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Long-Term Vacation Rentals in Woods Hole

A long-term rental is considered to be an extended stay of more than 31 days. While some rentals by owner will be available for long-term stays during the summer or year-round, majority are available during the off-season (fall, winter and spring). Massachusetts Landlord Tenant Laws will apply.

Rentals are listed by location, sleeping capacity, and number of bedrooms.

# of Rentals: 6

Woods Hole

Woods Hole, Gansett Woods area Rental
Fabulous location, short walk to town, steps to pvt.beach
5BR
2 ½ baths
Sleeps 10

October 25, 2025 to May 30, 2026 (flexible). Minimum 4 month rental for $2800/month plus utilities. The house has a good furnace for winter living and...

Contact: Alice, ID: 7783

Falmouth Rental
Woods Hole Village Waterfront!!
3BR
2 baths
Sleeps 8

$3500/month October 2025 -- May 2026.

Contact: Leonardo & Mariaelisa, ID: 26952

Woods Hole Rental
Top Reviewed Home Steps to Beach and Bikeway
3BR
2 baths
Sleeps 8

Extend your time in Woods Hole at a discount. Book 32 or more days in June through August for $15,000 to $17,000.

Contact: Nicole, ID: 31901

Quissett Harbor Rental
Pristine Boathouse on Quissett Harbor walk to beach
2BR
1 bath
Sleeps 5

Available from September 2025 until June 1, 2026 at $1345 a month, not including utilities.

Contact: Susan and Gary, ID: 21777

Woods Hole Rental
Antique Windmill Cottage on Little Harbor, Woods Hole
2BR
1 ½ bath
Sleeps 4

Long-term Rental $7,000 - $8,700 per month. Minimum of 32 days. Complete the contact form for additional information.

Contact: Mette, ID: 31169

Woods Hole Village Rental
Ocean View Cottage short walk to Woods Hole & Beaches
2BR
1 bath
Sleeps 4

Months available: October - May Monthly price range $1700/month Electricity & natural gas not included Linens provided Security system - 24 x 7 in...

Contact: Hadley, ID: 40783