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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).

Rentals are listed by location, sleeping capacity, and number of bedrooms.

# of Rentals: 34

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

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, Property ID: 31536

The Cape Escape; Fenced In Yard/Pet Friendly; Ideal Location
3BR
2 baths
Sleeps 10

2025 Off Season (January - June) $1500/mo ***Looking to rent for the whole month of July and save? Send an email to discuss pricing options***

Contact: MaryCatherine, Property ID: 39633

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, Property ID: 39551

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, Property ID: 37910

Rooftop Water Views, Close to Bay Beach
4BR
3 ½ baths
Sleeps 8

This property is offered on a monthly basis (with a minimum of 32 days) off-season only for $4000/month. Owners may negotiate rate.

Contact: Kinlin Grover Compass Vacation Rentals, Property ID: 39746

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, Property ID: 39191

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, Property ID: 25573

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

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

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, Property ID: 38403

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, Property ID: 39285

Provincetown

Court street Hideaway
3BR
2 baths
Sleeps 6

We actively encourage long term rentals, please inquire for rates. Winter $3200 $3500 per month Summer $25,000- $30,000

Contact: Richard, Property ID: 11846

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

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

Contact: Natalie, Property ID: 36944

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

Imagine...
1BR
1 bath
Sleeps 2

Long term rentals are available in this unit. Renting for 31 days or more eliminates the MA tax on the rental fee. Prices during the off season for...

Contact: Julie, Property ID: 29487

Provincetown artist's cottage
1BR
1 bath
Sleeps 2

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

Contact: Alex, Property ID: 34798

Luxurious 3-Bedroom Condo with Stunning Water Views!
3BR
3 baths
Sleeps 1

Rental period is June 28 through September 6 2025. $120,000 total ($12,000/week).

Contact: Gibson Sotheby's Intl Realty Rental Dept, Property ID: 39749

Truro

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

Private Neighborhood Beach Access and Water Views!
3BR
3 baths
Sleeps 6

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 , Property ID: 39807

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

Winter months are 2600. plus utilities.

Contact: Irene , Property ID: 30595

Wellfleet

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

Modern 3Br, Hot Tub, Game Room, a/c, Dog Ok, Near Beaches
3BR
2 baths
Sleeps 10

Available for rentals of 1-5 months duration from November 1 through March 31. Monthly rent varies with occupancy, $2600-$3600. Tenant will reimburse ...

Contact: Matt & Marie, Property ID: 31917

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

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. Monthly rent varies with occupancy, $2200.

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

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

Cozy Cabin in Quiet Community/Nature Walks
1BR
1 bath
Sleeps 4

July, August. and September. July, August: $1,200 week $4,000 month September $1,000 week $3,...

Contact: Katherine, Property ID: 39599

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 , Property ID: 38795