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.

Location · Value · Kitchen

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.

Location · Family · Accuracy

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!

Value · Family · Getting around

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.

Value · Family · Accuracy

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.

Value · Location · Nearby

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.

Family · Value · TV

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.

Location · Value · Hiking

Private Beach — Luxury Lakefront Paradise

This home we call “Loon Bluff” is a glorious 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.

Family · Location · Check-in

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.

Family · Location · Condition

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.

Value · Location · Outdoor spaces

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

Value · Location · Sleep quality

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.

Location · Family · Cleanliness