Photo by Donny Campos

Downstate New York holiday homes

We found 15,595 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Downstate New York

Showing deals for:11 Dec - 18 Dec

Living area
Living area
Exterior
Pool
Exceptional
(12 reviews)

Cozy Orient Farmhouse on 1.6 Acres with Pool and Walk to Beach

Orient

8% off
NZ$20,476
for 7 nights, 1 room
NZ$2,925 per night
includes taxes & fees
Cozy Orient Farmhouse on 1.6 Acres with Pool and Walk to Beach
Outdoor dining
Interior
Property grounds
Private kitchen
Exceptional
(15 reviews)

The President Mansion Luxurious Family Retreat - 1.5 Miles to Beach

Bay Shore

8% off
NZ$30,479
for 7 nights, 1 home
NZ$4,354 per night
includes taxes & fees
The President Mansion Luxurious Family Retreat - 1.5 Miles to Beach
Exterior
Private kitchen
Dining Room
The Harbor
Exceptional
(100 reviews)

Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town

Sag Harbor

15% off
NZ$14,936
for 7 nights, 1 home
NZ$2,134 per night
includes taxes & fees
Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town
Property grounds
Living area
Dining
Property grounds
Very good
(20 reviews)

Fair Harbor Living - Barefoot Beach Getaway

Bay Shore

8% off
NZ$10,073
for 7 nights, 1 home
NZ$1,439 per night
includes taxes & fees
Fair Harbor Living - Barefoot Beach Getaway
Private kitchen
Dining
Living area
Living area
Exceptional
(6 reviews)

Shirley Bayfront Getaway – Kayak, Swim & Relax

Shirley

8% off
NZ$9,852
for 7 nights, 1 home
NZ$1,407 per night
includes taxes & fees
Shirley Bayfront Getaway – Kayak, Swim & Relax
Exterior
Bay facing side of house
Game room
Pool
Exceptional
(17 reviews)

Waterfront house next to Bellport golf course

Patchogue

8% off
NZ$8,593
for 7 nights, 1 home
NZ$1,228 per night
includes taxes & fees
Waterfront house next to Bellport golf course
Golf
Dining
Bar (on property)
Property grounds
Exceptional
(71 reviews)

Northport quaint restored Boathouse with sunset views!

Northport

8% off
NZ$5,191
for 7 nights, 1 cottage
NZ$742 per night
includes taxes & fees
Northport quaint restored Boathouse with sunset views!
view from East facing terrace looking at Long Island Sound
Garden with view of Tea House.  Indoor access to the Tea House is not available.
Atrium with entrance to the pergola and BBQ area.
Inglenook and grand staircase in the living room.
Exceptional
(70 reviews)

Waterfront Retreat Center for Health & Wellness

New Rochelle

10% off
NZ$19,162
for 7 nights, 1 villa
NZ$2,737 per night
includes taxes & fees
Waterfront Retreat Center for Health & Wellness
Exterior
Outdoor dining
More vineyard views
Living area
Exceptional
(26 reviews)

Vineyard View, Bike to the Most Beautiful Beach

Mattituck

8% off
NZ$13,026
for 7 nights, 1 home
NZ$1,861 per night
includes taxes & fees
Vineyard View, Bike to the Most Beautiful Beach
Interior
Property grounds
Room
Private kitchen
Very good
(34 reviews)

Waterfront Home With Recreational Dock! Great For Rafting, And Close To Beaches

Mastic Beach

8% off
NZ$4,408
for 7 nights, 1 home
NZ$630 per night
includes taxes & fees
Waterfront Home With Recreational Dock! Great For Rafting, And Close To Beaches
Living area
Property grounds
Dining
Pool
Excellent
(35 reviews)

Covenient Wine Country, Hamptons, Fire Island Ferry & Factory Outlet/Baseball H

Medford

6% off
NZ$2,421
for 7 nights, 1 home
NZ$346 per night
includes taxes & fees
Covenient Wine Country, Hamptons, Fire Island Ferry & Factory Outlet/Baseball H
lower bedroom with walk in closet and king size tempurpedic bed
view as you walk into sunroom
Nice place for Breakfast in the sunroom
Door to outside, Like the flowers?
Exceptional
(59 reviews)

