Title: Shelter Island Heights Vacation Rentals from CA $207: Short-Term Rentals for 2026 | 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

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

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## Check prices for these dates

In two weeks

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=183716&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=183716&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=183716&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 12 - Jun 14](https://www.expedia.ca/Hotel-Search?regionId=183716&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Shelter Island Heights vacation rentals

![Apartment](https://images.trvl-media.com/lodging/12000000/11070000/11062900/11062836/bb08fd69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Private kitchen](https://images.trvl-media.com/lodging/12000000/11070000/11062900/11062836/4604b12d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Living area](https://images.trvl-media.com/lodging/12000000/11070000/11062900/11062836/96bd8561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/12000000/11070000/11062900/11062836/563d3eb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Montauk Oceanside Suites

[](https://www.expedia.ca/Montauk-Hotels-Born-Free-Suites-By-The-Sea.h11062836.Hotel-Information)

Downtown Montauk

8.6/10

Excellent

(420 reviews)

"Great spot- walkable and nice accommodations! "

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

Lesley

CA $154

CA $190 total

includes taxes & fees

Feb 26 - Feb 27

[](https://www.expedia.ca/Montauk-Hotels-Born-Free-Suites-By-The-Sea.h11062836.Hotel-Information)

![Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/3dd02542.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![West Studio Queen and Full | Living area](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/fcfe3def.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/213ea8fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/9b931aba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Windward Shores Ocean Resort

[](https://www.expedia.ca/Amagansett-Hotels-Windward-Shores-Ocean-Resort.h4207136.Hotel-Information)

Napeague

8.8/10

Excellent

(305 reviews)

"Quiet place, went off season, cooked all meals in the room, good home base to explore the area."

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

Jerry

CA $180

CA $243 total

includes taxes & fees

Feb 25 - Feb 26

[](https://www.expedia.ca/Amagansett-Hotels-Windward-Shores-Ocean-Resort.h4207136.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105190000/105183900/105183859/e98e2196.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105190000/105183900/105183859/0f5be429.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105190000/105183900/105183859/efa99c71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105190000/105183900/105183859/b134d0d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature 

[](https://www.expedia.ca/Killingworth-Hotels-Cozy-Cabin-In-The-Woods-Situated-On-6-Private-Acres-Surrounded-By-Nature.h105183859.Hotel-Information)

Killingworth

10/10

Exceptional

(55 reviews)

"Amazing property, we loved everything about it, highly recommended, will stay again "

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

Rick

CA $616

CA $1,124 total

includes taxes & fees

Feb 24 - Feb 25

[](https://www.expedia.ca/Killingworth-Hotels-Cozy-Cabin-In-The-Woods-Situated-On-6-Private-Acres-Surrounded-By-Nature.h105183859.Hotel-Information)

![One Bedroom Condo King with Ocean view | Living area](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/fd0f941b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/804eaa5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![One Bedroom Condo King with Steam Shower | Living area](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/a9bb02b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room dining](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/0ca01820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Offshore Residences

[](https://www.expedia.ca/Montauk-Hotels-Offshore-Residences.h118940366.Hotel-Information)

Downtown Montauk

CA $655

CA $905 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Montauk-Hotels-Offshore-Residences.h118940366.Hotel-Information)

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

![Garden](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/8f0a0367.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)

![Aerial view](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/aa464430.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Montauk Manor

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

Montauk

9.2/10

Wonderful

(1,297 reviews)

"Nice pool, great restaurant "

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

April

CA $158

CA $207 total

includes taxes & fees

Feb 22 - Feb 23

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

![Beach nearby](https://images.trvl-media.com/lodging/107000000/106310000/106307100/106307058/ed3064de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106310000/106307100/106307058/4145e635.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106310000/106307100/106307058/a260e15e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/107000000/106310000/106307100/106307058/0749ef4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Bridge at Soundview · Beach+OceanView+Sunrise

[](https://www.expedia.ca/Old-Lyme-Hotels-The-Bridge-At-Soundview-BeachOceanViewSunrise.h106307058.Hotel-Information)

Old Lyme

10/10

Exceptional

(2 reviews)

"Great space, large dining area, fully stocked kitchen, large bedrooms, great mattresses, ocean view from deck and one block from the ocean "

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

Scott F.

