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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.

3 properties

Kingston vacation rentals that sleep 25

Kingston
ID 18183
7 BR
7 baths
Sleeps 25
The Mansion At Harlow Bay - Private Ocean Beach Front Estate
The Mansion At Harlow Bay - Private Ocean Beach Front Estate
Distance to beach: A walk across your front lawn!
5.068 reviews
Summer:
$7,000 - $13,500/wk
$60,000/mo
Off Season:
$5,900 - $9,900/wk
$7,500 - $60,000/mo
5

Kingston vacation rentals that sleep 20

Kingston Bay, oceanfront
ID 12259
8 BR
4 baths
Sleeps 20
''TIDAL GLORY'' Oceanfront Sunrise over Private Sandy Beach
''TIDAL GLORY'' Oceanfront Sunrise over Private Sandy Beach
Distance to beach: 100 ft to Private Beach; 100 yds Grays Beach Park
4.926 reviews
OWNER SPECIAL:
Act Fast! Summer Rate Now Discounted to $5990. Private Beach, Kayaks & Family Fun Retreat!
Summer:
$5,990/wk
Off Season:
$5,990 - $6,990/wk
2

Kingston vacation rentals that sleep 4

Grays Beach
ID 34779
2 BR
1 bath
Sleeps 4
The Cottage at Kingston Bay w/AC Steps to Grays Beach & Park
The Cottage at Kingston Bay w/AC Steps to Grays Beach & Park
Distance to beach: 2/10 mi to Grays Beach Park
5.04 reviews
Summer:
$6,000/mo
Off Season:
$3,000 - $4,500/mo