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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: 90

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 Waterfront, Kettle Pond--Swim, Kayak, Sail, Fish
7BR
3 ½ baths
Sleeps 14

All winter months available at $3000/month plus utilities. Negotiable.

Contact: Michelle Nicholasen, Property ID: 31536

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

Will consider no pets allowed.

Contact: Joseph, Property ID: 14081

Beaches, Bike Trail, Backyard & Central Air
4BR
2 baths
Sleeps 9

Available for long-term rental during the off-season at $2500 per month.

Contact: Jamie Musler, Property ID: 18359

Quail Cottage - 1/2 Mile from Sunken Meadow Beach
5BR
2 baths
Sleeps 8

Jan- April, long term rental, contact for pricing

Contact: Fran, Property ID: 22376

Quiet, Just-Renovated Hideaway in Heart of Eastham
4BR
2 ½ baths
Sleeps 8

Rental from November through May available.

Contact: Tiffany, Property ID: 30787

Eastham Cape - 4 Bedrooms, 2 Full Baths, Sleeps 8
4BR
2 baths
Sleeps 8

Contact owner for long term or winter rentals. $2000/week Off-season (Plus cleaning charge: $600) $6000/month plus utilities Off-season $1000 Sec...

Contact: Derek & Dorie Carlson, Property ID: 12464

Perfect Beach House Getaway on Private Road
4BR
1 ½ bath
Sleeps 8

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

Contact: Louise, Property ID: 33358

Waterfront Cape Cod House with Spectacular Views
3BR
2 baths
Sleeps 8

Long-term rentals are available Sept-May. The views are amazing, and the swans are always enjoyable to watch! Linens/towels and utilities are not i...

Contact: Alan, Property ID: 29024

Cape Cod Family Beach Escape
2BR
3 baths
Sleeps 8

We will consider long-term winter rentals at $1500/week.

Contact: Pam Nemlich, Property ID: 24800

Waterview Home, Overlooking Cape Cod Bay & Audubon w/ A/C
3BR
2 ½ baths
Sleeps 7

split ductless a/c recently upgraded

Contact: Michelle, Property ID: 31068

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

PANORAMIC WATER VIEWS ''Bella Vista''
3BR
2 baths
Sleeps 6

Negotiable: Utilities (both gas, water and electric) would be additional to the rental price which will be reduced from the usual rates depending o...

Contact: Marie, Property ID: 6830

Ideal Home near beaches, with AC & outdoor shower,wooded lot
3BR
2 baths
Sleeps 6

Not available

Contact: Ginny Drapeau, Property ID: 9523

Secluded 3 BR 2 BA in Eastham
3BR
2 baths
Sleeps 6

Long-term winter rental available September - May: $1,500 per month + utilities

Contact: Ellen, Property ID: 28761

North Eastham Cape In Quiet Area On The Ocean Side
3BR
2 baths
Sleeps 6

Considered. Electric heat. $3,000 per month plus utilities

Contact: Denise Fritschy, Property ID: 28993

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

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

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 cottage w/AC, Heated pool, short w to 3 beaches
2BR
1 bath
Sleeps 5

3000.00 a month off season from October through May

Contact: Louise, Property ID: 33790

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, Property ID: 22676

Nice, Comfortable, and a Stroll to the Beach
1BR
1 bath
Sleeps 2

See Availability and Pricing. Contact the owner.

Contact: Karen, Property ID: 4034

ROMANTIC 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

Absolutely Beautiful Cottage!!!
4BR
2 baths
Sleeps 9

Contact owner via phone or email for long-term rental requests.

Contact: Mark, Property ID: 11675

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

Considered.

Contact: Janet Bustrin, Property ID: 13807

Herring Cove
3BR
4 baths
Sleeps 8

Yes, at discounted rates. All long term rentals receive discounted rates.

Contact: Shawn Nightingale, Property ID: 27290

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

Yes available, contact owner

Contact: Shawn Nightingale, Property ID: 34132

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

3 BR/2 BA w/AC, water views & quiet in town location
3BR
2 baths
Sleeps 6

$3500/mo including all utilities

Contact: Glenn, Property ID: 33982

3 BR Waterview Penthouse Duplex in the Gallery District
3BR
1 ½ bath
Sleeps 6

Available off season (sept to May at $1200/mo plus heat and utilities

Contact: Len, Property ID: 33659

Waterfront Merry Meeting House 3BR
3BR
1 bath
Sleeps 6

Winter rental available from October 1st to May 31st. Price is $1,500-$2500 a month, including utilities.

