Holiday houses in Shapleigh

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Top-rated holiday rentals in Shapleigh

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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.

23–30 Nov

$978 NZD per night

Guest favourite

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!

29 Oct – 5 Nov

$946 NZD per night

Guest favourite

Farm stay in Alton

4.97 out of 5 average rating, 165 reviews

Mountain View - Modern & Beautiful

Kick back and relax in this stylish apartment space, with its own entrance around the back of the home! Modern construction w/ a king bed, large outdoor patio space w/ mountain views. A well-equipped kitchen/dining/living room combination that is great for short term or long term stays. Although there are other guest on the property you will have a private space to call your own and enjoy. Only 5 min from Lake Winnipesukee, 20 min to Wolfeboro, 25 min to Gunstock and 25 min to Bank of Pavilion

9–16 Jan

$222 NZD per night

Guest favourite

Home in Acton

4.98 out of 5 average rating, 124 reviews

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.

23–30 Aug

$440 NZD per night

Guest favourite

Loft in Kennebunk

4.96 out of 5 average rating, 143 reviews

Private Modern Loft featured in Maine Home+Design

Experience the tranquility of staying in a PRIVATE STUDIO LOFT IN SEPARATE BLDG. overlooking 13 acres of private land abutting 600 acres of Alewive Brook Preserve while being 20 minutes to several area beaches and swimming lakes. The land is full of walking trails, fishing pond, biking trails and is conveniently only 7 minutes from the highway. Immaculate with wood floors, comfy queen size bed with Tempur-pedic mattress , 400 thread count soft 100 % cotton sateen sheets and high speed Internet.

14–21 Mar

$255 NZD per night

Guest favourite

Loft in Barrington

4.96 out of 5 average rating, 490 reviews

Sunny, secluded studio loft apartment

Fully furnished studio apartment above home owners' garage with private entrance. Secluded 5.5 acre lot of land surrounded by beautiful woods. Vaulted ceilings with ladder to loft with queen bed. Big, sunny south-facing windows overlooking back yard and gardens. Homeowners are a laid-back, married gay couple, living in the main house with their 2 year old daughter and a dog. LGBTQ friendly home that welcomes kind guests of any race, religion, gender, and orientation. A minute from Route 125.

3–10 Dec

$185 NZD per night

Superhost

Apartment in Porter

4.86 out of 5 average rating, 318 reviews

The Carriage House Apartment

A unique and inviting second floor apartment. Located in what was originally a carriage repair shop. Renovated into living space, the apartment offers a comfortable living room with high ceilings and exposed beams. A well equipped kitchen area, bedroom with two double beds and full bathroom. Our beautiful area offers a variety of activities including a scenic town beach a short walk down the road, hiking trails for all level, antique shops, great restaurants, seasonal fairs, and orchards.

10–17 Dec

$228 NZD per night

Guest favourite

Cabin in Shapleigh

4.93 out of 5 average rating, 14 reviews

Shy Beaver Den

Welcome to Shy Beaver Den! This chalet-style cabin in the southern Maine Lakes Region is less than 2 hours from Boston and less than an hour from Portland. The four-season cabin offers peace and privacy, with views of a tranquil pond surrounded by a nature preserve. Trails for walking, cross-country skiing, and snowmobiling. Water access just down the driveway. Listen to the loons as you relax by the firepit, gaze at the stars from the deck, or fire up the woodstove for cozy nights in.

25 Nov – 2 Dec

$409 NZD per night

Guest favourite

Cottage in Middleton

4.96 out of 5 average rating, 136 reviews

Beautiful Lakeside Cottage

Beautiful, quiet and secluded lakeside cottage. Enjoy amazing sunsets on our pristine lake. Swim, kayak, fish or just relax and take in the natural beauty. COVID UPDATE: We know everyone has different levels of concern regarding the virus. Please know that while we feel our sanitation and cleanliness of the Cottage is exceptional, we have doubled our efforts providing multiple cleanings between guests. This is a NON-SMOKING property. We are sorry, but we cannot accommodate pets.

21–28 Nov

$325 NZD per night

Guest favourite

Home in Hollis

4.98 out of 5 average rating, 357 reviews

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.

4–11 Oct

$337 NZD per night

Guest favourite

Cottage in Middleton

4.96 out of 5 average rating, 138 reviews

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks

Escape to a peaceful, lakeside retreat with a secluded sun-lit deck and private dock with incredible views of Sunrise Lake, plus a 4-person hot tub, and seasonal amenities like a pedal boat, two kayaks, a SUP board, gas fire table, central A/C, a pellet stove, and snowshoes. Enjoy nearby activities like hiking, leaf peeping, skiing, and visiting scenic towns, local vineyards and breweries — or simply relaxing in a beautiful lakefront setting!

25 Oct – 1 Nov

$677 NZD per night

Guest favourite

Cottage in Acton

4.93 out of 5 average rating, 67 reviews

The Cozy Cottage at Loon Pond, Netflix

Quaint and Cozy Year Round cottage with great views of pond and great sunsets from large deck. Set on 2 acres of wood/ firepit 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 porch Right of Way to the pond @ Boy scout camp Close to Portsmouth, NH. Rochester, NH Portland, ME

7–14 Feb

$315 NZD per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Shapleigh holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

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 holiday rentals in Shapleigh

Guest favourite

Apartment in Wakefield

5.0 out of 5 average rating, 56 reviews

Clean, quaint studio apartment on small farm

5–12 Nov

$180 NZD per night

Superhost

Cottage in Waterboro

4.91 out of 5 average rating, 11 reviews

Whispering Pines Lakefront Cottage

12–19 Sep

$599 NZD per night

Superhost

Home in Shapleigh

4.92 out of 5 average rating, 12 reviews

Lakefront Carriage House with a beach.

21–28 Jul

$754 NZD per night

Superhost

Home in Acton

4.89 out of 5 average rating, 9 reviews

Private oasis on Lake Mousam all season activities

18–25 Feb

$534 NZD per night

Guest favourite

Home in Shapleigh

5.0 out of 5 average rating, 26 reviews

Galinhas Getaway - Mousam Lake

22–29 Apr

$823 NZD per night

Superhost

Home in Shapleigh

5.0 out of 5 average rating, 3 reviews

Lakefront Home with Sandy Beach! Kayaks, SUP, Peda

25 Dec – 1 Jan

$594 NZD per night

Superhost

Home in Waterboro

5.0 out of 5 average rating, 3 reviews

Mountain View Getaway 4Season Maine

15–22 May

$169 NZD per night

Superhost

Home in Acton

4.87 out of 5 average rating, 15 reviews

the House in the Woods

12–19 Aug

$317 NZD per night

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Quick stats about holiday rentals in Shapleigh

Total rentals	60 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	1.8K reviews
Nightly prices starting at	$17 NZD before taxes and fees

Holiday houses in Shapleigh

Top-rated holiday rentals in Shapleigh

Treehouse in Sanford

Home in Shapleigh

Farm stay in Alton

Home in Acton

Loft in Kennebunk

Loft in Barrington

Apartment in Porter

Cabin in Shapleigh

Cottage in Middleton

Home in Hollis

Cottage in Middleton

Cottage in Acton

Holiday rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Shapleigh holiday rentals

Stay near Shapleigh's top sights

Other great holiday rentals in Shapleigh

Apartment in Wakefield

Cottage in Waterboro

Home in Shapleigh

Home in Acton

Home in Shapleigh

Home in Shapleigh

Home in Waterboro

Home in Acton

Quick stats about holiday rentals in Shapleigh

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Destinations to explore