Best Vacation Homes in Massachusetts
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Massachusetts Luxury Rentals
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Cottage
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Massachusetts Pet Friendly Vacation Rentals
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- 1593 ft² House
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Massachusetts Large Vacation Homes
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- 1571 ft² House
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- View
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Why Choose Rent By Owner for your Massachusetts Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Massachusetts
How to Book Your Massachusetts 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 Massachusetts
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
Other Places to Stay in Massachusetts, MA
Massachusetts Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Massachusetts?
There are a lot of options in Massachusetts. If you plan on staying in the Massachusetts area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Massachusetts:
- Hostel ∙ 9 guests
- Boston Yacht Haven Inn & Marina
- Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!
- Near Boston Historic two-bedroom with Modern Amenities
- Leslie's Retreat: Spacious home ideally located to everything
- The Playhouse: 7,000 Sq Ft of Berkshires Modern Luxury & History
- Travelers Choice Best of Boston Houseboat Suite 1!
- Two bedroom condo near to everything Ptown has to offer
- Luxurious Harbor View "Millie" Cottage! Walk & bike to everything!
- The Village Inn Cape Cod
How many vacation rentals have private pools in Massachusetts?
There are 1360 vacation rentals with private pools near Massachusetts. Top-rated RBO homes that have access to a swimming pool include:
Which vacation homes in Massachusetts are best for families?
If you are looking for a family-friendly vacation home in Massachusetts, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Massachusetts:
How many Rentbyowner vacation rentals are available in Massachusetts?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 29886 in the Massachusetts 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 Massachusetts.
Massachusetts Top Rated Vacation Rentals
Cottage
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Cottage
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Cottage
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Cottage
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