Boston Holiday Rentals

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Compare Villas, Resorts, & Rentals in Boston

8,280 villas and rentals
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About Casai's Private Villas and Holiday Rentals in Boston

Discover more than 8280 vacation rentals available in Boston. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Boston.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Boston, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Boston. On average, places to stay near Boston offer 659.19 ft², with nightly prices averaging US $429.

With Casai, finding and comparing holiday rentals in Boston is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Other places to stay near the Boston, MA


Suffolk County 2,290 Properties
Middlesex County 1,344 Properties
Norfolk County 575 Properties
Cambridge 411 Properties
Downtown Boston 392 Properties
Back Bay 306 Properties
Boston Financial District 242 Properties
The Freedom Trail 223 Properties
Fenway–Kenmore 196 Properties
Somerville 179 Properties
West Fens 177 Properties
Salem 172 Properties

There are 8280 Boston, MA Vacation Rentals

Recently Booked Hotels, Resorts, or Rentals in Boston

Frequently Asked Questions About Boston?

What are the top holiday rentals in Boston?

With numerous options available in Boston, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Boston:

How many Casai.com holiday rentals are available in Boston?

As of 2026, Casai boasts over 8280 properties listed in the Boston area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Boston.

Nearby Neighborhood (16)

NeighborhoodProperty Count
Downtown Boston Vacation Rentals in Boston, Massachusetts 392
Back Bay Vacation Rentals in Boston, Massachusetts 306
Boston Financial District Vacation Rentals in Boston, Massachusetts 242
Fenway–Kenmore Vacation Rentals in Boston, Massachusetts 196
Dorchester Vacation Rentals in Boston, Massachusetts 169
South End Vacation Rentals in Boston, Massachusetts 153
Seaport District Vacation Rentals in Boston, Massachusetts 118
Roxbury Vacation Rentals in Boston, Massachusetts 112
Allston Vacation Rentals in Boston, Massachusetts 91
East Boston Vacation Rentals in Boston, Massachusetts 76
Theatre District Vacation Rentals in Boston, Massachusetts 69
Brighton Vacation Rentals in Boston, Massachusetts 60
North End Vacation Rentals in Boston, Massachusetts 53
Beacon Hill Vacation Rentals in Boston, Massachusetts 41
Jamaica Plain Vacation Rentals in Boston, Massachusetts 37
Charlestown Vacation Rentals in Boston, Massachusetts 33