Title: Montauk Vacation Home Rentals from CA $364: Search Top Private Vacation Homes for Rent | Expedia.ca

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# Montauk Vacation Rentals

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## Check prices for these dates

Next weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=10637&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=10637&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 one month

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=10637&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=10637&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Montauk vacation homes

![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)

![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/ca71fb83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/79000000/78360000/78355300/78355230/9e705245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

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

Waterford

10/10

Exceptional

(11)

"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 $130

CA $497 total

includes taxes & fees

Dec 18 - Dec 19

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

![Property grounds](https://images.trvl-media.com/lodging/35000000/34280000/34275400/34275364/f691f570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/35000000/34280000/34275400/34275364/w2095h1390x0y0-76e96f4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/35000000/34280000/34275400/34275364/178b6a23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34280000/34275400/34275364/w2092h1389x0y0-e8cf3835.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 1845 Home in the Heart of Mystic – Walk to Everything!

[](https://www.expedia.ca/Mystic-New-London-Hotels-Unbeatable-Downtown-Mystic-Location-Funky-Decor.h34275364.Hotel-Information)

Mystic

9.8/10

Exceptional

(158)

"Nice spot - about as close as you can get to the restaurants and shops downtown, but still quiet. "

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

Bryan M.

CA $155

CA $364 total

includes taxes & fees

Jan 7 - Jan 8, 2026

[](https://www.expedia.ca/Mystic-New-London-Hotels-Unbeatable-Downtown-Mystic-Location-Funky-Decor.h34275364.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105310000/105302000/105301936/3a614919.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105310000/105302000/105301936/3a25586c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/106000000/105310000/105302000/105301936/9e32e405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/106000000/105310000/105302000/105301936/8be471d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Blue Anchor House · walk Mystic-Train/Aquarium

[](https://www.expedia.ca/Mystic-Hotels-The-Blue-Anchor-House-Walk-Mystic-TrainAquarium.h105301936.Hotel-Information)

Stonington

10/10

Exceptional

(6)

"Check-in was easy. We were delighted when we entered to find an immaculate home, beautifully furnished, with everything clean & easy to find. Very easy access to local attractions. "

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

Norma B.

CA $149

CA $480 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Mystic-Hotels-The-Blue-Anchor-House-Walk-Mystic-TrainAquarium.h105301936.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)

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

![Dining](https://images.trvl-media.com/lodging/72000000/71010000/71000800/71000754/146ca0d3.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)

### Blackberry: Private home with jacuzzi year-round

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

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 $103

CA $1,215 total

includes taxes & fees

Dec 16 - Dec 17

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

![Smart TV, video games, stereo, printers](https://images.trvl-media.com/lodging/68000000/67250000/67243800/67243744/e33d3ca0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/68000000/67250000/67243800/67243744/aa2e4d01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/68000000/67250000/67243800/67243744/186886e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/68000000/67250000/67243800/67243744/1bdcfbc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stonington borough 2 bedroom, Sleeps 6 guests, close to beach,

[](https://www.expedia.ca/Stonington-Hotels-Stonington-Borough-2-Bedroom.h67243744.Hotel-Information)

The Borough

10/10

Exceptional

(71)

"Very quiet neighborhood was a very enjoyable stay would highly recommend "

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

Jennifer S.

CA $247

CA $765 total

includes taxes & fees

Dec 12 - Dec 13

[](https://www.expedia.ca/Stonington-Hotels-Stonington-Borough-2-Bedroom.h67243744.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/103000000/102700000/102696900/102696833/a91f1eb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102700000/102696900/102696833/a9ec81c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102700000/102696900/102696833/6d153be9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/103000000/102700000/102696900/102696833/821f29f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Mystic Harbor House · walk downtown Mystic · train · aquarium

[](https://www.expedia.ca/Mystic-Hotels-The-Mystic-Harbor-House-Walk-Downtown-Mystic-Train-Aquarium.h102696833.Hotel-Information)

Stonington

9.6/10

Exceptional

(8)

"Great house in a fantastic location. Very clean and well supplied. We would definitely stay here again."

