Chalet vacation 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

Value · Family · Sleep quality

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.

Family · Location · Bathroom

Cozy, Game Room, Foliage, Firepit, AC & 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!

Family · Location · Sleep quality

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!

Family · Location · Checkout

Mountainside Chalet w/Sauna near Gunstock Resort!

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.

Location · Family · Access

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.

Location · Family · View

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 · Outdoor spaces

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 · Hospitality

Cozy Waterfront Cabin with Amazing Location!!!

Looking for a waterfront property with your own sandy beach? Home is set back off the road, privately tucked away with nice water views- your own dock to set off on (provided) kayak/canoe adventures. Great floor plan inside with a bedroom on all 3 floors, newly remodeled kitchen with marble countertops and stainless steel appliances! Centrally located to enjoy year round with all the Mount Washington valley has to offer! No parties! Conway has a strict noise ordinance from 9pm-7am.

Family · Value · Kitchen

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

Location · Value · Comfort

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.

Value · Family · Beach

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.

Family · Value · Walkability