Book Holiday Homes in Montauk

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Featured Holiday Homes in Montauk

4-bedroom house is across the street from private beach and walk to town

4-bedroom house is across the street from private beach and walk to town

2 out of 5
Montauk
Stay at this vacation home in Montauk. Enjoy a fitness center, a garden, and an in-room coffeemaker. Popular attractions Second House Museum and Kirk Park Beach ...
4-bedroom house is across the street from private beach and walk to town
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready

Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready

Montauk
Book a stay at this beach vacation home in Montauk. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Second House Museum and Kirk Park ...
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready
Secluded 1 Br Cottage on the Lake, Close to Ditch with OS Shower & Fabulous Yard

Secluded 1 Br Cottage on the Lake, Close to Ditch with OS Shower & Fabulous Yard

Montauk
Stay at this vacation home in Montauk. Enjoy free WiFi, a garden, and patios. Popular attractions Montauk Point and Amsterdam Beach State Park are located ...
Secluded 1 Br Cottage on the Lake, Close to Ditch with OS Shower & Fabulous Yard
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Montauk Cozy Beach Studio. Walk to private ocean beach & always pet friendly!

Montauk Cozy Beach Studio. Walk to private ocean beach & always pet friendly!

Montauk
Stay at this vacation home in Montauk. Enjoy a garden, an in-room coffeemaker, and air conditioning. Popular attractions Navy Road Park and Second House Museum ...
Montauk Cozy Beach Studio. Walk to private ocean beach & always pet friendly!
Unobstructed Ocean Views ! A Beautiful Montauk Getaway

Unobstructed Ocean Views ! A Beautiful Montauk Getaway

Montauk
Book a stay at this beach vacation home in Montauk. Enjoy a beach locale, a garden, and patios. Popular attractions Montauk Point and Second House Museum are ...
Unobstructed Ocean Views ! A Beautiful Montauk Getaway
MONTAUK Beach House with pool… Perfect for Families & Friends

MONTAUK Beach House with pool… Perfect for Families & Friends

Montauk
Stay at this vacation home in Montauk. Enjoy private pools, a garden, and patios. Popular attractions Montauk Point and Montauk Downs State Park are located ...
MONTAUK Beach House with pool… Perfect for Families & Friends
Walk 2 Beach; Pool, Hot Tub, Fire Pit in Hither Hills; Private Setting, Sleep 10

Walk 2 Beach; Pool, Hot Tub, Fire Pit in Hither Hills; Private Setting, Sleep 10

Montauk
Stay at this vacation home in Montauk. Enjoy free WiFi, private pools, and a garden. Popular attractions Second House Museum and Kirk Park Beach are located ...
Walk 2 Beach; Pool, Hot Tub, Fire Pit in Hither Hills; Private Setting, Sleep 10
Montauk Beach & Woods...Minutes to the beach, backyard woods!

Montauk Beach & Woods...Minutes to the beach, backyard woods!

Montauk
Stay at this vacation home in Montauk. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Navy Road Park and Second House Museum are located ...
Montauk Beach & Woods...Minutes to the beach, backyard woods!
Georgia Place: Newly Renovated Kitchen, Fire pit, Close to Montauk Downs...

Georgia Place: Newly Renovated Kitchen, Fire pit, Close to Montauk Downs...

Montauk
Stay at this vacation home in Montauk. Enjoy patios, cable/satellite TV service, and in-room washers/dryers. Popular attractions Montauk Point and Montauk Downs ...
Georgia Place: Newly Renovated Kitchen, Fire pit, Close to Montauk Downs...
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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.

Montauk Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Montauk vacation homes are the perfect way for you to wing it.

Holiday houses in Montauk let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Montauk in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Montauk adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Montauk with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Montauk vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Montauk Holiday Homes essential information

Accommodation
128 Holiday Homes
Lowest Price
NZ$287
Highest Price
NZ$1,017
Popular accommodation
4-bedroom house is across the street from private beach and walk to town , Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready, Secluded 1 Br Cottage on the Lake, Close to Ditch with OS Shower & Fabulous Yard, Montauk Cozy Beach Studio. Walk to private ocean beach & always pet friendly!, Unobstructed Ocean Views ! A Beautiful Montauk Getaway , MONTAUK Beach House with pool… Perfect for Families & Friends , Walk 2 Beach; Pool, Hot Tub, Fire Pit in Hither Hills; Private Setting, Sleep 10, Montauk Beach & Woods...Minutes to the beach, backyard woods!, Georgia Place: Newly Renovated Kitchen, Fire pit, Close to Montauk Downs...

Top trending hotels in Montauk

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway, Montauk, NY
The price is NZ$1,017 per night from 8 Apr to 9 Apr
NZ$1,017
includes taxes & fees
8 Apr - 9 Apr
Stay at this 4-star beach resort in Montauk. Enjoy an outdoor pool, a full-service spa, and 2 restaurants. Our guests praise the room service in our reviews. ...
Gurney's Montauk Resort & Seawater Spa
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St., Montauk, NY
The price is NZ$327 per night from 5 May to 6 May
NZ$327
includes taxes & fees
5 May - 6 May
Stay at this 3.5-star aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
Montauk Manor
Montauk Yacht Club

Montauk Yacht Club

4 out of 5
32 Star Island Rd, Montauk, NY
The price is NZ$471 per night from 13 Apr to 14 Apr
NZ$471
includes taxes & fees
13 Apr - 14 Apr
Book a stay at this beach hotel in Montauk. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the property condition ...
Montauk Yacht Club
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Montauk Oceanside Suites

Montauk Oceanside Suites

3 out of 5
115 South Emerson Avenue, Montauk, NY
The price is NZ$287 per night from 10 Apr to 11 Apr
NZ$287
includes taxes & fees
10 Apr - 11 Apr
Stay at this 3-star aparthotel in Montauk. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Montauk Point and South Edison Beach are ...
Montauk Oceanside Suites
Don't see what you're looking for?
See all available properties in Montauk
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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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^Subject to availability and chosen travel dates.