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

David C.

CA $158

CA $497 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/Mystic-Hotels-The-Mystic-Harbor-House-Walk-Downtown-Mystic-Train-Aquarium.h102696833.Hotel-Information)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/26000000/25820000/25818000/25817902/w1199h799x1y1-59c198a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/26000000/25820000/25818000/25817902/413d0260.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/26000000/25820000/25818000/25817902/849be6ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/26000000/25820000/25818000/25817902/2f098202.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Unique Retreat w/ Private Patio, 4 King Beds & BBQ

[](https://www.expedia.ca/Mystic-Hotels-Large.h25817902.Hotel-Information)

Groton

10/10

Exceptional

(126)

"We had an amazing stay at Merritt farm! The host was super accommodating and the house was perfect for our family. Hope has made sure the house has all the comforts of home and is decorated beautifully! The location is a great home base to explore this beautiful area. We would highly recommend staying here and we hope to return. "

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

Robin G.

CA $206

CA $623 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Mystic-Hotels-Large.h25817902.Hotel-Information)

![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/79000000/78750000/78740400/78740383/c520cfc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/79000000/78750000/78740400/78740383/41d30343.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/f04ef5e0.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)

### NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

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

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 $5,629

CA $9,859 total

includes taxes & fees

Dec 16 - Dec 17

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

![Interior](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912025/aa56f346.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, books, stereo](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912025/9f6585aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912025/1fd7b6a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, books, stereo](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912025/d8508030.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Historic House in Downtown Mystic

[](https://www.expedia.ca/Mystic-Hotels-Charming-Historic-House-In-Downtown-Mystic.h33912025.Hotel-Information)

Mystic

10/10

Exceptional

(161)

"Great house & location!"

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

Jane D.

CA $236

CA $484 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Mystic-Hotels-Charming-Historic-House-In-Downtown-Mystic.h33912025.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/85000000/84140000/84131100/84131058/5aa4358e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/85000000/84140000/84131100/84131058/d4fa268a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/85000000/84140000/84131100/84131058/3187a52e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, offices](https://images.trvl-media.com/lodging/85000000/84140000/84131100/84131058/8e7e57bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic 1810 Captain Burrows Home\~ A Nautical New England Inspiration! 

[](https://www.expedia.ca/Mystic-Hotels-Historic-1810-Captain-Burrows-Home-A-Nautical-New-England-Inspiration.h84131058.Hotel-Information)

Mystic

10/10

Exceptional

(91)

"Great location responsive hosts fully stocked cozy accommodations "

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

dolly o.

CA $366

CA $999 total

includes taxes & fees

Jan 3 - Jan 4, 2026

[](https://www.expedia.ca/Mystic-Hotels-Historic-1810-Captain-Burrows-Home-A-Nautical-New-England-Inspiration.h84131058.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/124000000/123110000/123108100/123108019/417aa888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/124000000/123110000/123108100/123108019/2dd8a5b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/124000000/123110000/123108100/123108019/w1024h680x0y3-fa8bee40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/124000000/123110000/123108100/123108019/w1024h680x0y3-697311a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Compass Suite - Only 5 Minutes to Downtown Mystic, CT

[](https://www.expedia.ca/Stonington-Hotels-The-Compass-Suite-Only-5-Minutes-To-Downtown-Mystic.h123108019.Hotel-Information)

Stonington

CA $238

CA $664 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Stonington-Hotels-The-Compass-Suite-Only-5-Minutes-To-Downtown-Mystic.h123108019.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/0195b6df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/0884fbbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/ca1c5177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/18f698b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### American Beech in Greenport - Petite King Room 7

[](https://www.expedia.ca/Greenport-Hotels-American-Beech-In-Greenport-Petite-King-Room-7.h71943248.Hotel-Information)

Greenport

9.0/10

Wonderful

(4)

"We thoroughly enjoyed our stay!"

