Vacation rentals in Pendleton

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Top-rated vacation rentals in Pendleton

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favourite
A single-story home is presented with a light grey exterior, a welcoming front porch, and a neatly landscaped yard featuring green grass and potted plants. A driveway provides access to a garage, while a fenced area is visible to the side.
Home in Pendleton
4.99 out of 5 average rating, 201 reviews

Elegant Western Home 3BR 2BA

Easy to find 3bd 2ba home just a short distance from the freeway exit, located in a safe quiet neighborhood with fenced backyard and 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.

Top guest favourite
A wooden deck features two Adirondack chairs, positioned to overlook a vast expanse of rolling hills and dense pine forest. The setting sun casts a warm glow over the landscape, highlighting the natural beauty of the surrounding area.
Cabin in Walla Walla
4.95 out of 5 average rating, 282 reviews

Wine Country Mountain Cabin Retreat up Mill Creek

If you are looking for a unique and quintessential Airbnb experience, you have found it! This cabin is a very private retreat for a romantic get-away, a gathering with friends, or for a special occasion. You will enjoy views of the surrounding pine forest in a tasteful, modern, and updated cabin with every amenity. Drive just minutes to the restaurants and wine tasting attractions in Walla Walla, or stay home and cook, barbecue, enjoy one of three outside decks, or take a walk in the woods.

Guest favourite
A two-story townhome is presented from an elevated angle, showcasing a wooden deck with a railing and steps leading to the entrance. Green foliage and a small tree add natural elements to the landscape, complemented by a blue door and large windows that offer ample light.
Townhouse in Pendleton
4.91 out of 5 average rating, 102 reviews

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.

Top guest favourite
A private deck features two rocking chairs with red cushions, providing a serene spot to enjoy views of the expansive landscape. The horizon is illuminated by the soft light of the setting sun, while a gently rolling countryside is visible in the background.
Guest suite in Cove
4.97 out of 5 average rating, 1,023 reviews

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

Top guest favourite
A bright living area features a cozy sofa adorned with decorative pillows. A wooden cabinet displays various items, while a small table provides additional space. Light streams in through the window, highlighting the rich textures of the flooring and the simple decor.
Guesthouse in Milton-Freewater
5 out of 5 average rating, 110 reviews

Luxurious farm retreat: private guesthouse

Located in the heart of farmland & orchards, this 2nd story retreat overlooks a creek & park like grounds. The stand-alone building with private entrance boasts 800 sq ft of living space with bedroom views of the Blue Mountains. A tiled bathroom with over-sized shower is sure to soothe your spirits. Relax in the quiet country setting & experience the privacy of this picturesque place. Farm life outside, luxury inside. Spa inspired linens, imported towels, plush robes & cozy slippers await.

Top guest favourite
A modern living area features a brown sofa and a cozy armchair, positioned on a textured area rug. Natural light enters through the window with light-filtering shades. A coffee table sits in front, while a decorative plant and wall art are present to enhance the ambiance.
Home in La Grande
5 out of 5 average rating, 113 reviews

Modern Cottage 'B'

Enjoy a stylish experience at this centrally-located cottage home. Modern style, Cottage 'B' is a 480 sq ft home that sits right in the heart of La Grande. New construction with full kitchen, stainless appliances, microwave, Keurig coffee maker, and driveway parking. Located on a beautiful property with mountain views located steps from Grande Ronde Hospital , Eastern Oregon University and blocks from Downtown La Grande. Cottage 'B' is one of three Cottages available at this location.

Top guest favourite
A welcoming bunkhouse is set amidst lush green grass, with two pink chairs positioned on the front porch. Surrounding trees provide shade, while the structure features a wooden deck and a traditional roof. A sense of tranquility is enhanced by the open outdoor space.
Tiny homes in Pilot Rock
4.96 out of 5 average rating, 326 reviews

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.

Top guest favourite
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
4.94 out of 5 average rating, 481 reviews

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.

Top guest favourite
A comfortable living area features a large sectional sofa and two leather armchairs, arranged around a soft area rug. Natural light enters through a nearby window, and a decorative plant is placed next to a wooden sliding door, adding a touch of greenery to the space.
Home in Pendleton
4.97 out of 5 average rating, 247 reviews

Pendleton River Parkway House

When you stay here, you truly feel at home while surrounded by modern farm style furnishings. We are conveniently located along the Umatilla River and less than a five minute walk from the Pendleton Round Up grounds and historical Main Street. This is especially convenient during Round Up or one of the many concerts Pendleton hosts. The property has recently been refurbished including an updated kitchen and bathroom. The backyard is a nice place to sit and enjoy your coffee.

Guest favourite
A spacious living area is showcased with a comfortable gray sofa and a stylish armchair. A dining table with chairs is positioned nearby, with decorative wall art complementing the soft blue walls. Natural light illuminates the wooden flooring, creating a welcoming environment.
Apartment in Pendleton
4.93 out of 5 average rating, 267 reviews

*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.

