Holiday Homes in Montauk

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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Montauk holiday homes

Smart TV, books

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 NZ$432
includes taxes & fees
29 Mar - 30 Mar
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Exterior

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 NZ$1,118
includes taxes & fees
29 Mar - 30 Mar
Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!
Property grounds

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, (164 reviews)
"Very welcoming, clean, lots of personality"
United States
Christine B.
The price is NZ$509
includes taxes & fees
29 Mar - 30 Mar
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
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
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 NZ$749
includes taxes & fees
1 Apr - 2 Apr
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
3 bedrooms, iron/ironing board, Internet, bed sheets

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 NZ$1,098
includes taxes & fees
4 Apr - 5 Apr
Harbor View Landing Mystic CT - The Mystic Waterfront House - Third Floor Only
Interior

Charming Historic House in Downtown Mystic

Charming Historic House in Downtown Mystic
Mystic
10.0 out of 10, Exceptional, (170 reviews)
"Super cute house! Perfect for a stay to view the area! "
United States
Rocky & Jessica V.
The price is NZ$779
includes taxes & fees
5 Apr - 6 Apr
Charming Historic House in Downtown Mystic
Fridge, microwave, oven, stovetop

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)
"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 NZ$649
includes taxes & fees
29 Mar - 30 Mar
The Blue Anchor House · walk Mystic-Train/Aquarium
TV, fireplace, stereo, offices

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 NZ$1,294
includes taxes & fees
1 Apr - 2 Apr
East Hampton Estate for 8, Sauna, Soaking Tub, Chef`s Kitchen, Outdoor Fireplace
On the beach, sun-loungers

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 NZ$2,214
includes taxes & fees
15 Apr - 16 Apr
Walk to Mansion Beach, Large Yard!
Terrace/patio

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 NZ$456
includes taxes & fees
5 Apr - 6 Apr
American Beech in Greenport - Petite King Room 7
Living area

Newly Renovated Sag Harbor Beach House with Pool

Newly Renovated Sag Harbor Beach House with Pool
Sag Harbor
The price is NZ$1,139
includes taxes & fees
29 Mar - 30 Mar
Newly Renovated Sag Harbor Beach House with Pool
Smart TV, fireplace

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 NZ$1,009
includes taxes & fees
29 Mar - 30 Mar
Renovated Townhouse walk to all
Dining

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 NZ$1,165
includes taxes & fees
8 Apr - 9 Apr
The Mystic Harbor House · walk downtown Mystic · train · aquarium
Exterior

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 NZ$1,501
includes taxes & fees
3 Apr - 4 Apr
New for 2025 3 Bedroom Retreat 1 Mile from Westerly’s Beautiful Beaches!
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.
The price is NZ$1,136
includes taxes & fees
29 Mar - 30 Mar
BlackBerry Private home with jacuzzi yearlong
Dining

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 NZ$1,244
includes taxes & fees
29 Mar - 30 Mar
Northfork Townhouse walk to all
Marina

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

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 NZ$1,290
includes taxes & fees
20 Apr - 21 Apr
Sherman Cottage on the Beach
3 bedrooms, iron/ironing board, Internet, bed sheets

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 NZ$1,096
includes taxes & fees
29 Mar - 30 Mar
Harbor View Landing - The Mystic Waterfront House - Second Floor Only
Property grounds

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 NZ$881
includes taxes & fees
8 Apr - 9 Apr
Harbor View Landing Mystic CT - The Bluffs Waterfront House - Second Floor Only
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
"Absolutely beautiful property- laid back but classically tasteful. Staff was wonderful…Mimmeo & Sebastian are fabulous & friendly & Ivette in the spa gave a top notch massage. Gigi’s never disappointed! I will absolutely be back. "
Tamra 3-night trip
Posted 9 hours ago
Gurney's Montauk Resort & Seawater Spa

Find out more about Montauk

Montauk Holiday Homes information

Number of reviews
728
Accommodation
89 Holiday Homes
Lowest Price
NZ$432
Highest Price
NZ$2,214

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