[](https://www.expedia.ca/Old-Lyme-Hotels-The-Bridge-At-Soundview-BeachOceanViewSunrise.h106307058.Hotel-Information)

![Smart TV, fireplace, books, offices](https://images.trvl-media.com/lodging/103000000/102190000/102189500/102189499/3fbe5245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, offices](https://images.trvl-media.com/lodging/103000000/102190000/102189500/102189499/58a20b71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/103000000/102190000/102189500/102189499/66e641ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/103000000/102190000/102189500/102189499/ccd807d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

[](https://www.expedia.ca/Old-Saybrook-Hotels-Great-Hammcock-Getaway.h102189499.Hotel-Information)

Old Saybrook

9.8/10

Exceptional

(9 reviews)

"This was the perfect house for our family’s long weekend getaway to coastal New England. The house was beautiful and spotless, and came with everything you might need and more. We loved the griddle, the hot tub and my son loved the game room. Would definitely stay again!"

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

Doug F.

[](https://www.expedia.ca/Old-Saybrook-Hotels-Great-Hammcock-Getaway.h102189499.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105310000/105302000/105301933/947697cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/106000000/105310000/105302000/105301933/259b8f45.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/bec199ec.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/106000000/105310000/105302000/105301933/0298db95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rogers Lake House (87) · CT College+Beach+USCGA

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

Old Lyme

10/10

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

Hemie J.

CA $192

CA $640 total

includes taxes & fees

Feb 22 - Feb 23

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

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/106000000/105360000/105355600/105355576/d1477c08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/106000000/105360000/105355600/105355576/94e03953.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/106000000/105360000/105355600/105355576/49ec459f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/106000000/105360000/105355600/105355576/88e93fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beach Cottage, private beach and pass

[](https://www.expedia.ca/Niantic-Hotels-Quaint-Beach-Cottage.h105355576.Hotel-Information)

East Lyme

10/10

Exceptional

(9 reviews)

"It was PERFECT way to spend USCGA Parent’s Weekend!!"

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

Kerri G.

CA $233

CA $545 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Niantic-Hotels-Quaint-Beach-Cottage.h105355576.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88520000/88510200/88510197/d84925d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/89000000/88520000/88510200/88510197/deffdcef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi](https://images.trvl-media.com/lodging/89000000/88520000/88510200/88510197/a991ed0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/89000000/88520000/88510200/88510197/62b9e13d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The gardners Cottage 1 mile from long Island Sound - pet friendly

[](https://www.expedia.ca/Clinton-Hotels-The-Gardners-Cottage-1-Mile-From-Long-Island-Sound-Pet-Friendly.h88510197.Hotel-Information)

Clinton

10/10

Exceptional

(21 reviews)

"Enjoyed our stay - Highly recommend!"

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

Mary S.

CA $175

CA $357 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Clinton-Hotels-The-Gardners-Cottage-1-Mile-From-Long-Island-Sound-Pet-Friendly.h88510197.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/110000000/109120000/109114300/109114296/3f0d43b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109120000/109114300/109114296/17c0663e.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/110000000/109120000/109114300/109114296/3a7a158a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/110000000/109120000/109114300/109114296/4e5920d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Bay Cottage · Rocky Neck Park, Beach & Niantic

[](https://www.expedia.ca/Niantic-Hotels-The-Bay-Cottage-Rocky-Neck-Park.h109114296.Hotel-Information)

East Lyme

9.0/10

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

Sarah G.

