Search Vacation Homes in Montauk

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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Montauk vacation homes

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

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

Waterford
10.0 out of 10, Exceptional, (11)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
The price is AED 346
AED 1,324 total
includes taxes & fees
5 Jan - 6 January 2026
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!

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

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 AED 287
AED 836 total
includes taxes & fees
10 Dec - 11 Dec
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Terrace/patio
The Blue Anchor House · walk Mystic-Train/Aquarium

The Blue Anchor House · walk Mystic-Train/Aquarium

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 AED 398
AED 1,296 total
includes taxes & fees
10 Dec - 11 Dec
The Blue Anchor House · walk Mystic-Train/Aquarium
Fridge, microwave, oven, stovetop
Blackberry: Private home with jacuzzi year-round

Blackberry: Private home with jacuzzi year-round

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 AED 275
AED 3,235 total
includes taxes & fees
15 Dec - 16 Dec
Blackberry: Private home with jacuzzi year-round
Dining
The Mystic Harbor House · walk downtown Mystic · train · aquarium

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

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 AED 426
AED 1,313 total
includes taxes & fees
6 Jan - 7 January 2026
The Mystic Harbor House · walk downtown Mystic · train · aquarium
Sun loungers, beach towels
Unique Retreat w/ Private Patio, 4 King Beds & BBQ

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

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 AED 551
AED 1,663 total
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

Charming Historic House in Downtown Mystic

Mystic
10.0 out of 10, Exceptional, (161)
"Great house & location!"
United States
Jane D.
The price is AED 628
AED 1,288 total
includes taxes & fees
10 Dec - 11 Dec
Charming Historic House in Downtown Mystic
Outdoor pool, a heated pool
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

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

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 AED 14,994
AED 26,660 total
includes taxes & fees
10 Dec - 11 Dec
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
Beach
Spacious 5-bedroom house with water views and 2 houses from the bay.

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

Sag Harbor
The price is AED 14,691
AED 23,675 total
includes taxes & fees
14 Dec - 15 Dec
Spacious 5-bedroom house with water views and 2 houses from the bay.
Terrace/patio
American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7

Greenport
9.0 out of 10, Wonderful, (4)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is AED 657
AED 1,016 total
includes taxes & fees
10 Dec - 11 Dec
American Beech in Greenport - Petite King Room 7
Room
The Compass Suite - Only 5 Minutes to Downtown Mystic, CT

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

2.0 star property
Stonington
The price is AED 879
AED 2,086 total
includes taxes & fees
10 Dec - 11 Dec
The Compass Suite - Only 5 Minutes to Downtown Mystic, CT
5 bedrooms, iron/ironing board, WiFi, bed sheets
Sag Harbor Water View w Dock 1.5ml from town

Sag Harbor Water View w Dock 1.5ml from town

Bay Point
The price is AED 16,528
AED 23,482 total
includes taxes & fees
12 Dec - 13 Dec
Sag Harbor Water View w Dock 1.5ml from town
Exterior
Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.

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

Stonington
10.0 out of 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
Lynn T.
The price is AED 1,157
AED 2,373 total
includes taxes & fees
10 Dec - 11 Dec
Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.
Exterior
Harbor View Landing Mystic, CT - The Bluffs Waterfront House - First Floor ONLY

Harbor View Landing Mystic, CT - The Bluffs Waterfront House - First Floor ONLY

West Mystic
10.0 out of 10, Exceptional, (5)
"Wonderful place for family fun!"
United States
nancy m.
The price is AED 1,285
AED 1,662 total
includes taxes & fees
10 Dec - 11 Dec
Harbor View Landing Mystic, CT - The Bluffs Waterfront House - First Floor ONLY
Fridge, microwave, oven, stovetop
Luxe Historic Bungalow in Heart of Downtown Mystic

Luxe Historic Bungalow in Heart of Downtown Mystic

2.0 star property
Mystic
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 AED 954
AED 2,422 total
includes taxes & fees
15 Dec - 16 Dec
Luxe Historic Bungalow in Heart of Downtown Mystic
On the beach, sun loungers
Mansion Beach- October to May Available!

Mansion Beach- October to May Available!

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 AED 1,157
AED 3,011 total
includes taxes & fees
10 Dec - 11 Dec
Mansion Beach- October to May Available!
Smart TV, fireplace
New for 2025 3 Bedroom Retreat 1 Mile from Westerly’s Beautiful Beaches!

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

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 AED 1,653
AED 3,106 total
includes taxes & fees
31 Dec - 1 January 2026
New for 2025 3 Bedroom Retreat 1 Mile from Westerly’s Beautiful Beaches!
Dining
8- Heart of Mystic, lovely home with water views

8- Heart of Mystic, lovely home with water views

Groton
9.4 out of 10, Exceptional, (16)
"We had a wonderful weekend, house is roomy and comfortable!"
United States
Julie S.
The price is AED 1,135
AED 2,870 total
includes taxes & fees
16 Dec - 17 Dec
8- Heart of Mystic, lovely home with water views
Fridge, microwave, oven, stovetop
Charming Northfork Townhouse- walk to all

Charming Northfork Townhouse- walk to all

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 AED 1,249
AED 2,493 total
includes taxes & fees
10 Dec - 11 Dec
Charming Northfork Townhouse- walk to all
Fridge, oven, stovetop, dishwasher
Upscale Hamptons Home: 1 Mi to Sammys Beach!

Upscale Hamptons Home: 1 Mi to Sammys Beach!

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.
The price is AED 2,571
AED 4,553 total
includes taxes & fees
31 Dec - 1 January 2026
Upscale Hamptons Home: 1 Mi to Sammys Beach!
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 9 days ago
Hartmans' Briney Breezes Beach Resort