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, (178 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 €220
includes taxes & fees
26 May - 27 May
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

Private chic waterfront retreat-newly renovated

Private chic waterfront retreat-newly renovated
Westerly
9.6 out of 10, Exceptional, (18 reviews)
"Enjoyed our stay."
United States
Daniel L.
The price is €525
includes taxes & fees
25 May - 26 May
Private chic waterfront retreat-newly renovated

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, (12 reviews)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
The price is €353
includes taxes & fees
26 May - 27 May
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

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

Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!
Mystic River Historic District
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 €561
includes taxes & fees
26 May - 27 May
Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!

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 €384
includes taxes & fees
26 May - 27 May
The Blue Anchor House · walk Mystic-Train/Aquarium

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 €490
includes taxes & fees
26 May - 27 May
Unique Retreat w/ Private Patio, 4 King Beds & BBQ

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

Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Mystic River Historic District
9.8 out of 10, Exceptional, (171 reviews)
"Great stay no problems. Awesome location, good communication. Would stay again!"
United States
Sherry B.
The price is €295
includes taxes & fees
28 May - 29 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, (22 reviews)
"Awesome stay host we’re phenomenal beautiful clean house "
United States
Adrian V.
The price is €769
includes taxes & fees
4 Jun - 5 Jun
3 BR Retreat 1 Mile to Westerly Beaches! 1 Bed King, 3 Queen Beds& Pull Out Sofa

Charming Historic House in Downtown Mystic

Charming Historic House in Downtown Mystic
Mystic
10.0 out of 10, Exceptional, (180 reviews)
"Host was very welcoming and the house was so charming. Great location "
United States
Andrea C.
The price is €353
includes taxes & fees
31 May - 1 Jun
Charming Historic House in Downtown Mystic

Harbor View Landing Mystic CT - The Mystic Waterfront House - Third Floor Only

Harbor View Landing Mystic CT - The Mystic Waterfront House - Third Floor Only
West Mystic
10.0 out of 10, Exceptional, (11 reviews)
Harbor View Landing Mystic CT - The Mystic Waterfront House - Third Floor Only

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 €275
includes taxes & fees
26 May - 27 May
American Beech in Greenport - Petite King Room 7

Walk to Mansion Beach, Large Yard!

Walk to Mansion Beach, Large Yard!
New Shoreham
9.4 out of 10, Exceptional, (29 reviews)
"This place is great. Great location. Clean."
United States
Jason A.
The price is €1,329
includes taxes & fees
27 May - 28 May
Walk to Mansion Beach, Large Yard!

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 €599
includes taxes & fees
26 May - 27 May
Northfork Townhouse walk to all

Renovated Townhouse walk to all

Renovated Townhouse walk to all
Greenport
9.8 out of 10, Exceptional, (11 reviews)
"What a wonderful spot! We could walk to town, and a beach. We loved our stay in Greenport! "
United States
Laura B.
Renovated Townhouse walk to all

Perfect Group Escape · Coastal Mystic Ranch

Perfect Group Escape · Coastal Mystic Ranch
Mystic
10.0 out of 10, Exceptional, (37 reviews)
"It was a wonderful stay! Perfect location, amenities and fun!"
United States
Julie S.
The price is €609
includes taxes & fees
25 May - 26 May
Perfect Group Escape · Coastal Mystic Ranch

In Town Hideaway for a Block Island Getaway!!!

In Town Hideaway for a Block Island Getaway!!!
New Shoreham
9.6 out of 10, Exceptional, (38 reviews)
"We had a great stay!"
United States
Jack B.
The price is €1,041
includes taxes & fees
1 Jun - 2 Jun
In Town Hideaway for a Block Island Getaway!!!

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.
The price is €1,033
includes taxes & fees
26 May - 27 May
BlackBerry Private home with jacuzzi yearlong

Block Island The Way It Used To Be!!! Steps From Everything!!!

Block Island The Way It Used To Be!!! Steps From Everything!!!
New Shoreham
10.0 out of 10, Exceptional, (36 reviews)
"House was great and owner was very responsive before and during the stay. "
United States
adrienne c.
Block Island The Way It Used To Be!!! Steps From Everything!!!

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, (10 reviews)
"Location Location Location!"
United States
Liz T.
The Mystic Harbor House · walk downtown Mystic · train · aquarium

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

NEW Boutique Downtown Home, Shops, Patio, Office, Pets, Walk to Dining
Mystic River Historic District
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 €671
includes taxes & fees
26 May - 27 May
NEW Boutique Downtown Home, Shops, Patio, Office, Pets, Walk to Dining
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
798
Accommodation
95 Holiday Homes
Lowest Price
€220
Highest Price
€1,329

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