Vacation rentals in Shapleigh

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Top-rated vacation rentals in Shapleigh

Guests agree: these stays are highly rated for location, cleanliness, and more.

Superhost

Treehouse in Sanford

4.93 out of 5 average rating, 143 reviews

Treehouse - The Cliff House

Waking up in your treehouse, the first thing you feel is peace. No traffic, no sirens, no planes flying overhead. Only birdsong—the cry of a loon, the piping of a chickadee. Through the windows, you see only leaves, like green glass, filtering the early morning light. Below you, on the ground, a doe and her fawn pick their way down to the pond. They do not hurry, for there is nothing here to frighten them. Downstairs in the kitchen, coffee is brewing. Your tablet is charging on the windowsill. You could check your email or social media, but for some reason you don’t want the world to intrude. Out on the deck, a warm mug cradled in your hands, you and your partner plan your morning. Perhaps you’ll paddle the kayak across Littlefield Pond while the mist still lies thick on its smooth surface. Or take a fishing pole down to your private dock to catch brook trout for breakfast. Or maybe just soak in the hot tub and listen to the forest awaken. In the afternoon, you sit by the woodstove, engrossed in that book you’ve always meant to read. Your companions are playing a board game at the table, but mostly laughing and talking—about everything and nothing. You look up from your book and smile. For a moment you think about your life back home and ask yourself, “Why do we own so much stuff? What would our lives be like if we lived more like this, with fewer—but lovelier—things?” It was questions like this that inspired three families—the Avallones from Colorado, the Parekhs from California, and the Valcourts from nearby Portland—to create Littlefield Retreat. More than a vacation experience, Littlefield retreat is an exploration of what sustainable travel—and living in general—might look like. It offers guests an opportunity to live for a few days with a smaller footprint but without sacrificing beauty or comfort. We call it eco-luxury. You can see the exquisite workmanship and attention to detail from the instant you climb the spiral stairs and open the door to your tiny home amidst the trees. The eco-friendly elements are less visible but just as essential to the Littlefield vision: many recycled and reclaimed materials were used in the construction of your treehouse. It is also super-insulated, with ultra-efficient heating and hot water. At present, the energy that powers this tiny home is wind sourced, with plans for summer 2020 to install a 150-panel solar array on the property, making Littlefield retreat’s five boutique tiny homes entirely carbon neutral. Even the carbon from your commute from Portland or Boston has been offset for you. Come experience a wonderful—and sustainable—kind of getaway at Littlefield retreat.

Oct 2 – 9

ﺩ.ﺇ1,890 per night
Guest favorite

Home in Shapleigh

4.97 out of 5 average rating, 101 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 one of our docks! When you are not enjoying the lake, the house provides many spaces for your favorite yard games, a screen house to have a drink and play some cards and a large hot tub!

Jul 28 – Aug 4

ﺩ.ﺇ3,616 per night
Guest favorite

Guest suite in Lebanon

5.0 out of 5 average rating, 84 reviews

Rustic Rose Cottage of Historic West Lebanon

Rustic guest suite on serene four acres. Abutting colonial cape style house and West Lebanon Historic District date back to early 18th Century. Private parking & entrance, queen memory foam mattress, steam sauna, kitchen and laundry supplies, and desk and high speed wifi for telework. Minutes from Skydive New England, Prospect Hill Winery or McDougal Orchard. 30min to Portsmouth NH, Maine beaches, and Lake Winnipesaukee. Just over an hour to the White Mountains, Portland ME or the Boston area.

