Holiday rentals in Shapleigh

Romantic A-Frame cabin in the woods

Stay at Hidden Pines Cabins. Modern cabin tucked privately in the forest. Loaded with modern amenities make it perfect for a romantic getaway. Unwind in the hot tub looking up at the sky full of stars. Take a Sauna while being surrounded by nature all around. Relax by the fire pit. Located in the majestic forest of mount agamenticus, the extensive trail system is off our road. Short drive to the Ogunquit/ york beaches, outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Serene Lakefront Retreat in Southern Maine

Escape to our charming lakefront cottage, a serene haven by tranquil waters designed for couples and families seeking a peaceful retreat. Whether you're seeking a romantic getaway or a family vacation, our cottage offers the perfect setting for relaxation and adventure. Key Features: Stunning lake views, private dock and kayaks, and a spacious deck with seating, BBQ grill, and heater. Why You'll Love It: Peace and privacy, nature at your doorstep, perfect for all seasons, <2 hrs from Boston.

Cozy Log Cabin

Experience the ultimate getaway in this enchanting 3-bedroom log cabin with direct lake access! Nestled in a tranquil setting, this cozy retreat boasts a warm living area with a 3 season porch and large windows showcasing stunning lake views. The fully equipped kitchen is perfect for family meals, while the expansive grounds invites you to unwind outdoors. Enjoy swimming, fishing, or kayaking right at the dock. Ideal for families and friends, this cabin promises unforgettable moments in paradise

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

Luxury Year-round Treehouse with private hot tub

The Canopy 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 + Pool + Lake + Hot tub

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.

Eclectic Lakefront Cottage on Great East Lake

Welcome to a relaxing stay on the shores of Great East Lake! The fall and winter are the definition of peace and quiet. Often you'll be the only folks on the cove! Come back inside after your outdoor adventures and warm your feet on the radiant slate floors .You can also prepare a home cooked meal in the vintage, fully applianced kitchen. This home is the perfect base for all your winter excursions, or enjoy family time inside with plenty of games, puzzles, ping pong, or air hockey! Enjoy!

Extraordinary Lakefront Retreat with Private Beach

This home we call “Loon Bluff” is a very special lakeside retreat. Beautifully furnished, the house boasts a chef’s kitchen, 2 living rooms with large TV’s, and comfortable beds. On the lake, you'll find a private sandy beach, watercraft, a kitchenette, and a large fire pit for cozy conversation. Loon Bluff is the perfect choice for those seeking the quintessential Maine lake experience while enjoying the comfort of a 5-star resort. Also available for weddings, film and television shoots.

The Lake House in Acton

Lakefront luxury on Great East Lake—thoughtfully designed for an exceptional stay. Wake to coffee overlooking the water, swim or kayak from your own lakefront, then unwind in the hot tub, gather by the fire, or relax beside one of two indoor fireplaces as the loons call across the lake. Inside, premium beds and linens, top quality bath products, a well-equipped kitchen and all the little essentials make your stay effortless. Beautifully appointed, comfortably stocked and unmistakably Maine.

Year Round House on Mousam Lake!

Welcome to Maine Stay! Our stunning lakeside haven, where modern luxury meets natural beauty! Nestled among towering trees and perched on the shores of Mousam Lake, our brand new cottage promises an unforgettable escape for families and friends alike. Our lakeside cottage is 4 beds, 3.5 baths, with a wrap-around porch, electric fireplace, AC/heat. 100’ of lakefront, new stairs down to new docks. Open kitchen/living and plenty of sleeping space. Experience nature's beauty and serenity.

The Cozy Cottage @ Loon Pond, Close to Event Venue

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

Maine Escape on Mousam Lake

Welcome to your 'Maine Escape' on Mousam Lake! Ideally located between Southern Maine's coast and mountains, just 15 miles from I-95. Enjoy 2 queen bedrooms, a loft with twin beds, and a four-season porch with futon. Lower Mousam offers year-round lake fun, ATV/snowmobile trails, and you're just minutes from restaurants, groceries, and activities. Spacious outdoor area with grill, firepit, evening entertainment space, plus plenty of parking in a friendly neighborhood.