Holiday Homes in Montauk

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Our top choices for Montauk holiday homes

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Stonington
9.8 out of 10, Exceptional, (176 reviews)
"A bright and cozy vibe as well as being thoroughly equipped with everything to make our stay comfortable.We appreciated the winter escape and enjoyed Stonington, Mystic, and Westerly. A lovely stay!"
United States
Dawn R.
The price is AU$351
includes taxes & fees
11 May - 12 May
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

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

Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!
Mystic
10.0 out of 10, Exceptional, (92 reviews)
"House was well appointed and very clean and comfortable. Really appreciated the extras...coffee supplies and toiletries."
United States
Stephanie P.
The price is AU$925
includes taxes & fees
4 May - 5 May
Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!

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 reviews)
"Beautiful home, we enjoyed our stay. Clean, modern and had everything there we needed. Host was very attentive to our needs and was quick to respond. Looking forward to spend another long weekend there. Highly recommend!"
United States
Brenda W.
The price is AU$672
includes taxes & fees
6 May - 7 May
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

The Blue Anchor House · walk Mystic-Train/Aquarium

The Blue Anchor House · walk Mystic-Train/Aquarium
Stonington
10.0 out of 10, Exceptional, (7 reviews)
"The house was clean, spacious and the location was perfect for all of our needs. Host was responsive when we reached out. Would definitely stay here again, and plan to in the future. "
United States
Bethany M.
The price is AU$607
includes taxes & fees
5 May - 6 May
The Blue Anchor House · walk Mystic-Train/Aquarium

Charming Historic House in Downtown Mystic

Charming Historic House in Downtown Mystic
Mystic
10.0 out of 10, Exceptional, (173 reviews)
"Super cute house! Perfect for a stay to view the area! "
United States
Rocky & Jessica V.
The price is AU$523
includes taxes & fees
11 May - 12 May
Charming Historic House in Downtown Mystic

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, (131 reviews)
"The house was very clean. We thoroughly enjoyed our stay. The host was very communicative and provided everything we needed. Thank you!"
United States
Karolina Z.
The price is AU$756
includes taxes & fees
5 May - 6 May
Unique Retreat w/ Private Patio, 4 King Beds & BBQ

Sherman Cottage on the Beach

Sherman Cottage on the Beach
New Shoreham
10.0 out of 10, Exceptional, (4 reviews)
"Quaint, clean cottage, perfectly situated among shops, restaurants, beach, and ferry - all accessible on foot. "
United States
Kathleen P.
The price is AU$1,060
includes taxes & fees
5 May - 6 May
Sherman Cottage on the Beach

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, (168 reviews)
"Great stay no problems. Awesome location, good communication. Would stay again!"
United States
Sherry B.
The price is AU$448
includes taxes & fees
4 May - 5 May
Charming 1845 Home in the Heart of Mystic – Walk to Everything!

3 BR Retreat 1 Mile to Westerly Beaches! 1 Bed King, 3 Queen Beds& Pull Out Sofa

3 BR Retreat 1 Mile to Westerly Beaches! 1 Bed King, 3 Queen Beds& Pull Out Sofa
Westerly
9.8 out of 10, Exceptional, (19 reviews)
"Awesome stay host we’re phenomenal beautiful clean house "
United States
Adrian V.
The price is AU$1,130
includes taxes & fees
14 May - 15 May
3 BR Retreat 1 Mile to Westerly Beaches! 1 Bed King, 3 Queen Beds& Pull Out Sofa

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, (9 reviews)
"Location Location Location!"
United States
Liz T.
The price is AU$703
includes taxes & fees
4 May - 5 May
The Mystic Harbor House · walk downtown Mystic · train · aquarium

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

Harbor View Landing Mystic CT - The Bluffs Waterfront House - Second Floor Only
West Mystic
10.0 out of 10, Exceptional, (3 reviews)
"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
Suzanne S.
The price is AU$619
includes taxes & fees
1 May - 2 May
Harbor View Landing Mystic CT - The Bluffs Waterfront House - Second Floor Only

Charming Mystic Cottage — Walk to Downtown, Spacious & Perfect for Groups!

Charming Mystic Cottage — Walk to Downtown, Spacious & Perfect for Groups!
Groton
10.0 out of 10, Exceptional, (4 reviews)
"Great family stay! Perfect location to downtown "
United States
Samantha P.
Charming Mystic Cottage — Walk to Downtown, Spacious & Perfect for Groups!

Northfork Townhouse walk to all

Northfork Townhouse walk to all
Greenport
10.0 out of 10, Exceptional, (5 reviews)
"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$969
includes taxes & fees
3 May - 4 May
Northfork Townhouse walk to all

American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.2 out of 10, Wonderful, (5 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is AU$576
includes taxes & fees
3 May - 4 May
American Beech in Greenport - Petite King Room 7

East Hampton Estate for 10, Pool Open! Sauna, Chef`s Kitchen, Outdoor Fireplace

East Hampton Estate for 10, Pool Open! Sauna, Chef`s Kitchen, Outdoor Fireplace
East Hampton North
The price is AU$1,712
includes taxes & fees
3 May - 4 May
East Hampton Estate for 10, Pool Open! Sauna, Chef`s Kitchen, Outdoor Fireplace

NEW Boutique Downtown Home, Shops, Patio, Office, Pets, Walk to Dining

NEW Boutique Downtown Home, Shops, Patio, Office, Pets, Walk to Dining
Mystic
10.0 out of 10, Exceptional, (22 reviews)
"Great house and incredible location. Very attentive hosts. Wonderful place to stay!"
United States
Philip M.
The price is AU$1,079
includes taxes & fees
5 May - 6 May
NEW Boutique Downtown Home, Shops, Patio, Office, Pets, Walk to Dining

BlackBerry Private home with jacuzzi yearlong

BlackBerry Private home with jacuzzi yearlong
East Hampton
9.0 out of 10, Wonderful, (4 reviews)
"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.
BlackBerry Private home with jacuzzi yearlong

Downtown Mystic Waterfront Oasis

Downtown Mystic Waterfront Oasis
Groton
10.0 out of 10, Exceptional, (17 reviews)
"Great stay within minutes from downtown Mystic. Definitely coming back!"
United States
Jessica D.
The price is AU$1,161
includes taxes & fees
21 May - 22 May
Downtown Mystic Waterfront Oasis

Designer East Hampton Farmhouse Bike to Amagansett, Ocean Beaches, Pool Open

Designer East Hampton Farmhouse Bike to Amagansett, Ocean Beaches, Pool Open
East Hampton North
The price is AU$2,405
includes taxes & fees
20 May - 21 May
Designer East Hampton Farmhouse Bike to Amagansett, Ocean Beaches, Pool Open

NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock

NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock
Water Mill
10.0 out of 10, Exceptional, (6 reviews)
"Highly recommend everything from start to finish went smoothly and it was a great experience!!"
United States
Stephanie M.
The price is AU$7,979
includes taxes & fees
31 May - 1 June
NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock
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

Find out more about Montauk

Montauk Holiday Homes information

Number of reviews
848
Accommodation
93 Holiday Homes
Lowest Price
AU$351
Highest Price
AU$8,900

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