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Montauk Holiday Rentals

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82 rentals in Montauk.
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Beach House W/Short Walk to Ditch Plains Beach, holiday rental in Montauk

Beach House W/Short Walk to Ditch Plains Beach

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Waterfront Cottage Perfection, holiday rental in Montauk

Waterfront Cottage Perfection

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Backyard Sanctuary.  Close to beach, harbor, golf.    Perfect family getaway., holiday rental in Montauk

Backyard Sanctuary. Close to beach, harbor, golf. Perfect family getaway.

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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MONTAUK CONDO RENOVATED 1 BEDROOM WATERFRONT ON FORT POND BAY, holiday rental in Montauk

MONTAUK CONDO RENOVATED 1 BEDROOM WATERFRONT ON FORT POND BAY

1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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WFH Cottage - Fast WiFi, holiday rental in Montauk

WFH Cottage - Fast WiFi

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Montauk Surf Club Oceanside Resort Condominium, holiday rental in Montauk

Montauk Surf Club Oceanside Resort Condominium

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Ditch Plains Perfection- Walk to Beach, holiday rental in Montauk

Ditch Plains Perfection- Walk to Beach

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Montauk Condo ~ Stunning Sunsets & the Sea at Your Doorstep, holiday rental in Montauk

Montauk Condo ~ Stunning Sunsets & the Sea at Your Doorstep

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Private Montauk Setting; Walk to Beach & Town; Large Pool; Jacuzzi; Kid Friendly, holiday rental in Montauk

Private Montauk Setting; Walk to Beach & Town; Large Pool; Jacuzzi; Kid Friendly

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Twin Pond Ocean Front Cottage with Beach Pass, holiday rental in Montauk

Twin Pond Ocean Front Cottage with Beach Pass

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Ditch Plains Beach Cottage- Walk to Beach, holiday rental in Montauk

Ditch Plains Beach Cottage- Walk to Beach

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Gorgeous Ditch Plains Beach House- Walk to Beach, holiday rental in Montauk

Gorgeous Ditch Plains Beach House- Walk to Beach

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Ditch Plains Leisurama - Entire House Available, holiday rental in Montauk

Ditch Plains Leisurama - Entire House Available

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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PERFECT 1,000 sq. ft  Montauk Oceanfront 3 Level Condo, holiday rental in Montauk

PERFECT 1,000 sq. ft Montauk Oceanfront 3 Level Condo

1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
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CLASSIC LEISURAMA AT DITCH PLAINS, holiday rental in Montauk

CLASSIC LEISURAMA AT DITCH PLAINS

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Charming Montauk Condo with Ocean Views, holiday rental in Montauk

Charming Montauk Condo with Ocean Views

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Montauk 3 Bedrm+, w Pool, Hither Hills, 1 block to beach, holiday rental in Montauk

Montauk 3 Bedrm+, w Pool, Hither Hills, 1 block to beach

3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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High End Summer Beach House w/ heated pool & hot tub w/ beach access, holiday rental in Montauk

High End Summer Beach House w/ heated pool & hot tub w/ beach access

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Ocean Front Cottage Montauk for rent, holiday rental in Montauk

Ocean Front Cottage Montauk for rent

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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A chic, modern and extremely clean Montauk beach house with a new pool and patio, holiday rental in Montauk

A chic, modern and extremely clean Montauk beach house with a new pool and patio

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Modern Home w/Ocean View & Heated Pool, private beach access, holiday rental in Montauk

Modern Home w/Ocean View & Heated Pool, private beach access

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Private Residence minutes from Montauk Marinas., holiday rental in Montauk

Private Residence minutes from Montauk Marinas.

1 bedroom
2 bathrooms
Sleeps 5
Match: Sleeps
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Montauk-Paradise Found/Beautiful 4 bed/2 bath Beach House Walk to Ocean & Town, holiday rental in Montauk

Montauk-Paradise Found/Beautiful 4 bed/2 bath Beach House Walk to Ocean & Town

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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4 Season Design Forward beach house w/ sauna, holiday rental in Montauk

4 Season Design Forward beach house w/ sauna

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Breathtaking Oceanfront Property at Ditch Plains Beach., holiday rental in Montauk

Breathtaking Oceanfront Property at Ditch Plains Beach.

