Book Holiday Homes in Montauk

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Featured Holiday Homes in Montauk

3-bedroom Montauk Coastal Getaway

3-bedroom Montauk Coastal Getaway

Montauk
With a stay at this vacation home in Montauk (Culloden Shores), you'll be within a 15-minute drive of The Hamptons Beaches and Montauk Point Lighthouse.
3-bedroom Montauk Coastal Getaway
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
With a stay at this vacation home in Montauk, you'll be within a 15-minute drive of The Hamptons Beaches and Montauk Point Lighthouse.
Walk 2 Beach; Pool, Hot Tub, Fire Pit in Hither Hills; Private Setting, Sleep 10
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
When you stay at this vacation home in Montauk, you'll be on the beach, a 1-minute drive from The Hamptons Beaches and 6 minutes from Montauk Point ...
Secluded 1 Br Cottage on the Lake, Close to Ditch with OS Shower & Fabulous Yard
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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
When you stay at this vacation home in Montauk, you'll be on the beach, within a 15-minute drive of The Hamptons Beaches and Montauk Point Lighthouse.
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready
Montauk Beach House Oasis — this Hither Hills Hideaway Has ALL the Stuff

Montauk Beach House Oasis — this Hither Hills Hideaway Has ALL the Stuff

Montauk
Located in Montauk, this vacation home is within a 15-minute drive of The Hamptons Beaches and Montauk Point Lighthouse.
Montauk Beach House Oasis — this Hither Hills Hideaway Has ALL the Stuff
Cosy Christmas in Montauk by a large fireplace and a large hot jacuzzi.

Cosy Christmas in Montauk by a large fireplace and a large hot jacuzzi.

Montauk
With a stay at this vacation home in Montauk, you'll be by the sea, within a 10-minute drive of The Hamptons Beaches and Hither Woods Preserve.
Cosy Christmas in Montauk by a large fireplace and a large hot jacuzzi.
Surf Cottage - Steps from Surf Lodge, Town, and Beach

Surf Cottage - Steps from Surf Lodge, Town, and Beach

Montauk
When you stay at this vacation home in Montauk, you'll be on a lake, a 1-minute drive from The Hamptons Beaches and 9 minutes from Montauk Point Lighthouse.
Surf Cottage - Steps from Surf Lodge, Town, and Beach
NEW LISTING - Newly Renovated Beach Home - Short Walk to Beach and Town

NEW LISTING - Newly Renovated Beach Home - Short Walk to Beach and Town

Montauk
When you stay at this vacation home in Montauk, you'll be by the ocean, a 2-minute drive from The Hamptons Beaches and 9 minutes from Montauk Point ...
NEW LISTING - Newly Renovated Beach Home - Short Walk to Beach and Town
PRICE REDUCED Family Friendly, 3Bd Centrally Located Home with Fenced in Yard

PRICE REDUCED Family Friendly, 3Bd Centrally Located Home with Fenced in Yard

Montauk
When you stay at this vacation home in Montauk, you'll be on a lake, within a 15-minute drive of The Hamptons Beaches and Montauk Point Lighthouse.
PRICE REDUCED Family Friendly, 3Bd Centrally Located Home with Fenced in Yard
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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
131 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
3-bedroom Montauk Coastal Getaway, Walk 2 Beach; Pool, Hot Tub, Fire Pit in Hither Hills; Private Setting, Sleep 10, Secluded 1 Br Cottage on the Lake, Close to Ditch with OS Shower & Fabulous Yard, Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready, Montauk Beach House Oasis — this Hither Hills Hideaway Has ALL the Stuff, Cosy Christmas in Montauk by a large fireplace and a large hot jacuzzi., Surf Cottage - Steps from Surf Lodge, Town, and Beach, NEW LISTING - Newly Renovated Beach Home - Short Walk to Beach and Town, PRICE REDUCED Family Friendly, 3Bd Centrally Located Home with Fenced in Yard

Top trending hotels in Montauk

Montauk Yacht Club

Montauk Yacht Club

4 out of 5
32 Star Island Rd, Montauk, NY
When you stay at Montauk Yacht Club in Montauk, you'll be on the waterfront, within a 15-minute drive of The Hamptons Beaches and Montauk Point Lighthouse.
Montauk Yacht Club
Montauk Blue Hotel

Montauk Blue Hotel

2 out of 5
108 South Emerson Avenue, Montauk, NY
When you stay at Montauk Blue Hotel in Montauk, you'll be on the beach, a 1-minute drive from The Hamptons Beaches and 10 minutes from Montauk Point ...
Montauk Blue Hotel
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway, Montauk, NY
Located in Montauk, Gurney's Montauk Resort & Seawater Spa is by the ocean, a 3-minute drive from Hither Hills State Park and 7 minutes from Shadmoor State ...
Gurney's Montauk Resort & Seawater Spa
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Marram

Marram

4 out of 5
21 Oceanview Terrace, Montauk, NY
When you stay at Marram in Montauk, you'll be on the beach, within a 5-minute drive of South Edison Beach and Ditch Plains Beach.
Marram
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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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