[](https://www.expedia.ca/Niantic-Hotels-The-Bay-Cottage-Rocky-Neck-Park.h109114296.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/120000000/119900000/119891500/119891409/w905h683x60y0-297b69ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, internet](https://images.trvl-media.com/lodging/120000000/119900000/119891500/119891409/w904h683x60y0-a596b0d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/120000000/119900000/119891500/119891409/w906h683x58y0-bc7fef2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/120000000/119900000/119891500/119891409/w905h683x60y0-eb7cd670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 5 Bedroom With Wi-fi And Air Condition

[](https://www.expedia.ca/Wainscott-Hotels-Cozy-5-Bedroom-With-Wi-Fi-And-Air-Condition.h119891409.Hotel-Information)

Wainscott

CA $2,044

CA $2,660 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Wainscott-Hotels-Cozy-5-Bedroom-With-Wi-Fi-And-Air-Condition.h119891409.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/71000000/70870000/70866200/70866153/3063b965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/71000000/70870000/70866200/70866153/be5ccde8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/71000000/70870000/70866200/70866153/ba457ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/71000000/70870000/70866200/70866153/w1179h1286x0y13-cf797d90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Hamptons Escape 3BR Minutes From Beach!

[](https://www.expedia.ca/Hampton-Bays-Hotels-Cozy-Hamptons-Escape-3BR-Minutes-From-Beach.h70866153.Hotel-Information)

Hampton Bays

9.2/10

Wonderful

(5 reviews)

"Great place. It's exactly like the listing! Would stay again!"

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

Taylor H.

CA $1,642

CA $2,138 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Hampton-Bays-Hotels-Cozy-Hamptons-Escape-3BR-Minutes-From-Beach.h70866153.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)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/112000000/111500000/111496500/111496436/ede1bdeb.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)

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

### Lakefront Boho Tiny House

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

East Lyme

10/10

Exceptional

(4 reviews)

"Every thing was amazing "

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

Annaliaa C.

CA $152

CA $327 total

includes taxes & fees

Feb 24 - Feb 25

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

![Terrace/patio](https://images.trvl-media.com/lodging/125000000/124540000/124533100/124533044/ba87e2db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124540000/124533100/124533044/09315cc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/125000000/124540000/124533100/124533044/fb20508e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/125000000/124540000/124533100/124533044/996fe574.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Direct Lakefront - Stunning Views and Panoramic Sunsets

[](https://www.expedia.ca/East-Lyme-Hotels-Direct-Lakefront-Rental-With-Stunning-Views-And-Panoramic-Sunsets.h124533044.Hotel-Information)

East Lyme

CA $220

CA $511 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/East-Lyme-Hotels-Direct-Lakefront-Rental-With-Stunning-Views-And-Panoramic-Sunsets.h124533044.Hotel-Information)

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

![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)

![Interior](https://images.trvl-media.com/lodging/73000000/72610000/72604700/72604611/1bd85de8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

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

Old Saybrook Center

9.6/10

Exceptional

(43 reviews)

"Great property, would stay here again."

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

charles b.

CA $313

CA $667 total

includes taxes & fees

Feb 23 - Feb 24

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

![Interior](https://images.trvl-media.com/lodging/67000000/66060000/66051600/66051563/a5bd41de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/67000000/66060000/66051600/66051563/2920a4ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/67000000/66060000/66051600/66051563/95d035a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/67000000/66060000/66051600/66051563/4ac55fb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Breakwater Estate… perfect for Large Group Getaways!

[](https://www.expedia.ca/Mattituck-Hotels-Breakwater-Estate-Perfect-For-Large-Group-Getaways.h66051563.Hotel-Information)

Mattituck

10/10

Exceptional

(35 reviews)

"Beautiful property. Great pool, We had a great time."

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

william p.

CA $684

CA $1,642 total

includes taxes & fees

Feb 27 - Feb 28

[](https://www.expedia.ca/Mattituck-Hotels-Breakwater-Estate-Perfect-For-Large-Group-Getaways.h66051563.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/108000000/107780000/107779100/107779041/eea5c652.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107780000/107779100/107779041/95b993b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107780000/107779100/107779041/a34caa46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107780000/107779100/107779041/a31fd902.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!

