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Long-Term Vacation Rentals in Woods Hole

Rental homes are available for an extended stay of a month or more at a time. 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). Monthly prices may vary depending on the number in your party and length of stay.

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

# of Rentals: 6

Woods Hole

Fabulous location, short walk to town, steps to pvt.beach
5BR
2 ½ baths
Sleeps 10

Available from September to May, for those renting 8+ months. The house has a good furnace for winter living, but no generator. (if power goes out, w...

Contact: Alice, Property ID: 7783

Woods Hole Village Waterfront: Fall @25% Off!
3BR
2 baths
Sleeps 8

$3500/month October -- May.

Contact: Leonardo & Mariaelisa, Property ID: 26952

Celebrate the Holidays in this sunny, winterized cottage
3BR
2 baths
Sleeps 7

Available September - May $5,250/mo plus utilities

Contact: Alison, Property ID: 39136

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

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

Contact: Susan and Gary, Property ID: 21777

Lovely Woods Hole Home with Pond Views
3BR
2 baths
Sleeps 4

Available for 32+ day rentals (up to 3 months), all seasons, beginning November 2023. Monthly rent $3000-$8000 based on time of year, duration of stay...

Contact: Laura, Property ID: 38146

Gracious Sippewissett Condo, 2 barefoot Min to pvt. beach
2BR
2 baths
Sleeps 4

The winter 2024-25 rate is $2400/month excluding utilities (oil heat, electricity, wi-fi/internet) for a rental of 8 months. Shorter rentals are more ...

Contact: Alice, Property ID: 20723