Carlisle holiday lettings

We found 157 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Carlisle to find one that's perfect for your trip. Holiday rentals offer the amenities that you expect for you and your friends, family or even pets, such as parking and a pool. You'll be sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Explore the lush setting in Carlisle

The forests and parks provide a pleasant backdrop to your holiday home in Carlisle. Renowned for its hiking, skiing and cross-country skiing, this city welcomes all visitors. Fenway Park and Harvard Square are just a couple of the must-see attractions in the area. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Carlisle

Do you want to discover top things to see and do while you're in the area? Venture out of your cosy holiday rental and check out everything that Carlisle has to offer. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Encore Boston Harbor (17.1 mi / 27.5 km)
  • Nashoba Valley Ski Area (4.9 mi / 7.9 km)
  • Kimball Farm (5.7 mi / 9.1 km)
  • Tewksbury Country Club (8.6 mi / 13.9 km)
  • Butternut Farm Golf Club (10.8 mi / 17.4 km)
  • Fun World (13.7 mi / 22.1 km)

Exploring the natural landscape of Carlisle

Whether you're looking for adventure or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Carlisle. Here are some of the area’s noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Minute Man National Historical Park (5.7 mi / 9.2 km)
  • Westford Town Common (5.7 mi / 9.2 km)
  • Walden Pond (6.2 mi / 10 km)
  • DeCordova Sculpture Park and Museum (7.2 mi / 11.6 km)
  • Wakefield Dog Park (14.5 mi / 23.4 km)
  • Wayland Town Beach (14.6 mi / 23.5 km)

Travelling to and around Carlisle

Fly into Bedford, MA (BED-Laurence G. Hanscom Field), the closest airport, located 5.6 mi (9 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Lawrence, MA (LWM-Lawrence Municipal), which is 17.4 mi (28 km) away.

Frequently asked questions

What is the best area to stay in Carlisle when booking a holiday rental?
When considering a holiday rental in Carlisle, Massachusetts, the area near the town centre is an excellent choice. This neighbourhood offers a quaint, rural charm while still being conveniently located for easy access to local amenities. You'll find a selection of properties that cater to various tastes, from charming cottages to spacious family homes, providing a comfortable base for your stay.One of the top attractions in Carlisle is the Great Meadows National Wildlife Refuge, which is superb for nature enthusiasts. This expansive area features beautiful walking trails and opportunities for birdwatching, making it a serene escape into nature. Additionally, the nearby Carlisle Town Forest offers lovely hiking paths and picturesque scenery, ideal for those looking to explore the great outdoors.Staying in the town centre allows you to enjoy a sense of community and proximity to local shops and eateries, enhancing your overall experience.
How much does it cost to rent a holiday home in Carlisle?
Prices for holiday rentals in Carlisle 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 Carlisle 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 Carlisle holiday house rentals?
You can find great discounts on house rentals in Carlisle 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.
What is the most popular type of holiday rental accomodation in Carlisle?
In Carlisle, holiday houses are the most popular type of holiday rental, with several available throughout the area. These homes provide ample space and comfort, featuring multiple bedrooms, fully equipped kitchens, and inviting living areas, making them ideal for families or groups. Many properties also include outdoor spaces such as gardens or patios, great for enjoying the serene surroundings.
Are there any family house rentals in Carlisle?
In Carlisle, Massachusetts, there are several family-friendly house rentals available, making it a suitable destination for those travelling with children. The town is characterised by its charming countryside and offers access to outdoor activities, including nearby parks and nature trails which can provide hours of exploration for the little ones. Many of the homes in the area feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play and enjoy the fresh air.Visitors can also take advantage of amenities like Wi-Fi and laundry facilities, ensuring a comfortable stay. Furthermore, Carlisle's proximity to the bustling towns of Concord and Bedford allows families to explore local attractions, including historical sites and recreational areas.
Can I find long-stay holiday rentals in Carlisle?
A long-stay holiday rental in Carlisle 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 Carlisle?
In Carlisle, Massachusetts, there are several pet-friendly house rentals available, superb for travellers looking to enjoy a stay with their furry companions. The area is known for its picturesque landscapes and rural charm, making it an inviting destination for outdoor enthusiasts. Many holiday rentals in Carlisle come equipped with amenities such as spacious gardens, full kitchens, and comfortable living areas, ensuring a relaxing environment for both pets and their owners.The nearby Great Meadows National Wildlife Refuge offers ample opportunities for pet-friendly outings, with scenic trails and open spaces for walking and exploring. Additionally, the town's local parks and nature spots are welcoming to pets, providing areas where they can run and play.
Are there any remote work holiday rentals in Carlisle?
In Carlisle, Massachusetts, there are several remote work holiday rentals available, providing a great environment for those looking to balance work and leisure. Many of these properties come equipped with essential amenities for telecommuting, such as free Wi-Fi and designated workspaces, including desks and chairs, ensuring a comfortable and productive setting.The town's picturesque surroundings and peaceful atmosphere make it an ideal location for those seeking a quiet retreat while still being close to nature. Nearby, visitors can enjoy outdoor activities like hiking and cycling in the scenic landscapes, adding a refreshing touch to their work routine. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Carlisle holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Carlisle 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 Carlisle?
In Carlisle, popular holiday rental amenities include air conditioning, which is essential for comfort during warm months. Guests can expect access to a selection of books for leisurely reading, as well as dining areas great for enjoying meals together. Onsite parking is available for those travelling with vehicles, providing additional convenience. Many rentals also feature sofa beds, accommodating larger groups or families by offering extra sleeping space.
When is the best time to visit Carlisle for a holiday rental?
The best time to visit Carlisle for a holiday rental is during the peak season from May to July. May stands out as a particularly popular month, as the weather begins to warm up, inviting visitors to enjoy the picturesque landscapes and outdoor activities. This time of year is great for those who appreciate nature, with blooming flowers and lush greenery enhancing the beauty of the area.During this peak season, temperatures typically range from around 10 to 25 degrees Celsius, creating a comfortable environment for hiking, cycling, and exploring the local parks. Sightseeing opportunities abound, with places like the Great Meadows National Wildlife Refuge offering stunning vistas and a chance to observe local wildlife.For travellers looking for a more budget-friendly option, October presents a wonderful alternative. This month may be slightly quieter, yet it boasts brilliant autumn foliage, making it an ideal time for scenic walks and photography. The crisp air and vibrant colours create a charming backdrop for a relaxing getaway.
How early should I book a Carlisle holiday rental?
Book your Carlisle 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 Carlisle?
In Carlisle, Massachusetts, visitors can appreciate the charm of this small town and its natural beauty. One of the main attractions is the Great Brook Farm State Park, which offers scenic walking trails, swimming areas, and opportunities for cross-country skiing in the winter. The park is also home to a working dairy farm, where guests can enjoy fresh products and learn about local agriculture.The town centre features historic architecture and quaint shops, providing a glimpse into Carlisle's past. For those interested in history, the Carlisle Historical Society hosts exhibits and events that showcase the town's heritage. Additionally, the nearby Concord River offers lovely spots for kayaking and canoeing, making it a great destination for outdoor enthusiasts.
Can I change or cancel my Carlisle home rental booking on Vrbo?
To find Carlisle 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 Carlisle 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.

More holiday ideas