Title: Top Shelter Island Cabin Rentals | Expedia.ca

 

[Shelter Island Travel Guide](https://expedia.ca/Shelter-Island.dx157359)[Hotels in Shelter Island](https://expedia.ca/Shelter-Island-Hotels.d157359.Travel-Guide-Hotels)[Vacation Rentals in Shelter Island](https://expedia.ca/Shelter-Island-Vacation-Rentals.d157359.Travel-Guide-VacationRentals)[Flights to Shelter Island](https://expedia.ca/Cheap-Flights-To-Shelter-Island.d157359.Travel-Guide-Flights)[Things to do in Shelter Island](https://expedia.ca/Things-To-Do-In-Shelter-Island.d157359.Travel-Guide-Activities)[Shelter Island Car Rentals](https://expedia.ca/Car-Rentals-In-Shelter-Island.d157359.Car-Rental-Guide)[Shelter Island Vacation Packages](https://expedia.ca/Shelter-Island.d157359.Destination-Travel-Guides)

![Central Park summer](https://images.trvl-media.com/place/157359/6c674470-f02c-495a-ad05-e592d3be267f.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find Cabins in Shelter Island for Rent from CA $109

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## Check prices for these dates

Next weekend

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=157359&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)

In two weeks

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=157359&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=157359&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=157359&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Shelter Island Cabin Rentals

No exact matches found, but these alternatives could be just right

## Recommended hotels in Shelter Island

![Exterior](https://images.trvl-media.com/lodging/40000000/39940000/39934500/39934446/d21960b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/40000000/39940000/39934500/39934446/f2189685.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, in-room safe, desk, free WiFi](https://images.trvl-media.com/lodging/40000000/39940000/39934500/39934446/24362044.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39940000/39934500/39934446/a1d1bd69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Shelter Island

10/10

Exceptional

(52)

"Really great property, had a relaxing lovely time!"

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

Nava S.

CA $1,015

CA $1,877 total

includes taxes & fees

Nov 29 - Nov 30

[](https://www.expedia.ca/Shelter-Island-Hotels-Work-And-Play-Special-Extended-Stay-Discount-At-A-Hideaway-With-Stellar-Wifi.h39934446.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/c614d2a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Ocean View 2 Queens](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/6944012d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/69b11154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Ocean View 2 Queens with Kitchenette | Private kitchen](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/294d9a91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Offshore Montauk

9.4/10

Exceptional

(72)

"Excellent stay! Gorgeous views, very clean rooms, helpful staff and beautifully done. Will stay again!"

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

Erica

CA $115

CA $212 total

includes taxes & fees

Dec 9 - Dec 10

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

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/afdef753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/a48f4b96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/72f65e39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/a912ee6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pier Blue Inn Old Saybrook - Essex

8.0/10

Very good

(1001)

"Always a great stay at Pier Blue. Comfy bed and plenty of room."

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

Patricia

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

![Exterior](https://images.trvl-media.com/lodging/2000000/1180000/1177400/1177328/a27d78bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1180000/1177400/1177328/db00678f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast area](https://images.trvl-media.com/lodging/2000000/1180000/1177400/1177328/39934cf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/2000000/1180000/1177400/1177328/b026cb5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Motel in Old Saybrook

7.2/10

Good

(460)

"🙂"

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

Jared

CA $95

CA $109 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Old-Saybrook-Hotels-Econo-Lodge-Inn-Suites-Old-Saybrook-Westbrook.h1177328.Hotel-Information)

![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)

![Lobby](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/4be91ce8.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)

![Garden](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/8f0a0367.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 2 - Dec 3

[](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)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214797/fba9a611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage, 2 Bedrooms, Patio](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214797/4cc65dde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage, 2 Bedrooms, Patio](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214797/9f6ba503.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 $248

CA $283 total

includes taxes & fees

Nov 30 - Dec 1

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

![Exterior](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/e2c57fd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/1bfd9996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![55-inch Smart TV with cable channels, TV](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/cbe6e5e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/4bbf34cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Bentley Hotel Southampton

9.6/10

Exceptional

(384)

"great cost-effective option; room was very spacious and clean."

