Holiday houses in Shapleigh

4.96 out of 5 average rating, 150 reviews

Secluded Lakehouse/2 private docks/Hottub/big yard

Bring your family or friends for a fun and relaxing stay on Mousam Lake this summer! 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!

Superhost

Treehouse in Sanford

4.9 out of 5 average rating, 520 reviews

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.

4.98 out of 5 average rating, 215 reviews

Home in Acton

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.

4.99 out of 5 average rating, 135 reviews

Cottage in Acton

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.

4.97 out of 5 average rating, 203 reviews

Guest suite in Lebanon

Maple Moon Farm, stay at a historic Maine farm! 1

Come and stay awhile! Unwind and enjoy a relaxing stay in our 1790’s farmhouse with many original features, situated on 120 mostly-wooded acres in southern Maine. Our farm features a commercial maple syrup operation, 200 high bush blueberry plants, a vegetable garden, pumpkin and berry patches, a variety of fruit trees, honeybee hives, miles of old logging roads for walks, skiing/snowshoeing, meandering brook, patio and outdoor fireplace, free-range chickens, and two large rescue farm dogs.

4.95 out of 5 average rating, 19 reviews

Private Lake House with Docks & Views for Days

This stunner of a rustic home sits directly on Mousam Lake and has decks, docks and delectable views for days. Welcome to your perfectly private & peaceful retreat. Ultra family-friendly, our lake house offers an escape from stress and a place to make memories. Five sliding glass doors onto the lakeside deck offer endless views down the length of the lake from inside and out. New interior furnishings were designed for your family's comfort and to provide a genuine Maine Lake vacation.

4.99 out of 5 average rating, 93 reviews

Apartment in Wakefield

Clean, quaint studio apartment on small farm

Enjoy the Old Farm cottage, a studio apartment on our small homestead in the beautiful Lakes Region. It’s a perfect spot for couples, small families, or traveling nurses. We are within 20 minutes to many beaches, including Lake Winnipesaukee, and provide easy access to head south to the ocean or north to the mountains. You will have your own separate parking/entrance, but are welcome to enjoy our cozy fire pit, stylish treehouse, and backyard access to the network of snowmobile trails.

5 out of 5 average rating, 13 reviews

New Lakefront 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.

Superhost

Cottage in Shapleigh

4.66 out of 5 average rating, 172 reviews

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.

5 out of 5 average rating, 112 reviews

Guesthouse in Hiram

1BR cozy, luxurious getaway @ Krista's Guesthouse

Newly built guesthouse above owner's garage with insane sunrises & great view. Property is located on 36 acres, owner lives on site in a separate house with her 3 dogs, 1 exceptionally lazy cat and 4 rogue chickens (they may all come visit you!). Grounds have ancient apple trees, loads of perennial gardens with more in progress, berries and an organic vegetable garden that we would love to share from if desired. Please do not hesitate to ask any questions! We hope to meet you soon!

5 out of 5 average rating, 33 reviews

Luxury Lakefront Paradise w/ Private Beach

This home we call “Loon Bluff” is a new 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, films and television shoots.

4.99 out of 5 average rating, 428 reviews

Home in Hollis

Birch Ledge Guesthouse--Four Season Maine Getaway

Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.

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Other great holiday rentals in Shapleigh

Cabin in Shapleigh

5 out of 5 average rating, 4 reviews

Cozy year round cottage

CarolynRating, 5 stars7 months ago

It was the perfect spot for us to stay nearby the Pineridge Campgrounds for our son's wedding weekend. This is a lovely place. Highly recommend it !

5 out of 5 average rating, 69 reviews

Cottage in Cornish

The Lil'house - A Mountain Top Modern Cottage

MatthewRating, 5 stars7 months ago

Dan and Jane have a beautiful home. They were extremely kind and I can’t thank them enough for allowing me and the kids to meet their horses. It is a wonderful property on a serene landscape. The pictures don’t do it justice. We will certainly be back.

4.88 out of 5 average rating, 57 reviews

Guest suite in Lyman

Studio, listen to the loons at Bunganut Lakefront

ToryRating, 5 stars1 week ago

We loved the lakeside retreat! Everything we needed as road vagabonds during our house renovation. We would have loved staying longer for some full days on the lake or lakeside, or will for a longer, real vacation. Perfect size room for a couple and their dog. Very comfortable recliner chairs and good lighting. Air conditioner was needed and worked quickly after we arrived. Bed was so comfortable, like sleeping on a cloud! Everything we needed.

Cottage in Lake Arrowhead

5 out of 5 average rating, 11 reviews

The Cottage at Lake Arrowhead

FlorianRating, 5 stars7 months ago

We came here to visit the southern part of Maine. Clearly this location is one of the best airbnb we’ve been at. House is lovely and is even better in reality than on the pictures. Everything was super clean and tidy with all you would ever need for your stay. We came here with our 3 kids and they had a lovely time thanks to all the toys, books and board games at disposal. Place is quiet and very nice during fall season so great for a peaceful time away from the city. Didn’t get the chance the practice the canoe by lack of time but it was very tempting. We will be definitely be back!

5 out of 5 average rating, 61 reviews

Home in South Berwick

Romantic Mirror cabin in the woods

EvelynRating, 5 stars1 week ago

This was the best experience we’ve ever had with Airbnb. From start to finish, Christian’s communication was excellent. I honestly wish everyone were as communicative and proactive as he is. This place truly left a mark on us. Our experience was so amazing that we genuinely want to recommend it to everyone. It was impeccable full of thoughtful details. We reconnected deeply. Everything was just perfect. I didn’t want to leave. The details won me over, and the intentionality behind this place is something truly special. I’m genuinely in love with this place. 💛

4.8 out of 5 average rating, 40 reviews

Tiny home in Waterboro

Enchanting Artist Retreat

HannahRating, 5 stars8 months ago

What a cute spot! Peaceful, nice touches/amenities and not far from the Portland area. Barb is a very responsive and accommodating host. Thank you!

5 out of 5 average rating, 21 reviews

Guesthouse in Wolfeboro

Sugar Hill Cottage Suite

ShawnRating, 5 starstoday

Casey & Katie have a beautiful home and family and it felt like we were a part of it for the stay. From the very moment we walked in to the second we left, all the little things they've added truly covered all our needs and we felt welcomed instantly. The space is beautiful and I'm sure it's great in every season , no matter the weather! Definitely will be booking again if I'm ever in the area for sure!