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

Parent From The Heart, Inc. E.

CA $247

CA $381 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Greenport-Hotels-American-Beech-In-Greenport-Petite-King-Room-7.h71943248.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113540000/113530200/113530184/0ceaea9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113540000/113530200/113530184/126bef9e.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)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/114000000/113540000/113530200/113530184/e2b82008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 5-bedroom house with water views and 2 houses from the bay.

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

Sag Harbor

CA $5,516

CA $8,862 total

includes taxes & fees

Dec 16 - Dec 17

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

![On the beach, sun loungers](https://images.trvl-media.com/lodging/21000000/20360000/20359700/20359687/700f222f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/21000000/20360000/20359700/20359687/b1e5fcdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/21000000/20360000/20359700/20359687/bd749b06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/21000000/20360000/20359700/20359687/w828h616x0y5-f7818f2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mansion Beach- October to May Available!

[](https://www.expedia.ca/Block-Island-Hotels-Mansion-Beach-October-To-May-Available.h20359687.Hotel-Information)

New Shoreham

9.2/10

Wonderful

(27)

"This was a great place for an extended family. The space and yard were nice, with great proximity to the beach and Andy's Way."

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

Lori W.

CA $434

CA $1,129 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Block-Island-Hotels-Mansion-Beach-October-To-May-Available.h20359687.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/100000000/99240000/99230100/99230067/966e1dab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99240000/99230100/99230067/db21f830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99240000/99230100/99230067/2067efe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/100000000/99240000/99230100/99230067/a6c4d7bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.

[](https://www.expedia.ca/Mystic-Hotels-Beautifully-Restored-1890s-House-In-Beautiful-Picturesque-Downtown-Mystic.h99230067.Hotel-Information)

Stonington

10/10

Exceptional

(56)

"The house is adorable and so nicely appointed. It was a perfect location for a quick walk to downtown or to the Museum. Chris is a fabulous host and so accommodating. We would definitely stay again!"

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

Lynn T.

CA $434

CA $891 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Mystic-Hotels-Beautifully-Restored-1890s-House-In-Beautiful-Picturesque-Downtown-Mystic.h99230067.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/109000000/108750000/108746900/108746888/2b650765.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/109000000/108750000/108746900/108746888/ccea373a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/109000000/108750000/108746900/108746888/44f329d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/109000000/108750000/108746900/108746888/e813c12a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxe Historic Bungalow in Heart of Downtown Mystic

[](https://www.expedia.ca/Mystic-Hotels-Luxe-Historic-Bungalow-In-Heart-Of-Downtown-Mystic.h108746888.Hotel-Information)

Mystic

10/10

Exceptional

(11)

"We had a wonderful stay. The house is in a perfect location to town. The house is beautiful and so comfortable. Owners are very easy to communicate with. They were lovely and accommodating. We very much enjoyed our stay and hope to be back."

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

Lesa E.

CA $358

CA $909 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Mystic-Hotels-Luxe-Historic-Bungalow-In-Heart-Of-Downtown-Mystic.h108746888.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/59000000/58990000/58989000/58988956/e6128b1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/59000000/58990000/58989000/58988956/99d94b54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/59000000/58990000/58989000/58988956/0d5f6719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, stereo](https://images.trvl-media.com/lodging/59000000/58990000/58989000/58988956/da18f2bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Harbor View Landing Mystic CT - The Bluffs Waterfront House - Second Floor Only

[](https://www.expedia.ca/Mystic-Hotels-Harbor-View-Landing-Mystic-CT-The-Bluffs-Waterfront-House-Second-Floor-Only.h58988956.Hotel-Information)

West Mystic

10/10

Exceptional

(3)

"We had a lovely experience in West Mystick at the Harbor House. The rental was lovely, clean, and contained enough of the necessary amenities. The view of the harbor was lovely. There were renters below us that had small children and at times that was very noisy. You could hear them running back and forth most of the evening. If they were playing music you could hear that as well. It was very cold during our time in Mystic so the heat was necessary. The baseboard heat was sufficient to keep...