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

Isadora

CA $149

CA $171 total

includes taxes & fees

Nov 30 - Dec 1

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

![Property entrance](https://images.trvl-media.com/lodging/16000000/15010000/15001900/15001889/a3a48a86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Suite, Private Bathroom | Private kitchen](https://images.trvl-media.com/lodging/16000000/15010000/15001900/15001889/c0e14dbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, 2 Double Beds, Non Smoking, Kitchenette](https://images.trvl-media.com/lodging/16000000/15010000/15001900/15001889/a4c86ff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/16000000/15010000/15001900/15001889/2d17124a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Niantic Inn

9.0/10

Wonderful

(122)

"Great location. Nice and clean room and property"

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

Eric

CA $124

CA $143 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Niantic-Hotels-The-Niantic-Inn.h15001889.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106310000/106307100/106307058/3af4f726.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach](https://images.trvl-media.com/lodging/107000000/106310000/106307100/106307058/645209f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106310000/106307100/106307058/56a6cc28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106310000/106307100/106307058/c1b7f88b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Old Lyme

10/10

Exceptional

(1)

"The space was much larger than expected and was perfect for a group of 4 adults and 3 kids under 3! We had a great time, being a 5 minute walk from the beach and having a comfortable space to come back to. We'll definitely be coming back."

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

Emotional J.

CA $180

CA $688 total

includes taxes & fees

Dec 6 - Dec 7

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

![Exterior](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/92c1b984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/f2520f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Double Beds](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/d45c604d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/7bb1af0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Motel in Clinton

8.6/10

Excellent

(294)

"Great staff and clean rooms"

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

Tyler

CA $110

CA $127 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Old-Saybrook-Hotels-Clinton-Motel.h11951206.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/16000000/15250000/15241400/15241380/7564e116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/16000000/15250000/15241400/15241380/509e7634.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/16000000/15250000/15241400/15241380/f90ba663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast area](https://images.trvl-media.com/lodging/16000000/15250000/15241400/15241380/ee8b7737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Motel in Riverhead

8.4/10

Very good

(706)

"Bed was very comfortable.. staff was very friendly.. loud traffic in AM.. good water pressure.. would stay here again. "

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

Shelly

[](https://www.expedia.ca/Riverhead-Hotels-Shorewood-Inn.h15241380.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474914/efe89d02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Room, 1 King Bed](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474914/8fa06225.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474914/35541bfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474914/78e3666a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Motel in Culloden Shores

8.4/10

Very good

(877)

"Very clean and spacious room! "

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

Mary Beth

[](https://www.expedia.ca/Montauk-Hotels-Kennys-Tipperary-Inn.h8474914.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/8ac37006.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/15a14a38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/04aa4e82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/d096a355.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Motel in Southampton

8.6/10

Excellent

(438)

"Great weekend stay! staff was super kind and property was beautiful! "

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

Chyanne

CA $145

CA $187 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Southampton-Hotels-Hamlet-Inn.h1210398.Hotel-Information)

![Property entrance](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/a8d80546.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![One Bedroom Harbor View Terrace Suite | View from room](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Harbor View Balcony Junior Suite | Balcony view](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/e407cc6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/4e8534b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Harbor Front Inn

8.8/10

Excellent

(538)

"Amazing property, rooms, and staff. Book a room with a balcony for amazing views!"

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

Matthew

CA $157

CA $248 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/8d844436.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, open 9:00 AM to 9:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/228c4607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, Multiple Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/0b15e4f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/9aa57818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn Old Saybrook - Westbrook

7.8/10

Good

(1011)

"Staff was kind. Easy, comfortable stay."

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

Jake

CA $143

CA $164 total

includes taxes & fees

Dec 2 - Dec 3

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

![3 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/5c6281d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Couples treatment rooms, sauna, hot tub, steam room, body treatments](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/533d1f2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, Multiple Beds, Ground Floor (by the Sea) | Beach/ocean view](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/25adc215.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/ccd49f89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Resort in Westbrook Center

8.8/10

Excellent

(1007)

"We love the stay everything was perfect"

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

angelica

CA $219

CA $277 total

includes taxes & fees

Nov 30 - Dec 1

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

![Exterior](https://images.trvl-media.com/lodging/79000000/78360000/78355300/78355230/5860a5b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

### 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 1 - Dec 2

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

![Front of property](https://images.trvl-media.com/lodging/2000000/1480000/1480000/1479959/ab015163.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 Bedroom, Private Bathroom](https://images.trvl-media.com/lodging/2000000/1480000/1480000/1479959/bce7c7c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/2000000/1480000/1480000/1479959/5ebf0e7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Porch](https://images.trvl-media.com/lodging/2000000/1480000/1480000/1479959/7506bfd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bed & Breakfast in Westbrook Center

9.8/10

Exceptional

(257)

"Amazing stay! Everything was perfect and it is clear that the owners love their jobs and their inn. Can't wait to go back! "

