Woodbury Holiday Rentals

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Our top choices for Woodbury holiday rentals

Sundown Escape-South Shore Long Island

Sundown Escape-South Shore Long Island
2.0 star property
Bay Shore
10.0 out of 10, Exceptional, (1 review)
"Very clean. Easy to get to. Listing as described. Bed and furniture are nice and comfy. Only thing I would add is a broom and dust pain and some Clorox wipes so guest can keep it neat. 5 stars! Very nice host. "
United States
Samantha
The price is AU$430
includes taxes & fees
29 June - 30 June
Sundown Escape-South Shore Long Island

Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is AU$345
includes taxes & fees
9 June - 10 June
Spacious 3BR Family Home Near Everything

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Port Chester
10.0 out of 10, Exceptional, (32 reviews)
"Super cute with everything we needed! We had a great time during our stay and this was the perfect spot for a little getaway! Highly recommend!"
United States
Christina
The price is AU$586
includes taxes & fees
8 June - 9 June
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

2 Pvt bed Rms/1bathroom no kitchen attic

2 Pvt bed Rms/1bathroom no kitchen attic
Uniondale
10.0 out of 10, Exceptional, (4 reviews)
"The overall stay was very warm & welcoming. Suitable for kids! "
United States
Tea-Anna S.
The price is AU$300
includes taxes & fees
15 June - 16 June
2 Pvt bed Rms/1bathroom no kitchen attic

Your Perfect Getaway Between Farmingdale & Amityville

Your Perfect Getaway Between Farmingdale & Amityville
Amityville
9.6 out of 10, Exceptional, (5 reviews)
"The whole experience was great"
United States
David
The price is AU$329
includes taxes & fees
6 July - 7 July
Your Perfect Getaway Between Farmingdale & Amityville

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.8 out of 10, Exceptional, (36 reviews)
"Beautiful space, excellent communication from the hosts. Would stay again!"
United States
Crystal
The price is AU$454
includes taxes & fees
10 June - 11 June
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Cozy 1-bedroom house in Valley Stream with a beautiful outdoor deck and balcony.

Cozy 1-bedroom house in Valley Stream with a beautiful outdoor deck and balcony.
Valley Stream
9.8 out of 10, Exceptional, (6 reviews)
"Place was very clean. Host went out of his way to please us. Space is very small but if you just want a place to sleep then this is fine."
United States
Lela B.
The price is AU$319
includes taxes & fees
24 June - 25 June
Cozy 1-bedroom house in Valley Stream with a beautiful outdoor deck and balcony.

Charming 1-bedroom artist den with WiFi, AC in terrific Huntington

Charming 1-bedroom artist den with WiFi, AC in terrific Huntington
Huntington
9.8 out of 10, Exceptional, (7 reviews)
"Host was very accommodating - lovely property!"
United States
Mary C.
The price is AU$322
includes taxes & fees
8 July - 9 July
Charming 1-bedroom artist den with WiFi, AC in terrific Huntington

Sophisticated Suite Near JFK Airport

Sophisticated Suite Near JFK Airport
Inwood
9.8 out of 10, Exceptional, (7 reviews)
"Perfect for a weekend getaway "
United States
Naika C.
The price is AU$362
includes taxes & fees
8 June - 9 June
Sophisticated Suite Near JFK Airport

Captain's Cottage - Cold Spring Harbor Water Views

Captain's Cottage - Cold Spring Harbor Water Views
Cold Spring Harbor
10.0 out of 10, Exceptional, (78 reviews)
"A true port in the storm"
United States
Trey S.
The price is AU$883
includes taxes & fees
15 June - 16 June
Captain's Cottage - Cold Spring Harbor Water Views

THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing

THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing
Commack
10.0 out of 10, Exceptional, (9 reviews)
"Wonderful stay"
United States
Kenneth B.
The price is AU$1,341
includes taxes & fees
8 June - 9 June
THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Brentwood
9.4 out of 10, Exceptional, (43 reviews)
"This place was the perfect location for us. Almost exact center between Jones beach and Port Jefferson. Clean and identical to what is shown."
United States
Marcus
The price is AU$251
includes taxes & fees
8 June - 9 June
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Cozy 1-bedroom apartment in Hicksville with WiFi, AC

Cozy 1-bedroom apartment in Hicksville with WiFi, AC
Hicksville
8.8 out of 10, Excellent, (11 reviews)
"Had a great stay "
United States
Desiree
The price is AU$225
includes taxes & fees
10 June - 11 June
Cozy 1-bedroom apartment in Hicksville with WiFi, AC

Cheerful 2-Bedroom Apartment with Smart Home Tech.

