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Our top choices for Montauk vacation homes

1. 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, (186 reviews)
"Fantastic location, great stay as always. Perfect for a weekend getaway."
United States
Jaime M.
The price is ¥19,948
¥46,398 total
includes taxes & fees
Sep 18 - Sep 19
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

2. Unit 1311: Cottage | Garden View | Deuce

Unit 1311: Cottage | Garden View | Deuce
Napeague
8.0 out of 10, Very Good, (2 reviews)
"Great location a few steps always from the ocean and a few minutes away from town"
United States
Jessica S.
The price is ¥95,571
¥163,608 total
includes taxes & fees
Aug 27 - Aug 28
Unit 1311: Cottage | Garden View | Deuce

3. 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, (13 reviews)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
The price is ¥31,200
¥78,104 total
includes taxes & fees
Sep 15 - Sep 16
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

4. Beach Cottage 1 Mile From Weekapaug & Misquamicut

Beach Cottage 1 Mile From Weekapaug & Misquamicut
Westerly
8.8 out of 10, Excellent, (196 reviews)
"This place met all our needs. "
United States
Andrea G.
The price is ¥31,646
¥72,153 total
includes taxes & fees
Sep 8 - Sep 9
Beach Cottage 1 Mile From Weekapaug & Misquamicut

5. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (48 reviews)
"Lovely place, very clean, host was very responsive. Thanks so much!"
United States
Marie H.
The price is ¥31,118
¥59,986 total
includes taxes & fees
Sep 10 - Sep 11
The SandPiper

6. The Blue Anchor House · walk Mystic-Train/Aquarium

The Blue Anchor House · walk Mystic-Train/Aquarium
Stonington
10.0 out of 10, Exceptional, (9 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 ¥32,627
¥75,783 total
includes taxes & fees
Sep 9 - Sep 10
The Blue Anchor House · walk Mystic-Train/Aquarium

7. 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, (175 reviews)
"Great location "
United States
Brian S.
The price is ¥36,863
¥67,901 total
includes taxes & fees
Sep 15 - Sep 16
Charming 1845 Home in the Heart of Mystic – Walk to Everything!

8. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (41 reviews)
"Nice clean space, well appointed and easy walking access to downtown area."
United States
Molly G.
The price is ¥30,855
¥60,925 total
includes taxes & fees
Sep 8 - Sep 9
Aqua Vista

9. Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
Bridgehampton
10.0 out of 10, Exceptional, (1 review)
"We thoroughly enjoyed our stay. The property was exactly as described, very well maintained, comfortable, and welcoming. The location is ideal for exploring the Hamptons, with convenient access to Sag Harbor, East Hampton, and Bridgehampton. We would definitely recommend this property to others visiting the area."
United States
Robert R.
The price is ¥46,599
¥94,998 total
includes taxes & fees
Sep 16 - Sep 17
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

10. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (8 reviews)
"Everything about Beach Block Hideaway was perfect! The house was absolutely immaculate, the kitchen well stocked with plenty of kitchenware, beds very comfortable. Easy walk to town. We have stayed at a number of homes when visiting Greenport over the years but this place is truly the best - highly recommend! "
United States
maureen f.
The price is ¥46,678
¥86,777 total
includes taxes & fees
Sep 16 - Sep 17
Beach Block Hideaway

11. Charming Historic House in Downtown Mystic

Charming Historic House in Downtown Mystic
Mystic
10.0 out of 10, Exceptional, (186 reviews)
"A wonderful stay "
United States
Gina P.
The price is ¥55,539
¥92,351 total
includes taxes & fees
Aug 26 - Aug 27
Charming Historic House in Downtown Mystic

12. American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.4 out of 10, Exceptional, (6 reviews)
"Great place! So nice."
United States
Paul F.
The price is ¥48,893
¥71,047 total
includes taxes & fees
Sep 16 - Sep 17
American Beech in Greenport - Petite King Room 7

13. 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
10.0 out of 10, Exceptional, (2 reviews)
"We have just returned from an amazing summer experience in East Hampton! From the minute I secured the booking to checkout, everything was perfectly smooth! The house was so wonderful, every design detail and amenity…. It was truly like the best of all possible creature comforts…. Fully stocked kitchen, incredible fire pit for late evening s’mores, extraordinary huge pool, patio with outdoor speakers, and enough indoor space meticulously designed and decorated that proved our dream vacation...
United States
GINA W.
The price is ¥94,843
¥220,797 total
includes taxes & fees
Sep 16 - Sep 17
East Hampton Estate for 10, Pool Open! Sauna, Chef`s Kitchen, Outdoor Fireplace

14. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Pipes Cove
10.0 out of 10, Exceptional, (28 reviews)
"We had a great stay!! "
United States
Callie E.
The price is ¥38,766
¥80,627 total
includes taxes & fees
Sep 9 - Sep 10
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

15. 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, (69 reviews)
"Can’t wait to come back!"
United States
Jackie M.
The price is ¥60,523
¥116,082 total
includes taxes & fees
Sep 13 - Sep 14
Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.

16. 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, (28 reviews)
"The house was very clean and big it was perfect for a little getaway with friends"
United States
Anna F.
The price is ¥87,027
¥161,803 total
includes taxes & fees
Sep 2 - Sep 3
3 BR Retreat 1 Mile to Westerly Beaches! 1 Bed King, 3 Queen Beds& Pull Out Sofa

17. 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 ¥62,501
¥101,307 total
includes taxes & fees
Sep 10 - Sep 11
Perfect Group Escape · Coastal Mystic Ranch

18. 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, (95 reviews)
"Great location responsive hosts fully stocked cozy accommodations "
United States
dolly o.
Historic 1810 Captain Burrows Home~ A Nautical New England Inspiration!

19. 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 price is ¥70,762
¥124,843 total
includes taxes & fees
Sep 3 - Sep 4
The Mystic Harbor House · walk downtown Mystic · train · aquarium

20. 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
9.6 out of 10, Exceptional, (4 reviews)
"Lovely property, with great views and access to kayaks, paddle boards and peddle boats for added fun. They also had a large tented area by the dock that allowed a shaded area which was perfect as we had an infant with us. We rented both the first and second floors together which worked great for six adults and an infant. The second floor was smaller than the first - a smaller living area and kitchen, and a little two-chair deck - but comfortable for what we needed. The home was sound proof...
United States
Valerie T.
The price is ¥63,134
¥81,623 total
includes taxes & fees
Aug 23 - Aug 24
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

Find out more about Montauk

Montauk Vacation Homes information

Number of reviews
1,142
Accommodation
83 Vacation Homes
Lowest Price
¥46,398
Highest Price
¥220,797