
Cottage vacation rentals in Lake Winnipesaukee
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Top-rated cottage rentals in Lake Winnipesaukee
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Gorgeous Romantic Lakefront Getaway
Beautiful, 170 feet of waterfront Carriage House with a lovely sandy beach for a relaxing vacation in the Lakes Region of New Hampshire. Very close to the White Mountain National Forest, Kancamagus Highway, and several Ski Resorts. Within 45 minutes to the beaches of Maine and the Seacoast of New Hampshire. Our Carriage House is 1.5 hours from Boston and 2 hours from Worcester, MA. The Carriage House was built in 2021 with top-line finishes, fixtures, and furnishings for a romantic getaway.

Lazy Bear Cottage-Rustic & Peaceful Winter Retreat
Experience rustic charm at our lovely Bartlett property-perfectly situated to be a year-round oasis! Only a mile to Attitash and under 30 min to 5 other ski resorts! In the summer your backyard is the Saco river with hundreds of trailheads minutes away! For foliage, 2 miles to Bear Notch and the Kanc - the best starting point! Seeking serenity? Spring it is! Enjoy the valley without the high season craze. With a fenced yard for your pups and the comforts of N. Conway nearby, it can't be beat!

Eclectic Lakefront Cottage on Great East Lake
Welcome to a relaxing stay on the shores of Great East Lake. Swing in the hammock while listening to the cry of the loons. Or enjoy your morning coffee overlooking the quiet cove from your covered porch. 100 feet of shoreline in the calm 3rd basin of the lake. This entire basin is a "no-wake" zone which allows safe swimming for the whole family. Enjoy fishing, search for turtles, or explore beyond the cove using the canoe, kayaks, or paddle boards. Dock your own boat at the 24' aluminum dock.

A: Cozy 2-BR Cottage Duplex - Unit A
Cozy, quirky, and very convenient! Welcome to our humble, pet friendly cottage in the White Mountains. This unique cottage duplex is our home base for hiking, skiing, and paddling, and we're happy to share it with you! Tucked away on the edge of the village of North Woodstock, our modest retreat is a stones throw from all the excitement the region has to offer. Take a short walk to the nearest swimming hole, explore the National Forest, and be back in time to enjoy dinner on the back deck!

Plymouth's Historic Doll House; A tiny house
The Doll House has everything you’ll need at under 700 square feet. This fully-outfitted, historic, full-house rental has a complete kitchen, living room, two-bedrooms, bath, back sitting room, front farmer's porch and beautiful gardens and sitting areas. The Doll House is within easy walking distance to the Town Common, great restaurants and shopping, the Flying Monkey, and PSU. We are just a few minutes' drive to the Barn on the Pemi and Holderness School. NH Rooms Tax; License #059528.

Beautiful Lakeside Cottage
Beautiful, quiet and secluded lakeside cottage. Enjoy amazing sunsets on our pristine lake. Swim, kayak, fish or just relax and take in the natural beauty. COVID UPDATE: We know everyone has different levels of concern regarding the virus. Please know that while we feel our sanitation and cleanliness of the Cottage is exceptional, we have doubled our efforts providing multiple cleanings between guests. This is a NON-SMOKING property. We are sorry, but we cannot accommodate pets.

Log Home Meredith NH Pet Friendly Custom Fire-Pit
I AM BACK MANAGING BOTH PROPERTIES 2025! :) FOUR NIGHT MIN STAY July and August! Holiday weekends 3 night minimum. Down the road from Lake Winnipesaukee in Meredith NH! COZY 1300 foot custom log home, pet friendly up to two dogs, custom outside fire-pit, wrap around deck, 3 miles to downtown Meredith NH, Near restaurants, Hiking, beaches, Spa's, breweries, etc. Enjoy a relaxing getaway with your family and friends. local town beach. No smoking in the home, no fireworks, no parties

Lake Winnie Cozy Cottage Getaway
Welcome to Lake a Dream… Here is your chance for a fun filled family vaca on Lake Winnie in the summer or a cozy couples getaway in the winter! With just a quick 3 minute walk you can enjoy some sunshine & sand on the beach! Or a 5 minute drive into downtown Wolfeboro to experience it’s charm; waterfront dining, ice cream, shops, cafés & more! For winter stays, cozy up by the fireplace with a cup of hot cocoa & some fun family games! The cottage is not far from Gunstock & Kingpine.

