Beach Home Rentals in Montclair Colony, NY: Compare 10+ Sites & Save

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47 Beach Home Rentals in Montclair Colony (Starting from $371)

Stunning Waterfront Estate House with 270 degree sea views on 7 private acres
Stunning Waterfront Estate House with 270 degree sea views on 7 private acres
House
Shelter Island, NY, 11964, United States
0.5k from Montclair Colony center

AC, Balcony, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms8 Guests
10.0

Exceptional

11 reviews

$1507
Average price / night
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unbelievable water views, 50' heated pool and private beach
unbelievable water views, 50' heated pool and private beach
House
Shelter Island, NY, 11964, United States
0.6k from Montclair Colony center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
New to Booking
$955
Average price / night
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Waterfront Charmer  with boat slip on idyllic Shelter Island for summer rental
Waterfront Charmer with boat slip on idyllic Shelter Island for summer rental
House
Shelter Island, NY, 11964, United States
0.6k from Montclair Colony center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$1463
Average price / night
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Lovely Shelter Island cottage with panoramic bay views, secluded, screened...
Lovely Shelter Island cottage with panoramic bay views, secluded, screened...
House
Shelter Island, NY, 11964, United States
0.6k from Montclair Colony center

AC, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Kitchen

4 Bedrooms6 Guests
9.4

Superb

14 reviews

$638
Average price / night
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Waterfront Home Plus Separate Cottage/Dock
Waterfront Home Plus Separate Cottage/Dock
House
Shelter Island, NY, 11964, United States
0.7k from Montclair Colony center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms9 Guests
10.0

Exceptional

9 reviews

$1075
Average price / night
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 Ideal for 2 families, private,  pool, close to beaches and marina  Sleeps 12
Ideal for 2 families, private, pool, close to beaches and marina Sleeps 12
House
Shelter Island, NY, 11964, United States
0.7k from Montclair Colony center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

6 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$1042
Average price / night
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Harbor-front gem w/ private beach and open property
Harbor-front gem w/ private beach and open property
House
Shelter Island, NY, 11964, United States
0.8k from Montclair Colony center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
9.6

Exceptional

4 reviews

$733
Average price / night
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Cozy Shelter Island all season Rental
Cozy Shelter Island all season Rental
House
Shelter Island, NY, 11964, United States
0.8k from Montclair Colony center

AC, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$685
Average price / night
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Lovely home by the sea with dock and heated Gunite pool!
Lovely home by the sea with dock and heated Gunite pool!
House
Shelter Island, NY, 11964, United States
0.9k from Montclair Colony center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms10 Guests
10.0

Exceptional

22 reviews

$579
Average price / night
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Silver Beach Hideaway: newly updated quiet cozy cottage - 4 min walk to beaches!
Silver Beach Hideaway: newly updated quiet cozy cottage - 4 min walk to beaches!
House
Shelter Island, NY, 11964, United States
0.9k from Montclair Colony center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms8 Guests
New to Booking
$748
Average price / night
Check Availability
Waterfront Property on Shelter Island
Waterfront Property on Shelter Island
House
Shelter Island, NY, 11964, United States
0.9k from Montclair Colony center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms8 Guests
10.0

Exceptional

8 reviews

$1475
Average price / night
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Spectacular Waterfront-Best view on island-Tastefully renovated 1929 Cape.
Spectacular Waterfront-Best view on island-Tastefully renovated 1929 Cape.
House
Shelter Island, NY, 11964, United States
1.0k from Montclair Colony center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
10.0

Exceptional

8 reviews

$931
Average price / night
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Charming Studio on Shelter Island
Charming Studio on Shelter Island
Apartment
Shelter Island, NY, 11964, United States
1.2k from Montclair Colony center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

1 Bedroom2 Guests
New to Booking
$371
Average price / night
Check Availability
Farmhouse Nestled by Meadow, Pool, Near Beaches and Centrally Located!
Farmhouse Nestled by Meadow, Pool, Near Beaches and Centrally Located!
House
Shelter Island, NY, 11964, United States
1.3k from Montclair Colony center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

39 reviews

$942
Average price / night
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This large Estate on Shelter Island w Heated Pool is the Perfect Summer Rental!
This large Estate on Shelter Island w Heated Pool is the Perfect Summer Rental!
House
Shelter Island, NY, 11964, United States
1.3k from Montclair Colony center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

7 Bedrooms16 Guests
10.0

Exceptional

4 reviews

$2868
Average price / night
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Waterfront Home on Beautiful Shelter Island w/Large Deep Water Dock
Waterfront Home on Beautiful Shelter Island w/Large Deep Water Dock
House
Shelter Island, NY, 11964, United States
1.4k from Montclair Colony center

