Downstate New York holiday rentals

We found 14,943 holiday rentals — enter your dates for availability

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Holiday rentals with weekly discounts - Downstate New York

Showing deals for:3 Oct - 10 Oct

Wonderful

(10 reviews)

Great Condo in Luxury Wall St. Building

New York, NY

19% off

AU$735 per night

includes taxes & fees

Exceptional

(10 reviews)

St. Regis Residence Club - 2 Bedroom Luxury Suite - 5th Ave NYC - 50% Discount

New York, NY

9% off

AU$4,054 per night

includes taxes & fees

Exceptional

(11 reviews)

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

Riverhead, NY

8% off

AU$1,133 per night

includes taxes & fees

Exceptional

(7 reviews)

East Hampton NEW home with Pool: 5 minutes from town and beaches. Kid friendly

East Hampton, NY

8% off

AU$1,283 per night

includes taxes & fees

Exceptional

(9 reviews)

Just renovated, Amazing oasis, heated pool-spa, between Sag Harbor -Southampton

Southampton, NY

8% off

AU$2,549 per night

includes taxes & fees

Exceptional

(25 reviews)

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Southampton, NY

7% off

AU$1,841 per night

includes taxes & fees

Enjoy sunny days & starry nights on our beautiful new deck designed for comfort

Exceptional

(10 reviews)

NEW DECK! Private 1 Acre Family Friendly Home - Heated Pool, Office space & Gym

Westhampton, NY

6% off

AU$1,361 per night

includes taxes & fees

Exceptional

(93 reviews)

Waterfront, Pool, HotTub, Strong WIFI, Pingpong, Paddleboard, Kayak, Bocce Court

Sag Harbor, NY

8% off

AU$2,213 per night

includes taxes & fees

Westhampton Beach Vacation Rental | 4BR | 3BA | Single Story | 3 Steps Required

Exceptional

(9 reviews)

Luxe Westhampton Beach Home w/ Pool & Hot Tub

Westhampton Beach, NY

5% off

AU$1,377 per night

includes taxes & fees

Exceptional

(19 reviews)

Stunning Private Sunny Modern Southampton home-5 beds Last minute discounts

Southampton, NY

8% off

AU$1,654 per night

includes taxes & fees

Exceptional

(12 reviews)

Near NYC ~ Fire pit, Game Room, Family Friendly, King Bed, Modern Luxury

New Rochelle, NY

13% off

AU$813 per night

includes taxes & fees

Exceptional

(13 reviews)

Great family rental - Roof top deck- Close to beach and close to town!

Ocean Beach, NY

14% off

AU$1,376 per night

includes taxes & fees

A breathtaking bird's-eye view of Nature's Paradise, complete with a stretching private dock

Exceptional

(10 reviews)

Nature's Paradise: Private Dock & Water Views

Mattituck, New York

7% off

AU$1,507 per night

includes taxes & fees

Exceptional

(37 reviews)

Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!

Calverton, NY

15% off

AU$531 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find properties near top attractions in Downstate New York

Times Square

Find the best place to stay - Downstate New York

Showing deals for: 2 Oct - 5 Oct

Lake Grove Vacation Rental | 4BR + Sleeping Nook | 4BA | Stairs Required

'Dreams of Paradise' Luxury Home w/ Pool!

Sleeps 10 · 4 bedrooms · 4 bathrooms

for 3 nights, 1 home

AU$2,102 per night

includes taxes & fees

One Of A Kind, Resort- Like Waterfront Cottage In Wine Country

Sleeps 5 · 2 bedrooms · 1 bathroom

for 3 nights, 1 cottage

AU$3,826 per night

includes taxes & fees

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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 Broadway, Lincoln Center or Radio City Music Hall. 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:

Avalon Park and Preserve (1.5 mi / 2.4 km)
Lake Ronkonkoma (5.9 mi / 9.5 km)
Crab Meadow Beach (8 mi / 12.8 km)
Fire Island National Seashore (13 mi / 21 km)
Islip Town Beach (13.5 mi / 21.7 km)
Shorefront Park (13.7 mi / 22 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 Stayz 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. Stayz 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 Stayz 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 Stayz. 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 Stayz 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 Stayz 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 Stayz 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.