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Long-Term Vacation Rentals in Wellfleet

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: 13

Wellfleet
Waterfront Cape Cod Cottage with private beach 5 bedrooms
5BR
2 ½ baths
Sleeps 16

September and October weeks available 50% off($5000)

Contact: Robert Cutting, Property ID: 18627
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, Property ID: 20707
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, Property ID: 5527
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, Property ID: 24751
3 BR Cottage Near National Seashore and Rail Trail
3BR
3 baths
Sleeps 8

Nov-April, $3,500/month utilities included (FYI - Rentals over 31 days are exempt from the 14.45% short-term rental tax)

Contact: Bill & Joy O'Connor, Property ID: 32564
NEW LISTING: Newly Renovated, Near Ocean Beaches & Bike Path
3BR
2 baths
Sleeps 8

Please contact us if interested in a long-term rental. Off season monthly rates are negotiable.

Contact: Joe & Jenn, Property ID: 38555
Special Modern Home
2BR
2 ½ baths
Sleeps 8

Long-terms rentals welcome November-March; $3600 per month including garbage and recycling, cable, wifi, heat and electricity.

Contact: Susan and Clint, Property ID: 25150
Oceanside Cottage - Walk to Beach & Bike Trail
3BR
1 bath
Sleeps 6

Cozy,Comfortable ocean side home is available as a winter rental From October to May 1st 2024, $2200 + utilities

Contact: Lorraine Nealon, Property ID: 7419
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, Property ID: 29425
Fully Equipped Home -Walk to Beach & Beautiful Walking Paths
3BR
2 baths
Sleeps 6

In the Fall, 32+ days considered. The price will be in the range of $500 to $750 per week.

Contact: Mark, Property ID: 38280
Stylish Cottage in Wellfleet
2BR
1 bath
Sleeps 4

Long-term rental available, tax-free after 31 days. Please email me with your dates and we can discuss off-season rates ($3000-$4000/mo between Novemb...

Contact: Maura, Property ID: 34666
Tucked Away Water view Space. 10 minute walk to Beach
2BR
1 bath
Sleeps 4

May through September. $5000/mo. For people staying for the 4 plus weeks, there is no charge for linens or cleaning. Dates are flexible.

Contact: Penelope, Property ID: 35611
The Road House at Hidden Hollow
1BR
1 bath
Sleeps 4

Nov-April, $2,400/month utilities included (FYI - Rentals over 31 days are exempt from the 14.45% short-term rental tax)

Contact: Bill & Joy O'Connor, Property ID: 33217