Shapleigh holiday lettings

We found 215 holiday rentals — enter your dates for availability

Discover a selection of 20 homes and other holiday rentals in Shapleigh that are perfect for your trip. Holiday homes offer the best amenities for your family, friends or furry companion, such as a fireplace and a washer and dryer. No matter what you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.
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Choose a holiday rental for your Shapleigh getaway

Learn about the unique charm of Shapleigh with a stay in a holiday home rental. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Shapleigh

Do you want to discover top things to see and do during your stay? Venture out of your cosy holiday rental and check out everything that makes Shapleigh a fun spot to go on holiday. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Old Marsh Country Club (19.7 mi / 31.7 km)
  • Pine Hollow Little Par Three Golf Course (10.7 mi / 17.2 km)
  • Province Lake Golf Course (12.3 mi / 19.9 km)
  • BackCountry Excursions, LLC - Day Tours (13.4 mi / 21.6 km)
  • Stand Up Paddleboard NH (14.4 mi / 23.1 km)
  • Hampshire Pewter Co. (18.7 mi / 30.1 km)

Exploring the natural landscape of Shapleigh

Whether you're looking for adventure or just want to spend some time taking in the scenery, Shapleigh is a great place to get outside. Here are some of the area’s noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Lake Winnipesaukee (24.2 mi / 38.9 km)
  • Square Pond (1.7 mi / 2.7 km)
  • Treasure Island (1.8 mi / 2.9 km)
  • Mousam Lake (3.4 mi / 5.5 km)
  • Wilson Lake (4.7 mi / 7.5 km)
  • Ossipee Hill Summit (6.6 mi / 10.7 km)

Travelling to and around Shapleigh

The nearest airport is in Sanford, ME (SFM-Sanford Seacoast Regional), located 11.9 mi (19.1 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Portland, ME (PWM-Portland Intl. Jetport), which is 27.9 mi (44.9 km) away.

Frequently asked questions

What is the best area to stay in Shapleigh when booking a holiday rental?
When considering the best area to stay in Shapleigh, Maine, for a holiday rental, the charming neighbourhoods around Shapleigh Lake are particularly appealing. This area offers a serene lakeside experience, superb for those who enjoy outdoor activities. The lake is popular for swimming, fishing, and kayaking, providing ample opportunities to immerse oneself in nature.

Additionally, the nearby Shapleigh Town Forest is a delightful spot for hiking and exploring local wildlife, making it a great choice for outdoor enthusiasts. While the number of properties in this area can vary, there are typically a good selection of holiday rentals that cater to different preferences and budgets.
How much does it cost to rent a holiday home in Shapleigh?
Prices for holiday rentals in Shapleigh vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Shapleigh to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Shapleigh holiday house rentals?
You can find great discounts on house rentals in Shapleigh on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Shapleigh?
For renting a beach house in Shapleigh, Maine, the area around Shapleigh Lake offers a picturesque setting with various holiday rentals that provide access to the lake's sandy shores. Properties here often feature amenities such as private docks, outdoor fire pits, and spacious decks, superb for enjoying sunsets over the water. Many homes also include fully equipped kitchens and multiple bedrooms, making them suitable for families or groups seeking a lakeside retreat.

In addition, nearby areas like Acton and Alfred present charming options for beach house rentals, where you can find cabins and cottages located among the trees, often equipped with modern conveniences like air conditioning, Wi-Fi, and laundry facilities. These homes typically offer a tranquil atmosphere, with some sitting close to local swimming spots and picnic areas.

Moreover, the surrounding region is rich in natural beauty, with opportunities for hiking, fishing, and boating. Rentals in these areas may also include access to kayaks or canoes, enhancing the outdoor experience for travellers.
Where are the best Shapleigh ski resort rentals?
For those looking for ski resort rentals near Shapleigh, Maine, the closest significant ski area is in the region of the Sebago Lake area, particularly around the town of Bridgton. This charming town offers a variety of rental options, including cosy cabins and holiday homes that cater to winter sports enthusiasts. Many properties come equipped with amenities such as fireplaces, fully equipped kitchens, and outdoor spaces for enjoying the crisp winter air.

Additionally, Bridgton is home to local cafes and shops, providing convenient access to supplies and dining options after a day on the slopes. Many rentals in this area also feature proximity to hiking trails and scenic views, making them ideal for those who enjoy outdoor activities beyond skiing.

For a more upscale experience, visitors might consider properties near the Shawnee Peak ski area, where accommodations often include ski-in/ski-out access, hot tubs, and spacious living areas superb for families or groups.
What is the most popular type of holiday rental accomodation in Shapleigh?
In Shapleigh, holiday houses are the most popular type of holiday rental, with around 80 available in the area. These properties often feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor areas great for gatherings, making them ideal for families or larger groups. Additionally, there are about 20 cabins, which offer a more rustic experience, typically located in natural surroundings and equipped with amenities like fireplaces and decks for enjoying the peaceful environment. Several cottages, apartments, and villas also provide alternative options for travellers seeking a different style of accommodation.
Are there any family house rentals in Shapleigh?
In Shapleigh, Maine, there are numerous family-friendly house rentals available—specifically, around 23 options scattered throughout the area. This charming locale is known for its picturesque lakes and proximity to natural attractions, making it an excellent choice for families seeking outdoor adventures. Many of these homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces great for barbecues or enjoying the fresh air.

