Fort Pond Rentals
- From $621 per night (USD)
VRBO
Beautiful Oceanfront views in the heart of Montauk. Sleeps up to 6.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the heart of town, this 3 story condo is located a short walk to shops, restaurants and supermarket. The bea ...
From $621 per night (USD)VRBO
- From $366 per night (USD)
Expedia
Fantastic waterfront home with pond access, firepit, two decks, WiFi & gas grill
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Fort Pond Paradise Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $366 per night (USD)Expedia
- From $439 per night (USD)
VRBO
Huge Montauk Cottage W Private Full Bath & Shower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Your very own Montauk Cottage on lush, green acres. Owner occupied main house across yard. Original Estate section of Mo ...
From $439 per night (USD)VRBO
- From $2639 per night (USD)
VRBO
Comfort and Relaxation! 3 Convenient Units, Beachfront Property, Onsite Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Picture yourself experiencing the ultimate getaway in Montauk, where every moment is filled with comfort, luxury, and re ...
From $2639 per night (USD)VRBO
- From $2575 per night (USD)
VRBO
Experience Soothing Moments & Luxury! 4 Relaxing Units, Beachfront, Onsite Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Picture yourself experiencing the ultimate getaway in Montauk, where every moment is filled with comfort, luxury, and re ...
From $2575 per night (USD)VRBO
- From $319 per night (USD)
VRBO
Your Ultimate Leisure Stay Near Beach! Free Parking, Onsite Swimming Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Picture yourself experiencing the ultimate getaway in Montauk, where every moment is filled with comfort, luxury, and re ...
From $319 per night (USD)VRBO
- From $3529 per night (USD)
VRBO
Indulge In An Unforgettable Getaway Experience! 4 Relaxing Units, Free Parking
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Picture yourself experiencing the ultimate getaway in Montauk, where every moment is filled with comfort, luxury, and re ...
From $3529 per night (USD)VRBO
- From $1531 per night (USD)
VRBO
Enjoy a Hassle-Free and Comfortable Stay! 2 Relaxing Units, Free Parking, Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Picture yourself experiencing the ultimate getaway in Montauk, where every moment is filled with comfort, luxury, and re ...
From $1531 per night (USD)VRBO
- From $765 per night (USD)
VRBO
Ideal Mix of Comfort and Value! Beachfront Property, Free Parking, Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Picture yourself experiencing the ultimate getaway in Montauk, where every moment is filled with comfort, luxury, and re ...
From $765 per night (USD)VRBO
- From $1759 per night (USD)
VRBO
Indulge In Opulent Comfort! 2 Convenient Units, Beachfront Property, Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Picture yourself experiencing the ultimate getaway in Montauk, where every moment is filled with comfort, luxury, and re ...
From $1759 per night (USD)VRBO
- From $2204 per night (USD)
VRBO
Situated on the Beach! 3 Family-friendly Units, Beachfront Property, Onsite Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Picture yourself experiencing the ultimate getaway in Montauk, where every moment is filled with comfort, luxury, and re ...
From $2204 per night (USD)VRBO
- From $1279 per night (USD)
VRBO
Modern Beach Getaway with Ocean Views & Heated Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
Newly built modern and stylish home, nestled hilltop behind Fort Pond with panoramic rooftop views from the ocean to the ...
From $1279 per night (USD)VRBO
- From $700 per night (USD)
VRBO
Seaside Cottage 5 min walk to beach! No permit needed! Families preferred!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Newly and completely renovated quaint, cozy cottage with one downstairs bedroom with adjacent full bath and three railro ...
From $700 per night (USD)VRBO
- From $1160 per night (USD)
Expedia
Montauk Modern Home water views walking distance to popular restaurant and bars
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Relax with the whole family at this peaceful place to stay. This home is a brand new construction situation with water v ...
From $1160 per night (USD)Expedia
- From $1500 per night (USD)
VRBO
Ocean Views! Stone's Throw to Beach\/Town! Newly Renovated 4 BR!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Discover the epitome of coastal elegance in this newly renovated 4-bed, 2.5-bath Montauk beach haven with mesmerizing oc ...
