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Long-Term Vacation Rentals on Outer Cape Cod

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: 31

Eastham
Spacious House & Attached Cottage near Campground Beach w/AC
7BR
3 baths
Sleeps 14

$1400 per month includes utilities. Available mid September thru April 30. Bay and ocean beaches. 2 bedroom cottage fully furnished with full sized co...

Contact: Frank, Property ID: 25784
Wood Duck Lane Retreat
4BR
2 baths
Sleeps 8

All off Season months are available upon request. Monthly rates: Summer Season: $12,000. Fall/Spring Season $11,000. Winter Season $10,000.

Contact: Maia, Property ID: 31533
Cape Cod Bay is the Front Yard! Remodeled! Sunsets!
3BR
2 baths
Sleeps 7

Monthly/long term rentals available Oct-April. Price range starting at 3,200/month and is negotiable. Linens NOT included. Security deposit and refere...

Contact: Kristen McCutcheon, Property ID: 19783
Perfect Beach House Getaway on Private Road
4BR
1 ½ bath
Sleeps 6

Yes! Email an inquiry!

Contact: Louise, Property ID: 33358
Fun Beach House
3BR
2 baths
Sleeps 6

~$1,600 per month (all utilities except electricity paid by owner.) October through May.

Contact: Nick & Laurie Hauptfeld, Property ID: 26339
Secluded 3 BR 2 BA in Eastham
3BR
2 baths
Sleeps 6

Long-term winter rental available September - May: $1,600 per month + utilities

Contact: Ellen, Property ID: 28761
Designer's cottage AC, SWHeated pool, short walk 3 beaches
2BR
1 bath
Sleeps 5

$2000. a month plus utilities off season from October through May.

Contact: Louise, Property ID: 33790
2 bedroom, full kitchen/ bath, central air, quiet location
2BR
1 bath
Sleeps 4

September-April minimum stay is 32 days. Jan-April $1900.00 per month. May: $2500 per month. Mid May-mid June $2,800 per month. For stays longer than ...

Contact: Frank, Property ID: 38328
The Beach House - walk to First Encounter Beach!!
2BR
1 bath
Sleeps 3

This sweet house is available October 1, 2023-May 31,2024. $1800 per month includes utilities. Located on a private, dead-end street it is just a shor...

Contact: Liz Smith, Property ID: 30816

Provincetown
Court street Hideaway
3BR
2 baths
Sleeps 6

We actively encourage long term rentals, please inquire for rates. Winter $3200 per month Summer $30,000

Contact: Richard, Property ID: 11846
Historic Artist's Cottage, Exceptional West End Locale!
1BR
1 bath
Sleeps 5

Average $2900/month, October through May. Be a local -- the off season is magical.

Contact: Natalie, Property ID: 36944
Nightingales East - Cottage apt. w/ front yard & parking
1BR
1 bath
Sleeps 3

Cottage living in historic East End with private yard and parking. Seasonal monthly rates, $1700-2000 off-season, 3000-6000 'corner season.' Fall and...

Contact: Steph, Property ID: 34936
Provincetown artist's cottage
1BR
1 bath
Sleeps 2

Long-term winter rental available October-March. $900-$1500/week.

Contact: Alex, Property ID: 34798
Harbor Lights in East End - Walk to Beach and Town
1BR
2 baths
Sleeps 2

This home rents from Oct 15- May 15 $2,300/mo negotiatble - Please inquire.

Contact: Rick, Property ID: 38088

Truro
Family friendly; panoramic view, A/C, walk to Fisher Beach
5BR
3 baths
Sleeps 12

Contact us - we're pretty flexible about off-season rental. $350/day, two-week minimum, October through May.

Contact: Duarte/Downey Real Estate, Property ID: 32666
Whispering Winds on Anderson.. Walk to the beach
3BR
3 baths
Sleeps 8

Long term off season rentals are considered and are $4750 per month. We are open to some negotiation.

Contact: David, Property ID: 31544
Spectacular Beach Front on Cape Cod Bay
3BR
2 baths
Sleeps 6

October $8,000 plus cleaning fee of $310.00.

Contact: Paula, Property ID: 38155
Beautiful Home and Gardens in North Truro
3BR
2 baths
Sleeps 6

Winter months are 2600. plus utilities.

Contact: Irene , Property ID: 30595

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
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
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
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