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

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: 68

Eastham

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

Near bay and ocean beaches. 2 bedroom cottage fully furnished with full sized cook stove and refrigerator. Available mid September thru April 30. $140...

Contact: Frank, Property ID: 25784

Spacious & Private near Nauset Light Beach & Bike Trail!
6BR
4 baths
Sleeps 12

Yes please email or call for prices and dates available not between May 15- Oct 15

Contact: Sue Sherlock, Property ID: 9068

Great Pond/Wiley Park or Bay Beach! 1 Block/ AC Family Home!
6BR
3 baths
Sleeps 11

Will consider, no pets allowed during high season.

Contact: Joseph, Property ID: 14081

FALL SPECIALS! Walk to Boat Meadow Beach!
4BR
3 baths
Sleeps 10

Fall and winter SPECIALS!! (3 day minimum)

Contact: Suzanne, Property ID: 35128

Modern Contemporary Cape Cod Guest House
3BR
2 baths
Sleeps 10

We offer long-term rentals, whether that is a summer rental or an off-season rental. The prices are updated constantly on this platform; however, we a...

Contact: Michael, Property ID: 36658

Marshside Home, Central AC Overlooking First Encounter Beach
4BR
2 baths
Sleeps 8

Call Jac to discuss.

Contact: Jac Augat, Property ID: 34753

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

Renovated 4 bedroom home, Walk To Private Assoc. Beach!
4BR
1 ½ bath
Sleeps 8

5% discount on multiple weeks.

Contact: Brianna at Beachside Properties, Property ID: 32095

WALK TO GREAT POND/STEPS TO BIKE TRAIL 3 BR's, 3 Level
3BR
2 baths
Sleeps 8

CALL RE: FULL SUMMER RENTAL Price Range per in season summer month: $8000 July, $8000 for August 2022 To Discuss Call Joanne 201 779 68...

Contact: Joanne or Doug, Property ID: 7612

Kettle Pond--Swim, Kayak, Fish. 3 bedrooms off season/7 peak
3BR
2 baths
Sleeps 7

All winter months available at negotiated rate plus utilities. Contact me for details.

Contact: Michelle Nicholasen, Property ID: 31536

Amazing Private Location Steps To Private Beach On The Bay!!
3BR
1 bath
Sleeps 7

YEs just not between May 15-Oct 15

Contact: Sue Sherlock, Property ID: 32132

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

Long term rental is available off season October-May $4000-8000.

Contact: Louise, Property ID: 33358

Beautiful Cape House minutes away from Ocean & Bay Beaches!
3BR
2 baths
Sleeps 6

Consider long term winter rental. Please reach out

Contact: Preetika, Property ID: 35742

Newly Updated; Walk to Rail Trail
3BR
2 baths
Sleeps 6

Off-season monthly rentals available for January, February, and March. Monthly Rates range from - $3,950 - $5,220

Contact: Mel, Property ID: 35963

Brand New Construction! AC. Minutes To Beaches & Bike Trail
3BR
2 baths
Sleeps 6

House is available for long term rentals off peak season March - $4200 April & May - $5500

Contact: Nidhi Modi, Property ID: 34367

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

Waterview Home, Overlooking Cape Cod Bay & Audubon w/ A/C
3BR
2 ½ baths
Sleeps 6

split ductless a/c recently upgraded and all new kitchen appliances

Contact: Michelle, Property ID: 31068

Eastham Cape Cod Cottage near Private Beach
3BR
1 bath
Sleeps 5

Monthly rentals available, no taxes charged if greater then 32 days.

Contact: Chris or Brenda, Property ID: 20867

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

COUPLES GETAWAY!!!!!!
1BR
1 bath
Sleeps 2

Long-term winter rentals are available, pricing reduced depending on length of stay. Please contact me if you are interested in multiple months.

Contact: Susan, Property ID: 33435

Provincetown

Beachfront Paradise in Provincetown
4BR
2 baths
Sleeps 8

Please email for information

Contact: Linda Lisbon, Property ID: 3593

Ultimate Privacy - 9 Acres Overlooking Shank Painter Pond
4BR
2 ½ baths
Sleeps 8

Considered.

