Chalet holiday rentals in Ogunquit

Lost Compass Cabin w/Fireplace•Near 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

White Mtns Waterfront Chalet w/ Private Beach

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.

Private lake, ski, hike, kayak, paddleboard, fish

WEEKLY STAYS RECEIVE AN AUTOMATIC DISCOUNT. A spacious 4-season family vacation home welcomes you. Ski, skate or snowmobile on the frozen lake. Or downhill ski, hike, bike nearby. From the private beach or dock, push off with our kayaks, canoe, or paddleboard. We provide fishing poles, air mattresses, kids toys, tennis & pickleball rackets, golf clubs for the free course. Grill dinner and eat dinner on the covered deck, sit in Adirondack chairs at the firepit while the sun sets over the lake.

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!

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.

Mountainside Chalet+Sauna, near Gunstock/Mt Major!

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.

Cozy| Near Ski| Fireplace|EV charger|Dog Friendly

Welcome to @chaletinconway From the moment you walk in the door, you will appreciate all of the special touches this home has. The wrap-around deck offers generous seating, and from the full kitchen, you can easily access the outdoor grill. Dine outdoors and enjoy the peaceful sounds of nature in the mountains. In the back of the home is a fire pit where you can enjoy S'mores and campfire stories. Our family & dog friendly chalet has something for everyone including a spacious game room!

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.

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.

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.

Lake Ossipee Village, Freedom, 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

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.