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

Suzanne S.

CA $483

CA $624 total

includes taxes & fees

Dec 12 - Dec 13

[](https://www.expedia.ca/Mystic-Hotels-Harbor-View-Landing-Mystic-CT-The-Bluffs-Waterfront-House-Second-Floor-Only.h58988956.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/115000000/114400000/114398300/114398211/0b50d16c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114400000/114398300/114398211/w3373h2289x0y0-71ce4dc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/115000000/114400000/114398300/114398211/a1566889.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/115000000/114400000/114398300/114398211/79e68522.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New for 2025 3 Bedroom Retreat 1 Mile from Westerly’s Beautiful Beaches!

[](https://www.expedia.ca/Westerly-Hotels-3-BR-House-1-Mile-From-Westerly-Beaches.h114398211.Hotel-Information)

Westerly

9.8/10

Exceptional

(9)

"Property was amazing...plenty of room for the whole family and close to the beaches and aquarium! We will be staying again! "

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

Erin f.

CA $621

CA $1,165 total

includes taxes & fees

Dec 31 - Jan 1, 2026

[](https://www.expedia.ca/Westerly-Hotels-3-BR-House-1-Mile-From-Westerly-Beaches.h114398211.Hotel-Information)

![6 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/69000000/68540000/68539100/68539008/4b6d35f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/69000000/68540000/68539100/68539008/ea15e866.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/69000000/68540000/68539100/68539008/4214fe74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/69000000/68540000/68539100/68539008/a379d0b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 8- Heart of Mystic, lovely home with water views

[](https://www.expedia.ca/Mystic-Hotels-8-Heart-Of-Mystic.h68539008.Hotel-Information)

Groton

9.4/10

Exceptional

(16)

"We had a wonderful weekend, house is roomy and comfortable!"

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

Julie S.

CA $428

CA $1,082 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Mystic-Hotels-8-Heart-Of-Mystic.h68539008.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/75000000/74210000/74202200/74202120/7251e4aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74210000/74202200/74202120/30220c9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/75000000/74210000/74202200/74202120/fdd8564b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74210000/74202200/74202120/65a3c504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Northfork Townhouse- walk to all

[](https://www.expedia.ca/Greenport-Hotels-Greenport-Village-Townhouse-Walk-To-Town.h74202120.Hotel-Information)

Greenport

10/10

Exceptional

(5)

"Great property located in a quiet neighborhood within walking distance to all in Greenport. The townhouse was clean and kitchen was well- appointed with off the street parking. Playground up the street was an added bonus with a old school merry-go-round! Would definitely stay again"

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

Beth R.

CA $455

CA $918 total

includes taxes & fees

Dec 13 - Dec 14

[](https://www.expedia.ca/Greenport-Hotels-Greenport-Village-Townhouse-Walk-To-Town.h74202120.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=2025-12-25&endDate=2025-12-26&regionId=10637&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Apartments

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Private vacation homes

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Cottages

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Condos

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Villas

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Aparthotels

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## Top Montauk Hotel Reviews

![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

"EVERYTHING about our stay at Gurneys was wonderful. The staff was outstanding and so accommodating. The room was beautiful looking out at the ocean. We have decided to make a family tradition to go to stay."

