Title: Shelter Island Heights Vacation Rentals from CA $251: Short-Term Rentals for 2025 | Expedia.ca

 

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![View of Dering Harbor](https://images.trvl-media.com/place/157359/8df1734b-1204-4cc5-a5a0-67f90d8a76a3.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Brian V. Rowe

# Shelter Island Heights Vacation Rentals

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## Check prices for these dates

Tonight

[Nov 23 - Nov 24](https://www.expedia.ca/Hotel-Search?regionId=183716&startDate=2025-11-23&endDate=2025-11-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 24 - Nov 25](https://www.expedia.ca/Hotel-Search?regionId=183716&startDate=2025-11-24&endDate=2025-11-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=183716&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=183716&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Shelter Island Heights

![Front of property - evening/night](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/96463a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/d18d0d4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/37cdbc57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/4be91ce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Montauk

9.2/10

Wonderful

(1262)

"Always excellent, even suring my eleventh stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Daryl

CA $195

CA $251 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Montauk-Hotels-Montauk-Manor.h12694044.Hotel-Information)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214797/724b2312.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage, 1 Bedroom, Patio](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214797/e582d722.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage, 2 Bedrooms, Patio](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214797/58473cf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property map](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214797/9177383b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Greenport

9.4/10

Exceptional

(6)

"great place to stay, clean and quiet....loved it"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Darlin

CA $247

CA $283 total

includes taxes & fees

Nov 25 - Nov 26

[](https://www.expedia.ca/Greenport-Hotels-North-Fork-Cottages-RV-Resort.h121214797.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/79000000/78750000/78740400/78740383/b3f1fe2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78750000/78740400/78740383/cee0fa4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/79000000/78750000/78740400/78740383/441cf856.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/79000000/78750000/78740400/78740383/3368cbed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Water Mill

10/10

Exceptional

(6)

"Highly recommend everything from start to finish went smoothly and it was a great experience!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stephanie M.

CA $5,757

CA $10,271 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Water-Mill-Hotels-Ultimate-Water-Mill-Southampton-Escape-Stunning-7BR-Estate-For-Family-Friends.h78740383.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105310000/105302000/105301933/f7b0c3cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/106000000/105310000/105302000/105301933/4ed75f21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105310000/105302000/105301933/669e9fe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105310000/105302000/105301933/8aa6190f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Old Lyme

10/10

Exceptional

(3)

"We were very comfortable during our stay. The amenities at the house and in the vicinity were great. Our hosts were very responsive in answering our questions. We watched the World Series on the large screen TV in the den. All the family members we had stay with us during the week had ample space to sleep and stretch out. We loved the Yoga studio too. Many thanks!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nicole B.

CA $122

CA $568 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Old-Lyme-Hotels-Rogers-Lake-House.h105301933.Hotel-Information)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111500000/111496500/111496436/f4eab9e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111500000/111496500/111496436/f9422745.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111500000/111496500/111496436/49d25f06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111500000/111496500/111496436/07925577.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mobile Home in East Lyme

10/10

Exceptional

(3)

"this place was amazing i would come again"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tatyanna R.

CA $150

CA $329 total

includes taxes & fees

Dec 10 - Dec 11

[](https://www.expedia.ca/East-Lyme-Hotels-Lakefront-Boho-Tiny-House.h111496436.Hotel-Information)

![On the beach](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147917/1ce6739a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147917/00523c90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147917/6b05e350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147917/6c064ac8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Old Lyme

8.0/10

Very good

(2)

"So close to a peaceful lovely beach. Walking distance to food and even a synagogue!The bed was very comfortable and big. I enjoyed having coffee in my room before heading out to the beach. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

October P.

