Chalet vacation rentals in Ogunquit

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Top-rated chalet rentals in Ogunquit

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Top guest favorite
Chalet in Conway
4.94 out of 5 average rating, 126 reviews

Cozy Conway Cabin•Minutes from Skiing•Shops

Escape to the White Mountains in this cozy, private Conway cabin-just minutes from North Conway shops, Cranmore, and the Kancamagus Highway. Perfect for families, couples, and small groups looking for a quiet retreat with easy access to skiing, hiking, and downtown fun. Seasonal Highlights ❄️ Winter ❄️ •Ski Cranmore•Attitash•Loon •Cross country skiing•Ice skating •Cozy nights by the fireplace ☀️Spring/Summer☀️ •Hike off the Kanc •Diana’s Baths •Kayaking•Swimming holes 🍁Fall🍁 •Leaf peeping

Guest favorite
A relaxed outdoor area features wooden Adirondack chairs arranged around a fire pit, with smooth stones providing a natural border. A kayak rests on the sandy shore next to the calm water, while a charming two-story chalet is visible in the background, surrounded by trees.
Chalet in Madison
4.83 out of 5 average rating, 127 reviews

Waterfront w/ Private Beach, Fire Pit & Canoe

This charming chalet is nestled on the edge of Little Pea Porridge Pond in the enchanting village of Eidelweiss, an alpine oasis just a short drive from Mt Washington Valley. Enjoy campfires on a private sandy beach; Fishing, swimming and boating in the warmer months; Snowmobiling, skiing and ice-skating in the Winter season. Nearby attractions incl. King Pine, Cranmore and Attitash Ski Resorts; N Conway Village; Kancamaugus Highway, Hiking Trials, Waterfalls, shopping and gourmet restaurants.

Guest favorite
A custom log cabin is showcased with a robust wooden structure and large arched windows. The building is elevated on a snow-covered landscape, surrounded by natural stone steps and trees, offering a rustic appearance in harmony with the mountain setting.
Chalet in Bridgton
4.9 out of 5 average rating, 20 reviews

Ski & Lake Retreat w/ Epic Views

Perched on the slopes of Pleasant Mountain in the exclusive Trailside Woods community, this custom log chalet offers true ski-in/ski-out access and panoramic views of Moose Pond. Whether you're hitting the slopes in winter or soaking in the natural beauty year-round, this chalet delivers the perfect blend of adventure and relaxation. Located just minutes from downtown Bridgton, 30 minutes from North Conway, and less than an hour from Portland, it's the ideal base for your next mountain getaway.

Superhost
A spacious chalet is nestled in a wooded setting, featuring a symmetrical facade with large windows that invite natural light. An expansive deck extends along one side, offering outdoor space. The exterior is clad in light-colored siding, surrounded by lush greenery.
Chalet in Tamworth
4.9 out of 5 average rating, 124 reviews

Rustic Mountainside Chalet

Located on a wooded mountainside in the White Mountains & the Lakes Region of NH, close to hiking, 5 minutes to the rivers and 15 minutes to Lake Chocorua and Lake Ossipee for swimming/kayaking/tubing or just relax and enjoy the views of the mountains. Peaceful Chalet with one bedroom with one bunk bed unit with queen mattresses, and a large master bedroom loft with Cali King, kitchen, and 2 x bathrooms, a deep jetted tub. The basement is converted into an in-law’s suite where my parents live.

Guest favorite
The A-Frame cabin features a striking black exterior accentuated by bright yellow trim. A large umbrella shades a wooden deck with seating, inviting relaxation. Surrounding trees create a serene atmosphere, enhancing the cabin's secluded charm within the natural landscape.
Chalet in Denmark
4.91 out of 5 average rating, 145 reviews

Maine A-Frame with Hot Tub, Game Room, Lake Access

Escape the city and relax at Camp Merryweather. Our A-Frame is perfect for a romantic getaway or a family retreat with the kids and dogs welcome! If you’re a work from home professional looking to escape your normal routine, we’ve got you covered! With a fully equipped work space and reliable high speed internet you can break free from the pressures of the city while still staying connected. Enjoy our hot tub and game room Come experience our slice of heaven for yourself, you won’t regret it!

Guest favorite
A charming chalet is surrounded by trees, featuring a large deck with a wooden railing and steps leading down to the yard. Soft outdoor lighting is visible, enhancing the outdoor space. The angled roof design adds character to the home, complemented by a central brick chimney.
Chalet in Tamworth
4.92 out of 5 average rating, 84 reviews

Comfortable chalet in Tamworth, walk to lake

Relax and unwind with the whole family and your pups at this chalet with a two-story great room with open kitchen, dining and living. On your 10 min walk (or 2 min drive) to the community beach you will pass a playground and basketball court. After you pass through the pine tree path to the lake, you'll find an expansive sandy beach perfect for swimming, jumping off the dock, fishing and paddle boarding or kayaking. Lounging at the house is lovely on the front porch or in the private backyard.

