Chalet holiday rentals in Ogunquit

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Top-rated chalet rentals in Ogunquit

Guests agree: these chalets are highly rated for location, cleanliness and more.

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Top guest favourite
Chalet in Conway
4.94 out of 5 average rating, 136 reviews

Lost Compass Cabin•White Mountain Getaway

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

Top guest favourite
Chalet in Madison
4.96 out of 5 average rating, 73 reviews

Hot Tub, 5 Beaches Nearby, 4BR, Dog & Kid Friendly

This 4BR chalet tucked into Madison’s Eidelweiss Village is the kind of place summer memories are made of! Beach days, cookouts on the deck, late-night hot tub hangs, & quiet mornings in the mountains. Spend the day at the sandy beaches on Pea Porridge Pond, bike the peaceful neighborhood roads, explore the Kancamagus, or head into North Conway for shopping & dining. Back at the house, enjoy the propane fire pit, grill, outdoor shower, AC, fully stocked kitchen, & cozy spaces to relax & unwind.

Guest favourite
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
4.89 out of 5 average rating, 151 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!

Top guest favourite
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
4.93 out of 5 average rating, 94 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.

Guest favourite
Chalet in New Durham
4.89 out of 5 average rating, 81 reviews

Mountainside Chalet+Sauna near Lake Winnipesaukee

Enjoy everything Lake Winnipesaukee has to offer with private beach passes. 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 Resort or Mount Major. Enjoy gorgeous sunsets and views from the elevated deck, while you sit around a gas fireplace. The interior provides a spacious open concept layout with a large couch, 75" TV and a stocked kitchen. Enjoy the health benefits of the relaxing Infrared Sauna.

Top guest favourite
Chalet in Conway
5 out of 5 average rating, 30 reviews

Cozy Mountain Chalet+ Hot Tub+ Firepit+ Game Room

Escape to the White Mountains and relax in this spacious chalet in Center Conway near skiing, hiking, shopping and dining! Sleeps up to 8 guests. Dedicated desk for remote work. 1.5 bath with tub/shower combo. In unit Washer/Dryer. Gas fireplace. Board games. Game room with foosball and poker tables. Private, year-round hot tub with covered gazebo, firepit, BBQ Minutes from North Conway Village, Settlers Green Outlets, Storyland, Saco River, and Skiing Cranmore, King Pine, and Attitash.

Top guest favourite
A spacious living area features a large sectional sofa adorned with decorative pillows. Natural light fills the room through expansive windows, highlighting wooden beams and a brick accent wall. A sturdy coffee table sits at the center, with a staircase visible in the background.
Chalet in Freedom
4.93 out of 5 average rating, 215 reviews

Cute cottage with lake access at beach club.

My entire house just waiting to be enjoyed! A great get away for relaxing. King Pine ski hill is close by for winter fun. Summertime, I am a member of the Lake Ossipee Village Beach Club on Broad Bay, the most sandy beach with facilities. Enjoy the beach! Nearby, Freedom Town Forest trails await hiking/biking or Goodhue Boat Co. has boat rentals. If shopping is a must, Conway is 20 minutes north as are other ski hills. Antique/resale shops are nearby. Guests love the updated décor.

Guest favourite
The image captures a serene view of a nature pond at dusk, framed by trees. Two lanterns are positioned on a railing, casting a warm glow as the reflections of the sky and trees shimmer on the water's surface.
Chalet in Freedom
4.96 out of 5 average rating, 80 reviews

Lake Ossipee, NH

Three bedroom, two bathroom, chalet located in Lake Ossipee Village. House has fully furnished kitchen, dining area, living room, bedroom, and bathroom on the first floor. Second floor has two bedrooms and a bathroom. House is air conditioned and has cable tv. Deck with furniture and grill overlooks scenic nature pond with view of mountains in the background. Enclosed porch (recently renovated) has all new leather furniture, knotty pine walls and ceiling. One acre of land

Top guest favourite
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, 119 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 favourite
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, 212 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.

Top guest favourite
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

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 camp wildlife themed bunk room. If you are 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 favourite
Chalet in Madison
4.81 out of 5 average rating, 141 reviews

Pond-Side Chalet • Private Beach • Canoe & Kayak

"So close to the water's edge you could practically fish from the deck." That's what guests say about Idylweiss Chalet, our pond-side chalet in Eidelweiss Village, 15 minutes from North Conway. Mornings on the deck with the loons calling across Little Pea Porridge Pond. Afternoons on the private sandy beach with the canoe and kayak. Sleeps seven across three bedrooms and two full bathrooms. A short drive to Storyland, ski resorts, and the Kancamagus Highway.

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