Chalet holiday rentals in Ogunquit

Lost Compass Cabin•Firepit•River• Mountains

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

Location · Family · Parking

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.

Location · Family · Getting around

Cozy Chalet, Game Room, Firepit, EV Charger

Welcome to chaletinconway Your perfect White Mountains getaway for every season—from vibrant fall foliage and scenic hikes to winter skiing, spring waterfalls, and summer adventures. Our home is located near North Conway’s top attractions including Echo Lake, Diana’s Baths, Story Land, The Saco River Tubing, Cranmore Mountain Adventure Park, and the scenic Kancamagus Highway. Spend your days swimming, tubing, hiking, shopping, or exploring the White Mountains before relaxing by the firepit!

Location · Family · EV charging

Lovely Chalet in White Mountains Freedom NH Area

Feel right at home in this charming chalet! *Two-night minimum *Approximately 25 minutes from the Kancamagus Highway *Access to Lake Ossipee; Renter receives pass to beach - two minutes away; *Explore hiking trails *Tubing at Saco River in Conway *Golf at Indian Mound, less than ten minutes away *Shop- Settlers Green Outlets in North Conway - twenty minutes away *Race car enthusiasts, we are close to Club Motorsports in Tamworth *Ski/tubing/ice skate at King Pine - five minutes from the door

Location · Family · Bathroom

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!

Value · Location · Bathroom

Mountainside Chalet+Sauna Near Gunstock Ski Resort

Enjoy everything Lake Winnipesaukee and the White mountains have to offer. Located directly between downtown Wolfeboro and Alton Bay, a short 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.

Location · Family · Check-in

Waterhouse Family Farm Chalet

The chalet sits beside our maple woods in Southern Maine. Upstairs queen suite TV, tea/coffee nook with books and games; first-floor cozy bedroom with full bed. One full bathroom. Open concept living room with full bed pull out couch option, dining area, all-season porch with electric fireplace, fully stocked kitchen, and washer/dryer for guest use. Multiple wedding venues, restaurants, beaches and hospitals are less than 30 minutes away. Visit our maple sugar shack just down the road!

Family · Location · Cleanliness

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.

Family · Location · Quiet

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

Family · Location · Quiet

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.

Location · Family · Amenities

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.

Value · Location · Comfort

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.

Location · Value · Decor