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.

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.

"Calico's Chicken House" on Historic Farm

Welcome to "Calico's Chicken House!" We are so happy you found our historic farm which my parents purchased in 1947. Located just down the road from where my great grandparents purchased the original farm which is still in the family today. We named the former chicken house after our favorite farm cat, Calico. She resided there for 17 years and found great comfort. We know you will too. Recently remodeled to accommodate your every creature comfort need. Our house is family and pet friendly.

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. Full size fridge, microwave, propane BBQ, 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.

Beautiful Cabin on a river, close to wine country

Beautiful Cabin property in the Blue mountains on the South Fork of the Walla Walla River. Close to wine country and perfect destination for a weekend retreat during any time of the year. Can host family reunions or just a couple wanting to get away for the weekend. There are three seperate cabins on the property that guests can enjoy. Equipped with full kitchen, three living rooms, two full baths, laundry room and a total of five bedrooms.

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.

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

NEIGH-bors Barndominium

NEIGH-bors is on the top floor of a barn just within the city limits of Pendleton, Oregon. It's 600+ square feet, and includes a nicely stocked kitchen and full bathroom, a queen bed in the bedroom and an air mattress and/or floor mattress in the living room. This "barndo" is an attractive option for those who desire convenience and rustic charm.

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.