Contact: Janet Bustrin, Property ID: 13807

Herring Cove: Luxury Townhouse in Picturesque Ptown West End
3BR
4 baths
Sleeps 8

Yes available, contact owner

Contact: Shawn Nightingale, Property ID: 34132

Soaring Ceilings, Beach Access and 4 Private Parking Spaces
3BR
1 bath
Sleeps 6

Yes most likely October - April, and holidays. Haven't priced yet

Contact: Nicholas Busa, Property ID: 36474

Our Little Red House
3BR
2 baths
Sleeps 6

We would consider a long-term winter rental, beginning October - end of April.

Contact: Robert, Property ID: 33922

East End Sea Shanty w/AC Walk to Beach or Town
1BR
1 bath
Sleeps 3

Long-term winter rentals will be considered. Please contact owners via website for more information.

Contact: Cindy, Property ID: 35085

Cod Hollow - New construction townhouse
1BR
1 ½ bath
Sleeps 2

Long term 32days or more off-season................January thru May 1st $1800.00 per week, or ask about longer term rates.

Contact: Bea Smith, Realtor, Coldwell Banker Pat Shultz, Property ID: 34244

Provincetown artist's cottage
1BR
1 bath
Sleeps 2

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

Contact: Alex, Property ID: 34798

Imagine...
1BR
1 bath
Sleeps 2

Long-term rentals are considered in the off season. Prices range from $1000.00 to $1500.00/monthly

Contact: Julie, Property ID: 29487

Truro

Contemporary Beach House with Spectacular View Hook of Cape
7BR
5 baths
Sleeps 17

Off-season rental is possible from October through May at variable rates (with higher rates for major holidays and a discount for long-term contracts)...

Contact: Ernie, Property ID: 13761

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

Contact us (e-mail works best) - we're pretty flexible about off-season rental. $350/day, seven-day minimum, October through May.

Contact: Duarte/Downey Real Estate, Property ID: 32666

**Last Minute Christmas/New Year Availability!!**
4BR
2 baths
Sleeps 8

Oct-April monthly rent available $6000/month excluding holidays

Contact: Chris, Property ID: 7995

Your Great es-CAPE Awaits!
3BR
2 baths
Sleeps 8

Suitable for long-term winter rental with 2-level heating system and 1-car garage. Winter weekly rate is $1,200

Contact: Anna , Property ID: 34707

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

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

Winter months are 2600. plus utilities.

Contact: Irene , Property ID: 30595

Beach + Informality, Charm, and Privacy
3BR
2 baths
Sleeps 6

Off-season extended vacation / recreational rentals. Limited to a fixed term, payable in full prior to occupancy (for 32 or more nights, tax-free). ...

Contact: Jim K, Property ID: 14914

Spectacular View from Waterfront Cottage
3BR
1 bath
Sleeps 6

Week-long kayak and paddleboard rentals easily available, with delivery. Bike rentals also readily available, by the day or by the week.

Contact: Jil Clark, Property ID: 2619

Waterfront Charming Cottage w/Glorious Bay View, Sandy Beach
2BR
2 baths
Sleeps 4

Considered. $4500 to 6000 monthly, depending on how many months.

Contact: Jil Clark, Property ID: 26393

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

Contemporary with Open Floor Plan 2 Blocks from Mayo Beach
5BR
3 ½ baths
Sleeps 10

CALL FOR MONTHLY RATES.

Contact: Eve Lorenz, Property ID: 27256

Impeccable, Newly Renovated 4BR Bayside Cottage
4BR
2 baths
Sleeps 10

If you are looking for a long term winter rental please call Sarah directly at 617-230-1413 to discuss pricing and availability.

Contact: Sarah, Property ID: 8717

Wellfleet Spacious Contemporary, Walk to Town & Bay Beaches
4BR
2 ½ baths
Sleeps 10

This home is available for a long-term winter rental November through March/April. Price negotiable.

Contact: Jessie , Property ID: 13026

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

We love winter guests November through March, with monthly price based on occupancy. The house is heated and until recently occupied year round. The s...

Contact: Matt & Marie, Property ID: 31917

Spectacular home on Gull Pond. Short walk to beach
5BR
3 baths
Sleeps 8

Available upon request

Contact: Anne, Property ID: 33825

Chequessett Bluff Road, 4 BR w/AC, 200 yards to Mayo Beach
4BR
2 baths
Sleeps 8

.8 of a mile (3 minute drive) to Chequessett Yacht & Country Club for golf, tennis and sailing. .5 mile to public tennis courts, basketball court and ...

