Chalet vacation rentals in Eastern Oregon

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Top-rated chalet rentals in Eastern Oregon

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

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Superhost
A modern wooden cabin is nestled among tall trees, featuring multiple asymmetrical sections. A clear path leads to the entrance, while large windows provide natural light. The exterior is finished in earthy tones, blending seamlessly with the surrounding landscape.
Chalet in Sunriver
4.84 out of 5 average rating, 113 reviews

Walk to SHARC w/free passes, Hotub, AC, Sleeps 13!

Come and enjoy home away from home in this cozy 4 bedroom getaway! Everything you need to make memories including a hot tub, bikes, a canoe for local lakes and rivers, 10 unlimited SHARC passes that allow you to enjoy the waterpark, tubing hill, disc golf, and all tennis courts! This home is family friendly located on a cul-de-sac, as well as, pet friendly. Depending on the season you can enjoy BBQing outside or inside with a fully stocked kitchen. This is the perfect family home for a getaway!

Top guest favorite
A spacious backyard is shown, featuring a well-manicured lawn and a shaded seating area. The modern chalet is visible in the background, with large windows and a stone chimney. A hot tub is positioned nearby, integrating relaxation into the outdoor space.
Chalet in Bend
4.93 out of 5 average rating, 122 reviews

Chalet del Sol - Hot Tub - Ping Pong - Fire pit

Welcome to the cozy Chalet del Sol just South of Old Mill District and close to the hiking trails. What this home offers: ☞ Entire property to yourself ☞ Hot tub ☞ BBQ & Blackstone ☞ Ping Pong Table ☞ Master w/king bed upstairs ☞2nd bedroom downstairs queen bed ☞3rd bedroom is a loft w/queen & 2 twins ☞Two full bathrooms ☞ Fast WIFI ☞ Garage ☞ Fully equipped chef’s kitchen ☞ 65” Smart TV w/ Netflix ☞ Lots of Parking → 4 plus cars ☞ Private yard ☞ Washer + dryer ☞ Ductless heating and cooling

Superhost
The chalet features a striking wooden exterior with large windows that provide abundant natural light. A spacious balcony surrounds the upper level, offering views of the surrounding trees and greenery. The structure is elevated, integrated harmoniously with its natural forest setting.
Chalet in Garden Valley
4.88 out of 5 average rating, 111 reviews

Fabulous Mountain Chalet on the River!

Book the Middlefork River Chalet for a private and spacious retreat on the banks of the middle fork of the Payette River. With three levels, four bedrooms, and ample living spaces, there's room for everyone. Enjoy the outdoor fire pit, covered deck with propane grill, and beach area on the river. Inside, relax by the wood fireplace, play pool or foosball, and soak in the claw foot tub. The cabin also has a full kitchen, laundry facilities, and multiple seating areas for games and socializing.

Superhost
The chalet is showcased among Ponderosa Pines, highlighting its expansive wrap-around balconies. The wooden structure blends into the natural surroundings, with a well-maintained lawn featuring various shrubs and grasses under a clear blue sky.
Chalet in Donnelly
4.9 out of 5 average rating, 187 reviews

Tamarack Mountain Chalet

If you love the outdoors you will thoroughly enjoy your stay at this mountain chalet. Great vacation spot for those looking for a weekend get away or longer to enjoy the year around activities. You will experience amazing views of Cascade Lake and the Tamarack Resort from two expansive wrap around balconies. Surrounded by Ponderosa Pines the chalet is located at the end of a quiet cul-de-sac providing outdoor privacy and is perfect for families, groups or those looking for a getaway.

Guest favorite
A charming country chalet is showcased, featuring a sloped metal roof and American flag hanging on the porch. The exterior is surrounded by lush green grass, with a spacious deck visible in the front. Trees provide shade nearby, enhancing the serene outdoor setting.
Chalet in Dayville
4.95 out of 5 average rating, 129 reviews

Destination Dayville

Destination-Dayville. Fenced country Chalet located close to the quaint tree-lined town of Dayville. Open layout with room to relax and a kitchen to cook a meal after a long day of exploring the Painted Hills and John Day Fossil Beds or fishing the John Day River. Three fully equipped comfortable bdrms, one bathroom and laundry facilities. Large front covered patio, Corn-hole game, room to play in grassy side yard. Let your adventure continue in beautiful, scenic Eastern Oregon.

Guest favorite
A spacious living area features vaulted wood-paneled ceilings and large windows overlooking verdant landscapes. A comfortable sofa with decorative pillows is paired with a glass coffee table, while a stone fireplace adds a rustic touch. Light floods the space, creating a warm, inviting environment.
Chalet in Redmond
4.95 out of 5 average rating, 178 reviews

Greenside 3 BdRm + Hot Tub Chalet in Eagle Crest

Welcome! Come to relax or adventure while staying at our rustic chalet. Located in a prime location at the end of the street, this chalet has everything you will need to enjoy your time away from home. Get cozy inside by the fire, or enjoy the sunrise and sunset on the secluded deck overlooking the 14th green and Cascade Range. Adventurers can venture out to enjoy the sports center, award winning golf courses, and more! The Eagle Crest Resort has fun for the whole family.

