Discover Your Perfect Carlisle Vacation Homes

Why Choose Rent By Owner for your Carlisle Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Carlisle

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience and help you make the most of your stay in this charming destination, ensuring you enjoy the region's natural beauty and relaxed atmosphere at its best.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, the area experiences pleasant weather with blooming landscapes, making it ideal for outdoor activities and exploring nearby attractions.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F
autumn
Early Fall (September to October)

The region's vibrant fall foliage attracts visitors seeking scenic views and a tranquil atmosphere, perfect for enjoying the outdoors and local events.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F

Off-Season Highlights

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Winter (December to February)

The colder months bring quieter surroundings and fewer tourists, offering a peaceful retreat with cozy indoor amenities.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 15°F to 25°F
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Late Fall (November)

As the leaves fall and temperatures drop, you can enjoy a more secluded experience before the winter season sets in fully.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 35°F to 45°F

Weekly Weather Forecast for Carlisle

How to Book Your Carlisle Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Carlisle

More Top-Rated Vacation Rentals in Carlisle Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor dining with a private patio or picnic area
  • Take advantage of spacious yards for recreational activities and relaxation
  • Make the most of scenic walking trails or nature paths nearby
  • Relax by a cozy outdoor fireplace or fire pit during cooler evenings
  • Benefit from well-maintained gardens or landscaped grounds
  • Access outdoor sports facilities such as tennis courts or basketball courts
  • Utilize convenient parking spaces suitable for multiple vehicles

Top Attractions Around Carlisle

What attractions are nearby?

While staying here, you'll find plenty of nearby activities in Carlisle, Massachusetts, that allow you to enjoy the natural beauty and peaceful surroundings of this charming region.

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Family Activities

  • Discover the Carlisle Conservation Foundation Trails: Enjoy family-friendly hikes along scenic trails that showcase the natural beauty of this area’s lush landscapes and wildlife.
  • Visit the Old North Bridge at Minute Man National Historical Park: Step back in time with an outdoor heritage experience that offers educational opportunities and historical insights suitable for all ages.
  • Explore the Herb Lab at the Boston Arboretum: Engage in interactive nature activities and learn about various herbs and plants in a peaceful setting perfect for family outings.
  • Participate in Local Community Events: Take part in seasonal festivals and outdoor family activities held throughout the region, fostering memorable experiences for visitors of every age.
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Adult Activities

  • Hiking and Nature Walks: Explore scenic trails and enjoy the tranquility of the area's natural beauty, perfect for outdoor enthusiasts seeking a peaceful retreat.
  • Visit Local Historical Sites: Discover the rich history of this destination through well-preserved landmarks and museums that offer an insightful glimpse into the region's past.
  • Golfing at Nearby Courses: Tee off at nearby golf courses renowned for their picturesque settings and challenging layouts, ideal for a relaxing day on the greens.
  • Birdwatching and Wildlife Viewing: Take advantage of the local habitats to observe diverse bird species and wildlife in their natural environment, suitable for nature lovers.

Other Places to Stay in Carlisle, MA

Malcolm Preserve
Malcolm Preserve Vacation Rentals
Great Brook Farm State Park
Great Brook Farm State Park Vacation Rentals
Infor Medical Communications
Infor Medical Communications Vacation Rentals
More Places to Stay Near Carlisle

Carlisle Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Events: Check the area's event calendar to align your stay with festivals or community gatherings that offer authentic experiences of this destination.
  • Explore Scenic Outdoor Spaces: Take advantage of nearby parks and nature trails to immerse yourself in the region’s natural beauty during your visit.
  • Discover Culinary Delights: Sample local cuisine at eateries close to your vacation rental, giving you a taste of the area's regional flavors.
  • Use Local Resources: Reach out to hosts or visitor centers for personalized recommendations to enhance your experience here and uncover hidden gems.

Transportation Options

  • Car Service and Taxis: You can easily access reliable taxi services or private car options to explore the area comfortably.
  • Public Transit: Nearby bus routes offer convenient transportation for travelers looking to navigate here without a personal vehicle.
  • Rental Cars: Local rental agencies provide flexible options for exploring this destination at your own pace.
  • Bike Rentals: For eco-friendly and scenic travel, bike rentals are an excellent way to enjoy the region's natural beauty.

Local Customs Options

  • Respect for Local Nature: Here, outdoor conservation is highly valued, and you’ll notice a community commitment to preserving the natural landscapes that define this destination.
  • Community Gatherings: Participating in local events or town meetings offers a genuine glimpse into the region’s collaborative spirit and traditional customs.
  • Historical Appreciation: The area embraces its history through various preservation efforts, encouraging visitors to appreciate its heritage during their stay.
  • Casual Hospitality: Expect a friendly atmosphere where informal social interactions and welcoming gestures are an integral part of the local culture.

Frequently Asked Questions About Carlisle?

1. What are the top vacation rentals in Carlisle?

There are a lot of options in Carlisle. If you plan on staying in the Carlisle area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Carlisle:

2. How many vacation rentals have private pools in Carlisle?

There are 3 vacation rentals with private pools near Carlisle. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Carlisle are best for families?

If you are looking for a family-friendly vacation home in Carlisle, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Carlisle:

4. How many Rentbyowner vacation rentals are available in Carlisle?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 59 in the Carlisle area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Carlisle. 

5. What is the cancellation policy for vacation rentals in Carlisle, Massachusetts?

Cancellation policies vary depending on the individual listing. You should review the specific property's cancellation terms directly on the listing or contact the owner to understand the applicable rules before booking.

6. Are there any restrictions or house rules I should be aware of when booking here?

Yes, each vacation rental in this area may have unique house rules, such as pet policies or limits on parties. It's best to read the property description carefully or reach out to the owner for clarification before confirming your reservation.

7. How do I find out about amenities included with the rental in this region?

Amenities can differ from one property to another, so check the detailed listing information for each vacation rental. If you have specific needs, contacting the owner directly ensures you get all the details you require.

8. Is there a minimum stay requirement for bookings in this destination?

Minimum stay requirements depend on the individual property and the time of year. Be sure to review the listing details or contact the host to confirm the length of stay needed for your preferred dates.

9. What should I know about the check-in and check-out process in Carlisle?

Check-in and check-out procedures are outlined within each listing, often including key exchanges or lockbox codes. For a smooth arrival and departure, contact the owner if you have additional questions about timing or procedures.