Your browser's security settings have disabled Javascript, which is required to use this web site effectively.
Please alter your security settings. Click here to see how.

Long-Term Vacation Rentals on Outer Cape Cod

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: 40

Eastham

Eastham Rental
Big house on kettle pond: kayak, swim, fish.
7BR
3 ½ baths
Sleeps 14

House on pond $3000-4000 mo. in off season.

Contact: Michelle Nicholasen, ID: 31536

Eastham Rental
Newly Renovated Beach House w/ Heated Pool!
5BR
3 baths
Sleeps 8

ONLY DURING OFF-SEASON. Depending on the month you can rent for the month from $3-5k

Contact: Stephanie Roman, ID: 37910

Eastham Rental
Beautiful Renovated Cape Home 5 Min walking from Beach!
5BR
2 ½ baths
Sleeps 8

Will rent long term for October-April. Please email or inquire for availability $4,500/mo

Contact: Greg Kotsaftis, ID: 39551

Eastham Rental
Fall in love w/ a Cozy Cape Cod Cottage-btw 2 ponds! on CCRT
4BR
2 baths
Sleeps 8

Long term rental during off season. 3500/month from December-March. Contact me for specifics and for more details.

Contact: Jennifer Denterlein, ID: 39191

Eastham Rental
Two Homes!! Chloe's Classic Cape and Georgia's Getaway
4BR
2 ½ baths
Sleeps 8

Escape to the Cape — for a Month or More. Monthly rates from $5,000–$12,000 (varies by season). Looking for a peaceful, inspiring place to stay on Cap...

Contact: Diana, ID: 35158

Eastham Rental
Eastham Escape - Walk to Cole Rd Bay Beach
3BR
2 ½ baths
Sleeps 8

Large 3 bed 2.5 bath home. Available for longer term off-season rentals. $2500-$5000 per month depending on specific months, duration, etc. Please inq...

Contact: Matt & Shannon, ID: 25573

Eastham Rental
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, ID: 19783

Eastham Rental
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, ID: 26339

Eastham Rental
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, ID: 28761

Eastham Rental
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, ID: 33790

Eastham Rental
Georgia's Getaway
2BR
1 ½ bath
Sleeps 4

Escape to the Cape — for a Month or More. Monthly rates from $5,000–$12,000 (varies by season) Looking for a peaceful, inspiring place to stay on Cap...

Contact: Diana, ID: 35159

Chloe's Classic Cape Rental
Chloe's Classic Cape
2BR
1 ½ bath
Sleeps 4

Escape to the Cape — for a Month or More. Monthly rates from $5,000–$12,000 (varies by season). Looking for a peaceful, inspiring place to stay on Cap...

Contact: Diana, ID: 35522

Eastham Rental
Beautiful Cottage, Walking Distance to Cooks Brook Beach
2BR
1 bath
Sleeps 4

Nov. to April; price range from $900 per month

Contact: Tao Ningsheng, ID: 22676

Eastham Rental
Fall getaway! Dog friendly, fire-pit, 3/4 mile to beach!
2BR
2 baths
Sleeps 4

Long-term rental available $4,000/mo

Contact: Daniel George, ID: 39285

Eastham Rental
Adorable Bayside Rental w/ Wraparound Deck
2BR
1 bath
Sleeps 4

September through April. Price range 2800 to 3000. Utilities, wifi included. Washer/dryer on premises. Trash disposal the responsibility of tenant. $1...

Contact: Lisa & Brian Hoag, ID: 38403

Eastham Rental
Vintage Charm Meets Modern Renovation
2BR
1 bath
Sleeps 4

Available September - May $1,500/month

Contact: Becky, ID: 40145

Provincetown

Provincetown Rental
The Most Famous House In Provincetown
4BR
2 baths
Sleeps 8

We will rent for 32 days subject to availability in June and July each summer season. The rent is $28,000 for June and $32,000 for July, plus two cle...

Contact: Lisa Fabian Lustigman, ID: 7160

Provincetown West End Rental
Artist's Cottage, Exceptional West End Locale! WITH PARKING!
1BR
1 bath
Sleeps 5

Average $3900/month, October through May. Be a local -- the off season is magical!

Contact: Natalie, ID: 36944

Provincetown Rental
Court street Hideaway
2BR
2 baths
Sleeps 4

We actively encourage long term rentals, please inquire for rates. Winter $3200 $3500 per month Summer $27,000- $32,000

Contact: Richard, ID: 11846

Provincetown Rental
Spacious & Charming Townhome - West End - Awesome Views
2BR
2 ½ baths
Sleeps 4

Available Monthly - June, July, Aug = $20K/month. Sept, Oct, April or May $12K/,month and Nov - March at $5K/month

Contact: Mark, ID: 40447

Provincetown Rental
Charming, Large Ptown 2 Bedrooom , parking close to town
2BR
1 ½ bath
Sleeps 4

I have the entire month of August, part of September, and most of October available. Monthly fee is $13,000

Contact: Beth, ID: 40461

Provincetown Rental
West End Gem
2BR
2 baths
Sleeps 4

This property is offered for a long term rental November through April with a monthly price of $3200-$3500 per month.

Contact: Liz, ID: 36860

Provincetown Rental
Imagine...
1BR
1 bath
Sleeps 2

Off season monthly fees range from $1500.00 to $3000.00. In-season as calendar availability allows and in the off-season. In season long term rentals ...

Contact: Julie, ID: 29487

East End Provincetown Rental
Provincetown artist's cottage
1BR
1 bath
Sleeps 2

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

Contact: Alex, ID: 34798

Provincetown Rental
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, ID: 38088

Truro

Truro Rental
Private Neighborhood Beach Access and Water Views!
3BR
3 baths
Sleeps 8

Owner will Consider a rental that is Over 31 Nights. $5,500 per week, plus a Pro-rated extra nights.

Contact: Duarte/Downey Real Estate , ID: 39807

Truro Rental
New Listing! - Inground Pool & AC
3BR
2 baths
Sleeps 8

Owner will consider renting 31 nights+ ($31,000 Monthly) Owner will negotiate for Long Term.

Contact: Duarte/Downey Real Estate , ID: 40194

Lookout Bluff, Truro Rental
Informality, Charm, + PRIVATE BEACH
3BR
2 baths
Sleeps 6

Tax-free monthly summer rentals are available (for 32 day vacations), at $12,000.

Contact: Jim K, ID: 14914

North Truro Rental
Beautiful Home and Gardens in North Truro
3BR
2 baths
Sleeps 6

Winter months are 2600. plus utilities.

Contact: Irene , ID: 30595

Truro, off Town Hall Rd Rental
Quiet, Private; Short drive beaches,Provincetown, Wellfleet
2BR
1 bath
Sleeps 3

With advance notice, this house may be rented as 4-month rental (June, July, August, September) at a discounted price. The Price range may be $10,000 ...

Contact: Shaun Pfeiffer, ID: 14722

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

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 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

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

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

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