CA $107

CA $273 total

includes taxes & fees

Dec 5 - Dec 6

[](https://www.expedia.ca/Old-Lyme-Hotels-The-Anchor-At-Soundview-BeachOceanViewSunrise.h106147917.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/115000000/114540000/114533200/114533130/10f54062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114540000/114533200/114533130/f28083b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114540000/114533200/114533130/b72c2ddb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114540000/114533200/114533130/40dd49e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Hampton Bays

10/10

Exceptional

(1)

CA $78

CA $641 total

includes taxes & fees

Nov 25 - Nov 26

[](https://www.expedia.ca/Hampton-Bays-Hotels-Water-Views-Cottage-Footsteps-To-Meschutt-Beach.h114533130.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78360000/78355300/78355230/1c55c50b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78360000/78355300/78355230/544c1919.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/79000000/78360000/78355300/78355230/d4679987.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/79000000/78360000/78355300/78355230/ca71fb83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Waterford

10/10

Exceptional

(10)

"We had a nice stay. Kitchen well stocked and house was clean and comfortable."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Elaine A.

CA $133

CA $508 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Waterford-Hotels-Shore-Drive-2-Bedroom2-BathBunkQueen-Oasis.h78355230.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/112000000/111590000/111580300/111580292/0f4ff70e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111590000/111580300/111580292/7a8ef60f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111590000/111580300/111580292/b7591d98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111590000/111580300/111580292/7b70a501.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mobile Home in East Lyme

10/10

Exceptional

(2)

"The bed and pillows were very comfortable. The outside space was very relaxing. Kevin’s place was perfect! We had questions and he replied back right away. We definitely want to go back. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rebecca K.

CA $147

CA $325 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/East-Lyme-Hotels-Cozy-Lakefront-Tiny-House.h111580292.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/109000000/108770000/108766000/108765994/ec09d195.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/109000000/108770000/108766000/108765994/c0b20841.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108770000/108766000/108765994/c5a2aa07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108770000/108766000/108765994/41a9fc7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Waterford

10/10

Exceptional

(13)

"The property was amazing. The house was very clean and the game room was really fun. It was a very cute place and the backyard was perfect for sitting outside in the afternoon. The beds were really soft and comfortable as well."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jorie M.

CA $226

CA $472 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Waterford-Hotels-Charming-3-Bedroom-Cottage-With-WiFi.h108765994.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/114000000/113540000/113530200/113530184/f6c15885.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/114000000/113540000/113530200/113530184/b7d556ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113540000/113530200/113530184/aeb85212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113540000/113530200/113530184/d416d8d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Sag Harbor

CA $5,640

CA $9,089 total

includes taxes & fees

Nov 28 - Nov 29

[](https://www.expedia.ca/Sag-Harbor-Hotels-Spacious-5-Bedroom-House-With-Water-Views-And-2-Houses-From-The-Bay.h113530184.Hotel-Information)

![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113440000/113439500/113439409/7a209baf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113440000/113439500/113439409/d26d882e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113440000/113439500/113439409/8f1986e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113440000/113439500/113439409/b061fa88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Bay Point

CA $6,345

CA $9,012 total

includes taxes & fees

Nov 26 - Nov 27

[](https://www.expedia.ca/Sag-Harbor-Hotels-Sag-Harbor-Water-View-W-Dock.h113439409.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/8e3d5f6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/2e009ba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/b4ee006e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/14ad38a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Clinton

9.2/10

Wonderful

(36)

"Cottage itself clean, but sewage smell in bathroom. Surrounding property derelict motel with ongoing consruction. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

michelle

CA $102

CA $254 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Clinton-Hotels-1-Bedroom-Cottage-With-Grove-Beach-Access.h90991445.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71010000/71000800/71000754/4ecca3ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71010000/71000800/71000754/864047ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71010000/71000800/71000754/a53b6f84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/72000000/71010000/71000800/71000754/aed266db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in East Hampton

9.0/10

Wonderful

(4)

"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Suzanne R.

CA $106

CA $1,242 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/East-Hampton-Hotels-Fall-In-Love-In-East-Hampton.h71000754.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/53000000/52070000/52069800/52069712/53aab435.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/53000000/52070000/52069800/52069712/6fccc75f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/53000000/52070000/52069800/52069712/fbefb98b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/53000000/52070000/52069800/52069712/ffda393d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Old Lyme

9.4/10

Exceptional

(53)

"Great stay, charming cottage, hope to return"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ellen C.

