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Long-Term Vacation Rentals in Hyannis

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: 11

Hyannis
Hyannisport Rental
“Judy Garland House” located in Hyannisport
5BR
3 ½ baths
Sleeps 15

September, October, November 2025 and March, April, May 2026 30,000/month

Contact: Greg Dempsey, ID: 32234
Barnstable Rental
Your Cape Escape!!! Close to Shopping Mall and Beaches
3BR
2 ½ baths
Sleeps 10

Available September 2025 to April 2026. Price range between $2500-$3000/Monthly. Price depends on length of stay. Utilities not included.

Contact: Faye or Hong , ID: 35063
Hyannis Rental
Spacious Home in Ideal Location w/Central AC
3BR
1 ½ bath
Sleeps 10

Long Term Rentals of 3 Months or more. Monthly Rate is $1400 per month, Plus Utilities. September 2025 through June 1st, 2026.

Contact: Bob, ID: 17022
Hyannis Rental
Cozy Cape: Walk to Beaches, Restaurants, Ferry & Downtown
3BR
2 baths
Sleeps 10

1 - 6 month rentals available -$3,200 per month this includes all utilities, Roku Live TV, trash pick up

Contact: Pepi Colarullo, ID: 37770
Kalmus Beach Rental
Walk To Beach, Separate In-Law Apt, A/C
4BR
3 baths
Sleeps 8

Long-terms winter rentals available from October 2025 to April 2026; $3200 to $3500 per month including utilities.

Contact: Ana Soler and Olivier Hurez, ID: 35112
Yachtsman Rental
Family Friendly Condo on Private Beach with Heated Pool & AC
3BR
2 ½ baths
Sleeps 8

$1700-$2300 - available for long term rental from Mid September 2025 through March 2026. Background and credit check is required for stays over 31 day...

Contact: Diane, ID: 40184
Hyannis/Craigville Rental
Mins to Craigville Beach!Central AC+OutdoorDining+Beach Pass
3BR
1 ½ bath
Sleeps 7

(1 month or more): Oct 2025 - Apr 2026. $2,500-$2600/month includes heat, Central AC, electrical, wifi (streaming on smart tvs) and trash pickup. We w...

Contact: Pat Kelley, ID: 24195
Hyannis Woods Rental
Cozy Retreat with A/C, Game Room, and Easy Beach Access
3BR
2 baths
Sleeps 6

Long-term rentals available off-season from November 2025 - May 2026 only. Minimum 32 days. Monthly rental begins at $3000 plus utilities.

Contact: Owner Nancy (or Heather), ID: 40053
Near Hyannis Port Rental
Seaside Cape Cod Bungalow Heat/AC, 3-Min. Walk to the Beach
2BR
1 bath
Sleeps 6

Oct 2025 - Apr 2026. $1,800-2,000.00/month includes utilities. We welcome Traveling Nurses and other professionals during Fall, Winter and Spring. We...

Contact: Elaine , ID: 32133
Hyannis Rental
Oceanfront Condo, Private Beach & Panoramic Views - NO TAX
1BR
1 bath
Sleeps 4

WINTER RENTAL OCT 1 2025 - JUNE 1 2026 $1,900 monthly plus utilities. 1 bedroom, 1 Full Bath, fully furnished. Internet, cable, snow, and trash remova...

Contact: Alice O'Brien, ID: 15894
Hyannis Rental
Sea Cottage/Prime Location; Walk to Main St., Beach, Ferries
2BR
1 bath
Sleeps 2

Year round - 13 weeks or less. Monthly price $2,300-$2,500 includes utilities. Contact owner for specifics.

Contact: Julie and Mike, ID: 38691