Holiday Homes in Montauk

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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Featured Holiday Homes in Montauk

Fridge, microwave, oven, stovetop
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Holiday Home in Waterford

10.0 out of 10, Exceptional, (10)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
The price is AU$549
includes taxes & fees
18 Dec - 19 Dec
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Property grounds
Charming 1845 Home in the Heart of Mystic – Walk to Everything!

Holiday Home in Mystic

9.8 out of 10, Exceptional, (158)
"Nice spot - about as close as you can get to the restaurants and shops downtown, but still quiet. "
United States
Bryan M.
The price is AU$399
includes taxes & fees
8 Dec - 9 Dec
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Terrace/patio
The Blue Anchor House · walk Mystic-Train/Aquarium

Holiday Home in Stonington

10.0 out of 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
Norma B.
The price is AU$537
includes taxes & fees
17 Dec - 18 Dec
The Blue Anchor House · walk Mystic-Train/Aquarium
Fridge, microwave, oven, stovetop
Blackberry: Private home with jacuzzi year-round

Holiday Home in East Hampton

9.0 out of 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
Suzanne R.
The price is AU$1,341
includes taxes & fees
17 Dec - 18 Dec
Blackberry: Private home with jacuzzi year-round
Outdoor pool, a heated pool
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

Holiday Home in Water Mill

10.0 out of 10, Exceptional, (6)
"Highly recommend everything from start to finish went smoothly and it was a great experience!!"
United States
Stephanie M.
The price is AU$11,048
includes taxes & fees
8 Dec - 9 Dec
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
Sun-loungers, beach towels
Unique Retreat w/ Private Patio, 4 King Beds & BBQ

Holiday Home in Groton

10.0 out of 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
Robin G.
The price is AU$687
includes taxes & fees
14 Dec - 15 Dec
Unique Retreat w/ Private Patio, 4 King Beds & BBQ
Smart TV, video games, books, stereo
Charming Historic House in Downtown Mystic

Holiday Home in Mystic

10.0 out of 10, Exceptional, (161)
"Great house & location!"
United States
Jane D.
The price is AU$531
includes taxes & fees
8 Dec - 9 Dec
Charming Historic House in Downtown Mystic
Beach
Spacious 5-bedroom house with water views and 2 houses from the bay.

Holiday Home in Sag Harbor

The price is AU$9,804
includes taxes & fees
12 Dec - 13 Dec
Spacious 5-bedroom house with water views and 2 houses from the bay.
Dining
The Mystic Harbor House · walk downtown Mystic · train · aquarium

Holiday Home in Stonington

9.6 out of 10, Exceptional, (8)
"Great house in a fantastic location. Very clean and well supplied. We would definitely stay here again."
United States
David C.
The price is AU$542
includes taxes & fees
6 Jan - 7 Jan 2026
The Mystic Harbor House · walk downtown Mystic · train · aquarium
Terrace/patio
American Beech in Greenport - Petite King Room 7

Holiday Home in Greenport

9.0 out of 10, Wonderful, (4)
"Great job "
United States
emilio
The price is AU$421
includes taxes & fees
8 Dec - 9 Dec
American Beech in Greenport - Petite King Room 7
Exterior
Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.

Holiday Home in Stonington

10.0 out of 10, Exceptional, (55)
"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
Lynn T.
The price is AU$977
includes taxes & fees
8 Dec - 9 Dec
Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.
On the beach, sun-loungers
Mansion Beach- October to May Available!

Holiday Home in New Shoreham

9.2 out of 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
Lori W.
The price is AU$1,249
includes taxes & fees
8 Dec - 9 Dec
Mansion Beach- October to May Available!
Fridge, microwave, oven, stovetop
Luxe Historic Bungalow in Heart of Downtown Mystic

Holiday Home in Mystic

2.0 star property
10.0 out of 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
Lesa E.
The price is AU$997
includes taxes & fees
8 Dec - 9 Dec
Luxe Historic Bungalow in Heart of Downtown Mystic
Fridge, microwave, oven, stovetop
Harbor View Landing - The Mystic Waterfront House - Second Floor Only

Holiday Home in West Mystic

9.6 out of 10, Exceptional, (8)
"Harbor View Landing was spectacular. Top to bottom, everything was wonderful and it was everything we hoped for and more. I will recommend it to friends and family in the future."
United States
Conor B.
The price is AU$975
includes taxes & fees
20 Dec - 21 Dec
Harbor View Landing - The Mystic Waterfront House - Second Floor Only
5 bedrooms, iron/ironing board, WiFi, bed sheets
Sag Harbor Water View w Dock 1.5ml from town

Holiday Home in Bay Point

The price is AU$9,730
includes taxes & fees
10 Dec - 11 Dec
Sag Harbor Water View w Dock 1.5ml from town
Smart TV, fireplace
New for 2025 3 Bedroom Retreat 1 Mile from Westerly’s Beautiful Beaches!

Holiday Home in Westerly

9.8 out of 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
Erin f.
The price is AU$1,288
includes taxes & fees
31 Dec - 1 Jan 2026
New for 2025 3 Bedroom Retreat 1 Mile from Westerly’s Beautiful Beaches!
Fridge, microwave, oven, stovetop
Charming Northfork Townhouse- walk to all

Holiday Home in Greenport

10.0 out of 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
Beth R.
The price is AU$1,033
includes taxes & fees
8 Dec - 9 Dec
Charming Northfork Townhouse- walk to all
Dining
Designer East Hampton Farmhouse

Holiday Home in East Hampton North

The price is AU$1,717
includes taxes & fees
2 Jan - 3 Jan 2026
Designer East Hampton Farmhouse
Fridge, oven, stovetop, dishwasher
Upscale Hamptons Home: 1 Mi to Sammys Beach!

Holiday Home in East Hampton

9.4 out of 10, Exceptional, (3)
"Wonderful property. Lisette was a fantastic host and her home updated and modern. "
United States
Joanna D.
Upscale Hamptons Home: 1 Mi to Sammys Beach!
Fridge, microwave, oven, stovetop
Northfork Townhouse- walk to all/ newly renovated

Holiday Home in Greenport

9.6 out of 10, Exceptional, (9)
"What a wonderful spot! We could walk to town, and a beach. We loved our stay in Greenport! "
United States
Laura B.
The price is AU$1,094
includes taxes & fees
8 Dec - 9 Dec
Northfork Townhouse- walk to all/ newly renovated
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Montauk Hotel Reviews

Hartmans' Briney Breezes Beach Resort

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. "
Anthony 2-night trip
Posted 6 days ago
Hartmans' Briney Breezes Beach Resort

Find out more about Montauk

Montauk Holiday Homes information

Number of reviews
555
Accommodation
117 Holiday Homes
Lowest Price
AU$399
Highest Price
AU$11,048

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