Contact: Thom and Chris, Property ID: 6648

Ocean Views, beach, private residence, free wifi, parking,
3BR
2 baths
Sleeps 6

No

Contact: Mariellen Serena, Property ID: 11491

Charming 2 BR/1 BA Condo in a Renovated Captain's House
2BR
1 bath
Sleeps 6

THIS UNIT IS NOT AVAILABLE THORUGH JUNE 2021

Contact: Tom, Property ID: 29126

Waterfront Merry Meeting House 2BR
2BR
1 bath
Sleeps 4

Winter rental available from October 1st to May 31st. Price is $1500 a month, including utilities.

Contact: Thom and Chris, Property ID: 16883

Lovely modern two BR condo w/AC & a private outdoor area
2BR
1 bath
Sleeps 4

2 bedroom condo recently available. Beautiful, modern, recently renovated, sunny, spacious—near the center of town but tucked away with a lovely priva...

Contact: Irene , Property ID: 33885

150 PACES TO THE A-HOUSE
1BR
1 bath
Sleeps 4

Available March until June 30th 2021. Utilities included, $2,000./month. Security required. Linens, towels, all dishes and kitchen items supplied....

Contact: Eve, Property ID: 34382

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

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

Classic Provincetown One Bedroom Condo in the Heart of Town
1BR
1 bath
Sleeps 2

Monthly rentals beginning October 1st are available offering the perfect place to work remotely. Rates vary from $1,900 - $2,400 per month depending ...

Contact: Chris, Property ID: 28076

Antique Cottage in Private Location
1BR
2 baths
Sleeps 2

A popular retreat for artists and writers looking for an extended stay. Available from October 1st, 2016 to April 30th 2017. Monthly pricing range is ...

Contact: Tom, Property ID: 22137

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

Tranquil Family Compound in Beautiful Truro!
4BR
4 ½ baths
Sleeps 16

Optional long-term winter rental. Availability Jan - March (other month please inquire) Cottage - $1200-$1400/month Main House - $2200 - $2500/mon...

Contact: Jennifer, Property ID: 32957

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, three-day minimum, October through May.

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

Wonderful, Spacious Home in Central Truro
5BR
3 ½ baths
Sleeps 10

House is also available off season for $250 - 400/night for a 5 night minimum. Contact owner about longer rentals.

Contact: Rachel , Property ID: 28420

Views, Linens, 4 ensuite bathrooms, ADA, pets, private.
4BR
4 ½ baths
Sleeps 8

T

Contact: Eric, Property ID: 31451

Spectacular Truro Home on a Private Road - Walk to Beach
4BR
3 baths
Sleeps 8

Long term Rentals of a month or more are available in non-peak season at pricing of $4,000 per month. Security Deposit is required - utilities are no...

Contact: John , Property ID: 11501

Elegant, Contemporary Cape Home in Truro
4BR
2 ½ baths
Sleeps 8

September through November; May through June $1700/week

Contact: Jolie Golomb, Property ID: 5154

Superb Waterfront House with Views of Bay and Provincetown
4BR
4 baths
Sleeps 7

Our house is available for monthly rental at a reasonable price from October to May for $10,000 a month. It has plenty of windows and doors facing th...

Contact: Eli , Property ID: 27568

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

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

Extended vacation periods .(i,e, 32 days, not subject to 'short-term' rental tax). House is not suitable for winter rentals.

Contact: Jim K, Property ID: 14914

Luxury 2BR Contemporary Vacation Home
2BR
2 baths
Sleeps 6

We offer a generous monthly discount in the winter. Monthly renters have generally been writers seeking a quiet (hopefully inspiring) place for concen...

Contact: Roy Barnhart, Property ID: 2046

Truro Woodland Sanctuary, Monthly or Full Summer
3BR
1 bath
Sleeps 5

Monthly rentals available October to May

Contact: Mark, Property ID: 32976

The Salty Mermaid: Pristine New Construction Home
2BR
1 bath
Sleeps 4

July 4-31 $7,900 or August 1-29 $8,000. New construction so we have long-term avail if you book now! Call, let's talk.

Contact: Nancy Bloom, Property ID: 33770

2 Bedrooms, Fireplace, Ocean Views, Moments To P'Town
2BR
1 bath
Sleeps 4

Ask for winter pricing starting at $3k per month!

