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Before Kingston became a Boston "bedroom community", it was something of a tourist mecca. Located on Kingston Bay, this quiet seaside town was a posh resting place for the weary traveler. It also served as the summer destination for many of Harlem's wealthy families.

6 Vacation Properties in Kingston
Sleeps

Kingston vacation rentals that sleep 21

Kingston
ID 18183
7 BR
7 baths
Sleeps 21
The Mansion at Harlow Bay - Private Ocean Beach Front Estate
Distance to beach: A walk across your front lawn!
53 reviews read reviews
Description
Exemplifying the American spirit and overlooking the bay where the American dream began, the Mansion at Harlow Bay, with its private beach and eight person hot tub, redefines luxury. Enjoy the sunrise... read more
Key amenities
on a salt water beach, hot tub, screened porch, deck/porch/patio, jacuzzi, central A/C, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, fireplace, wireless or wired internet
Time active on this website
8 years
Property ID 18183 listed by: Courtland
Summer:
$3,900/night
$7,900 - $11,500/wk
$57,000/mo
Off Season:
$1,000 - $3,500/night
$5,900 - $12,900/wk
$45,000/mo

Kingston vacation rentals that sleep 20

Kingston Bay, Kingston Shores
ID 12259
7 BR
4 baths
Sleeps 20
Enjoy sunrises on spacious deck overlooking swim beach
Distance to beach: Private 100'long beach
18 reviews read reviews
Description
Welcome to this majestic, oceanfront, family-oriented home boasting your own private beach for swimming, lawns large enough for touch football, breathtaking ocean views from most rooms, and situated ... read more
Key amenities
on a salt water beach, screened porch, deck/porch/patio, outdoor shower, jacuzzi, central A/C, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, wireless or wired internet, handicap accessibility
Time active on this website
11 years, 6 months
Property ID 12259 listed by: John & Paulette
Summer:
$6,990/wk
Off Season:
$800/night
$5,000 - $6,990/wk

Kingston vacation rentals that sleep 13

Kingston
ID 4865
4 BR
2 baths
Sleeps 13
Beautiful Private Ocean Front Home near Historic Plymouth
Distance to beach: Directly on Kingston Bay, near Duxbury & Plymouth
19 reviews read reviews
OWNER SPECIAL:
It is the time to book to reserve that special week for your family vacation.
Description
Quiet, beautifully decorated family friendly home on Kingston Bay. Enjoy the beach at your door. Panoramic water views from the Living room, Dining room, Kitchen and two of the bedrooms. Walk out dir... read more
Key amenities
on a salt water beach, deck/porch/patio, outdoor shower, central A/C, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, fireplace, wireless or wired internet, handicap accessibility
Time active on this website
14 years, 10 months
Property ID 4865 listed by: Pamela
Summer:
$3,000 - $3,550/wk
Off Season:
$1,750 - $2,300/wk

Kingston vacation rentals that sleep 10

Kingston
ID 15766
3 BR
2 baths
Sleeps 10
Rustic Living at Harlow Bay - Private Ocean Beach Front
Distance to beach: Just off the front door steps
27 reviews read reviews
Description
A fantastic vacation awaits you at Rustic Living at Harlow Bay, a newly renovated home directly on your private beach overlooking beautiful Kingston Bay. Its just a 5 minute drive to historic Plymout... read more
Key amenities
on a salt water beach, deck/porch/patio, outdoor shower, central A/C, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, fireplace, wireless or wired internet, handicap accessibility
Time active on this website
9 years, 6 months
Property ID 15766 listed by: Courtland
Summer:
$1,500/night
$1,990 - $2,990/wk
$15,000/mo
Off Season:
$1,500/night
$1,000 - $2,990/wk
$1,000 - $10,000/mo
Kingston
ID 14049
3 BR
1 ½ bath
Sleeps 10
Sunset at Harlow Bay - Private Ocean Beach Home
Distance to beach: 20 second walk to pvt. Beach;2 min walk town beach
4 reviews read reviews
Description
A fantastic vacation awaits you at Sunset at Harlow Bay, a newly renovated home with water views of Kingston Bay and your own private beach and boat mooring. Its just a 5 minute drive to historic Ply... read more
Key amenities
view of salt water, walk to a salt water beach, deck/porch/patio, central A/C, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, wireless or wired internet
Time active on this website
8 years, 8 months
Property ID 14049 listed by: Courtland
Summer:
$1,500/night
$1,500 - $1,900/wk
$8,000/mo
Off Season:
$1,000/night
$1,000 - $1,500/wk
$4,000 - $8,000/mo

Kingston vacation rentals that sleep 8

kingston
ID 22385
3 BR
1 bath
Sleeps 8
Private Beach and Views of Kingston Bay
Distance to beach: Private beach
6 reviews read reviews
Description
This charming, family friendly home is situated on Kingston Bay. It has a private sandy beach and has spectacular sunrises all summer long. Close to many amenities. Steps away is a park with tennis c... read more
Key amenities
on a salt water beach, deck/porch/patio, outdoor shower, washer&dryer, linens included, cable TV, DVD or VCR, fireplace, wireless or wired internet, pet-friendly
Time active on this website
5 years
Property ID 22385 listed by: Wally Foster
Summer:
$300 - $400/night
$2,000/wk
Off Season:
$300 - $400/night
$1,700 - $2,000/wk