Top guest favourite
The kitchen features light-colored cabinetry and a countertop with a double sink. Open shelves display dishware. Appliances include a microwave and a dishwasher. Natural light enters from a nearby window, with floral curtains adding a touch of color. A door leads to the outside.
Cottage in Pendleton
4.99 out of 5 average rating, 162 reviews

*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.

Top guest favourite
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
4.98 out of 5 average rating, 592 reviews

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.

Popular amenities for Pendleton vacation rentals

When is the best time to visit Pendleton?

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Frequently Asked Questions

  • What are the best places to stay in Pendleton?

    Stay near downtown Pendleton for walkable access to shops, cafes, and entertainment, or choose riverside neighborhoods for a quieter setting. Rentals around parks suit travelers seeking outdoor space.

  • What are the best things to do in Pendleton with kids?

    Families often visit city playgrounds, interactive museums, and the Children’s Museum of Eastern Oregon in the downtown area. Outdoor trails and community events also create memorable experiences for kids.

  • What are some of the best things to do in Pendleton?

    Explore the Pendleton Round-Up’s history, tour Pendleton Woolen Mills, and stroll historic downtown, where artisan shops and murals are frequently suggested. Nature walks and visiting tribal interpretive centers bring insight into the region’s heritage.

  • How is the weather in Pendleton?

    Pendleton has cold winters around 28–42°F (-2–5°C) and warm, dry summers averaging 57–89°F (14–32°C). Spring and fall are cooler with variable rainfall, so packing layers is often helpful.

  • When is the best time to visit Pendleton?

    Late spring through early fall is frequently suggested for milder temperatures, outdoor events, and western celebrations. Rodeo season offers lively community experiences and local festivals.

  • What are the best places to visit in Pendleton?

    Pendleton’s most popular spots include the Pendleton Woolen Mills, Umatilla Indian Reservation, and city murals along Main Street. The Underground Tours and Tamástslikt Cultural Institute are also often recommended.

  • What are some hiking trails in Pendleton?

    Explore trails winding through the foothills of the Blue Mountains and along the Umatilla River, where gentle paths connect natural scenery with wildlife viewing. Urban parks around Pendleton have shorter walking trails for families.

  • What are some family activities we can do in Pendleton?

    Families often explore the Pendleton Underground Tours, hands-on museums, and splash in urban parks. Seasonal events and nearby nature trails are also frequently suggested for all ages.

  • What are some of the best day trip ideas from Pendleton?

    Explore nearby wineries, visit the foothills of the Blue Mountains for hiking and birdwatching, or discover regional history at local museums. Scenic routes around the Umatilla River valley reveal eastern Oregon’s landscapes.

  • Are there any pet friendly accommodations available in Pendleton?

    Pet-friendly accommodations are available in Pendleton, especially near riverfront paths and local parks. Some rentals include fenced yards or access to outdoor trails for walks.

  • What are some local tips for visiting Pendleton?

    Locals suggest wearing layers due to variable weather, exploring early for quieter storefronts, and joining evening gatherings at downtown venues. Learning about tribal history enriches the experience.

  • What is Pendleton known for?

    Pendleton is known for its vibrant western heritage, including the Pendleton Round-Up, local woolen mills, and deep-rooted tribal history. The area has a mix of rodeo culture, artisan craftsmanship, and regional Native American influences.

  • What are the best hidden gems to explore in Pendleton?

    Pendleton has locally-owned galleries, vintage shops, and the historic Main Street area, where artisan crafts and murals share the city's story. The walkable riverfront and restored train depot are also often recommended.

  • What are the best foods to try in Pendleton?

    Pendleton has local steak houses, tribal-inspired dishes, and farm-fresh fare at downtown cafes. Regional specialties often feature smoked meats, freshly baked bread, and berry desserts.

  • What should I bring for a trip to Pendleton?

    Pack layers for changing temperatures, sturdy shoes for walking tours and trails, and sun protection for sunny afternoons. A reusable water bottle and camera help you capture Pendleton’s scenery and cultural sites.

  • What is the nightlife in Pendleton like?

    Nightlife in Pendleton includes casual pubs, live music venues, and locally owned breweries, especially around downtown. Community events and open-mic nights add a welcoming, laid-back atmosphere.

  • What are the most popular events or festivals in Pendleton?

    Pendleton has the Pendleton Round-Up, a rodeo and western celebration that draws national attention, often held in late summer. Cultural fairs and parades also fill the calendar, bringing together local music, crafts, and traditions.

  • Are there family friendly vacation rentals in Pendleton?

    Pendleton has family-friendly vacation rentals in residential neighborhoods and areas near local parks. Many options feature multiple bedrooms and easy access to city attractions.

Quick stats about vacation rentals in Pendleton

  • Total vacation rentals

    Explore 140 vacation rentals in Pendleton

  • Nightly prices starting at

    Pendleton vacation rentals start at $55 CAD per night before taxes and fees

  • Verified guest reviews

    Over 8,760 verified reviews to help you choose

  • Family-friendly vacation rentals

    90 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    140 of Pendleton vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Pendleton rentals

  • 4.8 Average rating

    Pendleton stays are highly rated by guests—averaging 4.8 out of 5!

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