The Lake house
Enjoy the southern exposure, a sugar sand walkout beach, an L-shaped dock, and classic Lake Winnipesaukee construction. The open concept includes a full kitchen and a living room. The spacious bathroom also includes a washer and dryer. It has one private bedroom, and a ships ladder guides you to a loft containing additional sleeping space, with a catwalk to a private balcony overlooking the lake. This property has a detached bunkhouse with two full-sized beds and a ¾ bath.

Taproot Cottage at Stone Mountain
Taproot Cottage is cozy, quiet, comfortable and nestled in the beautiful White Mountain foothills of Brownfield, ME. Just one mile from the Stone Mountain Arts Center, 30 minutes to North Conway, NH, and easy access to hiking trails, mountain vistas, and the Lakes Region of western Maine. It offers a well-equipped kitchen/dining/ living room combination, full bath, a relaxing sunroom with full-sized futon for additional sleeping, and a loft bedroom with a queen bed.

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks
Escape to a peaceful, lakeside retreat with a secluded sun-lit deck and private dock with incredible views of Sunrise Lake, plus a 4-person hot tub, and seasonal amenities like a pedal boat, two kayaks, a SUP board, gas fire table, central A/C, a pellet stove, and snowshoes. Enjoy nearby activities like hiking, leaf peeping, skiing, and visiting scenic towns, local vineyards and breweries — or simply relaxing in a beautiful lakefront setting!

20ft from the Water with Mountain View!
This cozy cottage sits 20 ft from Pequawket Pond. We are the only cottage in this association that has 2 floors and directly on the pond. It has a spiral staircase that leads downstairs to the bedroom downstairs with walk out access. We are located within minutes to the Mount Washington Valley and all the amenities the valley has to offer. Ski resorts galore! We also have a kayak and 2 paddle boards available for our guests to use!
Popular amenities for Lake Winnipesaukee cottage rentals
Lakefront cottage rentals

Cottage on the lake! Includes kayaks & rowboat!

Waterfront Retreat on Chalk Pond

Peaceful Ossipee Lake Cottage Private Beach/Dock

Lake Winnipesaukee/9min to Gunstock Mtn. Alton Bay

Year-round Cottage located on Lake Winnipesaukee

Lakefront Living on Northwood Lake

Conway Waterfront Base for Your Family Memories!

Windswept Cottage: A Winnipesaukee Waterfront
Cottage rentals with a hot tub

Charming Quiet Cottage close to hiking & JXN Falls

Lake Winnipesaukee Getaway w/ Private Beach Access

The New Hampshire House Cozy waterfront

Cozy Cottage on a Lake, near Gunstock Mountain

Kolelemook Cottage!

Quaint New England Cottage in the Pines | Lakeside

Close to skiing, hot tub, beach access & fire pit

Retreat near Conway : HotTub, Harry Potter Room
Pet-friendly cottage rentals

Cozy Cottage in White Mountains Bethlehem, NH

Cozy woodlands cottage w/ indoor fireplace

Boutique Cottage | Patio & Fire Pit | Deck w/ View

Sawyer Lake Bear House

Cozy 2BR cabin inches from pristine Lake Armington

Hideaway Cottages, Cottage B

Hideaway Pond

🌟Winni Cottage beach, dock, kayaks, SUP & more! 🌈🍸
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- Hampton Beach
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Squam Lake
- Story Land
- Scarborough Beach
- York Harbor Beach
- Weirs Beach
- Attitash Mountain Resort
- Long Sands Beach
- Loon Mountain Resort
- Mount Washington Cog Railway
- Jenness State Beach
- Rye North Beach
- North Hampton Beach
- Franconia Notch State Park
- Pats Peak Ski Area
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