Contact: Richard, Property ID: 32933

Winterwood - Walk to Dyer Pond and village
4BR
2 ½ baths
Sleeps 8

Monthly rates available - October 2022 is $6,000. Will consider 2022-2023 monthly off-season rentals. Please inquire.

Contact: Heidi Ganss Harris, Property ID: 23931

Paine Hollow Pleasure: Water Views & Walk to Beach
4BR
2 baths
Sleeps 8

The house is fully winterized and has a wood burning stove in the living room. Off-season and long-term rentals are possible. $3500 - $2000 month. p...

Contact: Alison Landes, Property ID: 24751

Stunning Water Views from ''Windward'' on the Bay
4BR
2 ½ baths
Sleeps 8

Windward has been rented by artists and writers for up to 6 months. The fee is much dependent on number of people at the house and how the house is pl...

Contact: Windward, Property ID: 3600

Waterfront.Walls of glass.Views surround.Walk to town.A/C
4BR
2 baths
Sleeps 8

Considered upon request.$6,000-$8,000. Non-refundable deposit required to secure rental, fully refundable damage deposit also required.

Contact: Kathy, Property ID: 5527

Create memories here! Private, close to everything, TREES!
4BR
2 baths
Sleeps 8

No long term winter rental.

Contact: Rebecca Hansen, Property ID: 25891

Secluded Gem in Village: 2023 Calendar now posted
3BR
2 baths
Sleeps 8

Monthly rental is available from Oct - May; see rates on the Pricing Calendar. Utilities are included except for trash collection (which is available ...

Contact: Bob and Fran, Property ID: 8592

Charming Seaside Cottage in National Seashore
3BR
1 ½ bath
Sleeps 8

April and May, and also September and October are available for full time rental, at $1000/wk, 3000/mo

Contact: Pamela Blau, Property ID: 9299

Highland House-Pleasant Point: Peaceful Home w/Central AC
3BR
2 baths
Sleeps 8

The house is available off season. Monthly rate for offseason is $3000/month.

Contact: Ricki, Property ID: 31578

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

Beachside Home at LeCount Hollow Beach with A/C
3BR
2 baths
Sleeps 7

Two excellent golf courses nearby (Chequessett in Wellfleet and Highland in Truro).

Contact: Brian Regan, Property ID: 21479

Hilltop Mid-Century Artist's Home+Separate Studio & View
2BR
1 bath
Sleeps 7

32 day and over rentals in the off-season are negotiable. Rates between $2500 and $5000 per month depending on timing and number of months.

Contact: Jenny, Property ID: 8905

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

Spacious & Bright with a Screened Porch
3BR
2 baths
Sleeps 6

Off-Season - Monthly and Short term rentals are available.

Contact: Ted or Vanessa, Property ID: 34173

Stylish Cottage in Wellfleet
2BR
1 bath
Sleeps 4

Long-term rental available, tax-free after 30 days. Please email me with your dates and we can discuss off-season rates ($3000-$4000/mo between Novemb...

Contact: Maura, Property ID: 34666

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

2 BR Brick Cottage w heat & AC Steps from Mayo Beach
2BR
1 bath
Sleeps 4

This property is perfect for the academic or the artist in need of a peaceful, warm and cozy, getaway to complete academic work or artistic endeavors....

Contact: Rosemary, Property ID: 31649

2 BR Brick Bungalow - 35 Steps from Mayo Beach
2BR
1 bath
Sleeps 4

This property is perfect for the academic or the artist in need of a peaceful, warm and cozy getaway to complete academic work or artistic endeavors. ...

Contact: Rosemary, Property ID: 31695

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

Charming Cottage Overlooking Wellfleet Harbor
2BR
1 bath
Sleeps 2

Sleeps 2 in 2 bedrooms. Discount is available for rentals longer than 1 month. $1,400 - 2,250 per week dependent upon season.

Contact: Joanne, Property ID: 17736

Wellfleet by the Bay
1BR
2 baths
Sleeps 2

Available for multiple month rentals For lower pricing (flexible dates)

Contact: Jay, Property ID: 10650