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.

Kingston Vacation Rentals

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. Many of the historic “cottages” along the shore and the Jones River are now vacation rentals.

History buffs will enjoy visiting the Major John Bradford House. This hous... more info and map.

Power Search

In a hurry? Use our Power SearchPower Search by date, price, amenities, and sift through 6 listings in seconds! to find in seconds what you want, when you want it, and within your budget!

By Property ID:

6 Vacation Properties in Kingston    sleeping 21, 20, 13, 10, 8

Location Price Description (click blue title for more...) Sleeps BRs Baths
Kingston vacation rentals that sleep 21  

Kingston

Kingston Just off Cape vacation rental

Summer:
$3,000 - $3,500/night,
$7,900 - $11,500/wk,
$39,990 - $49,990/mo,

Off Season:
$3,000 - $3,500/night,
$5,900 - $9,990/wk,
$23,000 - $45,000/mo,

See a full calendar with detailed availability and pricing for this Kingston vacation rental.

The Mansion at Harlow Bay - Private Ocean Beach Front Estate

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....

Distance to beach: A walk across your front lawn!

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: 4 years, 8 months

Guest Reviews: 32

Property ID# 18183, Listed by: Courtland

21 7 7
Kingston vacation rentals that sleep 20  

on Kingston Bay, Kingston Shor

on Kingston Bay, Kingston Shor Just off Cape vacation rental

Summer:
$5,950/wk,

Off Season:
$600/night,
$4,500 - $5,950/wk,

See a full calendar with detailed availability and pricing for this Kingston vacation rental.

Enjoy sunrises on spacious deck overlooking sandy swim beach

Welcome to this majestic, newly remodeled oceanfront paradise boasting your own private beach for swimming,lawns large enough for touch football, breathtaking ocean views from most rooms,situated on ....

Distance to beach: 100 ft.(at end of lawn)-private beach/screenhouse

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: 8 years, 2 months

Guest Reviews: 8

Property ID# 12259, Listed by: John & Paulette

20 7 4
Kingston vacation rentals that sleep 13  

Kingston

Kingston Just off Cape vacation rental
Click here to see a video of this Kingston vacation rental.

Summer:
$2,200 - $3,500/wk,

Off Season:
$1,600 - $2,300/wk,

See a full calendar with detailed availability and pricing for this Kingston vacation rental.

Beautiful Private Ocean Front Home near Historic Plymouth

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....

Distance to beach: Directly on Kingston Bay, near Duxbury & Plymouth

Key amenities: on a salt water beach, deck/porch/patio, outdoor shower, A/C unit(s), washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, fireplace, wireless or wired internet, handicap accessibility

Time active on this website: 11 years, 7 months

Guest Reviews: 8

Property ID# 4865, Listed by: Pamela

13 4 2
Kingston vacation rentals that sleep 10  

Kingston

Kingston Just off Cape vacation rental

Summer:
$950/night,
$1,990 - $2,990/wk,
$11,500 - $14,500/mo,

Off Season:
$600 - $950/night,
$1,000 - $2,990/wk,
$4,000 - $7,500/mo,

See a full calendar with detailed availability and pricing for this Kingston vacation rental.

Rustic Living at Harlow Bay - Private Ocean Beach Front

A fantastic vacation awaits you at Rustic Living at Harlow Bay, a newly renovated home directly on your private beach overlooking beautiful Kingston Bay. It’s just a 5 minute drive to historic Plymout....

Distance to beach: Just off the front door steps

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: 6 years, 3 months

Guest Reviews: 15

Property ID# 15766, Listed by: Courtland

10 3 2

Kingston

Kingston Just off Cape vacation rental

Summer:
$300/night,
$1,500/wk,
$5,900/mo,

Off Season:
$300/night,
$1,000 - $1,500/wk,
$1,695 - $5,900/mo,

See a full calendar with detailed availability and pricing for this Kingston vacation rental.

Sunset at Harlow Bay - Private Ocean Beach Home

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. It’s just a 5 minute drive to historic Ply....

Distance to beach: 20 second walk to pvt. beach,2 min walk- town beac

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: 5 years, 5 months

Guest Reviews: 3

Property ID# 14049, Listed by: Courtland

10 3 1.5
Kingston vacation rentals that sleep 8  

kingston

kingston Just off Cape vacation rental


Off Season:
$300 - $600/night,
$1,800 - $2,000/wk,

See a full calendar with detailed availability and pricing for this Kingston vacation rental.

Private Beach and Views of Kingston Bay

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....

Distance to beach: Private beach

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: 1 year, 9 months

Guest Reviews: 2

Property ID# 22385, Listed by: Wally Foster

8 3 1