Pet-friendly holiday rentals in Pendleton

Trailside! The Owl’s Nest at Mt Emily Rec Area

3 bedroom (6 beds) cabin tucked in the woods next to Mount Emily Recreation Area (3,700 acres of recreation and miles of free trails) - just minutes from town. Enjoy hiking, biking, and skiing right out the front door. Host a dinner party in the large kitchen, or cook on the BBQ under the covered deck while your dogs play in the fenced yard. Finish your day cozied up next to the wood stove while the kids enjoy a movie in the bunk room. Dedicated workspace, and very fast Starlink internet onsite.

Elk Song Inn @ Foothill Retreat-Cozy and spacious

No cleaning fee:) and no added host fees:) Escape.. Breathe.. Relax.. 1800 sq ft. very cozy retreat on 45 private acres, easy access less than 1 mile from I84, 7 minutes to La Grande, animal friendly, barn and corrals, beautiful views in every direction. Huge fully equipped kitchen. Borders Ladd Marsh Recreation area. A very popular biking and bird watching destination. Only a couple miles to Rocky Mountain Elk Federation land. Near Hot Lake Springs. Feel free to roam around the property.

Cozy base camp in The Big - Pets love it, too!

Venture out! Hike the Eagle Caps & Elkhorns, ski Anthony Lakes, raft the Grande Ronde, soak at historic Hot Lake & explore the exquisite nature of The Big (local-speak for the Grande Ronde Valley). Stay in! Tuck in with Charlotte’s 300+ books & movies. You’re just blocks from EOU and right up the street from the downtown hub. Tucked up against the foothills, wild turkeys and deer are regular visitors! **We are adamant Diversity, Equity, and Inclusion supporters!** And, we are PET FRIENDLY!

Peanut Butter Cup on the Hill, 1.2 mi to Round Up

Enjoy some quiet time in this private townhome playing ping-pong, Wii, board games, or ring darts. Better yet, send the kids to play while you relax on the deck by the fire pit under the lights. Or cozy up by one of the two indoor electric fireplaces. Bedroom 1- Queen bed, walk in closet, dresser, sink and mirror with door to the shared bathroom. Bedroom 2- Queen bed, closet, dresser Basement (bedroom 3)- Queen bed, futon, small closet, bathroom with shower, laundry room, access to game room.

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

The 406 Shop

One bedroom, queen size bed, air mattresses available, full bathroom with shower. Park in front of the shop. Kitchen: full size fridge, microwave, toaster & Keurig. Concrete floors throughout, pet friendly. Max 4 guests without approval. RV plug with pull through parking available. Any unregistered guests on property after 11 pm will be charged as an additional occupant. NO UNAUTHORIEZED PARTIES ALLOWED. You will be asked to vacate property and an event fee will be charged.

Unique Cabin•Very Comfortable•King Bed•Gated

Welcome to a bountiful farmstead in the Rocks District, just minutes from wineries in Milton and Walla Walla. Enjoy a newly remodeled cabin with a full kitchen, bath, dining, and living space, plus a fully connected vintage family bus serving as the main sleeping quarters with a king bed and four twin beds. This unique, private local-legend property is perfect for families, romantic getaways, staycations, and time with cherished friends—start planning your memorable stay today!

*Cozy Downtown Stay* (Private apt. Self check-in)

Beautiful, large apartment located in the heart of Pendleton. This beautiful apartment is stylishly decorated with a relaxing feel. It is fully equipped for a long term stay or a short term comfortable stay. Centrally located to multiple bars, restaurants; walking distance from Pendleton underground tours, Umatilla River levy, Pendleton Center for the Arts, children’s museum & a 15 min walk to Pendleton Round-up. Perfect location for people who want explore or simply relax.

Horsing Around in the Quiet Barn.

Come visit our barn! One apartment all to yourself with walk out to a grassy area. Living area separate from bathroom and shower. Enjoy the country but still only 3 miles from downtown Walla Walla. Southside wineries close by. Feed the horses, chickens, and goats if you'd like. Views of the Blue Mountains can't be beat from your king size bed. We have 240 volt charging outlet for your Tesla (or electric car). We would love to welcome you or let you relax in private.

Private apartment in secluded country setting.

This is a no frills everything you need and nothing you don't apartment. 5 minutes from the highway and downtown. Perfect for one night or a month. Very secluded and private with no neighbors or noise. 100% safe parking for all of your belongings. Great for a short getaway, work, traveling through or a hunting/ fishing trip. There is enough parking to accommodate a large 5th wheel or boat. Pet friendly with a dedicated dog area.

The Red Cottage-Pet friendly!

The Red Cottage is close to EOU and downtown! The home was remodeled in 2022. It includes 2 bedrooms, a dishwasher, washer and dryer, two full bathrooms, along with a front yard and small fenced back yard. Bring your whole family along with your fur babies to enjoy a relaxing stay in a quiet part of town. Read about the property for more information about renting the brand new house next to this cottage for larger groups.

2 bed 2 bath- sleeps 4

This is a cute, convenient home with 2 bedrooms and 2 full baths. We take pride in keeping our place squeaky clean and have tended to every detail to make this feel like home. With brand new plush mattresses, a giant memory foam bean bag and comfy couch, you might never want to leave. A garage with bikes, a cooler and a dog crate provides those extra conveniences that make your stay easier