A lighthouse on a rocky outcrop with a grassy area and buildings nearby.

Holiday Homes in Montauk

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Our top choices for Montauk holiday homes

1. Montauk Beach Retreat — 3BR, Steps to Beach, BBQ, Patio & Outdoor Shower

Montauk Beach Retreat — 3BR, Steps to Beach, BBQ, Patio & Outdoor Shower
Culloden Shores
8.6 out of 10, Excellent, (4 reviews)
"Definitely more space than expected, and super close to everything in Montauk. Planning on coming back next year!"
United States
Nick M.
The price is AU$1,682
includes taxes & fees
1 Oct - 2 Oct
Montauk Beach Retreat — 3BR, Steps to Beach, BBQ, Patio & Outdoor Shower

2. BlackBerry Private home with jacuzzi yearlong

BlackBerry Private home with jacuzzi yearlong
East Hampton
9.2 out of 10, Wonderful, (7 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 AU$1,806
includes taxes & fees
14 Sept - 15 Sept
BlackBerry Private home with jacuzzi yearlong

3. 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 AU$1,076
includes taxes & fees
14 Sept - 15 Sept
Unit 1311: Cottage | Garden View | Deuce

4. 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 AU$408
includes taxes & fees
11 Oct - 12 Oct
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

5. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful 2 bedroom close to town. The house is well kept we would rent here again."
United States
Teresa C.
The price is AU$572
includes taxes & fees
14 Sept - 15 Sept
Beach Block Hideaway

6. 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, (178 reviews)
"Great location "
United States
Brian S.
The price is AU$492
includes taxes & fees
7 Oct - 8 Oct
Charming 1845 Home in the Heart of Mystic – Walk to Everything!

7. 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, (31 reviews)
"We had a great stay!! "
United States
Callie E.
The price is AU$581
includes taxes & fees
15 Sept - 16 Sept
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

8. 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 AU$802
includes taxes & fees
22 Sept - 23 Sept
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

9. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (45 reviews)
"Great location and nice spot."
United States
Kerri L.
The price is AU$451
includes taxes & fees
7 Oct - 8 Oct
Aqua Vista

10. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (52 reviews)
"Very wonderful location so close to the train station will come back soon"
United States
Julian V.
The price is AU$524
includes taxes & fees
28 Sept - 29 Sept
The SandPiper

11. Designer East Hampton Farmhouse - Bike to Amagansett, EH & Ocean Beaches, Pool

Designer East Hampton Farmhouse - Bike to Amagansett, EH & Ocean Beaches, Pool
East Hampton North
The price is AU$1,435
includes taxes & fees
28 Sept - 29 Sept
Designer East Hampton Farmhouse - Bike to Amagansett, EH & Ocean Beaches, Pool

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

Spacious house in East Hampton with heated pool + WFH
East Hampton
8.0 out of 10, Very good, (2 reviews)
"Great clean beautiful property."
United States
ANGELA S.
The price is AU$1,552
includes taxes & fees
4 Oct - 5 Oct
Spacious house in East Hampton with heated pool + WFH

13. Charming Historic House in Downtown Mystic

Charming Historic House in Downtown Mystic
Mystic
10.0 out of 10, Exceptional, (190 reviews)
"A wonderful stay "
United States
Gina P.
The price is AU$653
includes taxes & fees
23 Sept - 24 Sept
Charming Historic House in Downtown Mystic

14. Unit 511: Cottage | Ocean View | Nautilus

Unit 511: Cottage | Ocean View | Nautilus
Napeague
10.0 out of 10, Exceptional, (3 reviews)
"Had a great weekend. Right on beach. Beautiful."
United States
Steven B.
The price is AU$1,398
includes taxes & fees
14 Sept - 15 Sept
Unit 511: Cottage | Ocean View | Nautilus

15. 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 AU$494
includes taxes & fees
16 Sept - 17 Sept
American Beech in Greenport - Petite King Room 7

16. East Hampton Estate for 10, Pool Open through October, Sauna, Chef`s Kitchen, Outdoor Fireplace

East Hampton Estate for 10, Pool Open through October, Sauna, Chef`s Kitchen, Outdoor Fireplace
East Hampton North
10.0 out of 10, Exceptional, (2 reviews)
"This house is absolutely wonderful and in a great location. It is beautifully decorated and the grounds are immaculate. The host has paid close attention to detail; everything we could ever need was there! We loved our stay, highly highly recommend ....."
United States
Carolyn C.
The price is AU$1,597
includes taxes & fees
16 Sept - 17 Sept
East Hampton Estate for 10, Pool Open through October, Sauna, Chef`s Kitchen, Outdoor Fireplace

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

Groton Home < 1 Mi to Beach on Long Island Sound!
Groton
10.0 out of 10, Exceptional, (32 reviews)
"Home more than exceeded our expectations! There were plenty of different areas for conversation, kitchen was more than well stocked for cooking meals and the place was spotless! View from the back of the house was wonderful, overlooking the golf course and water."
United States
Mark S.
The price is AU$1,109
includes taxes & fees
5 Oct - 6 Oct
Groton Home < 1 Mi to Beach on Long Island Sound!

18. 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, (70 reviews)
"Great spot in walking distance to everything in Mystic!!"
United States
Mike O.
The price is AU$965
includes taxes & fees
21 Sept - 22 Sept
Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.

19. 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)
"We will be back! great, responsive owners, phenomenal property and location! Go get breakfast at The Eatery down the road, it’s amazing!!"
United States
Travis C.
3 BR Retreat 1 Mile to Westerly Beaches! 1 Bed King, 3 Queen Beds& Pull Out Sofa

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 AU$621
includes taxes & fees
14 Sept - 15 Sept
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 Holiday Homes information

Number of reviews
851
Accommodation
76 Holiday Homes
Lowest Price
AU$408
Highest Price
AU$1,806

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