Holiday rentals in Shapleigh

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

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.

Lakehouse/HottubFirePit/2pvtdocks/SUPs/YAKs/LgYard

Bring your family/friends for a fun and relaxing stay on Mousam Lake all year round! With 3 bedrooms, and additional loft and a basement sleeping area, there's room for everyone! Explore the lake with canoes, kayaks and paddleboards available to you or bring your own boat, the public boat launch is across from our front dock! When you are not enjoying the lake, the house provides many spaces for your favorite yard games, a screen house to play cards or have a drink and unwind in large hot tub!

Luxury Year-round Hobbit House w/ private hot tub

Fern Hollow 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.

Galinhas Getaway - Moosam Lake

This lake house is an incredible place to stay year round. The views of the lake are just breathtaking. The yard is a great size for small gatherings. Perfect for playing games and enjoying the fresh lake air. House is equipped with an outdoor grill & griddle, a fire pit for burning wood, and a gas fire pit on the lower patio. It has its own dock. Perfect for boating, kayaking, fishing & ice fishing. Local trails for ATV’s & snowmobiles. Skiing & snowtubing less than 45 mins away at King Pine.

Enchanting Artist Retreat

Enjoy this enchanting cottage set in nature. Only 35 minutes from Portland & close to hiking trails. Listen to the owls & wind while enjoying a fire in the pit. Fresh muffins in the morning, baked by Barb. We offer a queen-sized Tempur-Pedic bed with comfy cotton bedding. Air conditioner for hot days and a NEW gas stove for chilly nights. Our Bathroom Greenhouse has a shower & a green Compostable toilet. ( changed daily) We provide bathrobes, hand soap, body wash, shampoo & conditioner.

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.

Private Beach — Luxury Lakefront Paradise

This home we call “Loon Bluff” is an incredible 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 luxury of a 5-star resort. Also available for weddings, film and television shoots.

LUX Designer Private Waterfront Hot Tub - Secluded

Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

Entire Cozy Lakeside Camp with Boats

A pretty nice step up from outdoor camping. A rustic hillside camp with amazing water views for your vacation stay. Lakeside cottage with use of boats included. A hammock for relaxing, grill, picnic table, and fire pit. Upper and lakeside patios. Our insurance company mandates another rental agreement be signed via DocuSign before arrival. Screenshots of the rental agreement are in the pictures section of this listing. No states are currently on the Maine Covid-19 restricted list.

Romantic Mirror cabin in the woods

Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of our road. Short drive to the Ogunquit/York beaches, Outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Camp on Goose Pond!

Escape to this peaceful camp with 50 feet of private shoreline on Goose Pond. Perfect for a relaxing getaway, this cozy retreat offers direct access to the water for fishing, swimming, and boating. Venture into nearby Mousam Lake by kayak or canoe for even more adventure. Whether you're unwinding on the deck, enjoying a campfire, or soaking in the lake views, this is the perfect place to unplug and make memories.