Pet-friendly holiday rentals in Wallowa County

Mountain Lake Retreat w/ Deck and Spa

Escape to a one-of-a-kind lakeview retreat in beautiful Joseph, Oregon—perfect for families, outdoor lovers, and anyone looking to unwind in nature. Tucked away on private, forested acreage with direct access to hiking trials, this charming home offers stunning views of Wallowa Lake and the surrounding mountains, creating a peaceful setting that feels worlds away from the everyday. Originally designed by an architect in the 1950s for the family that owned the Wallowa Lake Lodge and established the State Park, this unique property blends timeless character with modern comfort. This piece of history is newly available as a vacation rental. It offers a rare opportunity to stay on the quieter east side of the lake—where you’ll enjoy close proximity to south lake attractions but the fewest neighbors, longer daylight hours and unforgettable sunset views over the water and Chief Joseph Mountain. Inside, this home is a time capsule, featuring a retro warm and inviting living space with a cozy wood-burning fireplace—perfect after a day of exploring, hiking, or skiing nearby. The fully equipped kitchen makes it easy to prepare meals at home, while high-speed fiber internet keeps you connected when needed. Large windows bring in natural light, capture sunsets over the lake, and showcase the surrounding scenery, making the outdoors feel like part of the experience. Step outside onto the spacious south-facing deck and take in panoramic lake and mountain views. Wildlife sightings are common here—keep an eye out for deer, foxes, and even eagles soaring overhead. The property also includes its own private network of hiking trails including direct access to the East Moraine right from the backyard, giving you private access to one of the area’s most scenic landscapes. After a long day of hiking, climb into the new hot tub and soak up the nature all around you. This dog-friendly home features a fenced yard and dog door, so your furry companions can enjoy the adventure too. With easy access to Wallowa Lake, nearby trails, and local attractions, you’re just minutes from the marina, state park, tramway, and the charming town of Joseph—known for its festivals, art scene, and small-town charm. Walk to all the south lake attractions such as the tramway, mini-golf and go-karts, while being able to retreat from the summer crowds at home with few neighbors. Whether you're here for outdoor adventure or a quiet lakeside escape, this home offers the perfect base to experience the natural beauty of the Wallowa Valley. Quick Highlights: - Four person hot tub - Spacious 500 sq ft south-facing deck - Lake views with east-side sunset exposure (maximum daylight) - Private access to East Moraine hiking trails - Dog-friendly with fenced yard & dog door (see pet fee below) - Wood-burning fireplace - Fully equipped kitchen - Three burner BBQ - High-speed fiber WiFi - Privacy: only neighbor is over 300' away (unlike any other lake rental) - House is naturally cooled with cross-ventilation, cooling tower from basement chimney, and tree coverage. - Small boat parking available in driveway - Wildlife sightings (deer, foxes, eagles, owls) - Minutes to lake, marina, state park & tramway We have a pet fee. All 3rd-party booking channels prompt you to enter a pet as a guest when searching. If you do not register your dog during the booking process, you will be charged an additional fee and may have your reservation cancelled. Guests must be 21 years or older to book. Max parking of 4 cars (includes trailers/boats).

Outdoor spaces · Pets · View

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!

Outdoor spaces · Pets · Hiking

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

Pets · Outdoor spaces · Barbecue

Creekside, Great Views, In Heart of Downtown

The Red Horse Retreat in downtown Joseph was once a a local's favorite cafe and coffee shop that has since been transformed into a bright and charming vacation home in the heart of downtown Joseph. The Red Horse now features two large living areas, expansive decks next to the creek with great views of the Wallowa Mountains , an "almost full" kitchen, and sleeping for six guests with a king, queen and double bed. You'll love the bright spaces, the charming touches, and the awesome location.

Pets · Outdoor spaces · Getting around

#06 - Cute cabin w/private Wallowa River access

Close enough to walk to the resort activities at Wallowa Lake but not right in the middle of everything making this the perfect place for relaxation and privacy! Even though the Wallowa River is in earshot of the cabin, there is an area of natural grass giving the impression of a barrier which is perfect for those more timid littles to want to stay in the yard until you are ready to take them to the water. Cozy lil cabin meets all the needs of a little cabin in the woods vacation!

Walkability · Pets · Heating

Millcreek Haven Charming Country Escape In Cove

Step into a peaceful retreat in our 3-bed 1-bath country home -perfect for families and pets alike. Nestled in the heart of Cove. With an updated kitchen, free laundry and a coffee corner. Let the kids and pups run free in the huge backyard while you relax by the fire pit under the stars. Whether you're exploring the beauty of Eastern Oregon or just soaking in a small-town charm. Cove is 16 miles from LaGrande and EOU, close to hiking trails, 25 minutes from Minam Lodge trail head.

Pets · Walkability · Location

Charming Cabin - Hot Tub - View

Enjoy our 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.

Outdoor spaces · Walkability · Skiing

Cherry Orchard Cottage

Relax at this brand-new cottage nestled among cherry trees against the Wallowa Mountain range. Enjoy the views of the beautiful Grande Ronde valley as you unwind on the deck watching the sun set. The cottage is located outside the city limits in the cute little town of Cove. Gateway to many outdoor activities, hiking, biking, and skiing. Eastern Oregon University (La Grande) 17 miles, Anthony Lake 47 miles, Wallowa Lake 84 miles, Moss Springs trail head 11 miles (Minam Lodge).

Pets · Walkability · TV

Enterprise Guest House

Centrally located in downtown Enterprise & 7 scenic miles to Wallowa Lake, this historic gem boasts three upstairs guest rooms, each with en suite bathrooms. Large kitchen is great for group meals and morning coffee. Cozy up in the sunny dining room or living room and play a few tunes on the piano. Stone’s throw to coffee, groceries, pubs and live music. Pendleton bedding, organic cotton sheets, and new gel memory foam mattresses make for a great night’s sleep.

Outdoor spaces · Walkability · Condition

#50-A frame cabin with private hot tub/sauna/lake

Our cozy a frame cabin has loads of appeal with large windows facing Wallowa Lake! Enjoy the views from inside or from the deck/sauna/hot tub that all overlook Wallowa Lake! Comfortable, charming, vintage cabin that has been updated and remodeled to have modern conveniences while maintaining the cozy feel of an a frame. A very popular vacation destination at Wallowa Lake! Perfect cabin for a family, friends or for a romantic weekend with your sweetie!

Pets · Walkability · Family

Log cabin in Troy, OR (not in Enterprise)

This Troy, OR real log cabin (not in Enterprise) is located West down Bartlett Road, past the row of mailboxes on your left, and forward. The cabin has two bedrooms (one upstairs in the loft), a kitchen, laundry, porch, and outdoor space for tents, games, kids and dogs. Private access to the Wenaha River is behind the cabin. The Grande Ronde River is also a short walk or drive away. There is no restaurant or fuel available for purchase in Troy.

Walkability · Pets · Access

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!

Pets · Walkability · Hiking