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

![Hartmans' Briney Breezes Beach Resort](https://images.trvl-media.com/lodging/11000000/10650000/10646900/10646853/934c2137_y.jpg)

### Hartmans' Briney Breezes Beach Resort

10/10 Excellent

"What a fantastic place! Check-in was super fast and easy. Room is huge and absolutely spotless! Stayed for two nights and felt right at home. I would absolutely stay here again. "

[](https://expedia.ca/Montauk-Hotels-Hartmans-Briney-Breezes-Beach-Resort.h10646853.Hotel-Information)

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

### Montauk Manor

10/10 Excellent

"Great ambience. Very kind and friendly service. Wonderful luxe suite. Very homey and cozy. I really enjoyed my stay here. Just lovely. "

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

![Hero Beach Club](https://images.trvl-media.com/lodging/17000000/16550000/16544700/16544673/77f9f5ea_y.jpg)

### Hero Beach Club

10/10 Excellent

"Great weekend trip "

[](https://expedia.ca/Montauk-Hotels-Hero-Beach-Club.h16544673.Hotel-Information)

![Montauk Yacht Club](https://images.trvl-media.com/lodging/1000000/10000/7000/6970/fcfc464f_y.jpg)

### Montauk Yacht Club

10/10 Excellent

"Amazing property! Excellent service "

[](https://expedia.ca/Montauk-Hotels-Gurneys-Star-Island-Resort-Marina.h6970.Hotel-Information)

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

### Offshore Montauk

10/10 Excellent

"Room was spotless. Bed was so comfortable! Robert, the he head of the house and front desk was a pleasure and made our stay so welcoming and enjoyable. "

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

![Daunt's Albatross Motel](https://images.trvl-media.com/lodging/10000000/9510000/9501200/9501176/a3cd59ff_y.jpg)

### Daunt's Albatross Motel

10/10 Excellent

"Clean and comfortable room"

[](https://expedia.ca/Montauk-Hotels-Daunts-Albatross-Motel.h9501176.Hotel-Information)

![Kenny's Tipperary Inn](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474914/4e86636a_y.jpg)

### Kenny's Tipperary Inn

10/10 Excellent

"Very clean and spacious room! "

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

## Find out more about Montauk

## Montauk Vacation Homes information

| Number of reviews | 696                |
| ----------------- | ------------------ |
| Accommodation     | 117 Vacation Homes |
| Lowest Price      | CA $364            |
| Highest Price     | CA $9,859          |