Contact: Andrew, Property ID: 34408

Sweeping & deep views over harbor & ocean from treetop condo
1BR
2 baths
Sleeps 3

The owners in this small condominium are here for the quiet and serenity. If peace is what you seek, please choose our little bit of heaven up above t...

Contact: Jil Clark, Property ID: 33914

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

Steps to Private Beach. Big Beach house. 5 Kayaks.
5BR
2 baths
Sleeps 11

December, January, February. $2,400/mo

Contact: Howard Feinstein, Property ID: 14678

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

Off Season September 30 to July 1 $5,500 a week.

Contact: Eve Lorenz, Property ID: 27256

A Charming Bayside Cottage With A Great Yard
4BR
2 baths
Sleeps 10

Hidden Hollow Cottage is available for month-long rentals from September to May. Please check the calendar for specific rates and availability. If i...

Contact: Tom or Angela Keer, Property ID: 16004

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

Impeccable 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 Modern 3Br, Hot Tub, Game Room, Dog Ok, Near Ocean
3BR
2 baths
Sleeps 10

October through April with price based on occupancy. The house is heated and until recently occupied year round. The separate Game Room building has r...

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

Bound Brook Island Paradise. Modernized Antique Cape.
4BR
2 ½ baths
Sleeps 8

n/a

Contact: Jared, Property ID: 31974

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

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

No long term winter rental.

Contact: Rebecca Hansen, Property ID: 25891

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

Monthly rates available - October 2020 ($4,500). Will consider 2020-2021 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

Not Your Average Beach House--Walk to Gull Pond
4BR
3 ½ baths
Sleeps 8

Our home combines the charm of a beach cottage with year round, cozy livability. Available off season mid-October through mid-June. Monthly rate $14...

Contact: Susan Robinson, Property ID: 11051

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: Windswept, 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

Secluded Gem in Village: 2021 Calendar now posted
3BR
2 baths
Sleeps 8

Monthly rental is available from Sept - 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

Newly Renovated; 2.5 miles from Cahoon Hollow Beach
3BR
3 baths
Sleeps 8

Note: WiFi is on during July and August. If we know in advance that you would like WiFi off-season, let us know and we may be able to arrange it. Othe...

Contact: Deborah & Jeffrey Roth-Howe, Property ID: 22224

3 BR Cottage Near National Seashore and Rail Trail
3BR
3 baths
Sleeps 8

Nov-April, $3,300/month utilities included

Contact: Bill & Joy O'Connor, Property ID: 32564

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

Wellfleet Gem – Close to Beaches and Town, Central A/C
3BR
2 baths
Sleeps 8

September and October monthly rentals available for $6000. Please contact for more details.

Contact: Sheldon, Property ID: 29425

Special Modern Home
2BR
1 ½ bath
Sleeps 8

Long-terms rentals welcome November-March; $2600 per month including garbage and recycling, cable, wifi, heat and electricity.

Contact: Susan and Clint, Property ID: 25150

Amazing and Convenient in the Heart of Wellfleet
4BR
1 bath
Sleeps 7

Home is Available for Long Term Rentals Starting at $1550/month Six Month Lease Required

Contact: Allen Dalby, Property ID: 13155

Waterfront Beauty on Chipman's Cove - Steps from the Water
3BR
1 bath
Sleeps 7

Longer, off-season stays a possibility. Inquire w/owner. Perfect setting for writers/artists. One month minimum. November thru May only.

Contact: William P. Nicholson, Property ID: 2339

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: John Regan, Property ID: 21479

Spacious, Bright, & Clean w/ Screened Deck
3BR
2 baths
Sleeps 6

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

Contact: Ted or Vanessa, Property ID: 34173

On gorgeous private beach, two kayaks
2BR
1 ½ bath
Sleeps 6

We regret that we are not able to accommodate long term rentals.

Contact: Sarah, Property ID: 15835

Indian Neck area - short walk to beach - private location
3BR
1 bath
Sleeps 5

Discounted monthly rate of $2,750 for September & October, 2018. Available starting Sept 2.

Contact: Heidi Ganss Harris, Property ID: 10233

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 and Deavors...

Contact: Rosemary, Property ID: 31695

Sweet Serenity: Newly renovated, Next to Conservation Land
1BR
1 bath
Sleeps 4

Month-to-month rentals during off season. Please check with Owner. Monthly rates are $1400.

Contact: Lisa and Denise, Property ID: 34140

Private Apartment in Historic Home near Wellfleet Library
2BR
1 bath
Sleeps 2

Ask about availability and pricing.

Contact: Gail, Property ID: 10392

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