Vacation rentals in Pendleton

4.97 out of 5 average rating, 107 reviews

Elegant Western Home 3BR 2BA

Our easy to find 3bed 2ba home just a short distance from the freeway exit located in a safe quiet neighborhood with fenced backyard view of the city is perfect for guests with children or a relaxing stay for adults. Enjoy being within minutes to local downtown shops, businesses and restaurants, Underground Tours, Children's Museum Round-Up grounds and Happy Canyon. Also located within 6 miles is Wild Horse Casino & Resort. Golfing, Movie theater, Bowling, Family Fun Plex, restaurants and more.

4.97 out of 5 average rating, 344 reviews

A spacious bedroom features a large bed dressed in neutral linens and accented with a decorative pillow. Flanking the bed, two lamps provide soft lighting. Artwork and a bull horn adorn the wall, contributing to a culturally inspired design.

Townhouse in Pendleton

★Heart of Pendleton★Downtown LUXURY & LOCATION★

Pendleton's "Heart of Downtown" is central to the action just off Main Street. One-of-a-kind, 1300 sqft living space accessible from street level. The city-like flat is newly remodeled and decorated to emanate the western and Native American culture of this historic town. Steps away are restaurants, coffee shops, museums, shopping, nightlife & parks. You won't find a better location in Pendleton during the small town's busiest (or quietest) weekends! Perfect for those wanting an uptown feel!

A countertop features a black coffee maker next to a stylish mug and a glass jar filled with coffee pods. Two additional coffee pods are placed on a wooden serving board, alongside a small vase holding dried flowers.

4.9 out of 5 average rating, 192 reviews

The Sunny House

This home has a vintage appeal. It was built in the mid 1900’s and is located on the north hill within walking distance of downtown Pendleton and the Pendleton Roundup Grounds. A detached garage sits next to the home and is also available for storage. The home is in a quiet neighborhood. It is an easy walk to the Umatilla Riverwalk, Roundup Grounds and downtown. We have two neighborhood parks. One is adjacent to a small neighborhood coffee shop and and cafe, 8 blocks from the house.

4.97 out of 5 average rating, 289 reviews

The exterior of the bunkhouse is viewed during twilight, showcasing a well-lit facade. A large tree is present in the foreground, and the grassy area surrounding the bunkhouse is visible. The night sky features scattered clouds and distant stars, contributing to a serene outdoor setting.

Tiny home in Pilot Rock

McKay Creek Bunkhouse

Welcome to McKay Creek Bunkhouse. We are located on McKay Creek 11 miles from the heart of Pendleton, Oregon. This 1900 bunkhouse is situated near the blue mountains and is recognized by the state of Oregon as part of our century farm which is still a working farm. The bunkhouse is surrounded by a couple of acres of grass and wheat fields. Locate just down from the mouth of McKay Reservoir you may see geese, turkeys and deer to name a few wildlife that visit the area. Come and relax.

4.94 out of 5 average rating, 460 reviews

A modern structure is depicted with a vibrant red exterior and a contrasting gray base. A prominent garage door is featured at the front, accompanied by a minimalist sign displaying '416.' Gravel surrounds the building, with a clear sky above.

Barn in Pendleton

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.

4.91 out of 5 average rating, 205 reviews

The exterior of a two-story brick building is displayed, featuring large windows and a green awning. Several trees are positioned in front, providing shade. Flags hang from the building, indicating a welcoming atmosphere in a vibrant downtown area.

Apartment in Pendleton

*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.

4.92 out of 5 average rating, 136 reviews

A rustic log cabin is illuminated under a star-filled sky, surrounded by fresh snow and towering pine trees. The cabin features a simple door and window, showcasing its cozy retreat nature amidst the peaceful forest setting.

Cabin in La Grande

The High Road off grid Small Log Cabin

(see the Winter note for December through April in "Other details")** Cozy, off grid, earth friendly, solar powered cabin with a view of beautiful forest. Get away from it all in the forest. 20 miles from La Grande, 3 miles from the Highway. Hike, mountain bike or photograph nature right out your front door. (see: Other Things to note->RE: Pets NOTE: Pet friendly BUT there is a $20 pet fee for up to 2 pets (Please E-pay prior to check in). No Pets on the bed.

A comfortable living room features soft blue sofas adorned with patterned throw pillows. A rustic coffee table rests in front of a cozy fireplace accented by greenery. A wall-mounted television is situated above the mantel, while decorative items and wall art add charm to the space.

4.95 out of 5 average rating, 303 reviews

Stay Awhile - Pet Friendly, Fenced Yard

Welcome to Pendleton! We are excited to have you stay and hope you enjoy this home away from home. Our shabby-chic abode is family and pet friendly, and the perfect space to relax while you stay in our Northeastern Oregon town. Our location places you within minutes of anything you may want to do here or anywhere you may want to be. This 3-bedroom, 1-bath comfortably houses 6 people; Making it perfect for your family or a small group.

4.98 out of 5 average rating, 265 reviews

A chicken coop and enclosure are depicted, featuring a wooden structure with mesh for ventilation. Several hens are visible, interacting within the enclosed area. The coop is painted in a rich red color, with a small door for access. The surrounding yard shows hints of grass and earth.

Guest suite in Hermiston

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.

Superhost

A light-filled dining area is accessed through double glass doors, featuring a vintage table surrounded by four blue dining chairs. Natural light filters through the windows, enhancing the bright and airy feel of the space. A decorative light fixture hangs overhead.

