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317 Holiday homes
Holiday cottage with swimming pool in Shelter Island Heights
Shelter Island / Shelter Island Heights
1 6 min stay varies
- 1 bedroom
- sleeps 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Map
from £338 / night
Shelter Island holiday home rental
Hamptons / Shelter Island
4 8 14 nights min
- 4 bedrooms
- sleeps 8
- 14 nights min
- Nearest beach 1 km
- Child friendly
- Air conditioning
Map
from £259 / night
Shelter Island holiday home let
Hamptons / Shelter Island
4 10 min stay varies
- 4 bedrooms
- sleeps 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Map
from £435 / night
Shelter Island holiday home rental
Hamptons / Shelter Island
3 8 14 nights min
- 3 bedrooms
- sleeps 8
- 14 nights min
- Child friendly
- Air conditioning
- Private garden
Map
from £815 / night
Holiday villa in Shelter Island Heights
Shelter Island / Shelter Island Heights
6 12 min stay varies
- 6 bedrooms
- sleeps 12
- min stay varies
- Ask owner if suitable for children
- Ask about pets
Map
from £3,067 / night
Great rentals within 20 miles that match your search
Distance approx 10.25 miles from Shelter Island
Holiday farmhouse in East Hampton
Hamptons / East Hampton
3 8 30 nights min
- 3 bedrooms
- sleeps 8
- 30 nights min
- Swimming pool
- Child friendly
- Air conditioning
from £570 / night
Distance approx 10.18 miles from Shelter Island
Holiday home in East Hampton
Hamptons / East Hampton
3 6 2 nights min
- 3 bedrooms
- sleeps 6
- 2 nights min
- Child friendly
- Air conditioning
- Private garden
from £784 / night
Distance approx 5.06 miles from Shelter Island
Holiday home in East Hampton
Hamptons / East Hampton
5 10 7 nights min
- 5 bedrooms
- sleeps 10
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
from £1,227 / night
Distance approx 5.04 miles from Shelter Island
Home rental in East Marion
North Fork / East Marion
4 8 7 nights min
- 4 bedrooms
- sleeps 8
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
from £219 / night
Distance approx 8.65 miles from Shelter Island
Water Mill holiday home let
Hamptons / Water Mill
2 6 14 nights min
- 2 bedrooms
- sleeps 6
- 14 nights min
- Child friendly
- Pet friendly
from £701 / night
Distance approx 11.05 miles from Shelter Island
Water Mill holiday home rental
Hamptons / Water Mill
6 12 30 nights min
- 6 bedrooms
- sleeps 12
- 30 nights min
- Swimming pool
- Child friendly
- Air conditioning
from £729 / night
Distance approx 16.79 miles from Shelter Island
Holiday cottage in Clinton
Connecticut / Clinton
6 10 min stay varies
- 6 bedrooms
- sleeps 10
- min stay varies
- Beach / lakeside relaxation
- Child friendly
- Private garden
from £328 / night
Distance approx 8.96 miles from Shelter Island
Home rental in East Hampton with swimming pool
Hamptons / East Hampton
5 12 min stay varies
- 5 bedrooms
- sleeps 12
- min stay varies
- Swimming pool
- Child friendly
- Private garden
from £656 / night
Distance approx 15.56 miles from Shelter Island
Holiday home in Hampton Bays
Southampton / Hampton Bays
4 10 14 nights min
- 4 bedrooms
- sleeps 10
- 14 nights min
- Swimming pool
- Ask owner if suitable for children
- Car not necessary
from £599 / night
Distance approx 14.11 miles from Shelter Island
Holiday apartment in Mattituck
North Fork / Mattituck
5 14 2 nights min
- 5 bedrooms
- sleeps 14
- 2 nights min
- Beach / lakeside relaxation
- Nearest beach 4 km
- Ask owner if suitable for children
from £783 / night
Distance approx 10.73 miles from Shelter Island
Holiday home in Water Mill
Hamptons / Water Mill
3 6 30 nights min
- 3 bedrooms
- sleeps 6
- 30 nights min
- Beach / lakeside relaxation
- Nearest beach 2 km
- Child friendly
from £595 / night
Distance approx 14.86 miles from Shelter Island
Holiday home rental
Southampton / Hampton Bays
4 8 30 nights min
- 4 bedrooms
- sleeps 8
- 30 nights min
- Swimming pool
- Air conditioning
- Private garden
from £437 / night
Distance approx 12.54 miles from Shelter Island
Holiday home in Mattituck
North Fork / Mattituck
4 14 30 nights min
- 4 bedrooms
- sleeps 14
- 30 nights min
- Child friendly
- Pet friendly
from £1,312 / night
Distance approx 13.22 miles from Shelter Island
Amagansett holiday home rental
Hamptons / Amagansett
4 8 30 nights min
- 4 bedrooms
- sleeps 8
- 30 nights min
- Beach / lakeside relaxation
- Child friendly
from £1,894 / night
Distance approx 13.94 miles from Shelter Island
Holiday hotel apartment in Southampton
Hamptons / Southampton
1 4 1 night min
- 1 bedroom
- sleeps 4
- 1 night min
