We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Montauk Holiday Vacation with Pools

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    C$2,594 Average
    |||
    |||
    C$0C$1,000+
    Suitability
    More filters
    Travellers to Montauk are booking May dates now. Secure your vacation rental today, and have the perfect trip.
    6 Matching Rentals in MontaukView all 34 rentals
    Sort by:
    Default
    Montauk Royal Atlantic Beach Resort1 / 5
    (1)Average
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Ocean Front Cottage Montauk for rent1 / 25
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    5 Bedrooms, 8 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Housekeeping Included
    • Ocean Views
    • Wi-Fi
    • Washer
    • Hot Tub
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The professionally styled, newly renovated/furnished upside down house is on a private wooded acre with ocean views from the living areas and is one block to ocean beach and Gurney’s. The open living/dining/kitchen and master bedroom suite are on the top floor. An additional bedroom suite, 2...
    View all property information
    Location Information
    Montauk, Hamptons 11954
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Washer
    • Grill
    • Private Outdoor Pool (Heated)
    • Patio
    • DVD Player
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Contemporary Chalet with pool, beautifully furnished, is now available for Montauk's most beautiful season of all … Indian Summer. Accepting reservations for Sept & Oct. 3 Bedrooms / 2 full baths + Outdoor shower Room. Huge wrap around cedar deck. AC in every room (never needed). Perfect central...
    View all property information
    Location Information
    Montauk, Hamptons 11954
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    6 Bedrooms, 4 Bathrooms, Sleeps 13 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Hot Tub
    • Patio
    • Washer
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spend your New York retreat in style by staying at this exquisite 6-bedroom, 4-bath vacation rental home. With room for 13 guests, outstanding at-home amenities including an outdoor swimming pool, fire, and a prime location just a short walk from the beach, this home has everything you need for the...
    View all property information
    Location Information
    Montauk, Hamptons 11954
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 13
    Make Enquiry
    Save time - get the best Montauk rentals sent straight to your email!
    Get the List
    List your property
    Owner log in