Chalet holiday 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 red timber-framed chalet is showcased, featuring a covered patio with picnic tables and chairs. The surrounding landscape includes landscaped areas and distant hills under a clear blue sky, creating an open and spacious environment.
Chalet in Crooked River Ranch
4.87 out of 5 average rating, 52 reviews

Classic Timber Framed Chalet

Our Classic Timber Framed Chalet the perfect place to call your home away from home. A main floor master bedroom with king bed & separate sleeping loft are perfect for families or groups. The full kitchen makes the Chalet the complete package for your next vacation rental. Pet Friendly (Pet fee required, max 2 pets) And the views! Take in the expansive views across the 14th hole of the CRR Golf Course and marvel at the towering canyon walls & mountains in the background from your private deck.

Top guest favourite
The exterior of the chalet is showcased at dusk, featuring large triangular windows illuminated from within. A spacious deck is visible, surrounded by a metal railing and equipped with a seating area. Soft colors of twilight fill the sky, enhancing the welcoming atmosphere.
Chalet in Redmond
4.98 out of 5 average rating, 57 reviews

Perfect Central Oregon Chalet

Centrally located between all of the amazing things that the Redmond, Sisters, Bend area has to offer. Bring the whole family to our cozy Eagle Crest vacation chalet. The cabin can sleep up to eight with three bedrooms, a loft and two bathrooms. Washer & dryer, gas fireplace, and perfect deck area provide everything you need for fun. Eagle Crest offers - dining options, bike paths, 3 pools, 3 golf courses, tennis/pickle ball courts, gyms and hot tubs, the only problem will be needing more time!

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 favourite
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.

Superhost
Chalet in Cascade
4.96 out of 5 average rating, 23 reviews

Cozy Cascade Cabin, Short Walk to the Lake!

This modern single level cabin will ensure your comfort during a relaxing vacation in the Idaho woods. A cozy wood stove and electric heat in each room keep the cabin toasty and warm during winter nights as you cook in the open kitchen or watch a show on the smart TV. When it's warm out, you can sit out on the deck and take in the forest and views of Lake Cascade. There are two bedrooms, each with a queen bed. Ample parking for up to 6 vehicles in the driveway.

Top guest favourite
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!

Guest favourite
The living area features vaulted wooden ceilings and large windows that allow ample natural light. A stone fireplace is situated beside two dark leather sofas, facing a wooden coffee table. A dining table with chairs is visible in the background, creating a welcoming space.
Chalet in Redmond
4.96 out of 5 average rating, 150 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 favourite
The chalet's exterior showcases a modern design with large glass windows reflecting the sunset. A spacious back deck is visible, featuring outdoor seating and a hot tub. The grassy area in front adds to the inviting appearance of the home.
Chalet in Redmond
4.98 out of 5 average rating, 93 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!

Top guest favourite
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 favourite
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.

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