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

Julie

CA $214

CA $238 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Westbrook-Hotels-Captain-Stannard-BB-Country-Inn.h1479959.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/f08791bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Double Room, 1 King Bed, City View](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/e3ee1fa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/a206dde5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bars/lounges](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/ff8b5175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Bays Hotel on Main

7.2/10

Good

(68)

"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"

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

Olivia

[](https://www.expedia.ca/Hampton-Bays-Hotels-Hampton-Bays-Hotel-On-Main.h106830297.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)

![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)

![Interior](https://images.trvl-media.com/lodging/115000000/114540000/114533200/114533130/f28083b5.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 $628 total

includes taxes & fees

Nov 29 - Nov 30

[](https://www.expedia.ca/Hampton-Bays-Hotels-Water-Views-Cottage-Footsteps-To-Meschutt-Beach.h114533130.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=2025-12-10&endDate=2025-12-11&regionId=157359&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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Limited-time deals: save up to 50% on select hotels

[Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_157359)

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Save an average of 15% on thousands of hotels when you're signed in

[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FShelter-Island-Cabins.d157359-aaCabins.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FShelter-Island-Cabins.d157359-aaCabins.Travel-Guide-Accommodation)

## Top Shelter Island Hotel Reviews

![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

"The room was spotless, spacious and unique. Staff was very friendly and efficient. Amenities are what you need. "

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

![The Harbor Front Inn](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca_y.jpg)

### The Harbor Front Inn

10/10 Excellent

"Always love staying there when in Greenport. Clean. Central. Quality continental breakfast."

[](https://expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.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

"EXCELLENT staff ! Room was clean. Will stay again "

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

![Bayview Resort](https://images.trvl-media.com/lodging/11000000/10460000/10453900/10453825/5ed206f2_y.jpg)

### Bayview Resort

10/10 Excellent

"Just right. "

[](https://expedia.ca/Hampton-Bays-Hotels-Bayview-Resort.h10453825.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)

## Find out more about Shelter Island

## Shelter Island Cabin Rentals information

| Number of reviews | 8,547 |
| --- | --- |
| Accommodation | 3 Cabin Rentals |
| Lowest Price | CA $109 |
| Highest Price | CA $1,877 |

## Frequently asked questions

### What are the best cabins near Shelter Island?

> Experience the outdoors without giving up the comforts at one of our 36 cabins in and around Shelter Island. Whether you have adventure or relaxation on your to-do list, [Rustic Lakeside Cabin At White Gate Farm](https://www.expedia.ca/Mystic-New-London-Hotels-Rustic-Lakeside-Cabin-At-White-Gate-Farm.h54202033.Hotel-Information) delivers plenty of both. Alternatively, stay at [Cabin - Treehouse - Countryside - Farm Animals](https://www.expedia.ca/Willington-Hotels-Treehouse-On-Animal-Farm-W-Bonfire-Gazebo.h61486755.Hotel-Information) and kick back among wonderful natural surroundings.

### Are there cheap cabins near Shelter Island?

> Whether you want to stay near the water or on the top of a mountain, we've got a great selection of cheap cabins near Shelter Island to suit your budget and taste. Priced from CA $109 to CA $1,877 a night, your ideal cabin rental is waiting here.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

### What are the best mountain cabins near Shelter Island?

> Escape to a mountain cabin near Shelter Island and treat yourself to inspiring views, rugged adventure and an experience you won't forget. [Rustic Lakeside Cabin At White Gate Farm](https://www.expedia.ca/Mystic-New-London-Hotels-Rustic-Lakeside-Cabin-At-White-Gate-Farm.h54202033.Hotel-Information) is a tough act to beat. Tucked high in the hills, guests will find a microwave oven and a kitchen here. [Mohegan Cabin Estate](https://www.expedia.ca/Montville-Hotels-Mohegan-Cabin-Estate.h92899531.Hotel-Information) is another sought-after option. It features winery tours, a microwave oven and scenery that'll make you swoon.

### What are the best pet-friendly cabins near Shelter Island?

> There's no need to book a pet sitter if you're visiting Shelter Island. Pet-friendly properties like [Rustic Lakeside Cabin At White Gate Farm](https://www.expedia.ca/Mystic-New-London-Hotels-Rustic-Lakeside-Cabin-At-White-Gate-Farm.h54202033.Hotel-Information) will make you and your furry companion feel nice and comfortable. Children's activities and on-site watersports are just some of the conveniences available here. [Remote Long Island Lakefront Cabin W](https://www.expedia.ca/Middle-Island-Hotels-Secluded-Long-Island-Lakefront-Cabin-Wdeckgrill.h42615443.Hotel-Information) is another great place for pets and their owners. A deck and a queen bed are among its amenities.