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- [Flights from New Bedford (EWB) to Montauk (MTP) ](https://www.expedia.ca/lp/flights/ewb/mtp/new-bedford-to-montauk)
- [Flights from Newark Liberty Intl. Airport (EWR) to Montauk (MTP) ](https://www.expedia.ca/lp/flights/ewr/mtp/newark-liberty-intl-airport-to-montauk)
- [Flights from Farmingdale (FRG) to Montauk (MTP) ](https://www.expedia.ca/lp/flights/frg/mtp/farmingdale-to-montauk)
- [Flights from Gaithersburg (GAI) to Montauk (MTP) ](https://www.expedia.ca/lp/flights/gai/mtp/gaithersburg-to-montauk)
- [Flights from New London (GON) to Montauk (MTP) ](https://www.expedia.ca/lp/flights/gon/mtp/new-london-to-montauk)
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- [Flights from New York (LGA) to Montauk (MTP) ](https://www.expedia.ca/lp/flights/lga/mtp/new-york-to-montauk)
- [Flights from Montego Bay (MBJ) to Montauk (MTP) ](https://www.expedia.ca/lp/flights/mbj/mtp/montego-bay-to-montauk)
- [Flights from Mexico City (MEX) to Montauk (MTP) ](https://www.expedia.ca/lp/flights/mex/mtp/mexico-city-to-montauk)
- [Flights from Manchester (MHT) to Montauk (MTP) ](https://www.expedia.ca/lp/flights/mht/mtp/manchester-to-montauk)
- [Flights from Miami (MIA) to Montauk (MTP) ](https://www.expedia.ca/lp/flights/mia/mtp/miami-to-montauk)
- [Flights from Minneapolis (MSP) to Montauk (MTP) ](https://www.expedia.ca/lp/flights/msp/mtp/minneapolis-to-montauk)
- [Flights from Vineyard Haven (MVY) to Montauk (MTP) ](https://www.expedia.ca/lp/flights/mvy/mtp/vineyard-haven-to-montauk)
- [Flights from Newport (NPT) to Montauk (MTP) ](https://www.expedia.ca/lp/flights/npt/mtp/newport-to-montauk)
- [Flights from New York (NYC) to Montauk (MTP) ](https://www.expedia.ca/lp/flights/nyc/mtp/new-york-to-montauk)
- [Flights from Chicago (ORD) to Montauk (MTP) ](https://www.expedia.ca/lp/flights/ord/mtp/chicago-to-montauk)
- [Flights from Providence (PVD) to Montauk (MTP) ](https://www.expedia.ca/lp/flights/pvd/mtp/providence-to-montauk)
- [Flights from State College (SCE) to Montauk (MTP) ](https://www.expedia.ca/lp/flights/sce/mtp/state-college-to-montauk)
- [Flights from Louisville (SDF) to Montauk (MTP) ](https://www.expedia.ca/lp/flights/sdf/mtp/louisville-to-montauk)
- [Flights from San Francisco (SFO) to Montauk (MTP) ](https://www.expedia.ca/lp/flights/sfo/mtp/san-francisco-to-montauk)
- [Flights from Shanghai (SHA) to Montauk (MTP) ](https://www.expedia.ca/lp/flights/sha/mtp/shanghai-to-montauk)
- [Flights from Singapore (SIN) to Montauk (MTP) ](https://www.expedia.ca/lp/flights/sin/mtp/singapore-to-montauk)
- [Flights from Salt Lake City (SLC) to Montauk (MTP) ](https://www.expedia.ca/lp/flights/slc/mtp/salt-lake-city-to-montauk)
- [Flights from Orange County (SNA) to Montauk (MTP) ](https://www.expedia.ca/lp/flights/sna/mtp/orange-county-to-montauk)
- [Flights from Newburgh (SWF) to Montauk (MTP) ](https://www.expedia.ca/lp/flights/swf/mtp/newburgh-to-montauk)
- [Flights from Syracuse (SYR) to Montauk (MTP) ](https://www.expedia.ca/lp/flights/syr/mtp/syracuse-to-montauk)
- [Flights from Teterboro (TEB) to Montauk (MTP) ](https://www.expedia.ca/lp/flights/teb/mtp/teterboro-to-montauk)
- [Flights from Trenton (TTN) to Montauk (MTP) ](https://www.expedia.ca/lp/flights/ttn/mtp/trenton-to-montauk)
- [Flights from Westerly (WST) to Montauk (MTP) ](https://www.expedia.ca/lp/flights/wst/mtp/westerly-to-montauk)
- [Flights from Toronto (YYZ) to New York (NYC) ](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york)

- [Ditch Plains Beach ](https://www.expedia.ca/Ditch-Plains-Beach-Montauk.d6326860.Vacation-Attraction)
- [Lake Montauk ](https://www.expedia.ca/Lake-Montauk-Montauk.d553248621532665766.Vacation-Attraction)
- [Visit Culloden Shores ](https://www.expedia.ca/Montauk-Culloden-Shores.dx553248635976472450)
- [Shadmoor State Park ](https://www.expedia.ca/Shadmoor-State-Park-Montauk.d6327477.Vacation-Attraction)
- [South Edison Beach ](https://www.expedia.ca/South-Edison-Beach-Montauk.d553248621554184988.Vacation-Attraction)

- [Rental cars Montauk airport ](https://www.expedia.ca/Car-Rentals-In-Montauk.d6024703.Car-Rental-Guide)
- [Hertz Rental Cars in Montauk ](https://www.expedia.ca/Hertz-Car-Rentals-In-Montauk.d6024703-c40.Car-Rental-Guide-Suppliers)

- [Book Vacation Homes in Montauk on Expedia.com ](https://www.expedia.com/Montauk-Private-Vacation-Homes.d10637-aaPrivateVacationHomes.Travel-Guide-Accommodation)