From $1500 per night (USD)VRBO
- From $615 per night (USD)
Expedia
Waterfront Condominium on Fort Pond Bay with beautiful Sunsets
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy the many amenities on property which include a 1,075 ft fishing pier with gazebo, 5 tennis courts, 30 x 70 heated ...
From $615 per night (USD)Expedia
- Click For Pricing
VRBO
5 Bedroom Montauk Retreat\n
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
This property features a generously sized primary bedroom en-suite and 4 comfortably sized bedrooms across 2 levels of l ...
Click For PricingVRBO
- From $489 per night (USD)
Expedia
Condo on the Sound w\/Beautiful Sunsets!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
One bedroom co-op in Port Royal. This co-op is located on Fort Pond Bay minutes away from Navy Beach restaurant. It’s q ...
From $489 per night (USD)Expedia
- Click For Pricing
VRBO
Spacious 5 BR Montauk Home with Fabulous Sunset Views
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Spacious 5 Bedroom "upside down" home with remarkable sunsets and decks on every floor. House has 5 large bedrooms, 3.5 ...
Click For PricingVRBO
- From $939 per night (USD)
VRBO
Relax and Unwind! Free Parking & Breakfast, Outdoor Pool, Beach Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy the simple pleasures of life and discover a unique world of comfort and luxury in this beachfront tourist destinat ...
From $939 per night (USD)VRBO
- From $723 per night (USD)
VRBO
Relax and Recharge! Free Parking & Breakfast, Near Shadmoor State Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy the simple pleasures of life and discover a unique world of comfort and luxury in this beachfront tourist destinat ...
From $723 per night (USD)VRBO
- From $723 per night (USD)
VRBO
Your Home Away From Home! Free Parking & Breakfast, Beach Access, Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Enjoy the simple pleasures of life and discover a unique world of comfort and luxury in this beachfront tourist destinat ...
From $723 per night (USD)VRBO
- From $810 per night (USD)
VRBO
JUST LISTED! NEWLY RENOVATED Beautiful 4 bed with gorgeous pool area
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Nestled in the one of a kind beach town that is Montauk, this recently remodeled rental property offers a luxurious esca ...
From $810 per night (USD)VRBO
- From $1499 per night (USD)
VRBO
Waterfront Lake House
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
One of our development boasts 6 beds/5.5 baths walking distance to Duryea’s Lobster Deck & Montauket. Walking distance t ...
From $1499 per night (USD)VRBO
- From $939 per night (USD)
VRBO
Look No Further! Free Parking & Breakfast, Pool, Minutes to Kirk Park Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Enjoy the simple pleasures of life and discover a unique world of comfort and luxury in this beachfront tourist destinat ...
From $939 per night (USD)VRBO
- From $773 per night (USD)
VRBO
Oceanview Double Queen Room at Marram
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy the simple pleasures of life and discover a unique world of comfort and luxury in this beachfront tourist destinat ...
From $773 per night (USD)VRBO
- From $1004 per night (USD)
VRBO
Look No Further! Free Parking & Breakfast, Pool, Minutes to Kirk Park Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy the simple pleasures of life and discover a unique world of comfort and luxury in this beachfront tourist destinat ...
From $1004 per night (USD)VRBO
- From $773 per night (USD)
VRBO
A Place You'll Surely Enjoy! Free Parking & Breakfast, Outdoor Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy the simple pleasures of life and discover a unique world of comfort and luxury in this beachfront tourist destinat ...
From $773 per night (USD)VRBO
- From $773 per night (USD)
VRBO
Oceanview King Room at Marram
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy the simple pleasures of life and discover a unique world of comfort and luxury in this beachfront tourist destinat ...
From $773 per night (USD)VRBO
- From $1004 per night (USD)
VRBO
Prime Location! Free Parking & Breakfast, Pool, Near Second House Museum
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy the simple pleasures of life and discover a unique world of comfort and luxury in this beachfront tourist destinat ...
From $1004 per night (USD)VRBO
- From $1606 per night (USD)
VRBO
Beach House, 2 Master Suites, Pool, Hot Tub, Beach Parking Pass,
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Newly Built Home, Pool, Spa, Large Deck. Open concept Living Dining Kitchen, High end chefs kitchen, wolf stove and all ...