Bungalow in Pendleton

4.87 out of 5 average rating, 286 reviews

~Promenade Cottage~

The little 1939 house is only 2 blocks from the busy Round Up grounds, so no need to worry about parking. The cozy ambiance of the house is wonderful and the outdoor garden is a relaxing place for a cup of coffee. Great for bridal parties, business travel and families. On a busy street, but she’s away from the road. I accommodate guests with allergy disabilities. NO pets. Basement is NOT occupied! NO extra guests.

5 out of 5 average rating, 136 reviews

A light blue exterior wall is featured, showcasing a large window adorned with white shutters and a window box filled with blooming blue flowers. A nearby entrance is visible, complementing the welcoming appearance of the home.

Bungalow in Pendleton

*The Garden House* Adjustable bed•fire pit•Bbq

Welcome to the Garden House Take it easy at this unique and tranquil getaway, this updated two bedroom home with a vintage flair. Gas fireplace, Hi speed internet off street parking with lit entrance. Feel comfortable with Enhanced cleaning and high end bedding. Easy access from Hwy 84 and OR-11. 11 minutes to wildhorse casino and minutes to downtown and Pendleton Round - up Grounds and Happy Cannon.

4.98 out of 5 average rating, 533 reviews

A rustic barn structure features a two-story design with a wooden exterior. Windows on the upper level provide natural light, while horse stalls are visible on the lower level. The open area is enclosed by a fence, creating a farm-like atmosphere.

Apartment in Pendleton

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.

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Popular amenities for Pendleton vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Pendleton

5 out of 5 average rating, 6 reviews

Home in Hermiston

Columbia River Retreat

HannahRating, 5 stars2 weeks ago

such a beautiful stay. Has a ton of activities and the lake it's just beautiful. sad the pool wasn't open during our visit but over we had a wonderful stay. it is about 15 min out of town so make sure to go to the store beforehand haha

Superhost

A wooden display rack features a variety of eggs, arranged neatly in a natural wood structure. Multiple brown eggs are presented on the top shelf, while a distinct white egg sits on the lower shelf, highlighting the contrast between the two.

Guesthouse in Milton-Freewater

4.76 out of 5 average rating, 59 reviews

Quaint and comfy 1906 bunkhouse

JennyRating, 5 stars2 weeks ago

Beautiful country! A great place to stay for hiking or just watching the sunset.

A compact bathroom is presented, featuring a white vanity with a sink and storage beneath. A black and white checkered shower curtain adds a bold touch. Soft towels are neatly hung, and a rug lies on the floor, providing comfort. Natural light illuminates the space.

4.89 out of 5 average rating, 27 reviews

K and K Retreat

David BRating, 5 starstoday

Samantha was excellent, when the refrigerator decided to take a break there was someone there within 5 minutes. unbelievable service, even issued a credit for the slight inconvenience. I will definitely be back !!!

A gas grill is positioned on a patio, featuring a sleek stainless steel finish and multiple burners. It is surrounded by greenery and is situated against a white picket fence, contributing to a functional outdoor space for cooking and entertaining.

4.89 out of 5 average rating, 44 reviews

Charming 2 bedroom Victorian home close to Main St

JacobRating, 5 stars5 months ago

Had a great stay in Pendleton, conveniently located close to main street, close to restaurants, the brewery, etc. Was clean, quiet, cozy, and easy to get into, would happily stay here again the next time I visit family in town!

4.96 out of 5 average rating, 27 reviews

An outdoor seating area is arranged on a concrete patio, featuring a dark wicker sectional sofa with soft beige cushions. A glass-top coffee table is centrally positioned, surrounded by green grass and a neatly maintained yard. A tall fence encloses the space.

Home in Pilot Rock

The Pilot Rock Oasis

GabeRating, 5 stars5 days ago

Spacious, clean home that has everything you need for a visit to PR. We would definitely stay again.

4.9 out of 5 average rating, 52 reviews

A compact bathroom features a white countertop with a modern faucet and a mirror above. Fresh white towels hang beside a shower with a light grey striped curtain. A small potted plant adds a touch of greenery, and dark cabinetry completes the tranquil space.

Apartment in Pendleton

Cozy apartment

JeanieRating, 5 stars2 weeks ago

This property was clean and quiet. It is close to downtown where there a a lot of food options and on Fridays there’s a farmers market (probably not in the winter months). The property was updated and cozy and the beds were extremely comfortable. I would enjoy stay here again the next time I pass through Pendleton.

Tower in Milton-Freewater

A modern bathroom is featured with a spacious shower area and a minimalist design. A large mirror above a decorative vanity reflects warm lighting, while white towels are neatly hung. Natural light filters in through a frosted window, illuminating the elegant tiled floor.

4.98 out of 5 average rating, 60 reviews

The Crow’s Nest

GinaRating, 5 stars5 days ago

The pictures cannot capture the absolute beauty of Samantha's place. It was stunning! Samantha and her husband were like visiting old friends. It's peaceful and breathtaking. This place was relaxing and beautifully decorated. The wine tasting was great, their dog Mila is super friendly and the sheep are adorable. If you're considering this place, do it! You won't be disappointed. You can feel the love they put into this place. Can't wait to return!

A cozy outdoor deck space features a seating area with plush cushions and a patterned rug. A circular fire pit is centered among the seating, while string lights provide a warm glow overhead, enhancing the inviting atmosphere perfect for relaxing evenings.