1856 Trading House w/ walk to water

Mount Sinai

12% off
NZ$3,644
for 7 nights, 1 apartment
NZ$521 per night
includes taxes & fees
1856 Trading House w/ walk to water
Property grounds
Exterior
Interior
Property grounds
Exceptional
(37 reviews)

Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

Riverhead

8% off
NZ$8,954
for 7 nights, 1 home
NZ$1,279 per night
includes taxes & fees
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
Interior
.
3 acres of beautiful land
Outdoor dining
Exceptional
(81 reviews)

Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14

Hampton Bays

7% off
NZ$13,463
for 7 nights, 1 home
NZ$1,923 per night
includes taxes & fees
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
Interior
Living area
Private kitchen
Dining
Exceptional
(20 reviews)

4 Bedroom Home Steps from the Ocean

Bay Shore

8% off
NZ$15,636
for 7 nights, 1 home
NZ$2,234 per night
includes taxes & fees
4 Bedroom Home Steps from the Ocean
Living/dining space
Facade
Front yard closeup
From the bedroom
Exceptional
(22 reviews)

Private Hamptons cottage in ideal Amagansett location

Amagansett

8% off
NZ$9,334
for 7 nights, 1 cottage
NZ$1,333 per night
includes taxes & fees
Private Hamptons cottage in ideal Amagansett location
Living area
Pool
Terrace/patio
Private kitchen
Exceptional
(17 reviews)

PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH

East Hampton

8% off
NZ$28,282
for 7 nights, 1 home
NZ$4,040 per night
includes taxes & fees
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
Living area
Property grounds
Exterior
Interior
Exceptional
(17 reviews)

Charming Riverhead home with large outdoor patio & backyard firepit

Riverhead

12% off
NZ$5,162
for 7 nights, 1 home
NZ$737 per night
includes taxes & fees
Charming Riverhead home with large outdoor patio & backyard firepit
Pool
Pool
Room
Exterior detail
Excellent
(36 reviews)

The Jahmtons Guest Room

Ridge

8% off
NZ$1,746
for 7 nights, 1 room
NZ$249 per night
includes taxes & fees
The Jahmtons Guest Room
Interior
Private kitchen
Living area
Dining
Exceptional
(30 reviews)

Relax or Work While Away

Deer Park

8% off
NZ$6,532
for 7 nights, 1 home
NZ$933 per night
includes taxes & fees
Relax or Work While Away
This area is perfect for reading and relaxing
Kitchen is stocked with a selection of pots dishes and utensils
Enjoy nearby North Fork and South Fork wineries and many other local attractions
Plenty of comfortable chairs for lounging
Exceptional
(108 reviews)

Hampton’s Haven: Heated Pool, Hot Tub & Gameroom! 2 miles to Rogers Beach

Westhampton Beach

8% off
NZ$7,906
for 7 nights, 1 home
NZ$1,129 per night
includes taxes & fees
Hampton’s Haven: Heated Pool, Hot Tub & Gameroom! 2 miles to Rogers Beach
Interior
Outdoor dining
Private kitchen
Exterior
Exceptional
(19 reviews)

SERENE SALTBOX WITH POND & SUNSET VIEWS

Montauk

7% off
NZ$9,749
for 7 nights, 1 home
NZ$1,393 per night
includes taxes & fees
SERENE SALTBOX WITH POND & SUNSET VIEWS
Room
Private kitchen
Exterior
Living area
Exceptional
(7 reviews)

House close to JFK NY & Long Island 1st Fl

Uniondale

8% off
NZ$2,697
for 7 nights, 1 home
NZ$385 per night
includes taxes & fees
House close to JFK NY & Long Island 1st Fl
Room
Living area
Exterior
Dining
Exceptional
(54 reviews)

Last Minute Deal 7-6 7-12 Ocean Beach FI House Perfect distance to beach & town

Ocean Beach

8% off
NZ$11,297
for 7 nights, 1 home
NZ$1,614 per night
includes taxes & fees
Last Minute Deal 7-6 7-12 Ocean Beach FI House Perfect distance to beach & town
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Delight in the waterfront landscape of Downstate New York

Take a holiday to Downstate New York and enjoy the area's art galleries, theatre scene and entertainment. Travellers appreciate the island views in this cosmopolitan city. For a bit of culture, visit Lincoln Center, Radio City Music Hall or Barclays Center Brooklyn. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Downstate New York

