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 in Dennis

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: 28

Dennis

Beautiful Quiet Private East Dennis Home for Rent Sleeps 12
5BR
3 ½ baths
Sleeps 12

Available for monthly rentals from mid-september until thanksgiving week. And from mid-february until mid-may. Price range from $9000 to $12000

Contact: Jonathan , Property ID: 11848

7 min walk to Mayflower Beach-Ideal for 2 families(sleep 12)
5BR
2 ½ baths
Sleeps 12

Winter rentals available. Price $2,350 per month including utilities. Please contact for further information. Thank you!

Contact: Allen & Tania, Property ID: 26759

Amazing Ocean Views, 2 Master Suites, Completely Renovated
3BR
3 ½ baths
Sleeps 12

Available November-April at monthly rates. Please inquire for specific rates as they vary by month and length of stay. $3,000 per month (includes ca...

Contact: Michelle Kelly, Property ID: 25722

Gorgeous Beachfront Home on the Bay. Two decks, A/C!
5BR
2 ½ baths
Sleeps 10

Long term winter rental available Discounted monthly rates

Contact: Cathy, Property ID: 32893

Luxury Colonial with Central A/C - Walk to Mayflower Beach
4BR
2 ½ baths
Sleeps 10

...

Contact: Len Holt, Property ID: 29879

Fully renovated with ocean views, 2 living rooms plus loft
3BR
2 baths
Sleeps 10

Available November-April at monthly rates. Please inquire for specific rates as they vary by month and length of stay. Prices start at $2400 per mon...

Contact: Michelle Kelly, Property ID: 25935

Perfect Cape Escape - Lovely 4 Bedroom Cape in East Dennis
4BR
2 baths
Sleeps 9

Available for winter rental December - mid-May, $1200 per month plus utilities.

Contact: Jeanine, Property ID: 23036

Updated Bayside home near Bayview & Mayflower Beaches!
4BR
2 baths
Sleeps 9

Email owner. Winter months available $3000/month plus utilities.

Contact: Julie , Property ID: 26499

Fabulous 4 bedroom home w/central air, porch & patio!
4BR
1 ½ bath
Sleeps 8

Sept 21st - May 21st $2000/month. Includes internet & cable. Tenant responsible for gas & electricity. Seeking tenant for full 8 months winter rental....

Contact: Marsha A., Property ID: 23933

Walk to Beach Cape House with 4 Bedrooms/2 Baths and AC
4BR
2 baths
Sleeps 8

Long-term winter rentals available upon request. Please reach out for more information as pricing ranges from $2300 to $2500 per month in December, Ja...

Contact: Laura , Property ID: 32390

Swan River Retreat - 5 minute walk to the beach!
4BR
2 baths
Sleeps 8

Long Term off-season winter rental available. Minimum of one month at $2500/mo plus utilities.

Contact: Geri, Property ID: 34493

3 Bedroom Cape Escape with Private Beach Access
3BR
1 bath
Sleeps 8

Long term off season rentals are available. Contact for details 1200-1500 depending month and length of stay

Contact: Connor, Property ID: 34555

Beachfront home
3BR
2 baths
Sleeps 8

long term winter rental considered for October1-May 15 $3,000/per month

Contact: Paula, Property ID: 34265

Modern 3 BR w/Central AC, Large Yard, Close to Beach
3BR
1 bath
Sleeps 8

Long term rentals available from Mid-September to mid-May - exact dates are flexible. Monthly price is $1700. Fireplaced living room and electric heat...

Contact: Connor, Property ID: 34305

New listing-Bright, sunny home 1.5 miles to Mayflower Beach
3BR
1 ½ bath
Sleeps 8

House can be used for monthly and year round rental. Price is negotiable. Please contact for details.

Contact: Tracy Coughlan, Property ID: 24103

100 yards from Bay Beaches on the North Side, newer home
3BR
2 baths
Sleeps 8

Sleeps 6 in 3 BR, 10/1 - 5/15, $2,000. per month. Close to beach, golf and shopping. Great getaway house. 1 month security required.

Contact: Tony, Property ID: 10266

Cottage Wonderland
4BR
1 bath
Sleeps 7

Winter by the beach is a dream come true in this beautiful home available from late September until late May starting at $2.500 per month or $250 per ...

Contact: Natalia , Property ID: 33823

East Dennis Bayside Gem - All 5 star reviews!
3BR
2 baths
Sleeps 7

Please inquire if you are interested in a long-term rental

Contact: Mariellen , Property ID: 22675

Tastefully decorated, impeccably maintained summer house...
3BR
1 bath
Sleeps 6

November to May for $1,000 to 1,300 per month, depending on party size and length of stay. Utilities not included. First, last & sec deposit required...

Contact: Ali Ameli, Property ID: 10007

Cape Cod Waterfront Gem w/AC, Boating from Back Yard to Sea
3BR
3 baths
Sleeps 6

This house will be offered as 1 or 2 bedroom winter home from Nov - April for discount rate. Open 1 to 2 bedrooms for up to 2 occupancy. Rate from ...

Contact: Nina, Property ID: 33495

3 Bedroom Ranch - Dennisport
3BR
1 bath
Sleeps 6

October through May - $1,750 a month - Utilities Included

Contact: Julie, Property ID: 28120

Renovated 3 Bedroom Home near Sea Street Beach
3BR
1 bath
Sleeps 6

Not available. Heat is electric.

Contact: Joan Sullivan, Property ID: 21420

A Cape Cod Retreat on Scargo Hill - Friday to Friday rental
3BR
2 ½ baths
Sleeps 6

This fully furnished house is available for long term off season rental. It is available October 15 - April 30th for 3000.00 monthly.Housekeeping serv...

Contact: Margaret & Fred Christen, Property ID: 5011

NO FEES! Summer 2021 - W.Dennis PondView 3 Bdrm & Large Deck
3BR
1 bath
Sleeps 6

We can offer a long term furnished rental Sept through May. Please contact us for rates and information on a long term rental.

Contact: Kathleen , Property ID: 33890

18th Century Cape Cod Cottage with Beach on Scargo Lake
2BR
1 bath
Sleeps 6

$1,200 a month until April 30. Utilities are extra.

Contact: Verity Bostick, Property ID: 19306

Large Saltwater Pool,2 Bdrm Condo 3 Blocks from Inman Beach
2BR
2 baths
Sleeps 5

Long term rental available May, June, or September. $550/week or $1800/month

Contact: Sandi, Property ID: 23828

Ocean Front Condo on the beach
2BR
2 baths
Sleeps 5

yes

Contact: Raj, Property ID: 21533

Cozy Cottage with a lot of amenities
1BR
1 bath
Sleeps 4

We rent to Summer help workers

Contact: Jacqui, Property ID: 9969