Top guest favorite
The two-story chalet features a distinctive A-frame design, framed by tall trees. A spacious deck extends along the front, inviting outdoor relaxation amid the natural surroundings. The warm wood exterior complements the tranquil forest setting, capturing a harmonious blend with nature.
Chalet in Sunriver
4.94 out of 5 average rating, 107 reviews

Skyliner Chalet ~ Heart of Sunriver ~ Hot Tub ~ AC

The Skyliner Chalet at 23 White Elm is the ideal spot for your next Sunriver vacation. Whether in winter (hot tub) or summer (AC), Sunriver offers endless opportunities for activity, or taking a break and relaxing with your favorite book. The chalet has two bedrooms, two baths and a separate loft area. Centrally located near the hustle and bustle, but just enough removed to enjoy less crowded bike paths and a significant open space surrounding the property.

Top guest favorite
The exterior of the chalet is showcased, featuring a peaked roof and large windows that allow ample natural light. A spacious wooden deck is present, accompanied by outdoor seating and a barbecue. The surrounding grassy area enhances the outdoor setting.
Chalet in Eagle Crest
4.98 out of 5 average rating, 260 reviews

Cozy 3 bdrm + loft Eagle Crest Chalet w/ Hot Tub!

Welcome to our Chalet in the Eagle Crest Resort! You are guaranteed to feel like you are on vacation the minute you walk in. This 3 bedroom + loft can sleep 8 guests and comes with washer/dryer, WiFi, and desks in the loft. Relax in the space indoors or out, with the outdoor patio, hot tub, BBQ, and golf course views. There is so much to see and do on the resort property or you can grab a blanket, sit by the fire and do absolutely nothing at all!

Top guest favorite
Chalet in Redmond
4.97 out of 5 average rating, 331 reviews

Wow Holy Cow Chalet

Wow Holy Cow! will be your first thought when you set foot into this knotty pine walled, sunlit filled chalet. Furnished with everything you need for a fun, family getaway. Channel Maria von Trapp while taking in the beautiful mountain views from the loft space. Have a drink on the deck while your kids search for frogs in the rock feature and shallow creek below. Grill a steak on the bbq and admire the deer who often pass by. DCCA# 1453

Superhost
The spacious living area features two comfortable sofas and a wooden dining table accommodating several chairs. Large windows are dressed with soft curtains, allowing natural light to illuminate the room. Artwork depicting mountains adorns the walls, enhancing the rustic ambiance.
Chalet in New Meadows
4.89 out of 5 average rating, 102 reviews

Heaven: The biggest best vacation lodge, sleeps 24

You will love the modern yet rustic Lodge on the 45th Parallel which offers you mountain luxury, sleeping 24 comfortably and sprawling over three stories with every bedroom and common area delighting you with breathtaking forest and/or golf course fairway views of the MeadowCreek Resort in New Meadows, Idaho. Tucked up in the trees for a quiet retreat but only minutes from McCall, Payette Lake, and Brundage Ski Resort.

Top guest favorite
An outdoor deck features a long wooden bar top with counter stools, providing seating for guests. A spacious sectional sofa offers a comfortable area to relax. The landscape includes grassy areas and trees, with golf course views extending into the distance.
Chalet in Redmond
4.98 out of 5 average rating, 179 reviews

Knotty Pine Oasis on Eagle Crest Ridge Golf Course

This fully furnished 3 bedroom 2 bathroom chalet sits on the 15th tee box of the Eagle Crest Ridge Golf Course, which neighbors BLM land and is one of the more private settings at Eagle Crest. Enjoy the charm of the knotty pine and log accents, a primary suite with a king log bed and jetted tub, and a large deck that looks out to the golf course that has a pergola, lighting and oversized couch with bar.

Guest favorite
The exterior of the home is illuminated at dusk, showcasing large windows reflecting the surrounding landscape. A spacious wraparound deck is visible, featuring comfortable seating and a hot tub, while a fire pit nestled in the foreground adds to the inviting atmosphere.
Chalet in Prineville
4.92 out of 5 average rating, 101 reviews

Juniper Ridge Retreat

Peace, tranquility, and memory making await you at Juniper Ridge Retreat. This area has received the rare International Dark Sky Park designation bringing visitors from all of the world for premium stargazing. Amazing views of Prineville Reservoir and surrounding wilderness from all rooms and the wrap around deck allow you to take in the beauty of this unique area.

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