Top guest favorite
A spacious living area features a large sectional couch with built-in cupholders, facing a wall-mounted TV. A wooden coffee table sits in the center, surrounded by a decorative plant and various board games. Natural light enters through nearby windows, enhancing the warm ambiance.
Chalet in New Durham
4.9 out of 5 average rating, 68 reviews

Mountainside Chalet+Sauna near Lake Winnipesaukee

Only 30min from Gunstock Ski Resort. After a long day of skiing, relax and recover in our indoor IR sauna. You will enjoy easy access to everything around Lake Winnipesaukee. Located directly between downtown Wolfeboro and Alton Bay, a quick 10min drive will get you to either. A 30min drive will get you to Gunstock. Enjoy gorgeous sunsets and views of Gunstock trials from the elevated deck. The interior provides a spacious open concept layout with a large couch, 75" TV and a stocked kitchen.

Top guest favorite
Chalet in Fryeburg
5 out of 5 average rating, 24 reviews

Spacious Chalet w/Lake Access - Dog Friendly

Dog friendly & spacious, with private lake access! Centrally located in Fryeburg, you have a small shopping plaza within walking distance while still feeling like you’re in the middle of the woods in a quiet, family friendly private neighborhood. Tax free outlet shopping is 20 minutes away in North Conway, but you can drive in any direction & hit great restaurants, hiking, multiple ski areas & ATV/Snowmobile trails. 2 levels plus a loft & a large deck, plenty of room for the family.

Top guest favorite
A modern chalet is nestled among trees, featuring a sloped metal roof and large windows. A deck with outdoor seating is visible, complemented by string lights. The gravel driveway leads to an inviting entrance, creating a serene outdoor setting surrounded by nature.
Chalet in Madison
4.98 out of 5 average rating, 42 reviews

Modern Chalet: Pet-Friendly 3BD/2Bath | Kids Bunk

SPRING DISCOUNTS! BOOK TODAY! The MOUNTAINS are CALLING! Plan your adventure today! Make this MODERN CHALET your special getaway. This 3 BDRM/2 BATH home is located in the heart of Eidelweiss with a view of the water! A fully stocked kitchen offers all the amenities of home. Plenty of family friendly space/kids wildlife themed bunk room. If you’re looking for a relaxing getaway or spending the day in the mountains, don't miss this opportunity to make amazing memories in the WHITE’s!

Guest favorite
The charming chalet features a two-story design with a spacious deck adorned with string lights, creating a warm ambiance. The entrance is flanked by plants, while a staircase leads to the upper level. Large windows allow natural light to illuminate the inviting interior.
Chalet in Madison
4.95 out of 5 average rating, 61 reviews

Ski Days, Hot Tub Nights | Pellet Stove, Pets OK!

Cozy, dog-friendly 4BR, 2 bath chalet in Madison’s Eidelweiss Village—made for ski days and hot-tub nights. Warm up by the pellet stove, cook in a fully stocked kitchen, then soak under the stars on the upper deck. Enjoy the gas outdoor stove year round too! Dogs are welcome (and kids too!). Winter fun is close: King Pine (15 min), Cranmore (about 25 min), plus North Conway dining + shops. Sleeps 8, self check-in, fire pit + grill. Dining and grocery shopping within 15-20 minutes.

Top guest favorite
A cozy fire pit area is situated near the water's edge, surrounded by tall trees. Adjacently, five colorful adirondack chairs offer seating for gatherings. A serene view of the lake and a private dock can be seen in the background, providing a tranquil backdrop.
Chalet in Naples
4.97 out of 5 average rating, 118 reviews

The Chalet~ 4 bed Lakefront Family Vacation

Welcome to your secluded slice of paradise on the shores of Sebago Lake! Nestled amidst towering pines and overlooking the tranquil waters of Seabgo Cove, our 4-bedroom waterfront chalet promises a serene escape like no other. Whether you're seeking adrenaline-pumping thrills from the local excursions, or peaceful moments surrounded by nature and a book, The Chalet offers endless opportunities for unforgettable experiences and cherished memories in the heart of Naples.

Top guest favorite
A bright living area features a wood-burning stove and large windows allowing natural light. Two modern armchairs surround a natural wood coffee table, placed atop a cowhide rug. A decorative basket and firewood are visible on one side, enhancing the warm ambiance.
Chalet in Conway
4.96 out of 5 average rating, 203 reviews

HAPPY TREES: swanky chalet near Conway Lake & Saco

Happy Trees is a vintage chalet that has been thoughtfully renovated and styled. Our place is bright, airy, and open. It's the perfect home base for whatever you may want to do whether it's skiing, swimming, hiking, or simply relaxing and lounging around. Our place is a short walk to Conway Lake and a short drive from the Saco River. Conveniently located minutes from North Conway village. Follow us on IG (@happytrees_cabin) for additional content & information.

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