Montauk, NY Vacation Homes from AED 846

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Our top choices for Montauk vacation homes

A dining area with a round table, six chairs, and a chandelier.

1. Year round Jacuzzi - Blackberry East Hampton Home

East Hampton

Suzanne R.

AED 4,828 total

includes taxes & fees

8 Nov - 9 Nov

A modern kitchen with white cabinetry, a central island, stainless steel appliances, and pendant lighting.

2. Spacious house in East Hampton with heated pool + WFH

East Hampton

ANGELA S.

AED 4,992 total

includes taxes & fees

1 Dec - 2 Dec

A two-story house with a porch and a wooden picnic table in the front yard.

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

Stonington

Jaime M.

A living room with a fireplace, a grey armchair, and a large window.

4. Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Waterford

Elaine A.

AED 1,548 total

includes taxes & fees

9 Nov - 10 Nov

A two-story house with a front porch, a driveway, and a tree in the foreground.

5. Groton Long Point Cottage with AC - 10 Min to Mystic!

Groton

A kitchen with a central island, white cabinetry, and a brick accent wall.

6. Rare Two-House Wainscott Estate: Hot Tub, Pool, Walk to Beach!!

Wainscott

Suzanne B.

AED 7,307 total

includes taxes & fees

9 Nov - 10 Nov

A beach with people sunbathing, a pier extending into the water, and a clear blue sky.

7. The SandPiper

Pipes Cove

Manuela C.

AED 846 total

includes taxes & fees

10 Nov - 11 Nov

A beach with people relaxing under umbrellas, a dock extending into the water, and a forested hill in the background.

8. Aqua Vista

Pipes Cove

Kerri L.

AED 890 total

includes taxes & fees

9 Nov - 10 Nov

A modern living room with a wooden accent wall, a flat-screen TV, a fireplace, and a dining area with a chair and table.

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

Bridgehampton

Katie B.

AED 2,700 total

includes taxes & fees

29 Nov - 30 Nov

An outdoor dining area with hanging lights, palm trees, and a bar.

10. American Beech in Greenport - Petite King Room 7

Greenport

Paul F.

AED 1,066 total

includes taxes & fees

5 Nov - 6 Nov

A beach with people relaxing, a pier extending into the water, and a clear sky.

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

Pipes Cove

Callie E.

AED 1,278 total

includes taxes & fees

5 Nov - 6 Nov

A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

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

Stonington

Bethany M.

AED 1,547 total

includes taxes & fees

9 Nov - 10 Nov

A wooden pathway leading to a beach with scattered rocks and greenery.

13. Beach Block Hideaway

Pipes Cove

Teresa C.

AED 1,574 total

includes taxes & fees

11 Nov - 12 Nov

A backyard with a swimming pool, wicker lounge chairs, and potted plants.

14. Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Sag Harbor

maria m.

AED 3,984 total

includes taxes & fees

5 Nov - 6 Nov

A covered porch with wooden chairs and a bench, overlooking a street with cars and houses.

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

Mystic River Historic District

Brian S.

AED 1,251 total

includes taxes & fees

30 Nov - 1 Dec

A spacious living room with a large sofa, a coffee table, and a dining area with chairs and a table.

16. Groton Home < 1 Mi to Beach on Long Island Sound!

Groton

Lois S.

A modern living room with a fireplace, a large window with a view of a beach, and a 'Welcome to the Farm' sign.

17. Exceptional Contemporary Coastal Retreat-4 King Bedrooms Mystic Noank Groton CT

Groton

Benjamin G.

AED 2,912 total

includes taxes & fees

8 Nov - 9 Nov

A covered patio with a wooden table and white chairs, large windows, and a view of a deck and trees.

18. The Mystic Harbor House · walk downtown Mystic · train · aquarium

Stonington

David C.

AED 2,206 total

includes taxes & fees

17 Nov - 18 Nov

A white house with green shutters, a red door, and a flag.

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

Mystic River Historic District

dolly o.

AED 2,676 total

includes taxes & fees

17 Nov - 18 Nov

A kitchen with a double sink, wooden countertops, a window with a view, and a clock on the wall.

20. Charming Historic House in Downtown Mystic

Mystic

Gina P.

AED 1,651 total

includes taxes & fees

5 Nov - 6 Nov

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Top Montauk Hotel Reviews

Beachcomber Resort at Montauk

10/10 Excellent

"We enjoyed the amazing views from our balcony, and even saw whales and dolphins! Although our room was missing something we needed in the kitchen, the staff was very accommodating and delivered what we needed in a timely fashion. The attendant at the pool was both friendly and helpful. We had a very pleasant experience!"

Hotel Corduroy

10/10 Excellent

"loved this place. Beautiful room with furniture and accessories you'd kill to have at home. From manager Chip to front desk staff, this place really takes care of its guests. And the room was styled out with really worthy snacks and mini bar (and the coolest tea kettle and tea selection). Steps from the beach and all the fun bars and restaurants near the marina. Would go again (bonus, they love dogs; the double queen room was super comfortable for my wife and me, 11yr old and two active dogs)."

Sun N Sound

10/10 Excellent

"I loved it here. The suite I stayed in was clean and the was no issue with parking. The back sitting area was right on the water which was amazing to watch the sunset. I really enjoyed my time at this property. You need a car or uber because nothing was really walkable from here but it was nice to stay on the other side of town. Ill def be back there again!"

Montauk Yacht Club

10/10 Excellent

"The room we stayed in definitely needed maintenance. Frayed carpet edges, unaligned tiles, excessive caulking, calcium buildup, etc. but it was spacious and aesthetically pleasing. However the stay was so relaxing and beautiful even in October. The view was just gorgeous and all the staff was extremely helpful and pleasant. As a nontraditional couple I was extremely pleased with the positive treatment we received. The grounds were well maintained and the spa was amazing. I just got glowing reviews from the people who received the massages and the masseuse really cares for her craft. The food was really fresh and filling. The smoothies were amazing and the vodka pasta met the hype from the reviews. It was an extremely relaxing stay with beautiful views. Will come again."

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Check prices for these dates

Our top choices for Montauk vacation homes

1. Year round Jacuzzi - Blackberry East Hampton Home

2. Spacious house in East Hampton with heated pool + WFH

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

4. Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

5. Groton Long Point Cottage with AC - 10 Min to Mystic!