### What are the best cabins with pools near Shelter Island?

> Staying in a cabin rental with a pool adds a level of fun to your vacation. If you're looking for one near Shelter Island, [Cabin - Water Mill Wooded Escape](https://www.expedia.ca/Water-Mill-Hotels-Water-Mill-Wooded-Escape.h83758408.Hotel-Information) has handy amenities like a swimming pool and fitness facilities to make your poolside escape even better. [Spacious And New Deluxe Cabin In Family Campground In Northeastern Ct](https://www.expedia.ca/Ashford-Hotels-Spacious-And-New-Deluxe-Cabin-In-Family-Campground-In-Northeastern-CT.h83222046.Hotel-Information) is another standout and features on-site watersports and a swimming pool.

### Can I find beach cabins near Shelter Island?

> Wake up and be moments from shimmering blue waters when you escape to a Shelter Island beach cabin rental. Sun, fun and relaxation should be your major priorities at [Rustic Lakeside Cabin At White Gate Farm](https://www.expedia.ca/Mystic-New-London-Hotels-Rustic-Lakeside-Cabin-At-White-Gate-Farm.h54202033.Hotel-Information). This property comes with on-site watersports and beach sun loungers. Or, unpack your suitcase and spend a few nights at [Lagoon Lodge: North Fork, Charming 3br](https://www.expedia.ca/East-Marion-Hotels-Lagoon-Lodge-North-Fork-Charming-3Br-Waterfront-W-Boat-Doc-Walk-On-Beach.h76596794.Hotel-Information). Handy amenities here include clothes washing facilities and children's activities.

### What are the best weekend cabin rentals in Shelter Island?

> If you're yearning to spend a couple of lazy days surrounded by nature, [Rustic Lakeside Cabin At White Gate Farm](https://www.expedia.ca/Mystic-New-London-Hotels-Rustic-Lakeside-Cabin-At-White-Gate-Farm.h54202033.Hotel-Information) has your name on it. Kick back here for a weekend and enjoy access to conveniences such as on-site watersports and a private beach. Another excellent retreat is [Cabin - Treehouse - Countryside - Farm Animals](https://www.expedia.ca/Willington-Hotels-Treehouse-On-Animal-Farm-W-Bonfire-Gazebo.h61486755.Hotel-Information). Offering a patio, a fireplace and lots of peaceful vibes, you'll go home feeling refreshed and energized.

### What are the best cabin prices near Shelter Island?

> Whether you're traveling on a budget or want to splurge on your next getaway, you'll find what you're looking for with Expedia. At the moment, you can score a Shelter Island cabin from as little as CA $109 per night.

### Can I find log cabins in Shelter Island?

> Start your day with a piping cup of joe in your homey log cabin and then spend hours boating and beach combing. Sound dreamy? Then you'll like [The Retreat Log Cabin](https://www.expedia.ca/Charlestown-Hotels-The-Retreat-Log-Cabin.h83249844.Hotel-Information). Another relaxing retreat that has plenty of comforts and charm is [Log Cabin, 5 Min To Casino With Pond](https://www.expedia.ca/Preston-Hotels-Log-Cabin.h87731734.Hotel-Information). Activities like tubing and canoeing will add to your memories here.

### What are the highest-rated cabins in Shelter Island?

> There are some rentals that seem to get everything right. [Remote Long Island Lakefront Cabin W](https://www.expedia.ca/Middle-Island-Hotels-Secluded-Long-Island-Lakefront-Cabin-Wdeckgrill.h42615443.Hotel-Information) is a shining example. With an impressive rating, it comes with amenities such as a patio and a fireplace. Another top option is [Cabin - Treehouse - Countryside - Farm Animals](https://www.expedia.ca/Willington-Hotels-Treehouse-On-Animal-Farm-W-Bonfire-Gazebo.h61486755.Hotel-Information). A patio and a fireplace are among the conveniences here.

### Why should I book a cabin in Shelter Island?

> For a nature-filled escape at an impressive price, nothing beats a cabin. Imagine starting your day with the sounds of the countryside and drinking coffee on a private deck surrounded by dreamy views. Stay in a cabin in Shelter Island and wave goodbye to the busyness of the city. Whether they're by the beach, in the mountains or near a river, cabins offer a refreshing, rustic experience you won't forget.

