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 stunning wooden chalet is nestled among tall trees, featuring large cathedral windows that reflect the surrounding nature. A welcoming sign for 'Chalet in the Shire' is positioned beside a hot tub, indicating relaxation opportunities in this serene outdoor setting.
Chalet in Mount Hood Village
4.88 out of 5 average rating, 194 reviews

Chalet w hot tub, pool table, wood stove, gameroom

Relax and enjoy crisp mountain air in beautiful wooden seclusion with large cathedral windows, wraparound deck, vaulted Great Room and a cozy woodstove to warm your toes. Step down to the game room and shoot pool, play piano, sip wine and catch a movie on a wraparound leather couch/recliner. Head nearby to ski🎿 , hike, bike🚴, climb🧗‍♂️ , fish🎣, kayak, and golf⛳️ + free remote yoga🧘 during your stay. Finish your day by soaking those weary legs in a hot tub under the stars ✨ and repeat as needed.

Top guest favourite
An aerial view of a snow-covered mountain chalet captures its cozy charm. The warm glow from the windows contrasts with the surrounding white landscape, while the wraparound deck is surrounded by tall evergreen trees, enhancing the serene winter ambiance.
Chalet in Government Camp
4.95 out of 5 average rating, 195 reviews

Govy Chalet Cabin w/ Ski Bowl Views-Center of Town

Location! Location! Location! Enjoy the upper two floors of this centrally located mountain chalet duplex, 1704 sq ft with views of Ski Bowl and the soothing sounds of Camp Creek running through the backyard. 4 bdrm/6 bed/2 bath, with wraparound decks. 1 King, 1 Queen, 2 Twins, and 1 Twin/Double bunk bed, the unit can host up to 9 people. Great for families! Just a block from the General Store, the Huckleberry, Charlie's, the Ratskellar, and the High Mountain Cafe. Washer/dryer and BBQ too!

Top guest favourite
A spacious living area features a dark sectional couch, complemented by a gray ottoman. A brick fireplace serves as a focal point, while a large TV is mounted on the wall opposite. Natural light filters through two windows, creating a bright atmosphere.
Chalet in Klamath Falls
4.94 out of 5 average rating, 317 reviews

The Linkville Loft (Downtown Klamath Falls) 🏡🦌

Just off Highway 97, about 70 miles from Crater lake, 3 miles from Skylakes Medical Center & OIT. The Loft has easy access to all our city has to offer. Just a couple of blocks from downtown Klamath Falls, and within walking distance to many great restaurants, local brewery/pubs, parks, museums, local boutiques and numerous hiking trails! This is a very unique property that is downtown, close to everything, but sits on a 1/2 acre, has tons of parking, and great views from almost every window!

Top guest favourite
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, 142 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
A wooden exterior of the lodge is framed by towering trees, creating a serene environment. The deck features two light-colored chairs facing the forest. Large windows offer glimpses into the cozy interior, emphasizing the connection between indoor and outdoor spaces.
Chalet in Rhododendron
4.85 out of 5 average rating, 423 reviews

Arrokoth lodge SAUNA, HOT TUB! Short walk to river

Beautiful lodge near the heart of everything Mt Hood has to offer. This home is cozy for a romantic getaway but also spacious for a group of 6. After a day on the mountain, home features a sauna, gear dryer. Living room has tv setup with ROKU. The back deck, with its hot tub, firepit and gas grill, is the ideal spot to sit back, relax and enjoy the forest views. Home is a very short walk to the Sandy river. This is a NO PET HOME Arrokoth lodge is registered with Clackamas county #756-21

Top guest favourite
The chalet features distinctive architecture with large windows that enhance the natural light. Steps lead up to the entrance, bordered by blooming flowers. The surrounding greenery creates a serene setting, providing a welcoming approach to the home.
Chalet in Welches
4.97 out of 5 average rating, 500 reviews

The Huckleberry Chalet, a private Mt. Hood retreat

Our Mt. Hood chalet has stunning architecture, is located off a quiet road, and backs to a vast and private forest with a private trail to Welches creek. Enjoy multiple indoor levels and explore outdoor decks and beautiful terraced garden spaces and soak in the Oregon Hot Springs hot tub. The home is equipped with fast Wi-Fi and streaming. We’re experienced and responsive hosts that are happy to help make the most your visit, check out our local guide for our favorite restaurants and hikes.

Top guest favourite
A country chalet features a welcoming front patio with an orange deck and seating areas, framed by greenery. An American flag is proudly displayed. The exterior showcases a blue facade with a green roof, surrounded by a grassy area perfect for outdoor activities.
Chalet in Dayville
4.95 out of 5 average rating, 133 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 favourite
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, 186 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.

Guest favourite
A welcoming chalet is nestled among tall trees, featuring a green metal roof and a wooden walkway leading to the entrance. Decorative stone arrangements and natural landscaping enhance the cozy exterior, while a gravel pathway invites guests toward the front door.
Chalet in Mount Hood Village
4.87 out of 5 average rating, 312 reviews

NW Chalet - Hot Tub - Dog Friendly - Dry Sauna

Our cozy 3 bedroom, 2 bath chalet is located just 20 minutes from Timberline, 30 minutes from Meadows and 1 hour from Portland. A short walk from the Salmon River and a quick drive to many hiking/mountain biking spots. Near the Resort at the Mountain/Golf course. Relax in the hot tub after exploring Mt. Hood or settle in by the wood fireplace. Board games, puzzles and super Nintendo gaming system. Free, fast WIFI. Mud room is ready for your wet ski gear and paddle boards.

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, 270 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 favourite
Chalet in Redmond
4.98 out of 5 average rating, 105 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, 341 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

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