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Our top choices for Montauk vacation 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, (172 reviews)
"Very welcoming, clean, comfortable and responsive. It was perfectly what we needed for a little get away. "
United States
Sylvia R.
The price is ¥15,039
¥39,932 total
includes taxes & fees
Mar 26 - Mar 27
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

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 ¥22,369
¥66,982 total
includes taxes & fees
Mar 25 - Mar 26
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Charming Historic House in Downtown Mystic

Charming Historic House in Downtown Mystic
Mystic
10.0 out of 10, Exceptional, (169 reviews)
"Super cute house! Perfect for a stay to view the area! "
United States
Rocky & Jessica V.
The price is ¥39,892
¥71,995 total
includes taxes & fees
Apr 5 - Apr 6
Charming Historic House in Downtown Mystic

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 ¥63,162
¥81,659 total
includes taxes & fees
Mar 25 - Mar 26
Harbor View Landing Mystic CT - The Bluffs Waterfront House - Second Floor Only

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 ¥38,996
¥110,389 total
includes taxes & fees
Mar 29 - Mar 30
Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!

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, (163 reviews)
"Beautiful charming house , walking distance to Mystic shops and eateries. "
United States
Elizabeth M.
The price is ¥22,463
¥48,921 total
includes taxes & fees
Mar 29 - Mar 30
Charming 1845 Home in the Heart of Mystic – Walk to Everything!

The Blue Anchor House · walk Mystic-Train/Aquarium

The Blue Anchor House · walk Mystic-Train/Aquarium
Stonington
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful property. Easy to walk to the seaside, shopping and dining. "
United States
Amy K.
The price is ¥18,768
¥58,025 total
includes taxes & fees
Mar 25 - Mar 26
The Blue Anchor House · walk 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, (9 reviews)
"Great house in a fantastic location. Very clean and well supplied. We would definitely stay here again."
United States
David C.
The price is ¥29,377
¥71,602 total
includes taxes & fees
Mar 25 - Mar 26
The Mystic Harbor House · walk downtown Mystic · train · aquarium

American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.0 out of 10, Wonderful, (4 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is ¥26,753
¥40,875 total
includes taxes & fees
Mar 25 - Mar 26
American Beech in Greenport - Petite King Room 7

East Hampton Estate for 8, Sauna, Soaking Tub, Chef`s Kitchen, Outdoor Fireplace

East Hampton Estate for 8, Sauna, Soaking Tub, Chef`s Kitchen, Outdoor Fireplace
East Hampton North
The price is ¥37,612
¥122,942 total
includes taxes & fees
Apr 1 - Apr 2
East Hampton Estate for 8, Sauna, Soaking Tub, Chef`s Kitchen, Outdoor Fireplace

Walk to Mansion Beach, Large Yard!

Walk to Mansion Beach, Large Yard!
New Shoreham
9.4 out of 10, Exceptional, (28 reviews)
"This place is great. Great location. Clean."
United States
Jason A.
The price is ¥114,831
¥221,680 total
includes taxes & fees
Apr 15 - Apr 16
Walk to Mansion Beach, Large Yard!

Renovated Townhouse walk to all

Renovated Townhouse walk to all
Greenport
9.6 out of 10, Exceptional, (10 reviews)
"What a wonderful spot! We could walk to town, and a beach. We loved our stay in Greenport! "
United States
Laura B.
The price is ¥35,475
¥81,588 total
includes taxes & fees
Mar 25 - Mar 26
Renovated Townhouse walk to all

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 ¥51,289
¥102,907 total
includes taxes & fees
Mar 30 - Mar 31
Northfork Townhouse walk to all

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, (14 reviews)
"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 ¥71,235
¥141,302 total
includes taxes & fees
Apr 3 - Apr 4
New for 2025 3 Bedroom Retreat 1 Mile from Westerly’s Beautiful Beaches!

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 ¥16,463
¥104,926 total
includes taxes & fees
Mar 25 - Mar 26
BlackBerry Private home with jacuzzi yearlong

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, (20 reviews)
"Great house and hosts! Would definitely go back again."
United States
Jason G.
The price is ¥47,234
¥112,178 total
includes taxes & fees
Mar 25 - Mar 26
NEW Boutique Downtown Home, Shops, Patio, Office, Pets, Walk to Dining

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)
"Just a great experience overall "
United States
Clifford D.
The price is ¥78,992
¥102,080 total
includes taxes & fees
Mar 25 - Mar 26
Harbor View Landing Mystic CT - The Mystic Waterfront House - Third Floor Only

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

Harbor View Landing - The Mystic Waterfront House - Second Floor Only
West Mystic
9.6 out of 10, Exceptional, (8 reviews)
"Awesome time, nice and peaceful "
United States
Dion B.
The price is ¥78,992
¥102,080 total
includes taxes & fees
Mar 25 - Mar 26
Harbor View Landing - The Mystic Waterfront House - Second Floor Only

Beachfront Greenport Villa

Beachfront Greenport Villa
Greenport
9.8 out of 10, Exceptional, (11 reviews)
"Super location - just near The beautiful village of Greenport with a sweeping view of the bay, A very happy house - super Clean, and we had everything that we needed. Meghan was a wonderful host, and answered us quickly with any question that we had. I loved the NorthFork and this home was the perfect place to stay!"
United States
Carine J.
The price is ¥84,770
¥151,652 total
includes taxes & fees
Mar 25 - Mar 26
Beachfront Greenport Villa

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 ¥40,050
¥121,812 total
includes taxes & fees
Apr 20 - Apr 21
Sherman Cottage on the 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

Find out more about Montauk

Montauk Vacation Homes information

Number of reviews
578
Accommodation
117 Vacation Homes
Lowest Price
¥39,932
Highest Price
¥221,680