CA $137

CA $355 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Old-Lyme-Hotels-Insta-Worthy-Couples-Retreat-Perfect-For-Romantic-Getaway.h52069712.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/110000000/109670000/109662700/109662697/5689ac07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/110000000/109670000/109662700/109662697/934c8d81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/110000000/109670000/109662700/109662697/ef1a1d3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/110000000/109670000/109662700/109662697/253d38d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Hampton Bays

10/10

Exceptional

(1)

CA $2,391

CA $2,896 total

includes taxes & fees

Dec 23 - Dec 24

[](https://www.expedia.ca/Hampton-Bays-Hotels-Canoe-Place-Waterfront-Residences.h109662697.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/f20bc122.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/8ea39820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/00b024ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/4bd4eab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Hampton Bays

10/10

Exceptional

(12)

"This is a simple house with a great view right on the water. The beds and bedding were comfortable. Despite being on the water, it has a nice yard and little beach area. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Coleman H.

CA $176

CA $1,748 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Hampton-Bays-Hotels-Unique-Location-Fenced-In-Private-Beach.h92502496.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/67000000/66480000/66472400/66472313/47172b27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/67000000/66480000/66472400/66472313/02ffbf91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66480000/66472400/66472313/1483cc0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/67000000/66480000/66472400/66472313/6ca48340.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Hampon Bays

9.6/10

Exceptional

(22)

"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Annie B.

CA $140

CA $1,793 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Hampton-Bays-Hotels-Private-Completely-Fenced-In-Property-Near-Beach.h66472313.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72610000/72604700/72604611/433807ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/73000000/72610000/72604700/72604611/825be1b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/73000000/72610000/72604700/72604611/e52f4129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/73000000/72610000/72604700/72604611/a3e46cd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Old Saybrook Center

9.6/10

Exceptional

(38)

"Great property, would stay here again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

charles b.

[](https://www.expedia.ca/Old-Saybrook-Hotels-Luxury-Cottage-Walking-Distance-To-Saybrook-Point-Marina.h72604611.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/121000000/120160000/120150900/120150878/8c60ece7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120160000/120150900/120150878/2a31845e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120160000/120150900/120150878/f4c65ca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/121000000/120160000/120150900/120150878/00ea4ccc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Clinton

10/10

Exceptional

(1)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kelly Z.

CA $203

CA $431 total

includes taxes & fees

Nov 28 - Nov 29

[](https://www.expedia.ca/Clinton-Hotels-Stylish-Modern-Stay-Steps-From-The-Ocean.h120150878.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-08&endDate=2025-12-09&regionId=183716&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

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## Top Shelter Island Heights Hotel Reviews

![Best Western Niantic - New London/Mystic Area](https://images.trvl-media.com/lodging/10000000/9520000/9517100/9517042/w3834h2560x6y0-25f93ce9_y.jpg)

### Best Western Niantic - New London/Mystic Area

10/10 Excellent

"Very clean room and the maid was super helpful! She helped me find scissors for these impossible hair ties in my daughter’s hair. The breakfast was great! Gravy and biscuits? Heck ya! "

[](https://expedia.ca/Niantic-Hotels-Best-Western-Niantic-Inn.h9517042.Hotel-Information)

![Sleep Inn & Suites Niantic North](https://images.trvl-media.com/lodging/1000000/860000/851700/851700/cf19af3a_y.jpg)

### Sleep Inn & Suites Niantic North

10/10 Excellent

"The staff was excellent. Very nice and helpful. The room was comfortable and clean."

[](https://expedia.ca/Niantic-Hotels-Sleep-Inn-Suites-Niantic.h851700.Hotel-Information)

![Montauk Blue Hotel](https://images.trvl-media.com/lodging/106000000/105620000/105612600/105612509/f520a49e_y.jpg)

### Montauk Blue Hotel

10/10 Excellent

"I always have a 5/5 stay at Montauk Blue. "

[](https://expedia.ca/Montauk-Hotels-Montauk-Blue-Hotel.h105612509.Hotel-Information)

![Quality Inn Old Saybrook - Westbrook](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/228c4607_y.jpg)

### Quality Inn Old Saybrook - Westbrook

10/10 Excellent

"Staff was kind. Easy, comfortable stay."

