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Long-Term Vacation Rentals in Wellfleet

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: 10

Wellfleet
Wellfleet Rental
Spacious Home w/Separate Living Area Connected to Main House
5BR
3 ½ baths
Sleeps 15

Available for winter rental $2,750/mo plus utilities

Contact: Margaret, ID: 40516
Pine Point Rental
A wonderful house with spectacular view
5BR
2 baths
Sleeps 12

Price range from 5,000 a month to 24,000 a month. The more you rent, the less it costs to rent! Please inquire to find out more! Long-term rentals (32...

Contact: Susan and Clint, ID: 39745
Wellfleet Rental
Gorgeous newly renovated house, steps to downtown Wellfleet
5BR
3 ½ baths
Sleeps 10

Also available upon request and rates vary from 1,500 to 2,000 per month.

Contact: Fernanda, ID: 20707
Near Ocean, Bay, Ponds, Town Rental
Family, Friends, Fun. Modern, Clean, a/c, Eco & Dog-friendly
3BR
2 baths
Sleeps 10

Available for rentals of 1-5 months duration from Nov. 1—March 31; rent varies, $2400-$3600. Tenant will reimburse utilities and internet which will r...

Contact: Matt & Marie, ID: 31917
Wellfleet Harbor, on the Bluff Rental
Waterfront.Walls of glass.Views surround.Walk to town.A/C
4BR
2 baths
Sleeps 8

Considered upon request: $10,000-$15,000. Non-refundable deposit required to secure rental, fully refundable damage deposit also required.

Contact: Kathy, ID: 5527
Paine Hollow/ South Wellfleet Rental
Paine Hollow Pleasure: Water Views & Walk to Beach
4BR
2 baths
Sleeps 8

November-April $4500-$6000/month. Price can be discussed.

Contact: Elise Costa, ID: 24751
Wellfleet Rental
Wellfleet Gem – Close to Beaches and Town, Central A/C
3BR
2 baths
Sleeps 6

September and October monthly rentals available for $6000. Please contact for more details.

Contact: Sheldon, ID: 29425
Wellfleet Rental
Oceanside Cottage - Walk to Beach & Bike Trail
3BR
1 bath
Sleeps 6

Available for rentals of 1-7 months duration from November 1 through March 31. $2200/mo.

Contact: Lorraine Nealon, ID: 7419
Near library Rental
Stroll into Town - prime in town location!
1BR
1 bath
Sleeps 3

Available now for monthly rental January - May 15th - $1600 per month.

Contact: Jill , ID: 38795
South Wellfleet Rental
Quaint 1 Bedroom Cottage near Lecount Hollow Beach
1BR
1 bath
Sleeps 2

3 month minimum rent. We are open May 1 - October 31. $1800/month inclusive.

Contact: Jennifer, ID: 30735