[](https://www.expedia.ca/Clinton-Hotels-The-Cozy-Glass-House.h107779041.Hotel-Information)

Clinton

10/10

Exceptional

(3 reviews)

"Beautiful home in a quiet neighborhood. We greatly enjoyed staying at Glass House. "

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

Elya D.

CA $149

CA $677 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Clinton-Hotels-The-Cozy-Glass-House.h107779041.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)

![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)

![Dining](https://images.trvl-media.com/lodging/112000000/111590000/111580300/111580292/a46c8c36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111590000/111580300/111580292/9eb51e4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Lakefront Tiny House

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

East Lyme

10/10

Exceptional

(3 reviews)

"It was a peaceful and quant "

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

Patricia M.

CA $163

CA $340 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/East-Lyme-Hotels-Cozy-Lakefront-Tiny-House.h111580292.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=2026-03-07&endDate=2026-03-08&regionId=183716&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## 

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## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America&regionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2026-05-22&d1=2026-05-22&endDate=2026-05-25&d2=2026-05-25&lodging=APART_HOTEL)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America&regionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2026-05-22&d1=2026-05-22&endDate=2026-05-25&d2=2026-05-25&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America&regionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2026-05-22&d1=2026-05-22&endDate=2026-05-25&d2=2026-05-25&lodging=APARTMENT)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America&regionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2026-05-22&d1=2026-05-22&endDate=2026-05-25&d2=2026-05-25&lodging=CONDO)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America&regionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2026-05-22&d1=2026-05-22&endDate=2026-05-25&d2=2026-05-25&lodging=COTTAGE)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America&regionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2026-05-22&d1=2026-05-22&endDate=2026-05-25&d2=2026-05-25&lodging=VILLA)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America&regionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2026-05-22&d1=2026-05-22&endDate=2026-05-25&d2=2026-05-25&lodging=HOUSE_BOAT)

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## Top Shelter Island Heights Hotel Reviews

![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

"Clean room that reflected the advertised photo. The owner/manager could have been more pleasant, however. "

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

![Water's Edge Resort & Spa](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/3723d6b0_y.jpg)

### Water's Edge Resort & Spa

10/10 Excellent

"The view of the ocean and gazebos were amazing. Everyone was so courteous and it wasn't a madhouse. Quiet and relaxing. The pool was also nice and warm"

[](https://expedia.ca/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.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

"The room was spacious and very clean.The hotel staff was very courteous and took care of your needs very quickly. Definitely will come back."

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

"Staff were so welcoming, knowledgeable and helpful! Room was gorgeous with a perfect view of the marina and the light house; the fireplace and cozy chairs with blankets were great - best to enjoy with a cup of delicious coffee and cake - which we did! We had the best salmon and pork chop of our lives!!! king size bed was comfortable and the bathroom was bright, well-appointed and spacious! Definitely order the breakfast in your room - you will NOT be disappointed! the Saybrook location is central - and allowed us to go thrifting, antiquing and catch the great Jimmy Greene at the Side Door - just 3 miles away from the resort! We are coming back soon!"

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

![Montauk Manor](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/96463a2a_y.jpg)

### Montauk Manor

10/10 Excellent

"Room was very nice "

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

![Offshore Montauk](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/6944012d_y.jpg)

### Offshore Montauk

10/10 Excellent

"The room was very clean & had a nice view of the dunes & ocean. The best part was the comfy bed & pillows. It was easy to walk to restaurants & shops in town. We had a great time in Montauk!! "

[](https://expedia.ca/Montauk-Hotels-The-Offshore.h113578409.Hotel-Information)

![Hyatt Place Long Island East End](https://images.trvl-media.com/lodging/5000000/4260000/4258100/4258052/9bf973cb_y.jpg)

### Hyatt Place Long Island East End

10/10 Excellent

"Clean . Friendly staff . Beautiful comfortable rooms."