- Child friendly
- Air conditioning
from £201 / night
Distance approx 13.94 miles from Shelter Island
Hotel apartment rental in Southampton
Hamptons / Southampton
1 2 1 night min
- 1 bedroom
- sleeps 2
- 1 night min
- Child friendly
- Air conditioning
from £262 / night
Distance approx 8.93 miles from Shelter Island
Holiday home in East Hampton
Hamptons / East Hampton
3 10 7 nights min
- 3 bedrooms
- sleeps 10
- 7 nights min
- Beach / lakeside relaxation
- Child friendly
- Ask about pets
from £500 / night
Distance approx 3.81 miles from Shelter Island
Holiday farmhouse in Greenport
North Fork / Greenport
3 8 30 nights min
- 3 bedrooms
- sleeps 8
- 30 nights min
- Beach / lakeside relaxation
- Child friendly
- Car not necessary
from £452 / night
Distance approx 11.39 miles from Shelter Island
Holiday home in Amagansett
Hamptons / Amagansett
3 6 3 nights min
- 3 bedrooms
- sleeps 6
- 3 nights min
- Nearest beach 8 km
- Swimming pool
- Child friendly
from £787 / night
Distance approx 9 miles from Shelter Island
Holiday home with golf nearby in New Suffolk
North Fork / New Suffolk
4 8 14 nights min
- 4 bedrooms
- sleeps 8
- 14 nights min
- Child friendly
from £844 / night
Distance approx 5.27 miles from Shelter Island
Holiday home in Sag Harbor
Hamptons / Sag Harbor
4 8 2 nights min
- 4 bedrooms
- sleeps 8
- 2 nights min
- Child friendly
- Air conditioning
from £657 / night
Distance approx 8.9 miles from Shelter Island
Home rental in East Hampton
Hamptons / East Hampton
5 11 7 nights min
- 5 bedrooms
- sleeps 11
- 7 nights min
- Beach / lakeside relaxation
- Swimming pool
- Child friendly
from £1,249 / night
Distance approx 15.35 miles from Shelter Island
Holiday villa rental
Connecticut / Old Saybrook
2 4 1 night min
- 2 bedrooms
- sleeps 4
- 1 night min
- Child friendly
from £700 / night
Distance approx 7.26 miles from Shelter Island
Holiday home rental
Hamptons / Southampton
4 8 7 nights min
- 4 bedrooms
- sleeps 8
- 7 nights min
- Nearest beach 12 km
- Swimming pool
- Ask owner if suitable for children
from £564 / night
Distance approx 13.94 miles from Shelter Island
Southampton holiday hotel apartment rental
Hamptons / Southampton
1 4 1 night min
- 1 bedroom
- sleeps 4
- 1 night min
- Child friendly
- Air conditioning
from £183 / night
Distance approx 9.99 miles from Shelter Island
Holiday home in Amagansett
Hamptons / Amagansett
4 10 2 nights min
- 4 bedrooms
- sleeps 10
- 2 nights min
- Swimming pool
- Child friendly
- Air conditioning
from £2,190 / night
Distance approx 7.28 miles from Shelter Island
Holiday cottage in Southampton
Hamptons / Southampton
3 8 3 nights min
- 3 bedrooms
- sleeps 8
- 3 nights min
- Beach / lakeside relaxation
- Child friendly
- Air conditioning
from £828 / night
Distance approx 13.94 miles from Shelter Island
Holiday hotel apartment in Southampton
Hamptons / Southampton
1 4 1 night min
- 1 bedroom
- sleeps 4
- 1 night min
- Child friendly
- Air conditioning
from £175 / night
Distance approx 6.59 miles from Shelter Island
Home rental in East Hampton
Hamptons / East Hampton
4 8 90 nights min
- 4 bedrooms
- sleeps 8
- 90 nights min
- Beach / lakeside relaxation
- Nearest beach 0.8 km
- Swimming pool
from £117 / night
Distance approx 9.3 miles from Shelter Island
Home rental in East Hampton
Hamptons / East Hampton
8 18 7 nights min
- 8 bedrooms
- sleeps 18
- 7 nights min
- Child friendly
from £6,570 / night
Distance approx 19.6 miles from Shelter Island
Holiday home rental
Hamptons / Montauk
5 9 7 nights min
- 5 bedrooms
- sleeps 9
- 7 nights min
- Child friendly
- Air conditioning
- Private garden
from £657 / night
Distance approx 4.93 miles from Shelter Island
Holiday home rental
Hamptons / Sag Harbor
5 10 1 night min
- 5 bedrooms
- sleeps 10
- 1 night min
- Swimming pool
- Child friendly
- Air conditioning
from £1,446 / night
Distance approx 4.56 miles from Shelter Island
East Marion holiday cottage rental
North Fork / East Marion
3 5 1 night min
- 3 bedrooms
- sleeps 5
- 1 night min
- Child friendly
- Air conditioning
- Private garden
from £438 / night
Distance approx 14.45 miles from Shelter Island
Holiday home in Amagansett
Hamptons / Amagansett
2 8 7 nights min
- 2 bedrooms
- sleeps 8
- 7 nights min
- Child friendly
- Pet friendly
from £526 / night
Distance approx 7.83 miles from Shelter Island
Holiday home rental
Hamptons / East Hampton
4 7 14 nights min
- 4 bedrooms
- sleeps 7
- 14 nights min
- Swimming pool
- Child friendly
- Air conditioning
from £876 / night
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