Photo by Robbie Martin

Shirley holiday lettings

We found 238 holiday rentals — enter your dates for availability

Discover a selection of 6 cabins and other holiday rentals in Shirley that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the best amenities for spending time at your holiday home, which might include air conditioning and a pool. Whatever you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

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Choose a holiday rental for your Shirley getaway

Learn about the unique charm of Shirley with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Sightseeing in and around Shirley

Are you looking for attractions to visit during your stay? Venture out of your holiday home and experience everything that Shirley has to offer. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Big Squaw Mountain Ski Resort (11 mi / 17.7 km)
  • Peaks-Kenny State Park (18.1 mi / 29.2 km)
  • Fishin' 4 Fun (7.9 mi / 12.7 km)
  • Young's Guide Service (8.7 mi / 14 km)

Exploring the natural features in Shirley

Whether you're looking for adventure or just want to appreciate the scenery, Shirley is a great spot to appreciate mother nature. Here are some of the area’s noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Moxie Falls (14.5 mi / 23.3 km)
  • Gulf Hagas (17.8 mi / 28.7 km)
  • Lake Hebron (7.3 mi / 11.8 km)
  • Barrows Falls Trail (8.6 mi / 13.8 km)
  • Big Moose Mountain (10.2 mi / 16.3 km)
  • Moxie Pond (11.7 mi / 18.8 km)

Frequently asked questions

What is the best area to stay in Shirley when booking a holiday rental?
When considering a holiday rental in Shirley, Maine, the area near the beautiful Moosehead Lake is an excellent choice. This picturesque location offers a range of properties, from cosy cabins to more spacious homes, providing a serene retreat amidst nature. Staying here places you in close proximity to some of the region's top attractions, such as the stunning Lily Bay State Park, where you can hike, picnic, or simply enjoy the breathtaking views of the lake.

Additionally, the nearby town of Greenville, just a short drive away, features charming shops and delightful dining options, making it convenient for guests to explore local culture.
How much does it cost to rent a holiday home in Shirley?
Prices for holiday rentals in Shirley 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 Shirley 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 Shirley holiday house rentals?
You can find great discounts on house rentals in Shirley 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 Shirley ski resort rentals?
For those seeking ski resort rentals near Shirley, Maine, the closest option is the area around Moosehead Lake, which is about a half-hour drive away. The Greenville region, situated along the lake, offers a variety of accommodations ideal for winter sports enthusiasts. Many of the properties here include cozy cabins and lodges that often come equipped with essential amenities like fireplaces, fully stocked kitchens, and spacious living areas, superb for gathering after a day on the slopes.

Additionally, the surrounding Greenville area provides access to the nearby Big Moose Mountain, a popular skiing destination. Rentals in this area frequently feature proximity to both the mountain and the scenic beauty of the lake, with some properties offering amenities such as hot tubs, outdoor grills, and easy access to local winter activities like snowshoeing and snowmobiling.

For those who enjoy a rustic charm, options like lakeside cabins provide a serene atmosphere, often with stunning views and direct access to outdoor adventures.
What is the most popular type of holiday rental accomodation in Shirley?
In Shirley, cabins are the most popular type of holiday rental, with about 32 available throughout the area. These charming properties typically feature rustic decor, fully equipped kitchens, and comfortable living spaces, making them great for enjoying the natural beauty of the surroundings. Many cabins also offer outdoor amenities such as decks or porches, ideal for relaxing and taking in the serene views of the nearby lakes and forests. Additionally, several holiday houses are available, providing more spacious rooms for families or larger groups.
Are there any family house rentals in Shirley?
In Shirley, Maine, there are several family-friendly house rentals available for those seeking a peaceful retreat. This charming area is known for its natural beauty, with nearby attractions like Moosehead Lake offering opportunities for outdoor activities such as boating, fishing, and hiking. Many of the homes in this locale feature spacious living areas, full kitchens, and outdoor spaces where families can gather and enjoy time together.

Visitors can expect amenities like Wi-Fi, laundry facilities, and even fire pits for evening gatherings under the stars. The tranquil surroundings are superb for families looking to relax and reconnect while still being close to the great outdoors.
Can I find long-stay holiday rentals in Shirley?
A long-stay holiday rental in Shirley 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 Shirley?
In Shirley, Maine, there are several pet-friendly house rentals available, offering a great opportunity for travellers who wish to bring their furry companions along. The area is known for its beautiful natural surroundings, making it an ideal retreat for outdoor enthusiasts and pet owners alike. Many of the holiday rentals come equipped with essential amenities such as fully furnished kitchens, spacious living areas, and outdoor spaces where pets can play and relax.

The nearby Moosehead Lake is a popular point of interest, providing ample opportunities for hiking, fishing, and exploring the scenic beauty of the region. Some properties may even offer easy access to trails suitable for walking or jogging with pets, ensuring that both you and your animal can enjoy the great outdoors.
Are there any remote work holiday rentals in Shirley?
In Shirley, Maine, there are approximately 40 holiday rentals that cater to remote work needs. This charming area offers a serene backdrop for those looking to balance work and leisure. Many properties come equipped with essential amenities such as high-speed Wi-Fi, dedicated desks, and comfortable office spaces, ensuring a productive environment.

The picturesque landscapes surrounding Shirley include access to lakes and hiking trails, providing opportunities for relaxation and outdoor activities during breaks from work. Additionally, the tranquil atmosphere of the area contributes to a focused work experience. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Shirley holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Shirley 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 Shirley?
In Shirley, popular rental amenities include fully equipped kitchens, which allow guests to prepare their own meals during their stay. Many rentals also provide coffee and tea makers for a warm beverage at any time. Onsite parking is commonly available, making it convenient for travellers with vehicles. Additionally, fitness facilities can be found nearby for those looking to maintain their workout routines. Guests can also enjoy easy access to hiking trails in the vicinity, superb for exploring the beautiful natural surroundings.
How early should I book a Shirley holiday rental?
Book your Shirley 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 Shirley?
In Shirley, Maine, visitors can enjoy the natural beauty of the surrounding area, particularly with attractions that highlight outdoor activities. The nearby Moosehead Lake is a significant draw, providing opportunities for fishing, boating, and hiking along the scenic shores. The lake area offers various trails, superb for exploring the stunning landscape and wildlife.

Additionally, the Appalachian Trail passes through the region, making it ideal for hiking enthusiasts looking for a challenge in the great outdoors. The quaint, rural charm of Shirley itself is appealing, with its picturesque views and friendly community atmosphere.
Can I change or cancel my Shirley home rental booking on Vrbo?
To find Shirley 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 Shirley 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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