Visitors will appreciate amenities such as Wi-Fi, air conditioning, and comfortable furnishings, ensuring a pleasant stay. The nearby lakes offer opportunities for swimming, fishing, and kayaking, while the surrounding woods provide trails for hiking and exploring.
Can I rent a holiday home with a pool or hot tub in Shapleigh?
In Shapleigh, Maine, there are several holiday homes available for rent that feature pools or hot tubs, making it an appealing destination for those seeking relaxation and leisure. The area is known for its beautiful lakes and natural surroundings, providing a serene backdrop for a getaway. Many of the rentals come equipped with amenities such as private swimming pools, outdoor hot tubs, and spacious decks for enjoying the fresh air. Additionally, travellers can expect features like fully equipped kitchens, comfortable living areas, and sometimes even game rooms or outdoor fire pits, enhancing the overall family or group experience.
Can I find long-stay holiday rentals in Shapleigh?
A long-stay holiday rental in Shapleigh is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Shapleigh?
In Shapleigh, there are several pet-friendly house rentals available, providing a welcoming environment for travellers with pets. Many of these holiday homes come equipped with amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, ideal for family gatherings or relaxing getaways.

The area is known for its beautiful lakes and outdoor recreational opportunities, making it a great choice for those looking to enjoy nature with their pets. Nearby parks and natural reserves offer scenic walking trails and the chance for your furry friends to explore the great outdoors.
Are there any remote work holiday rentals in Shapleigh?
In Shapleigh, Maine, there are numerous options for remote work holiday rentals, with around 104 available to choose from. This charming area provides a peaceful setting for those looking to blend work and leisure. Many of the properties come equipped with essential amenities for remote work, including high-speed internet, dedicated office spaces, and comfortable desks.

Travellers can expect a variety of accommodations, from cosy cabins located in the woods to spacious homes with stunning lake views. These rentals often feature comfortable living areas, fully equipped kitchens, and outdoor spaces, allowing for relaxation after a productive day. The scenic beauty of the surrounding nature offers opportunities for outdoor activities, making it an ideal location for remote workers seeking a balance between productivity and recreation. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Shapleigh holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Shapleigh with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Shapleigh?
In Shapleigh, popular rental amenities typically include fully equipped kitchens, allowing guests to prepare their own meals during their stay. Many rentals also feature decks or patios, providing a pleasant space to enjoy the surrounding nature. For those travelling with pets, there are options where pets are permitted, ensuring that furry companions can join in on the holiday. Onsite parking is another convenient amenity commonly found, making it easy for guests to access their accommodations. Additionally, many properties come with coffee and tea makers, superb for starting the day with a warm beverage.
When is the best time to visit Shapleigh for a holiday rental?
The best time to visit Shapleigh for a holiday rental is during the peak season from June to August, with July being particularly popular among travellers. This summer period is ideal for those seeking outdoor activities, as the warm weather invites visitors to explore the beautiful lakes and natural scenery that Shapleigh has to offer.

During these summer months, temperatures typically range from 20 to 30 degrees Celsius, creating a comfortable environment for boating, fishing, and hiking. The vibrant community atmosphere, filled with local events and activities, enhances the overall experience, making it a superb choice for families and groups alike.

For those looking to enjoy Shapleigh at a more budget-friendly rate, December presents a lovely option. While this is considered the low season, visitors can appreciate the serene winter landscape and partake in peaceful walks or cozy evenings by the fire, making it a charming getaway for those who prefer tranquillity over the busier summer months.
How early should I book a Shapleigh holiday rental?
Book your Shapleigh holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Shapleigh?
In Shapleigh, Maine, visitors can enjoy a variety of attractions that highlight the area's natural beauty and outdoor activities. The local lakes, such as Square Pond and Shapleigh Pond, offer opportunities for fishing, swimming, and kayaking, making them popular spots during the warmer months. The scenic landscapes provide a picturesque backdrop for hiking and picnicking.

Additionally, the surrounding area features the Kennebunkport region, known for its charming coastal towns and beautiful beaches, just a short drive away. Visitors can explore the quaint shops and restaurants in nearby towns like Sanford and Alfred, which offer a taste of local culture and cuisine. The area is also rich in wildlife, providing excellent opportunities for bird watching and nature photography.
Can I change or cancel my Shapleigh home rental booking on Vrbo?
To find Shapleigh holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Shapleigh holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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