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Search Vacation Homes in Shelter Island Heights

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Nov 21 - Nov 23
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Feb 27 - Mar 1

Vacation Homes in Shelter Island Heights

Property grounds
Rogers Lake House (87) · CT College+Beach+USCGA
Rogers Lake House (87) · CT College+Beach+USCGA
10.0 out of 10, Exceptional, (3)
"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.
$356 nightly
The price is $403
Nov 9 - Nov 10
Total with taxes and fees
Rogers Lake House (87) · CT College+Beach+USCGA
Fridge, microwave, oven, stovetop
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
10.0 out of 10, Exceptional, (9)
"Open concept home beautiful with private yard space. It was perfect for our stay"
United States
Berlyne S.
$319 nightly
The price is $361
Nov 10 - Nov 11
Total with taxes and fees
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Fridge, microwave, oven, stovetop
Cozy quiet gem, private & fenced in backyard
Cozy quiet gem, private & fenced in backyard
9.4 out of 10, Exceptional, (3)
"Just hubby & I. Great fireplace and deck with very clean bubbly hot tub. Comfy king-sized bed. Kitchen was clean & functional with basics. Backyard appeared larger in pictures. Rental could use extra couch in living room to comfortably fit eight ppl. The living room couch is just for sitting, appears larger in pictures. Couch is"
United States
STEPHANIE C.
$771 nightly
The price is $881
Nov 9 - Nov 10
Total with taxes and fees
Cozy quiet gem, private & fenced in backyard
Terrace/patio
Year-Round Private Jacuzzi / Peaceful Fenced Yard
Year-Round Private Jacuzzi / Peaceful Fenced Yard
9.6 out of 10, Exceptional, (22)
"What a great place for a family gathering! The backyard is to die for and the host was very helpful throughout the stay. We’ll be back!!"
United States
Lisa w.
$1,113 nightly
The price is $1,272
Nov 9 - Nov 10
Total with taxes and fees
Year-Round Private Jacuzzi / Peaceful Fenced Yard
Terrace/patio
Private beach on a fenced in property sunset views
Private beach on a fenced in property sunset views
10.0 out of 10, Exceptional, (12)
"Beautiful sunrise, sunsets and scenery. Beautiful property"
United States
Elaine P.
$1,281 nightly
The price is $1,464
Nov 9 - Nov 10
Total with taxes and fees
Private beach on a fenced in property sunset views
Beach
Beachside Bliss w/ Game Room, Gym & Golf Green
Beachside Bliss w/ Game Room, Gym & Golf Green
2.0 star property
$409 nightly
The price is $463
Nov 11 - Nov 12
Total with taxes and fees
Beachside Bliss w/ Game Room, Gym & Golf Green
Outdoor pool, a heated pool
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
10.0 out of 10, Exceptional, (6)
"Our family / extended family was in town for over a week for the Hampton Classic horse show. We all enjoyed or stay at this wonderful home: beautiful newly renovated open space, outstanding kitchens (indoors and outdoors), numerous areas to have separate down time, excellent in suite bedroom / bathrooms including three bedrooms suites with king beds, fabulous backyard with a private pool, and exceptionally clean with all amenities needed. The owners were also incredible; extremely responsive,...
United States
Kristin C.
$4,797 nightly
The price is $5,481
Nov 10 - Nov 11
Total with taxes and fees
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
Terrace/patio
American Beech in Greenport - Petite King Room 7
American Beech in Greenport - Petite King Room 7
9.0 out of 10, Wonderful, (4)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
$245 nightly
The price is $280
Nov 10 - Nov 11
Total with taxes and fees
American Beech in Greenport - Petite King Room 7
Terrace/patio
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard
9.6 out of 10, Exceptional, (133)
"We thoroughly enjoyed our stay...the historic home was a perfect New England getaway for our group of women."
United States
Shari M.
$522 nightly
The price is $591
Nov 9 - Nov 10
Total with taxes and fees
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard
Interior
Coastal New England Waterfront Home, Harkness Park, Casinos
Coastal New England Waterfront Home, Harkness Park, Casinos
10.0 out of 10, Exceptional, (126)
