorite place to be. The Mountain View is stunning. I had a few questions about kitchen supplies before our stay and the host was quick to respond and helpful. Hope to book again! We loved our stay!

5 out of 5 average rating, 9 reviews

Wallowa Lakefront beautiful home

LeslieRating, 5 stars1 week ago

It was a pleasure to stay in Kathy’s “cabin” with the beautiful Wallowa Lake view and access. From the deck we watched the sunrise, and saw a bald eagle fly across the lake. We also took a refreshing dip in the cold lake a couple times. The whole experience was top notch!

4.88 out of 5 average rating, 43 reviews

Breathtaking Wallowa Lake Retreat with Sauna

LisaRating, 5 stars11 months ago

This property was even better than the photos depicted! There is an amazing view from the front porch. The circle drive was handy to use with a boat and it was right across the street from the boat ramp. The kitchen was well equipped, the beds were comfortable, and the extra mattress and fold out bed were also nice to have. It was tastefully decorated. The sauna was an added bonus and the flowers in the front and back yard lent to the beauty of this fabulous place.

4.93 out of 5 average rating, 44 reviews

Home in Enterprise

Wallowa Mountains Retreat minutes to Joseph, OR

LeahRating, 5 stars22 months ago

We loved staying in this home. Had everything we needed to feel comfortable. Our host was very accommodating to some specific needs and we felt this place was a great value. We loved having a yard with deck and fire pit to hang out and our host takes pride in the outdoor environment with beautiful Flowers and herbs. This translated to an additional space we had not really expected but thoroughly enjoyed. The rooms, beds, bathrooms all well set up and very clean and comfortable. Thank you!

Home in Enterprise

4.61 out of 5 average rating, 70 reviews

The Woodshed - charming 3 bdrm/1 bath bungalow

DerekRating, 5 stars1 week ago

It was perfect for what we needed. It was our son’s wedding weekend in Joseph which was just a short and scenic drive away. It accommodated part of our family and a couple pets. Everyone had their own private space and we enjoyed the instruments!

5 out of 5 average rating, 17 reviews

Home in Union

Charming Cabin - Hot Tub - View

ErinRating, 5 stars1 week ago

Great location. Private. Wildlife viewing was an added bonus. Appreciated a spot where we could walk around, explore, let the kids play without worry. I'd stay again!

4.81 out of 5 average rating, 43 reviews

Unique log cabin in DT Joseph OR

CaroleRating, 5 stars2 days ago

the cabin was exactly as depicted in the pictures. it was spacious, easy walking to everywhere. lots to see and do. we had a great time. everything was easy to find in the house and clean up was very easy. well worth the price and would love to do it again!

4.96 out of 5 average rating, 26 reviews

Fantastic 3BR Riverfront Wallowa Lake

RobertRating, 5 stars9 months ago

What a lovely home to spend time exploring Joseph and the Wallowa”s. Met all of needs. Communications was excellent!

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Apartment rentals with outdoor seating

Apartment in Joseph

4.62 out of 5 average rating, 135 reviews

Cowboy Riverfront Retreat pres. by Mountain Love

VanessaRating, 5 stars8 months ago

Sheila was an amazing host. She checked in to make sure we were good and had everything we needed. The placed was clean, comfortable and left homey. Highly recommend

4.89 out of 5 average rating, 38 reviews

Apartment in Enterprise

Findley Flat-Pet Friendly! Spacious 1 BR Apartment

LaurieRating, 5 stars2 months ago

Was beautiful place spacious with balcony to have coffee on in morning. Sugar time bakery just downstairs for breakfast we would definitely stay there again. Thanks for the wonderful time Laurie and Paul From Seattle