From $1606 per night (USD)VRBO
- From $723 per night (USD)
VRBO
Dune Patio King Room at Marram
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy the simple pleasures of life and discover a unique world of comfort and luxury in this beachfront tourist destinat ...
From $723 per night (USD)VRBO
- From $773 per night (USD)
VRBO
Just What You Were Looking For! Free Parking & Breakfast, Beach Access, Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy the simple pleasures of life and discover a unique world of comfort and luxury in this beachfront tourist destinat ...
From $773 per night (USD)VRBO
- From $1215 per night (USD)
VRBO
Montauk Panoramic- Luxury home with heated pool -game room- large deck
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Your vacation starts here at this lovely four bedroom home with water views of Long Island sound. A short ride to the be ...
From $1215 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Romantic, sexy and unique treat in an opulent, historic grand hotel and resort .
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Very Spacious & Romantic, warm & inviting get-a-way. 2 TV's, imitation but charming fireplace, lots of safe candles, fu ...
From $300 per night (USD)VRBO
- Click For Pricing
VRBO
MONTAUK MODERN WITH OCEAN VIEWS
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 6
Spend your summer in this modern home. Gorgeous ocean and pond views from every room. The first floor open layout featur ...
Click For PricingVRBO
- From $550 per night (USD)
VRBO
Waterfront 1 bedroom condo. Private beach, pool, tennis, fishing pier.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Waterfront one bedroom condo. updated kitchen, and recently renovated bathroom with large walk-in shower. Bedroom feat ...
From $550 per night (USD)VRBO
- From $1800 per night (USD)
VRBO
Oceanfront Home In Downtown Montauk!!! Private Ocean Beach Path!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
OCEANFRONT ESCAPE IN DOWNTOWN MONTAUK WITH PANORAMIC VIEWS AND YOUR OWN PRIVATE PATH TO THE BEACH 3BR/1.5BA Oceanfront ...
From $1800 per night (USD)VRBO
- From $1499 per night (USD)
VRBO
NEW POOL! Bright Immaculate Waterview Home- New Pool Coming Summer 2024!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
New inground pool coming for summer 2024! Your family will be close to everything when you stay at this centrally-locate ...
From $1499 per night (USD)VRBO
- From $518 per night (USD)
VRBO
Beautiful Updated Montauk Apartment with Ocean View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
An updated 1 bedroom/1 bathroom waterfront condo with the most serene and beautiful sunset views. Located in a quiet bea ...
From $518 per night (USD)VRBO
- From $450 per night (USD)
VRBO
Beachside Bliss at Montauk's Surf Club - 2BR Condo with Resort Amenities!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our charming 2-bedroom condo nestled within the serene Surf Club community in Montauk, New York. Perfectly si ...
From $450 per night (USD)VRBO
- From $547 per night (USD)
VRBO
2 Bedroom Waterfront condo on Fort Pond Bay
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 9
Waterfront two bedroom condo. Recently renovated kitchen, and bathrooms with walk-in showers in each. Master bedroom ...
From $547 per night (USD)VRBO
- From $450 per night (USD)
VRBO
Montauk condo \nA little slice of heaven steps from a private ocean beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Cozy studio with a stunning ocean view from our private deck overlooking the pool. A few steps to the ocean. Private bea ...
From $450 per night (USD)VRBO
- From $912 per night (USD)
VRBO
Mid-Century Modern Montauk Beach House with Sweeping Ocean Views, Next to...
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Modern Montauk Beach Hous ...
From $912 per night (USD)VRBO
- From $360 per night (USD)
VRBO
Classic Montauk Beach Cottage, Quick Walk to Beach and Town
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Charming, low key, tranquil one-bedroom beach cottage set around lush courtyard back from shore of Fort Pond with glimps ...
From $360 per night (USD)VRBO
- From $959 per night (USD)
VRBO
Airy, Light Filled, Beach Escape
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Airy, light filled, beachy saltbox home 1.6 miles from Ditch Plains & 1 mile from town. Located on a peaceful, dead end ...
From $959 per night (USD)VRBO
- From $300 per night (USD)
VRBO
OceanView Studio 3 Twin Pond
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Studio 3, located at 743 Old Montauk Hwy, is a studio with a queen bed, dining for 2, and a galley kitchen ( no cooktop) ...
