Holiday rentals in Shapleigh Pond

Cozy cottage near the lake

Relax with the family at our peaceful, pet friendly home. Tucked away near the serene shores of Milton Three Ponds, this little cottage is the perfect escape from hustle and bustle of everyday life. Surrounded by pines and the gentle sounds of nature, it’s a charming hideaway where you can truly unwind. Seeking adventure? Close to towns with local shops, farmers markets, live music. A short 30 minutes to Portsmouth, NH and the White Mountains. 1 hour from Portland, ME and 1 hour 20 from Boston.

Captains Quarters

This rental is off the beaten path on a private road minutes from Wells' famed beaches, local attractions and dining hotspots. Enjoy easy access to outdoor recreational activities like kayaking, fishing, or simply strolling along the scenic riverbank. This spacious rental features three bedrooms, three bathrooms, and ample living space spread across 1536 square feet. The interior exudes a cozy ambiance, with tasteful furnishings, hardwood floors, and large windows allowing for natural light. Thi

Lakefront Home with Sandy Beach! Kayaks, SUP, Peda

Welcome to The Lazy Loon on Square Pond! Wake up to the sounds of loons calling. This home is located on a large lot with about 100 ft of lake frontage. Square Pond is a spring fed body of water known for its sandy beaches, deep/clean waters, and great fishing! It is one of the largest lakes around, however very private due to no usable public boat launch. The expansive, sandy beach area offers a great space for games, grilling out, and relaxing. The large lakeside fireplace is a great space for

The ZEN welcomes you, your home away from home.

The goal is for you to relax, recharge, enjoy & breathe. We offer a private 3 person HOT TUB , seasonal outdoor warm shower& chiminea firepit , infrared SAUNA, 72" freestanding bathtub for the ULTIMATE spa experience. King bed with an adjustable & vibrating bed base. The cozy 600 sqf home is equipped with everything your heart could desire. Artistic Design around every corner. BOHO swings on the private porch. We abutt a 13 ac conservatory land with walking & hiking trails off the backyard.

STUNNING OCEANFRONT HOME RIGHT ON WELLS BEACH

Front row. If you know the feeling at a concert or ballgame, you'll have that same feeling here. Our home features 180 degree ocean & beach views from the deck & living room. Sip your cocktail as the sun sets and your coffee as that same sun rises the next morning. Ample parking for 2 cars & convenient access to the best restaurants in Wells. (All stays contingent on acceptance of rental agreement). All areas of this unit were recently renovated. Enjoy a circa 1924 home with 2021 renovations.

Luxury Year-round Treehouse with private hot tub

Skyframe is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

Historic Schoolhouse c1866 Winter & Summer Dates

Stay at our one-room Schoolhouse c1866. Winner of Maine Homes Small Space Design Award 2023 and consistently top 1-5% of Airbnb homes for exceptional hospitality, comfort, cleanliness & quintessential romantic New England vibes. The Schoolhouse is 1 of 3 homes on our family's resort-like retreat, Camp Tall Pines: Featuring tennis/pool/gym/sauna, 1000-feet of frontage along the private 80-acre Shapleigh pond (boat/swim/fish), and nestled amongst a majestic 50-acre forest of tall pine trees.

“Evergreen” 50 Acre Private Mountain Chalet

Escape to a charming mountain chalet on 50 stunning acres in New Hampshire's White Mountains. Perfect for ski trips, summer getaways, or enjoying fall foliage. This retreat offers cozy new furniture, plush beds, and fresh linens for ultimate comfort. Enjoy the family entertainment room, relax on the spacious deck or 3-season porch, and soak in the rustic charm. Conveniently located 6 miles from Lake Winnipesaukee and close to Meredith and Laconia, it's the ideal way of returning to nature.

The Lake House in Acton

Luxury at The Lake House in Acton – your Great East Lake escape! Enjoy this luxurious home as you sip your morning coffee on the deck, take a dip in the lake, warm up in the hot tub or explore the beautiful trails nearby. Enjoy the peaceful serenity of the lake with the lovely sounds of the loons in the background as you enjoy a drink by the fire or a good book on the couch near one of our two indoor fireplaces! Book your getaway at The Lake House – your new favorite spot in Acton!

Writers Cabin in the Woods with Sauna!

Nestled in the woods and on Adams Pond with new wood fired sauna! The cabin feels totally hidden away but is less than 10 minutes to Bridgton and Naples, hiking, beaches and restaurants. The woods are beautiful and peaceful and the pond is just down a mossy path. Great for couples or a weekend away. Large deck with grill and outdoor shower, firepit. There is a shared dock on the pond for swimming, fishing, or just enjoying the view as well as a canoe and 2 kayaks, and a paddle board.

Lake Winnipesaukee, Suissevale Cabin

Four season Chalet in Suissevale. Enjoy the most sought after beach on Lake Winni. Tennis, basketball, volleyball, grill on the beach with the finest sand under your toes. Updated playground, fishing pond, and boat ramp. The rental comes with 2 kayaks to use during your stay. Note: Per Suissevale, renters will not have access to the beach on Saturdays between Memorial Day and Labor day. As an alternative on Saturdays, States Landing Beach is approx. 1/2 mile from Suissevale.

The Cozy Cottage at Loon Pond, Netflix

Quaint and Cozy Year Round cottage with great views of pond and great sunsets from large deck. Set on 2 acres of wood/ firepit The Cottage is within walking distance of the Acton Fair Grounds! Also, just a short drive from Wedding Venues! Minisplits in bedroom and living area. (A/C and heat ) Rinnai heater in living area. Free WiFi and NetFlix TV in bedroom and living area Queen bed, Twin size futon in living area, futon on Close to Portsmouth, NH. Rochester, NH Portland, ME