Do you want to find things to do in the city? Venture out of your holiday home and experience everything that makes Downstate New York a one-of-a-kind holiday spot. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Stonebridge Golf Links and Country Club (5.3 mi / 8.6 km)
  • Cold Spring Harbor Laboratory (15.5 mi / 24.9 km)
  • Adventureland (16.2 mi / 26.1 km)
  • Oyster Bay Golf Course (16.9 mi / 27.2 km)
  • Bethpage Black State Park Golf Course (18.2 mi / 29.2 km)
  • Bethpage Black (18.4 mi / 29.6 km)

Exploring the natural features in Downstate New York

Whether you're an active traveller or just want to spend some time taking in the scenery, Downstate New York is a great place to get out in nature. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Lake Ronkonkoma (5.9 mi / 9.5 km)
  • Fire Island National Seashore (13 mi / 21 km)
  • Shorefront Park (13.7 mi / 22 km)
  • Cold Spring Harbor State Park (14.8 mi / 23.8 km)
  • Caumsett State Historic Park Preserve (15.4 mi / 24.8 km)
  • Fairfield Beach (16 mi / 25.8 km)

Transport to and around Downstate New York

Fly into Islip, NY (ISP-MacArthur), the closest airport, located 8.7 mi (13.9 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Farmingdale, NY (FRG-Republic), which is 17.3 mi (27.8 km) away.

If you're travelling by train, St. James Station, Stony Brook Station and Smithtown Station are the main stations in the city. It's easy to get around Downstate New York by catching a ride on the metro at Pelham Bay Park Station, Eastchester - Dyre Av. Station or Jamaica 179 St. Station.

Frequently asked questions

What is the best area to stay in Downstate New York when booking a holiday home?
One of the more sought-after areas to choose a Bookabach holiday home in Downstate New York is Brooklyn. Spend your time here and enjoy its top attractions, like Brooklyn Bridge and Barclays Centre Brooklyn.
What is the most popular type of holiday home accommodation in Downstate New York?
Based on our data, houses are the most desirable type of holiday home in Downstate New York. But that goes without saying, everyone's idea of the perfect trip is bound to be different. Bookabach has holiday homes with every size, shape and budget in mind, so you're sure to discover your ideal match.
How much does it cost to rent a holiday home in Downstate New York?
Property type, season and length of stay are some of the conditions that can affect the price of a holiday home. Simply enter your travel dates to find your ideal escape. From quaint country cottages to sprawling luxury villas, all Bookabach holiday homes offer amazing value.
How much does it cost to rent a beach house in Downstate New York?
When you travel and the size and style of the property will influence the cost of your beachside escape. Put in your Downstate New York travel dates to see your options on Bookabach. Did someone just say "hot tub"? Use the filters to choose the amenities and features you want in your beach house.
What are popular home amenities in Downstate New York?
When it comes to home amenities that guests look for in Downstate New York, a fridge, a dryer and a microwave oven rank highest. With Bookabach holiday homes, there are options to suit your taste and style, whether you're travelling with friends, family or even pets.
Are there large group holiday homes in Downstate New York?
Downstate New York has 1,493 holiday properties that can fit 10 or more guests. These properties come with the space and privacy you need to enjoy good times with friends and family.
What are the top attractions for families in Downstate New York?
Keep your kids entertained at these fantastic family-friendly attractions in Downstate New York:
  • Times Square
  • Central Park
  • Broadway
Can I find two-bedroom holiday homes in Downstate New York?
Gather your nearest and dearest and enjoy peace, privacy and comfort in one of the 1,693 two-bedroom holiday properties Downstate New York has to offer.
Are there holiday homes with WiFi in Downstate New York?
Downstate New York has 2,410 holiday homes with WiFi, so you can stay connected while travelling. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming TV shows with the family to catching up on social media, these Bookabach homes make it a breeze to get online.
How old do you have to be to rent a holiday home in Downstate New York?
It's advisable to check with the Downstate New York holiday property you're looking at on Bookabach as the minimum age differs. However, it's normally 16, 18 or 21.
How long can I rent a holiday home in Downstate New York for?
The amount of time you can book a Downstate New York holiday home for depends on each property. Just enter your preferred travel dates to see available options that offer extended stays. They have all you require to make your extended trip more convenient and comfortable, like air conditioning and kitchens. Some properties may also offer weekly or monthly discounted prices, so you can hang around longer for less.

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