From $300 per night (USD)VRBO
- From $827 per night (USD)
VRBO
Charming bungalow a few minutes walk to beach and town
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our comfy bungalow is our pride and joy! It’s a few mins walk to the beach and the center of town, in a quiet residentia ...
From $827 per night (USD)VRBO
- From $1373 per night (USD)
VRBO
Gorgeous oasis with full amenities near all that Montauk has to offer
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
This unique modern home has an open floor plan with comfortable seating for large families or groups of friends. It boa ...
From $1373 per night (USD)VRBO
- From $1390 per night (USD)
VRBO
Great Location - 3 BR \/ 1 BA, Pond Front - Perfect Getaway House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Short walking distance to town, beaches & golf course. Beautiful pond in your own backyard offers tranquility & fishing ...
From $1390 per night (USD)VRBO
- From $296 per night (USD)
VRBO
Montauk Sunset Cottage overlooking Garden! Walk to Train, Montauket and Duryea's
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Brand new 2 bedroom 1 bathroom first floor apartment overlooking a charming garden. Separate entrance, with dedicated pa ...
From $296 per night (USD)VRBO
- From $2200 per night (USD)
VRBO
Heated saltwater pool at Montauk beach house, close to Ditch Plains and Town
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Light filled and extremely clean, well appointed 4 bedroom house in a great location in Montauk, just a 2 minute drive o ...
From $2200 per night (USD)VRBO
- Click For Pricing
VRBO
NEW pool & deck!Relax at this resort like home.Less than 1 mile to bch & town!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
A new summer rental in Montauk, this newly furnished 5 bedroom, 3 bath home is the perfect spot to enjoy a relaxing and ...
Click For PricingVRBO
- Click For Pricing
VRBO
Montauk summer home on a quiet street
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Montauk summer home. Perfect house for entertaining. Central location to Ditch Plains, Gosman's Dock, Montauk Downs, T ...
Click For PricingVRBO
- From $432 per night (USD)
VRBO
Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly Renovated (completed May 2022)! 1 Bedroom Condo with high-end finishes all around. Queen bed in private bedroom, ...
From $432 per night (USD)VRBO
- From $2500 per night (USD)
VRBO
Surfers Paradise - Walk to Town AND Ocean.
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
The Compass House was designed by Mark Matthews and is the ultimate artists/beach lover/surfers retreat. One block from ...
From $2500 per night (USD)VRBO
- From $1200 per night (USD)
VRBO
Modern Montauk Marvel
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Private, quiet modern home on dead end street. Water views. Terrific location to relax to natures sounds. Short walk ...
From $1200 per night (USD)VRBO
- From $377 per night (USD)
VRBO
Condo on the Sound - Navy Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Quiet, 1 bedroom co-op in Port Royal complex on the sound, minutes away from Navy Beach restaurant/club, the Montauk tra ...
From $377 per night (USD)VRBO
- From $473 per night (USD)
VRBO
Newly Renovated 1 bedroom\/ 1 bathroom Montauk Oceanside Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located directly across the Old Montauk highway from beautiful Montauk Beach. Private balcony with amazing ocean view, h ...
From $473 per night (USD)VRBO
- From $1350 per night (USD)
VRBO
Spacious Home with Amazing Golf Course View
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Spacious centrally located four bedroom, three full bath home... Tastefully decorated home with sweeping views of the 13 ...
From $1350 per night (USD)VRBO
- From $1171 per night (USD)
VRBO
FULLY RENOVATED HOME WITH POOL
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This newly renovated home is centrally located a mile to either Montauk town or beaches. All new modern kitchen, bathroo ...
From $1171 per night (USD)VRBO
- Click For Pricing
VRBO
Montauk Home - Walking Distance to Town, Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Relax and unwind in this unique Montauk home. A comfortable home with two wrap around porches, perfect for enjoying the ...
Click For PricingVRBO
- From $877 per night (USD)
VRBO
SERENE SALTBOX WITH POND & SUNSET VIEWS
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Situated along private driveway, this upside down cedar saltbox affords both pond and sunsets views in a secluded half a ...
From $877 per night (USD)VRBO