Chalet holiday rentals in Clackamas County

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.

4.89 out of 5 average rating, 190 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.

Guest favourite

A charming chalet stands amidst tall, lush trees in a tranquil forest setting. The cabin features a sloped roof and large front deck, inviting guests to enjoy the serene outdoors. A pathway lined with greenery leads to the entrance, enhancing the peaceful atmosphere.

5 out of 5 average rating, 14 reviews

Mt Hood Chalet, 12pm checkout, Woodsy In Town

@Mt.HoodChalet is a beautifully restored cabin off Hwy26, just 30 minutes from Timberline & 15 minutes to Skibowl. Set on a semi-private lot surrounded by old pines w/ few neighbors, cozy retreat w/ a spacious yard & lots of parking. Near to trails, rivers, dining, & bars, the perfect spot to unwind after exploring. Guests love the comfy beds, warm atmosphere, & serene Mt setting. Bring your favorite ppl & enjoy a memorable stay! Please note, we are not new to Airbnb, just refreshed our listing.

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.

4.95 out of 5 average rating, 193 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!

A modern chalet features three distinct levels with a contemporary design, nestled among tall evergreen trees. The exterior showcases a spacious deck with wooden railings, and large windows allow natural light to shine through, while a light dusting of snow covers the ground.

4.92 out of 5 average rating, 371 reviews

Pet-friendly Mountain View Chalet in Govy!

Recently remodeled modern three level chalet in the heart of Government Camp at the foot of the Glade Trail. Our home provides a central mountain setting for the recreation minded group. This house is ideal for family vacations, business retreats, ski camps, and any other group looking to escape to the mountains with plenty of room to spread out and relax. During the winter you can leave Timberline Ski Area via Glade Trail and ski directly to your door or mountain bike or hike it during summer!

4.85 out of 5 average rating, 415 reviews

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

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

Guest favourite

The exterior of the Hood Mountain Lodge is presented against a snow-covered landscape. The large, wrap-around deck features wooden beams and sleek glass railings. Below, a heated garage is partially visible, along with hot tubs nestled on the ground level, surrounded by winter scenery.

4.92 out of 5 average rating, 24 reviews

Modern Luxury Chalet w/ hot tub and sauna

Surrounded by the massive evergreens of Mt. Hood National Forest, the newly renovated Hood Mountain Lodge is your basecamp for endless outdoor adventure or a peaceful enclave for a mountain get-away. Soak in the forest sounds on the expansive wrap-around deck. Cook a gourmet meal in the chef's kitchen. Or enjoy a glass of wine and soak in the hot tub or steam in the sauna. The choices are endless for outdoor adventure at your doorstep and indoor luxury after a fun-packed day.

5 out of 5 average rating, 9 reviews

Lux River Mnt. Views! Game Rm. Hot Tub. Fire Pits.

The VIEWS from this stunning mountain retreat will take your breath away. The SIGHT & SOUNDS of the Sandy River as you soak in the private HOT TUB overlooking the mountains is relaxation at its finest. Enjoy hours of fun in our GAME ROOM and outdoor GAME-PIT. End the day around the 2 FIRE PITS, HAMMOCKS, & OUTDOOR TV under the stars. BOOT WARMERS, Helmet Racks, and a loaded BIKE SHED, make this is the luxury ski and biking paradise you have been looking for at Mount Hood.

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.

4.86 out of 5 average rating, 300 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.

The living room features a cozy fireplace surrounded by exposed beams and wooden accents. A spacious white sofa is complemented by a wooden armchair and a coffee table, creating an inviting space. Large glass doors open to a balcony, providing natural light and views of the outdoors.

4.97 out of 5 average rating, 78 reviews

The Riverside Chalet

The Riverside Chalet is a serene, comfortable cabin on the banks of the Sandy River in a quiet neighborhood, just 1-hour drive from Portland. The chalet features an open floor plan, great for family and friends to enjoy each other's company while cooking & cozying up next to the fire. Visitors can enjoy an extended stay and work here in privacy. Its Scandinavian-inspired design includes vaulted ceilings, exposed beams, and a solarium, all built with a craftsman's touch.

4.97 out of 5 average rating, 493 reviews

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

The Huckleberry Chalet, 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 and 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.

An open living area features a leather sofa adorned with neutral-toned pillows. Exposed wooden beams line the ceiling, while a fully equipped kitchen is visible in the background. A rustic dining table is set nearby, complementing the warm wooden accents throughout the space.