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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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
4.94 out of 5 average rating, 152 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

Guest favorite
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, 121 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.

Top 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
4.96 out of 5 average rating, 136 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
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, 108 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 Redmond
4.97 out of 5 average rating, 277 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!

Guest favorite
The back deck features a wooden floor and is bordered by large windows offering natural light. A barbecue grill is visible, alongside several outdoor chairs. Lush greenery surrounds the area, contributing to a serene outdoor setting.
Chalet in Redmond
4.94 out of 5 average rating, 168 reviews

3bdrm Chalet + Hot Tub in Eagle Crest

Welcome! Come enjoy and relax in our rustic chalet. Unwind on the back deck while barbecuing, drinking a cup of coffee, or enjoying our private hot tub. Our chalet offers sports passes to all three sports complexes that include indoor/outdoor pools and tennis courts, spas and saunas, play grounds, BBQ areas, horse shoes, volley ball courts and much more. Enjoy golf, mini golf, enjoy nearby hikes and rivers. The perfect place for a family get away!

Top guest favorite
Chalet in Redmond
4.98 out of 5 average rating, 112 reviews

Eagle Crest Chalet with HOT TUB | On Golf Course!

This newly remodeled Eagle Crest chalet has all that you could ask for. The well-maintained home has huge vaulted ceilings in the great room and master bedroom, a spacious dining room, 3 bedrooms (2 king beds and 1 queen), a loft, and laundry area. Enjoy the spacious back deck overlooking the golf course with a private hot tub (fits 4 people at a time) and outdoor furniture. This home has everything you need for your Central Oregon getaway!

Guest favorite
Chalet in Redmond
4.97 out of 5 average rating, 348 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

Guest favorite
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
4.85 out of 5 average rating, 123 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 rivers and lakes, 10 unlimited SHARC passes that allow you to enjoy the waterpark, disc golf, and tennis courts! This home is family and pet friendly. It is located on a quiet cul-de-sac and only short walk to the SHARC waterpark. This is the perfect family home for a getaway!

Guest favorite
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
4.9 out of 5 average rating, 107 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.

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
4.97 out of 5 average rating, 187 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
A contemporary chalet nestled among Ponderosa pines features a sloped roof and large windows. The expansive deck includes outdoor seating, providing a relaxed space to enjoy the surroundings. Sunlight filters through the trees, illuminating the rustic brown exterior.
Chalet in Sunriver
4.81 out of 5 average rating, 112 reviews

5BR chalet on 15th tee w/hot tub

IDEAL HOUSE for a family or friends' getaway or just for a relaxing change of scenery. Cozy in winter, shaded and comfortable in summer. Central air conditioning (AC)! Awesome view! LOCATION, LOCATION, LOCATION…On 15th tee of Meadows Golf Course, 3 minute walk to SHARC and 5 min bike ride to Village Mall or SR Lodge. 10 SHARC passes and more than 10 bikes included of all sizes.

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