Massachusetts Villas

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Villas in Massachusetts

The Kemble- Built by a US Secretary of State in Lenox

Lenox MA

With a stay at this villa, you'll be centrally located in Lenox, within a 5-minute drive of Tanglewood Music Center and Ventfort Hall Mansion and Gilded Age Museum.

Kitchen

Washer

Cozy Valley View Post & Beam Villa!

Whately MA

$946 nightly

$1,057 total

Dec 21 - Dec 22

Total with taxes and fees

With a stay at this villa in South Deerfield, you'll be within a 15-minute drive of Black Birch Vineyard and Yankee Candle Village.

Hot Tub

Kitchen

Serene Cape Escape: Cozy & Perfect for Star Gazing!

Wellfleet MA

When you stay at this villa in Wellfleet, you'll be by the sea, within a 5-minute drive of Cape Cod National Seashore and Wellfleet Harbor Actors Theater.

Kitchen

Free WiFi

★ A ★Lux Family Villa 6min to Gillette “Pool&Gym”★

Foxborough MA

$1,801 nightly

$2,012 total

Dec 16 - Dec 17

Total with taxes and fees

Located in Foxboro, this villa is within a 15-minute drive of Gillette Stadium and Xfinity Center.

Pool

Hot Tub

Boston Marriott Custom House ~ Downtown Suite with views of the city and harbor

Boston MA

With a stay at this villa, you'll be centrally located in Boston, within a 5-minute walk of New England Aquarium and Quincy Market.

Kitchen

Washer

Walk to beaches & ferries! 9bd/4baths - Sleep 20ppl.

Barnstable MA

With a stay at this villa in Hyannis, you'll be within a 5-minute walk of John F. Kennedy Memorial and Cape Cod Beaches.

Kitchen

Washer

Cape Cod Villa pond front vacation home, retreat, spa, venue, film location

Harwich - Brewster Border MA

$1,139 nightly

$1,304 total

Jan 8 - Jan 9, 2026

Total with taxes and fees

When you stay at this villa in Harwich, you'll be on a lake, within a 5-minute drive of Adventure Chatham and Cape Cod Beaches.

Kitchen

Washer

Secluded 20 acre 10BR ultra contemporary retreat

Manchester-by-the-Sea MA

Located in Manchester-by-the-Sea, this villa is a 5-minute drive from Agassiz Rock and 6 minutes from Singing Beach.

Kitchen

Washer

Boston`s Luxury Home: Pet-Friendly, 4BR, Sleeps 10

Waltham MA

Located in Waltham, this villa is within a 15-minute drive of Harvard University and Harvard Square.

Kitchen

Washer

VILLA at Ocean Edge Endicott Village, GOLF PRIVILEGES AND VIEW. LINENS PROVIDED

Brewster, MA

When you stay at this villa in Brewster, you'll be next to a golf course, within a 5-minute drive of Rail Trail Bike Shop and Sheep Pond.

Pool

Hot Tub

Spacious Getaway by TreeHouse Brewery & Amazon WareHouse

Charlton MA

When you stay at this villa in Charlton, you'll be within a 10-minute drive of Charlton Town Common and Charlton Public Library.

Kitchen

Washer

Heated Indoor Pool and Spa - Golf Course View

Mashpee MA

With a stay at this villa in Mashpee (New Seabury), you'll be within a 5-minute drive of South Cape Beach and Cape Cod Children's Museum.

Pool

Hot Tub

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.