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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

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

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

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

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

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

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

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

Great Location! 5 Min Walk to Bay Beaches
2BR
1 bath
Sleeps 4

Winter Rental possible from Mid-October to May. 2500 a month with internet included. Other utilities are not included.

Contact: Tim , Property ID: 36530

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