"We had the best time! The house was great and the little bay was wonderful for exploring and swimming. Our kids spent every day splashing and trying to catch stuff with their nets. The area is so nice and peaceful. The host was very friendly and responsive. "
United States
Annie B.
$548 nightly
The price is $620
Nov 9 - Nov 10
Total with taxes and fees
Coastal New England Waterfront Home, Harkness Park, Casinos
Terrace/patio
Beautifully farmhouse
Beautifully farmhouse
10.0 out of 10, Exceptional, (3)
"good experience"
United States
Anonymous traveler
$1,028 nightly
The price is $1,175
Nov 10 - Nov 11
Total with taxes and fees
Beautifully farmhouse
Terrace/patio
Immaculate Waterfront 2 bedroom!
Immaculate Waterfront 2 bedroom!
10.0 out of 10, Exceptional, (5)
"Highly recommend. Very close to the beach. Cute updated little home. We loved it!"
United States
Gail R.
$562 nightly
The price is $642
Nov 9 - Nov 10
Total with taxes and fees
Immaculate Waterfront 2 bedroom!
5 bedrooms, iron/ironing board, WiFi, bed sheets
Sag Harbor Water View w Dock 1.5ml from town
Sag Harbor Water View w Dock 1.5ml from town
$5,596 nightly
The price is $6,393
Nov 9 - Nov 10
Total with taxes and fees
Sag Harbor Water View w Dock 1.5ml from town
Fridge, microwave, oven, stovetop
Northfork Townhouse- walk to all/ newly renovated
Northfork Townhouse- walk to all/ newly renovated
9.6 out of 10, Exceptional, (9)
"Very clean and walking distance to all a great vacation space i would recommend to anyone looking to experience the east end."
United States
Dana G.
$720 nightly
The price is $823
Nov 9 - Nov 10
Total with taxes and fees
Northfork Townhouse- walk to all/ newly renovated
Property grounds
Work and Play Special! Extended Stay Discount
Work and Play Special! Extended Stay Discount
10.0 out of 10, Exceptional, (52)
"We've booked this property multiple times and always had a wonderful time. The hosts are responsive and helpful and the house is always clean and put together. We will definitely be returning. "
United States
Tessa W.
$1,165 nightly
The price is $1,331
Nov 8 - Nov 9
Total with taxes and fees
Work and Play Special! Extended Stay Discount
Beach
Spacious 5-bedroom house with water views and 2 houses from the bay.
Spacious 5-bedroom house with water views and 2 houses from the bay.
$5,630 nightly
The price is $6,432
Nov 11 - Nov 12
Total with taxes and fees
Spacious 5-bedroom house with water views and 2 houses from the bay.
Fridge, microwave, oven, stovetop
Minutes from the beach, brand new 4 bedroom
Minutes from the beach, brand new 4 bedroom
10.0 out of 10, Exceptional, (3)
"perfect for families"
United States
Okito H.
$971 nightly
The price is $1,109
Nov 8 - Nov 9
Total with taxes and fees
Minutes from the beach, brand new 4 bedroom
A heated pool
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
10.0 out of 10, Exceptional, (15)
"The house was great! Super spacious and clean and looks even better than the pictures. Lots of amenities like a washer and dryer, umbrellas for the pool, dishes and some stocked items in the fridge. I connected with Anne and she was incredible and super flexible, as well as responsive to all of our questions and requests. The area is also super pretty and peaceful."
United States
Tina
$2,028 nightly
The price is $2,108
Nov 9 - Nov 10
Total with taxes and fees
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
Dining
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
10.0 out of 10, Exceptional, (34)
"Enjoyed our stay"
United States
Nicole L.
$1,045 nightly
The price is $1,182
Nov 27 - Nov 28
Total with taxes and fees
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
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

Sea Crest Resort

Sea Crest Resort

10/10 Excellent
"Check in was easy and seamless. The property and rooms are really charming, comfortable and the view is gorgeous! I can’t wait to come back here!"
Catherine 1-night trip
Posted 3 days ago
Sea Crest Resort

Find out more about Shelter Island Heights

Shelter Island Heights Vacation Homes information

Number of reviews
362
Accommodation
1881 Vacation Homes
Lowest Price
$280
Highest Price
$6,432

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