Holiday Homes in Shelter Island Heights

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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Shelter Island Heights holiday homes

Beach nearby

Holiday Home in East Lyme

The Bay Cottage · Rocky Neck Park, Beach & Niantic
2.0 star property
9.0 out of 10, Wonderful, (4 reviews)
"This house suited our needs for a place to stay while attending a nearby family reunion. Communication and check in were great and the house is very comfortable (very nice mattresses, sheets, pillows)."
United States
Sarah G.
The price is €307
includes taxes & fees
16 Jan - 17 Jan
The Bay Cottage · Rocky Neck Park, Beach & Niantic
Smart TV, books

Holiday Home in Old Lyme

Rogers Lake House (87) · CT College+Beach+USCGA
10.0 out of 10, Exceptional, (5 reviews)
"My family and I came for an 8 day event from a different state and wanted a clean and comfortable place to stay with our at the time 9 month old daughter. And this place did exactly that. Comfortable and CLEAN. The owner did a great job with details. Even when we had unexpected check out delays the owner showed human empathy. Great place!"
United States
Hemie J.
The price is €355
includes taxes & fees
19 Jan - 20 Jan
Rogers Lake House (87) · CT College+Beach+USCGA
Smart TV, fireplace, books

Holiday Home in Waterford

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
10.0 out of 10, Exceptional, (11 reviews)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
The price is €324
includes taxes & fees
4 Feb - 5 Feb
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Fridge, microwave, oven, stovetop

Holiday Home in Old Lyme

#34- Stunning-Newly Remodeled
The price is €265
includes taxes & fees
16 Jan - 17 Jan
#34- Stunning-Newly Remodeled
Smart TV, fireplace

Holiday Home in Sag Harbor

Spacious 5-bedroom house with water views and 2 houses from the bay.
The price is €5,628
includes taxes & fees
20 Jan - 21 Jan
Spacious 5-bedroom house with water views and 2 houses from the bay.
Smart TV, fireplace, ping pong, books

Holiday Home in Water Mill

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
10.0 out of 10, Exceptional, (6 reviews)
"Highly recommend everything from start to finish went smoothly and it was a great experience!!"
United States
Stephanie M.
The price is €6,500
includes taxes & fees
16 Jan - 17 Jan
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
Dining

Holiday Home in Clinton

LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!
2.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful home in a quiet neighborhood. We greatly enjoyed staying at Glass House. "
United States
Elya D.
The price is €477
includes taxes & fees
19 Jan - 20 Jan
LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!
Beach

Holiday Home in Westbrook

Beachside Bliss w/ Game Room, Gym & Golf Green
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
The price is €440
includes taxes & fees
20 Jan - 21 Jan
Beachside Bliss w/ Game Room, Gym & Golf Green
Outdoor dining

Holiday Home in Hampon Bays

Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
9.6 out of 10, Exceptional, (22 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is €1,177
includes taxes & fees
20 Jan - 21 Jan
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
Fridge, microwave, oven, stovetop

Holiday Home in East Hampton

Blackberry: Private home with jacuzzi year-round
9.0 out of 10, Wonderful, (4 reviews)
"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "
United States
Suzanne R.
The price is €861
includes taxes & fees
8 Feb - 9 Feb
Blackberry: Private home with jacuzzi year-round
Outdoor dining

Holiday Home in Waterford

Coastal New England Waterfront Home, Harkness Park, Casinos
10.0 out of 10, Exceptional, (126 reviews)
"Great property!"
United States
Matthew B.
The price is €532
includes taxes & fees
18 Jan - 19 Jan
Coastal New England Waterfront Home, Harkness Park, Casinos
Property grounds

Holiday Home in Clinton

Stylish Modern Stay Steps from the Ocean
10.0 out of 10, Exceptional, (1 review)
"Very Clean and New. Location very convenient to Shopping , Coffee and Winery. Place very very small but Shower was huge and token gifts such as wine and toiletries a big plus . As well as guest for TV for Netflix. Added bonus outdoor space makes up for lack of living room. I would recommend this place and stay again for sure. Also, conveniently located to major highway and safe. "
United States
Kelly Z.
The price is €309
includes taxes & fees
16 Jan - 17 Jan
Stylish Modern Stay Steps from the Ocean
Interior

Holiday Home in Westbrook Center

Adorable Cottage, 5 min walk to water & town
9.4 out of 10, Exceptional, (15 reviews)
"Very nice small place to stay by the beach and close to great coffee shop. "
United States
Donovan V.
The price is €382
includes taxes & fees
18 Jan - 19 Jan
Adorable Cottage, 5 min walk to water & town
Terrace/patio

Holiday Home in Hampton Bays

Black Swan: Beachfront Home w/ Year-Round Jacuzzi
9.6 out of 10, Exceptional, (14 reviews)
"Nice house. Photos and descriptions represent it very accurately. "
United States
Will K.
The price is €1,121
includes taxes & fees
25 Jan - 26 Jan
Black Swan: Beachfront Home w/ Year-Round Jacuzzi
Terrace/patio

Holiday Home in Greenport

American Beech in Greenport - Petite King Room 7
9.0 out of 10, Wonderful, (4 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is €199
includes taxes & fees
22 Jan - 23 Jan
American Beech in Greenport - Petite King Room 7
On the beach, sun-loungers, beach towels

Holiday Home in Laurel

Beach cottage, private road, private beach, private mooring, private parking.
2.5 star property
10.0 out of 10, Exceptional, (1 review)
Beach cottage, private road, private beach, private mooring, private parking.
Interior

Holiday Home in Saybrook Manor

Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard
9.6 out of 10, Exceptional, (134 reviews)
"We loved our stay!"
United States
Deana L.
The price is €450
includes taxes & fees
19 Jan - 20 Jan
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard
Dining

Holiday Home in Greenport

Northfork Townhouse walk to all
10.0 out of 10, Exceptional, (5 reviews)
"Great property located in a quiet neighborhood within walking distance to all in Greenport. The townhouse was clean and kitchen was well- appointed with off the street parking. Playground up the street was an added bonus with a old school merry-go-round! Would definitely stay again"
United States
Beth R.
Northfork Townhouse walk to all
Smart TV, fireplace

Holiday Home in Greenport

Renovated Townhouse walk to all
9.6 out of 10, Exceptional, (9 reviews)
"What a wonderful spot! We could walk to town, and a beach. We loved our stay in Greenport! "
United States
Laura B.
The price is €513
includes taxes & fees
18 Jan - 19 Jan
Renovated Townhouse walk to all
Interior

Holiday Home in Southampton

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
9.0 out of 10, Wonderful, (10 reviews)
"Enjoyed our time. House was clean, pool was a bonus for the family after a day at the beach. House was spacious and welcoming. Beds were very comfortable.Location was perfect! Would definitely come back!"
United States
Panagiota K.
The price is €788
includes taxes & fees
31 Jan - 1 Feb
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Shelter Island Heights Hotel Reviews

Hyatt Place Long Island East End

Hyatt Place Long Island East End

10/10 Excellent
"Front desk staff and cleanliness of room."
Tina 1-night trip
Posted 2 days ago
Hyatt Place Long Island East End

Find out more about Shelter Island Heights

Shelter Island Heights Holiday Homes information

Number of reviews
311
Accommodation
1813 Holiday Homes
Lowest Price
€199
Highest Price
€6,500