Apr 8 – 15

ﺩ.ﺇ347 per night

Popular amenities for Shapleigh vacation rentals

Stay near Shapleigh's top sights

Ted's Fried Clams11 locals recommend
Willy's Ale Room19 locals recommend
Iron Tails Saloon7 locals recommend
Boonies Country Store7 locals recommend
Keepin' It Local6 locals recommend
Thurston and Peters Sugarhouse8 locals recommend

Other great vacation rentals in Shapleigh

Guest favorite

Cottage in Acton

4.93 out of 5 average rating, 67 reviews

The Cozy Cottage at Loon Pond, Netflix

Jan 5 – 12

ﺩ.ﺇ647 per night
Guest favorite

Apartment in Wakefield

5.0 out of 5 average rating, 53 reviews

Clean, quaint studio apartment on small farm

Nov 30 – Dec 7

ﺩ.ﺇ358 per night
Superhost

Cottage in Waterboro

4.91 out of 5 average rating, 11 reviews

Whispering Pines Lakefront Cottage

Sep 12 – 19

ﺩ.ﺇ1,165 per night
Guest favorite

Home in Shapleigh

5.0 out of 5 average rating, 26 reviews

Galinhas Getaway - Mousam Lake

Apr 6 – 13

ﺩ.ﺇ1,506 per night
Superhost

Home in Shapleigh

4.92 out of 5 average rating, 12 reviews

Lakefront Carriage House with a beach.

Aug 9 – 16

ﺩ.ﺇ1,342 per night
Superhost

Home in Shapleigh

5.0 out of 5 average rating, 3 reviews

Lakefront Home with Sandy Beach! Kayaks, SUP, Peda

Oct 1 – 8

ﺩ.ﺇ1,472 per night
Superhost

Home in Acton

4.87 out of 5 average rating, 15 reviews

the House in the Woods

Oct 23 – 30

ﺩ.ﺇ604 per night
Guest favorite

Cottage in Acton

4.99 out of 5 average rating, 76 reviews

Eclectic Lakefront Cottage on Great East Lake

Jan 5 – 12

ﺩ.ﺇ925 per night
Guest favorite

Cottage in Waterboro

5.0 out of 5 average rating, 16 reviews

Quintessential Maine Lakefront Cottage

Dec 9 – 14

ﺩ.ﺇ1,215 per night
Superhost

Home in Acton

4.88 out of 5 average rating, 42 reviews

Private Retreat and access to Great East Lake

Sep 10 – 17

ﺩ.ﺇ988 per night
Guest favorite

Apartment in Porter

4.93 out of 5 average rating, 67 reviews

Modern Apt in Beautiful, 1860s Farmhouse

Sep 25 – Oct 2

ﺩ.ﺇ431 per night
Guest favorite

Cottage in Barrington

4.92 out of 5 average rating, 49 reviews

A little house in the woods

Nov 15 – 22

ﺩ.ﺇ389 per night

Quick stats about vacation rentals in Shapleigh

Total rentals

50 properties

Rentals with dedicated workspaces

20 properties have a dedicated workspace

Pet-friendly rentals

20 properties allow pets

Family-friendly rentals

50 properties are a good fit for families

Total number of reviews

1.7K reviews

Nightly prices starting at

ﺩ.ﺇ37 before taxes and fees

Frequently Asked Questions

  • How much does it cost to stay in cottage rentals in Shapleigh?

    Experience the best of Shapleigh with our cottage rentals, starting at about $130 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Shapleigh have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Shapleigh. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Shapleigh?

    Four-legged friends are welcome in Shapleigh. Choose from more than 20 vacation rentals for guests traveling with pets.

  • What are the most popular amenities for House Rentals in Shapleigh?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with air conditioning, over 20 homes with a bbq area, over 30 homes with wireless internet, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do cottage rentals in Shapleigh have wireless internet?

    Absolutely! We offer over 10 cottage rentals with wireless internet in Shapleigh. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Shapleigh have a bbq area?

    Absolutely! We offer over 20 house rentals with a bbq area in Shapleigh. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Shapleigh?

    Yes! Work meets play with ease at over 20 vacation rentals in Shapleigh featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly vacation rentals in Shapleigh?

    Shapleigh has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. York County
  5. Shapleigh