Holiday Homes in Montauk

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Check prices for these dates

In two weeks
23 Jan - 25 Jan
In two months
6 Mar - 8 Mar
In three months
3 Apr - 5 Apr
In four months
1 May - 3 May

Our top choices for Montauk holiday homes

Smart TV, fireplace, books
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

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 €373
includes taxes & fees
8 Feb - 9 Feb
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Fridge, microwave, oven, stovetop
The Blue Anchor House · walk Mystic-Train/Aquarium

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 €304
includes taxes & fees
12 Jan - 13 Jan
The Blue Anchor House · walk Mystic-Train/Aquarium
Property grounds
Charming 1845 Home in the Heart of Mystic – Walk to Everything!

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, (159)
"Beautiful charming house , walking distance to Mystic shops and eateries. "
United States
Elizabeth M.
The price is €233
includes taxes & fees
20 Jan - 21 Jan
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Dining
The Mystic Harbor House · walk downtown Mystic · train · aquarium

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 €311
includes taxes & fees
12 Jan - 13 Jan
The Mystic Harbor House · walk downtown Mystic · train · aquarium
Smart TV, fireplace, ping pong, books
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

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 €6,488
includes taxes & fees
9 Jan - 10 Jan
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
Private kitchen
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.

Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.
Stonington
10.0 out of 10, Exceptional, (56)
"Property was in a great location we were able to walk everywhere. House was clean and had everything we needed. Would definitely stay there again"
United States
Michele P.
The price is €493
includes taxes & fees
9 Jan - 10 Jan
Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.
Smart TV, fireplace, video games, DVD player
Unique Retreat w/ Private Patio, 4 King Beds & BBQ

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, (128)
"Beautiful home away from home! Clean, spacious, just perfect!! "
United States
Paula L.
The price is €414
includes taxes & fees
2 Feb - 3 Feb
Unique Retreat w/ Private Patio, 4 King Beds & BBQ
Smart TV, fireplace
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.

Spacious 5-bedroom house with water views and 2 houses from the bay.
Sag Harbor
The price is €5,626
includes taxes & fees
20 Jan - 21 Jan
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

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 €219
includes taxes & fees
11 Jan - 12 Jan
American Beech in Greenport - Petite King Room 7
Interior
Charming Historic House in Downtown Mystic

Charming Historic House in Downtown Mystic

Charming Historic House in Downtown Mystic
Mystic
10.0 out of 10, Exceptional, (162)
"Great house & location!"
United States
Jane D.
The price is €298
includes taxes & fees
19 Jan - 20 Jan
Charming Historic House in Downtown Mystic
Fridge, microwave, oven, stovetop
Blackberry: Private home with jacuzzi year-round

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 €859
includes taxes & fees
8 Feb - 9 Feb
Blackberry: Private home with jacuzzi year-round
On the beach, sun-loungers
Walk to Mansion Beach, Large Yard!

Walk to Mansion Beach, Large Yard!

Walk to Mansion Beach, Large Yard!
New Shoreham
9.4 out of 10, Exceptional, (28)
"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 €751
includes taxes & fees
4 Feb - 5 Feb
Walk to Mansion Beach, Large Yard!
Interior
Harbor View Landing Mystic, CT - The Bluffs Waterfront House - First Floor ONLY

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 €397
includes taxes & fees
9 Jan - 10 Jan
Harbor View Landing Mystic, CT - The Bluffs Waterfront House - First Floor ONLY
Living area
Luxe Historic Bungalow in Heart of Downtown Mystic

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, (14)
"We had a wonderful stay! The home was super clean, comfortable, and beautifully maintained. The outdoor space was perfect for relaxing, and the location couldn’t be better—right in downtown, just minutes to great cafes, restaurants, and shops. Everything about our stay was easy and enjoyable. Highly recommend this property!"
United States
Dianna D.
Luxe Historic Bungalow in Heart of Downtown Mystic
Terrace/patio
Rare costal home located in Stonington Borough.

Rare costal home located in Stonington Borough.

Rare costal home located in Stonington Borough.
The Borough
10.0 out of 10, Exceptional, (4)
"We had a great time at this house - happy to have parking (no joke in the Boro) and the front porch was awesome for the foggy day we had. This place has the ambience of a real home, so the furniture was comfortable and the shower was great. Would stay again. "
United States
Thomas M.
The price is €685
includes taxes & fees
21 Jan - 22 Jan
Rare costal home located in Stonington Borough.
Exterior detail
Stonington borough 2 bedroom, Sleeps 6 guests, close to beach,

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

Stonington borough 2 bedroom, Sleeps 6 guests, close to beach,
The Borough
10.0 out of 10, Exceptional, (71)
"Very quiet neighborhood was a very enjoyable stay would highly recommend "
United States
Jennifer S.
The price is €707
includes taxes & fees
13 Jan - 14 Jan
Stonington borough 2 bedroom, Sleeps 6 guests, close to beach,
Interior
Sag Harbor Water View w Dock 1.5ml from town

Sag Harbor Water View w Dock 1.5ml from town

Sag Harbor Water View w Dock 1.5ml from town
Bay Point
Sag Harbor Water View w Dock 1.5ml from town
Dining
Charming Northfork Townhouse- walk to all

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.
Charming Northfork Townhouse- walk to all
Smart TV, fireplace
Northfork Townhouse- walk to all/ newly renovated

Northfork Townhouse- walk to all/ newly renovated

Northfork Townhouse- walk to all/ newly renovated
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.
Northfork Townhouse- walk to all/ newly renovated
6 bedrooms, desk, iron/ironing board, free WiFi
8- Heart of Mystic, lovely home with water views

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

Daunt's Albatross Motel

Daunt's Albatross Motel

10/10 Excellent
"great place"
Tearcia 1-night trip
Posted 3 days ago
Daunt's Albatross Motel

Find out more about Montauk

Montauk Holiday Homes information

Number of reviews
618
Accommodation
117 Holiday Homes
Lowest Price
€219
Highest Price
€6,488

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