AC, Arcade, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater

5 Bedrooms12 Guests
9.6

Exceptional

13 reviews

$1116
Average price / night
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Shelter Island Sun Filled Modern Waterfront Home with Dock
Shelter Island Sun Filled Modern Waterfront Home with Dock
House
Shelter Island, NY, 11964, United States
1.4k from Montclair Colony center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

12 reviews

$411
Average price / night
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Private wooded summer house 5 minute walk to Wades Beach
Private wooded summer house 5 minute walk to Wades Beach
House
Shelter Island, NY, 11964, United States
1.5k from Montclair Colony center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms6 Guests
10.0

Exceptional

28 reviews

$773
Average price / night
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Waterfront Victorian farmhouse with heated pool and deepwater dock
Waterfront Victorian farmhouse with heated pool and deepwater dock
House
Shelter Island, NY, 11964, United States
1.5k from Montclair Colony center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

6 Bedrooms16 Guests
New to Booking
$1723
Average price / night
Check Availability
Sandpoint by Rove Travel | 6BR Family Home w/ Pool
Sandpoint by Rove Travel | 6BR Family Home w/ Pool
House
Shelter Island, NY, 11964, United States
1.6k from Montclair Colony center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

6 Bedrooms12 Guests
New to Booking
$1520
Average price / night
Check Availability
Explore the Hampton in this Shelter Island Getaway.  Weekly Bookings
Explore the Hampton in this Shelter Island Getaway. Weekly Bookings
House
Shelter Island, NY, 11964, United States
1.6k from Montclair Colony center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

13 reviews

$855
Average price / night
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Modern and Efficient Beachfront Paradise
Modern and Efficient Beachfront Paradise
House
Commack, NY, 11964, United States
1.6k from Montclair Colony center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
New to Booking
$2333
Average price / night
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Tranquility Base; Architect-Renovated, Modern Ranch With Heated Pool
Tranquility Base; Architect-Renovated, Modern Ranch With Heated Pool
House
Shelter Island, NY, 11964, United States
1.7k from Montclair Colony center

AC, Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
10.0

Exceptional

30 reviews

$1035
Average price / night
Check Availability
Private heated pool and spacious yard. 5 minute walk to the beach.
Private heated pool and spacious yard. 5 minute walk to the beach.
House
Shelter Island, NY, 11964, United States
1.7k from Montclair Colony center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

4 Bedrooms7 Guests
10.0

Exceptional

8 reviews

$1098
Average price / night
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Shelter Island Retreat With Pool ...Close To Beach & Pet Friendly
Shelter Island Retreat With Pool ...Close To Beach & Pet Friendly
House
Shelter Island, NY, 11964, United States
1.7k from Montclair Colony center

AC, Arcade, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

3 Bedrooms9 Guests
10.0

Exceptional

16 reviews

$859
Average price / night
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 Shelter Island Tranquil Modern Barn on Private Acre to Rest & Renew All Year
Shelter Island Tranquil Modern Barn on Private Acre to Rest & Renew All Year
House
Shelter Island Heights, NY, 11964, United States
2.0k from Montclair Colony center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
9.4

Superb

6 reviews

$931
Average price / night
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Beautiful Shelter Island Getaway on over an acre, minutes from the ferry!
Beautiful Shelter Island Getaway on over an acre, minutes from the ferry!
House
Shelter Island, NY, 11964, United States
2.1k from Montclair Colony center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

5 Bedrooms10 Guests
New to Booking
$972
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Beach Rentals in Montclair Colony.

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Montclair Colony Beach Rentals on the Map

Frequently Asked Questions

You can explore 47 verified beach rentals in Montclair Colony. Our listings are sourced from trusted booking providers, giving you access to a wide selection of oceanfront homes, seaside condos, and coastal stays—all in one place.

Beach rental prices in Montclair Colony vary depending on the season, property size, and distance from the shoreline. Rates typically start from around $371 per night, with beachfront properties and peak summer dates often priced higher. Comparing available options can help you find the best fit for your budget.

Many beach rentals in Montclair Colony offer direct access to the sand or are located within a short walking distance of the shoreline. You can use filters to find properties with beachfront locations, private walkways, or unobstructed ocean views.

Yes, many beach rentals in Montclair Colony welcome pets. Currently, 22 listings allow pets, although policies may vary by property. It’s also a good idea to check local beach regulations for any restrictions on pets during your stay.

For peak travel periods such as summer holidays or spring break, it’s recommended to book your beach rental 90 to 120 days in advance to secure the best options. During off-peak seasons, you may find more flexibility and availability closer to your travel dates.

Beach rentals in Montclair Colony often include amenities designed for coastal living, such as Bedding/Linens, View, and Ocean View. These features help enhance comfort and make it easier to enjoy time by the water.

Some beach rentals provide extras like chairs, umbrellas, or beach gear, but this can vary by property. It’s best to review the amenities section of each listing to confirm what is included and plan accordingly.