[](https://expedia.ca/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information)

![Saybrook Point Resort & Marina](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/5e605108_y.jpg)

### Saybrook Point Resort & Marina

10/10 Excellent

"Everything and everyone was fabulous! "

[](https://expedia.ca/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information)

![The Sagaponack](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/d64f35e8_y.jpg)

### The Sagaponack

10/10 Excellent

"Beautiful room, loved the treats at the galley."

[](https://expedia.ca/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information)

![Gurney's Montauk Resort & Seawater Spa](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/895004c9_y.jpg)

### Gurney's Montauk Resort & Seawater Spa

10/10 Excellent

"They gave us a room upgrade which was unexpected, the room has a great view of the ocean which made our stay extra special. "

[](https://expedia.ca/Montauk-Hotels-Gurneys-Montauk-Resort-Seawater-Spa.h7033726.Hotel-Information)

![The Bentley Hotel Southampton](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98_y.jpg)

### The Bentley Hotel Southampton

10/10 Excellent

"Nice"

[](https://expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information)

![Sound View Greenport](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg)

### Sound View Greenport

10/10 Excellent

"The room was very clean, bed was comfy, and the sounds of the water outside were lovely. I did arrive very late and all parking spots were taken which was sort of inconvenient as it is a bit of a walk to park by other rooms. Check in process was super smooth."

[](https://expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information)

## Find out more about Shelter Island Heights

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Shelter Island Heights. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.  
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.  

## Explore a world of travel with Expedia

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-   [Vacation Homes in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Private-Vacation-Homes.d183716-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Cottages in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Cottages.d183716-aaCottages.Travel-Guide-Accommodation)
-   [Apartments in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Apartments.d183716-aaApartments.Travel-Guide-Accommodation)
-   [Condo Rentals in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Condos.d183716-aaCondos.Travel-Guide-Accommodation)
-   [Villas in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Villas.d183716-aaVillas.Travel-Guide-Accommodation)
-   [B&B in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Bed-And-Breakfast.d183716-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Motels in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Motels.d183716-aaMotels.Travel-Guide-Accommodation)
-   [Farmstay in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Agritourism.d183716-aaAgritourism.Travel-Guide-Accommodation)
-   [RV Parks in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-RV-Parks.d183716-aaRVParks.Travel-Guide-Accommodation)
-   [Resorts in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Resort-Hotels.d183716-aaResortHotels.Travel-Guide-Accommodation)
-   [Aparthotels in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Apart-Hotels.d183716-aaApartHotels.Travel-Guide-Accommodation)
-   [Guest Houses in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Guest-Houses.d183716-aaGuestHouses.Travel-Guide-Accommodation)
-   [Inns in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Inns.d183716-aaInns.Travel-Guide-Accommodation)
-   [Cabin Rentals in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Cabins.d183716-aaCabins.Travel-Guide-Accommodation)
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-   [Condo Resorts in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Condominium-Resort.d183716-aaCondominiumResort.Travel-Guide-Accommodation)
-   [Hostels in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Hostels.d183716-aaHostels.Travel-Guide-Accommodation)
-   [Lodges in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Lodges.d183716-aaLodges.Travel-Guide-Accommodation)
-   [Residences in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Residences.d183716-aaResidences.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Shelter Island Heights?

> Yes, you can find vacation rentals close to the most popular attractions in Shelter Island Heights, or you can select a more remote option if you'd like a relaxing place to stay. Nature enthusiasts will enjoy the beaches in Shelter Island Heights. Make sure you have time to check out the golf courses and entertainment choices during your trip.

### How many vacation rentals are there in Shelter Island Heights?

> With 33 Expedia vacation rentals, you're sure to find just the right place for your Shelter Island Heights stay.

### What’s there to see and do in Shelter Island Heights?

> Sunset Beach and Crescent Beach are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Shelter Island Country Club and Sylvester Manor.

### What’s a vacation rental in Shelter Island Heights like?

> Vacation rentals are privately owned properties where you can stay for a long or short time in Shelter Island Heights. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family getaway.

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General

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Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app

![QR code to download the app](data:image/png;base64,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)