[](https://expedia.ca/Riverhead-Hotels-Hyatt-Place-Long-Island-East-End.h4258052.Hotel-Information)

![Pier Blue Inn Old Saybrook - Essex](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/a912ee6f_y.jpg)

### Pier Blue Inn Old Saybrook - Essex

10/10 Excellent

"Very nice check in and check out Room refurbished/clean and comfortable Would stay again"

[](https://expedia.ca/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.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

"There were no iron in my room just the ironing board. Also called the front desk around 1am to get a ride back to our room from main property but there was no answer so my partner and I had to walk back to our room. Otherwise the stay was great. Loved the bath house. Also loved the versatility of the property restaurant. Room were nice and spacious with a breathtaking view."

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

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- [Québec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

- [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)
- [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)
- [Farmstay in Shelter Island Heights ](https://expedia.ca/Shelter-Island-Heights-Agritourism.d183716-aaAgritourism.Travel-Guide-Accommodation)
- [Aparthotels in Shelter Island Heights ](https://expedia.ca/Shelter-Island-Heights-Apart-Hotels.d183716-aaApartHotels.Travel-Guide-Accommodation)
- [Inns in Shelter Island Heights ](https://expedia.ca/Shelter-Island-Heights-Inns.d183716-aaInns.Travel-Guide-Accommodation)
- [Guest Houses in Shelter Island Heights ](https://expedia.ca/Shelter-Island-Heights-Guest-Houses.d183716-aaGuestHouses.Travel-Guide-Accommodation)
- [Cabin Rentals in Shelter Island Heights ](https://expedia.ca/Shelter-Island-Heights-Cabins.d183716-aaCabins.Travel-Guide-Accommodation)
- [Houseboats in Shelter Island Heights ](https://expedia.ca/Shelter-Island-Heights-Houseboats.d183716-aaHouseboats.Travel-Guide-Accommodation)
- [Chalets in Shelter Island Heights ](https://expedia.ca/Shelter-Island-Heights-Chalets.d183716-aaChalets.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)
- [Condo Resorts in Shelter Island Heights ](https://expedia.ca/Shelter-Island-Heights-Condominium-Resort.d183716-aaCondominiumResort.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?

### What's the top vacation rental that Shelter Island Heights has to offer?

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

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

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

### Expedia's Latest Trends

Hotels

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- [Hotels in Corning](https://expedia.ca/Corning-Hotels.d6045.Travel-Guide-Hotels)

Flights

- [Cheap Flights from Plattsburgh](https://expedia.ca/lp/flights/2816/flights-from-plattsburgh)
- [Cheap Flights from Syracuse](https://expedia.ca/lp/flights/601764/flights-from-syracuse)

Activities

- [Things to do in Albany](https://expedia.ca/Things-To-Do-In-Albany.d603260.Travel-Guide-Activities)
- [Things to do in Syracuse](https://expedia.ca/Things-To-Do-In-Syracuse.d601764.Travel-Guide-Activities)
- [Things to do in Niagara Falls](https://expedia.ca/Things-To-Do-In-Niagara-Falls.d602721.Travel-Guide-Activities)
- [Things to do in Alexandria Bay](https://expedia.ca/Things-To-Do-In-Alexandria-Bay.d10739.Travel-Guide-Activities)

Packages

- [Niagara Falls Vacations](https://expedia.ca/Niagara-Falls.d602721.Destination-Travel-Guides)

General

- [Visit Ellicottville](https://expedia.ca/Ellicottville.dx183669)
- [Visit Saratoga Springs](https://expedia.ca/Saratoga-Springs.dx9775)
- [Visit Niagara Falls](https://expedia.ca/Niagara-Falls.dx602721)
- [Visit Montauk](https://expedia.ca/Montauk.dx10637)
- [Visit Lake Placid](https://expedia.ca/Lake-Placid.dx6055989)

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