3 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Montauk-Ditch Plains-3 Minute Walk to Beach-EH #20-1311, holiday rental in Montauk

Montauk-Ditch Plains-3 Minute Walk to Beach-EH #20-1311

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Beautiful Home in Quiet Neighborhood with Hither HIlls Beach RIghts, holiday rental in Montauk

Beautiful Home in Quiet Neighborhood with Hither HIlls Beach RIghts

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Bright and airy beach house with heated pool- minutes from everything fun!, holiday rental in Montauk

Bright and airy beach house with heated pool- minutes from everything fun!

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Updated Tranquil Montauk Property -Perfect Fall Rental!, holiday rental in Montauk

Updated Tranquil Montauk Property -Perfect Fall Rental!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Montauk beach house in Hither Hills with ocean views, holiday rental in Montauk

Montauk beach house in Hither Hills with ocean views

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Renovated & Tranquil Montauk House Near Ocean, Bay, Sports - VERY WELL PRICED, holiday rental in Montauk

Renovated & Tranquil Montauk House Near Ocean, Bay, Sports - VERY WELL PRICED

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Kalaloo - Montauk Cabin-esque away from the crowds, holiday rental in Montauk

Kalaloo - Montauk Cabin-esque away from the crowds

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Family Beach House!, holiday rental in Montauk

Family Beach House!

4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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New Listing: Lake Montauk Views, Easy Access to Swimming, Boating and Sailing, holiday rental in Montauk

New Listing: Lake Montauk Views, Easy Access to Swimming, Boating and Sailing

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Bright, Open Contemporary Home, Short Walk To Beach In A Quiet Neighborhood, holiday rental in Montauk

Bright, Open Contemporary Home, Short Walk To Beach In A Quiet Neighborhood

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Cottage by the Sea, holiday rental in Montauk

Cottage by the Sea

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Gorgeous 5 bedroom beach house in Culloden, holiday rental in Montauk

Gorgeous 5 bedroom beach house in Culloden

5 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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One of a Kind Oceanview Cottage, holiday rental in Montauk

One of a Kind Oceanview Cottage

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Take an early morning walk to beautiful private beach in Hither Hills, holiday rental in Montauk

Take an early morning walk to beautiful private beach in Hither Hills

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Shhh.. It's a secret. Secluded Beach House,1.7 Acre, Hither Hills, Walk to beach, holiday rental in Montauk

Shhh.. It's a secret. Secluded Beach House,1.7 Acre, Hither Hills, Walk to beach

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Ditch Plains Salt Box, holiday rental in Montauk

Ditch Plains Salt Box

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Hither Hills 2BR Montauk Cottage - walk to beach!, holiday rental in Montauk

Hither Hills 2BR Montauk Cottage - walk to beach!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Perfect Home-Away in Montauk! Remote-access friendly for all!, holiday rental in Montauk

Perfect Home-Away in Montauk! Remote-access friendly for all!

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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New Listing: New Furnishings and Appliances, Two Master Bedrooms, Minutes..., holiday rental in Montauk

New Listing: New Furnishings and Appliances, Two Master Bedrooms, Minutes...

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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New Listing: Beachfront Slice of Heaven on the Bay, holiday rental in Montauk

New Listing: Beachfront Slice of Heaven on the Bay

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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4 bedroom Ditch Plains Montauk.  3 blocks to the beach and ocean views, holiday rental in Montauk

4 bedroom Ditch Plains Montauk. 3 blocks to the beach and ocean views

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Fully Renovated Beautiful Montauk Waterfront Condo, holiday rental in Montauk

Fully Renovated Beautiful Montauk Waterfront Condo

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Montauk Royal Atlantic Beach Resort, holiday rental in Montauk

Montauk Royal Atlantic Beach Resort

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Montauk Oceanfront Estate, holiday rental in Montauk

Montauk Oceanfront Estate

5 bedrooms
8 bathrooms
Sleeps 10
Match: Sleeps
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Montauk Home With Private Pool In Quiet Neighborhood, holiday rental in Montauk

Montauk Home With Private Pool In Quiet Neighborhood

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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