Skip to content
61 stays

Stays in Thimble Islands

Review COVID-19 travel restrictions before you book.
Learn more
SUPERHOST
Tiny house in Guilford
Tiny House on Small Farm (Spring=baby goat time!)
2 guests1 bedroom1 bed1 bathroom
WifiKitchenFree parkingAir conditioning
₹11,282 per night
SUPERHOST
Barn in Old Lyme
Town's End Farm
2 guests1 bedroom1 bed1 bathroom
WifiKitchenFree parkingAir conditioning
₹10,603 per night
Farm stay in Bethany
The Little House on Locket's Meadow
4 guests2 bedrooms2 beds1 bathroom
WifiKitchenFree parkingAir conditioning
₹8,043 per night
SUPERHOST
Tiny house in Riverhead
Tiny Home - Brand New - On a 40 Acre Preserve
2 guests1 bedroom1 bed1 bathroom
KitchenFree parkingAir conditioning
₹10,707 per night
SUPERHOST
Barn in Guilford
Pristine Carriage House Apartment Downtown
2 guests1 bedroom1 bed1 bathroom
WifiKitchenFree parkingAir conditioning
₹12,796 per night
SUPERHOST
Island in Branford
Private CT Island
7 guests4 bedrooms5 beds2 bathrooms
WifiKitchen
₹75,681 per night
Campervan/Motorhome in Hamden
Sweet Dreams in a charming 1952 Canned Ham camper!
2 guests1 bedroom2 beds1.5 bathrooms
WifiFree parkingAir conditioning
₹5,328 per night
SUPERHOST
Farm stay in Glastonbury
Woolly Acres Farm
4 guests1 bedroom2 beds1 bathroom
WifiKitchenFree parkingAir conditioning
₹8,984 per night
Farm stay in Riverhead
NORTH FORK VINYARD FARMHOUSE
4 guests2 bedrooms2 beds1 bathroom
WifiKitchenFree parkingAir conditioning
₹23,138 per night
SUPERHOST
Tiny house in Riverhead
Beautiful Large Camper in Natural Preserve
2 guests1 bedroom2 beds1 bathroom
WifiKitchenFree parkingAir conditioning
₹10,530 per night
SUPERHOST
Tiny house in Hampton Bays
Cozy Cottage on Shinnecock Bay
2 guests1 bedroom1 bed1 bathroom
WifiKitchenFree parkingAir conditioning
₹36,561 per night
SUPERHOST
Yurt in Guilford
Hartwoods Yurt
4 guestsStudio2 beds1 bathroom
KitchenFree parkingAir conditioning
₹10,968 per night
Farm stay in Cutchogue
Farm House
4 guests2 bedrooms3 beds1.5 bathrooms
WifiKitchenFree parkingAir conditioning
₹12,796 per night
SUPERHOST
Tiny house in Riverhead
Fully Restored Cedar Camper on a 40 Acre Preserve
2 guests1 bedroom1 bed1 bathroom
KitchenFree parkingAir conditioning
₹9,558 per night
Private room in Portland
The Great Hill Pond Getaway
2 guests1 bedroom1 shared bathroom
WifiFree parking
₹6,581 per night
SUPERHOST
Farm stay in Manorville
Cozy Barn
2 guests1 bedroom1 bed1 bathroom
KitchenFree parkingAir conditioning
₹18,281 per night
SUPERHOST
Barn in Essex
Renovated Barn, Sidewalk Stroll into Essex Village
4 guests2 bedrooms2 beds2 bathrooms
WifiKitchenFree parkingAir conditioning
₹32,905 per night
SUPERHOST
Dome house in Bethlehem
Geodesic Dome in the Wooods
2 guests1 bedroom1 bed0 bathrooms
WifiFree parking
₹3,771 per night
Tiny house in Branford
Shady Nook
6 guests3 bedrooms3 beds1 bathroom
WifiKitchenFree parking
₹18,281 per night
SUPERHOST
Farm stay in Middlebury
Almosta Vineyard Farm Getaway
5 guests2 bedrooms5 beds1 bathroom
WifiKitchenFree parkingAir conditioning
₹14,624 per night
120 of 61 places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.