Carlisle Vacation Rentals

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:

• Wonderfully renovated family-friendly home located near Boston and Lexington
• 3 Mi to Minute Man NHP: 'Summer St Retreat' + Deck
• Orchard Retreat
• Spacious 1-bedroom apartment in Lexington MA, surrounded by nature trails
• Lake Access 4 Bed 3 Full Bath
• Cottage Suite "B" - Walk to Shops, Train, History
• Cottage Suite "A" - Walk to Shops, Train, History
• ✨Private Studio w/Loft Center Historic Carlisle✨
• Hampton Inn Boston Bedford Burlington
• Residence Inn by Marriott Boston Concord

There are 2 vacation rentals with private pools near Carlisle. Top-rated RBO homes that have access to a swimming pool include:

• Hampton Inn & Suites Westford-Chelmsford
• Homewood Suites by Hilton - Boston/Billerica-Bedford

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:

• Spacious 2-bedroom townhome in Concord with WiFi, AC
• Entire Beautiful Guest Two Bedroom with own entrance along routes 3, 495 & 95
• Homewood Suites by Hilton Boston/Billerica

Currently, the total number of properties listed by Rent By Owner in 2026 is over 64 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. 

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.

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.

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.

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.

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.