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-   [B&B in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Bed-And-Breakfast.d183716-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Beach Hotel Hotels in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Beach-Hotel.0-0-d183716-tBeachHotel.Travel-Guide-Filter-Hotels)
-   [Boutique Hotels in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Boutique-Hotel.0-0-d183716-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
-   [Hotels & Resorts for Couples in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Couples-Resorts-Hotels.0-0-d183716-tCouplesResortsHotels.Travel-Guide-Filter-Hotels)
-   [Pet-Friendly Hotels in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Pet-Friendly-Hotel.0-0-d183716-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Spa Hotels in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Spa-Hotel.0-0-d183716-tSpaHotel.Travel-Guide-Filter-Hotels)
-   [Shelter Island Heights Hotels](https://www.expedia.ca/Shelter-Island-Heights-Hotels.d183716.Travel-Guide-Hotels)
-   [Resorts in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Resort-Hotels.d183716-aaResortHotels.Travel-Guide-Accommodation)
-   [Adults Only Resorts & in Silver Beach](https://www.expedia.ca/Silver-Beach-Shelter-Island-Hotels-Adults-Only-Resorts.0-n553248635976481903-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
-   [Silver Beach Hotels](https://www.expedia.ca/Silver-Beach-Shelter-Island-Hotels.0-n553248635976481903-0.Travel-Guide-Filter-Hotels)
-   [Cheap Hotels in Southold](https://www.expedia.ca/Southold-Hotels-Cheap-Hotels.0-0-d183719-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Romantic Hotels in Southold](https://www.expedia.ca/Southold-Hotels-Romantic-Hotel.0-0-d183719-tRomanticHotel.Travel-Guide-Filter-Hotels)
-   [Southold Hotels](https://www.expedia.ca/Southold-Hotels.d183719.Travel-Guide-Hotels)
-   [Motels in Southold](https://www.expedia.ca/Southold-Motels.d183719-aaMotels.Travel-Guide-Accommodation)
-   [Hotels near Sunset Beach](https://www.expedia.ca/Sunset-Beach-Hotels.0-l553248626388141313-0.Travel-Guide-Filter-Hotels)
-   [The Heights Hotels](https://www.expedia.ca/The-Heights-Shelter-Island-Heights-Hotels.0-n553248635976473534-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Wades Beach](https://www.expedia.ca/Wades-Beach-Hotels.0-l553248621554204759-0.Travel-Guide-Filter-Hotels)

-   [Flights to Greenport](https://www.expedia.ca/Cheap-Flights-To-Greenport.d110728.Travel-Guide-Flights)
-   [Flights from Southold](https://www.expedia.ca/lp/flights/183719/flights-from-southold)
-   [Flights from North Haven](https://www.expedia.ca/lp/flights/553248634998589872/flights-from-north-haven)
-   [Flights from East Marion](https://www.expedia.ca/lp/flights/6069914/flights-from-east-marion)
-   [Flights from Orient](https://www.expedia.ca/lp/flights/6326191/flights-from-orient)
-   [Flights from Toronto (YYZ) to New York (NYC)](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york)

-   [Visit East Marion](https://www.expedia.ca/East-Marion.dx6069914)
-   [Visit Pipes Cove](https://www.expedia.ca/Greenport-Pipes-Cove.dx553248635976473295)
-   [Kontokosta Winery](https://www.expedia.ca/Kontokosta-Winery-Greenport.d6326928.Vacation-Attraction)
-   [Visit North Haven](https://www.expedia.ca/North-Haven.dx553248634998589872)
-   [Orient Vacations](https://www.expedia.ca/Orient.d6326191.Destination-Travel-Guides)
-   [Visit Bay Point](https://www.expedia.ca/Sag-Harbor-Bay-Point.dx553248635976471151)
-   [Visit Sag Harbor](https://www.expedia.ca/Sag-Harbor.dx154327)
-   [Shelter Island Heights Vacations](https://www.expedia.ca/Shelter-Island-Heights.d183716.Destination-Travel-Guides)

-   [Car rental Greenport](https://www.expedia.ca/Car-Rentals-In-Greenport.d110728.Car-Rental-Guide)
-   [Car rental Orient](https://www.expedia.ca/Car-Rentals-In-Orient.d6326191.Car-Rental-Guide)

-   [Things to do in Greenport](https://www.expedia.ca/Things-To-Do-In-Greenport.d110728.Travel-Guide-Activities)
-   [Things to do in Sag Harbor](https://www.expedia.ca/Things-To-Do-In-Sag-Harbor.d154327.Travel-Guide-Activities)
-   [Things to do in Shelter Island Heights](https://www.expedia.ca/Things-To-Do-In-Shelter-Island-Heights.d183716.Travel-Guide-Activities)

-   [Book Cabin Rentals in Shelter Island on Expedia.com](https://www.expedia.com/Shelter-Island-Cabins.d157359-aaCabins.Travel-Guide-Accommodation)