Holiday Homes in Montauk

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Check prices for these dates

In two weeks
5 Dec - 7 Dec
In two months
16 Jan - 18 Jan
In three months
13 Feb - 15 Feb
In four months
13 Mar - 15 Mar

Featured Holiday Homes in Montauk and around

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 €321
includes taxes & fees
1 Dec - 2 Dec
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
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 €314
includes taxes & fees
4 Dec - 5 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 €762
includes taxes & fees
24 Nov - 25 Nov
Blackberry: Private home with jacuzzi year-round
Property grounds
Charming 1845 Home in the Heart of Mystic – Walk to Everything!

Holiday Home in Mystic

9.8 out of 10, Exceptional, (158)
"Great Location! Within walking distance to all the sights in Mystic!"
United States
Jamye B.
The price is €264
includes taxes & fees
3 Dec - 4 Dec
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Sun-loungers, beach towels
Unique Retreat w/ Private Patio, 4 King Beds & BBQ

Holiday Home in Groton

10.0 out of 10, Exceptional, (126)
"Excellent stay! Where else could you accommodate 8 people with 4 king size beds and all the kitchen and housekeeping supplies you need. Well thought out and very comfortable outside and interior areas to relax in.Just a great experience"
United States
Nancy D.
The price is €421
includes taxes & fees
24 Nov - 25 Nov
Unique Retreat w/ Private Patio, 4 King Beds & BBQ
Dining
The Mystic Harbor House · walk downtown Mystic · train · aquarium

Holiday Home in Stonington

9.8 out of 10, Exceptional, (7)
"Great house in a fantastic location. Very clean and well supplied. We would definitely stay here again."
United States
David C.
The price is €322
includes taxes & fees
1 Dec - 2 Dec
The Mystic Harbor House · walk downtown Mystic · train · aquarium
Beach
Spacious 5-bedroom house with water views and 2 houses from the bay.

Holiday Home in Sag Harbor

The price is €5,713
includes taxes & fees
27 Nov - 28 Nov
Spacious 5-bedroom house with water views and 2 houses from the bay.
Smart TV, video games, books, stereo
Charming Historic House in Downtown Mystic

Holiday Home in Mystic

10.0 out of 10, Exceptional, (160)
"Great house & location!"
United States
Jane D.
The price is €322
includes taxes & fees
24 Nov - 25 Nov
Charming Historic House in Downtown Mystic
Exterior
Harbor View Landing Mystic, CT - The Bluffs Waterfront House - First Floor ONLY

Holiday Home in West Mystic

10.0 out of 10, Exceptional, (5)
"Wonderful place for family fun!"
United States
nancy m.
Harbor View Landing Mystic, CT - The Bluffs Waterfront House - First Floor ONLY
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 €246
includes taxes & fees
24 Nov - 25 Nov
American Beech in Greenport - Petite King Room 7
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 €731
includes taxes & fees
30 Nov - 1 Dec
Mansion Beach- October to May Available!
Terrace/patio
Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!

Holiday Home in Mystic

10.0 out of 10, Exceptional, (91)
"Great location responsive hosts fully stocked cozy accommodations "
United States
dolly o.
Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!
Exterior
Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.

Holiday Home in Stonington

10.0 out of 10, Exceptional, (54)
"One of the best VRBO rentals we have had. Host was communicative. House was prepared, clean, comfortable, and centrally located, just steps from the Seaport and 5 minutes from town. Would recommend highly."
United States
Jakob H.
The price is €565
includes taxes & fees
26 Nov - 27 Nov
Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.
TV, offices
Sherman Cottage on the Beach

Holiday Home in New Shoreham

10.0 out of 10, Exceptional, (4)
"Quaint, clean cottage, perfectly situated among shops, restaurants, beach, and ferry - all accessible on foot. "
United States
Kathleen P.
The price is €754
includes taxes & fees
24 Nov - 25 Nov
Sherman Cottage on the Beach
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 €6,485
includes taxes & fees
1 Dec - 2 Dec
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
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, (10)
"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.
Luxe Historic Bungalow in Heart of Downtown Mystic
Dining
8- Heart of Mystic, lovely home with water views

Holiday Home in Groton

9.4 out of 10, Exceptional, (16)
"We had a wonderful weekend, house is roomy and comfortable!"
United States
Julie S.
8- Heart of Mystic, lovely home with water views
Terrace/patio
Mystic Morgan House

Holiday Home in Mystic

10.0 out of 10, Exceptional, (13)
"Awesome place! Quiet and charming. "
United States
Tan P.
The price is €536
includes taxes & fees
30 Nov - 1 Dec
Mystic Morgan House
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 €5,690
includes taxes & fees
25 Nov - 26 Nov
Sag Harbor Water View w Dock 1.5ml from town
Property grounds
Work and Play Special! Extended Stay Discount

Holiday Home in Shelter Island

10.0 out of 10, Exceptional, (52)
"Really great property, had a relaxing lovely time!"
United States
Nava S.
The price is €1,185
includes taxes & fees
24 Nov - 25 Nov
Work and Play Special! Extended Stay Discount
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

Gurney's Montauk Resort & Seawater Spa

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. "
Alexandria 2-night trip
Posted 5 days ago
Gurney's Montauk Resort & Seawater Spa

Find out more about Montauk

Montauk Holiday Homes information

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 Holiday Homes
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