Cheerful 2-Bedroom Apartment with Smart Home Tech.
Uniondale
8.8 out of 10, Excellent, (13 reviews)
"Great property in quiet neighborhood but close to shops, etc. Very clean, complimentary toiletries, comfortable beds, multiple AC units which cooled down the unit well and quickly. Would definitely stay again when in the area!"
United States
Lauryn C.
The price is AU$559
includes taxes & fees
8 June - 9 June
Cheerful 2-Bedroom Apartment with Smart Home Tech.

8 Mi to Jones Beach State Park! Cozy Home w/ Porch

8 Mi to Jones Beach State Park! Cozy Home w/ Porch
3.0 star property
Baldwin
The price is AU$994
includes taxes & fees
24 June - 25 June
8 Mi to Jones Beach State Park! Cozy Home w/ Porch

Luxury Studio Suite. Walking distance to UBS Arena

Luxury Studio Suite. Walking distance to UBS Arena
Elmont
9.6 out of 10, Exceptional, (24 reviews)
"The room was very clean had all the amenities you might need. The host was very responsive and friendly. Although we were not driving there is parking....Our stay was short but we would definitely stay again."
United States
Charlayne
The price is AU$472
includes taxes & fees
8 June - 9 June
Luxury Studio Suite. Walking distance to UBS Arena

Modern Luxe 1BR Apt in Downtown Stamford

Modern Luxe 1BR Apt in Downtown Stamford
Downtown Stamford
9.6 out of 10, Exceptional, (5 reviews)
"Our family stayed in the hotel(s) next door. It was so nice to have our own personal space!"
United States
Jill G.
The price is AU$588
includes taxes & fees
8 June - 9 June
Modern Luxe 1BR Apt in Downtown Stamford

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Waterside
9.2 out of 10, Wonderful, (15 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
The price is AU$582
includes taxes & fees
17 June - 18 June
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Grandiosely Pleasant Suite 2

Grandiosely Pleasant Suite 2
Hempstead
8.0 out of 10, Very good, (12 reviews)
"Great place to stay! The host was very responsive. The place was clean, and lots of safe parking! "
United States
Lorraine S.
The price is AU$357
includes taxes & fees
8 June - 9 June
Grandiosely Pleasant Suite 2

Oceanside Harbor

Oceanside Harbor
Oceanside
10.0 out of 10, Exceptional, (4 reviews)
"Clean, separated entrance. You can tell the owner put a lot of effort in to the space."
United States
Chad H.
The price is AU$383
includes taxes & fees
8 June - 9 June
Oceanside Harbor
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Woodbury Hotel Reviews

Find out more about Woodbury

Everything you need to know about Woodbury holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Woodbury holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Woodbury holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Woodbury holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Woodbury. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Woodbury holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Woodbury holiday rentals we have selected for you start as low as AU$240 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Woodbury rentals

At Expedia, we put the best Woodbury holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Woodbury rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Woodbury holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Woodbury. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Woodbury?

Yes, there are holiday rentals close to the most popular sights in Woodbury, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Woodbury. Make sure you have time to check out the entertainment choices while you're in the area.

What are some of the best holiday rentals that Woodbury has to offer?

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons. : This holiday home rental outside of Woodbury has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker.

What can I see and do in Woodbury?

Explore the area and cultural attractions such as Walt Whitman Birthplace State Historic Site, or visit one of the family-friendly sights such as Cold Spring Harbor Laboratory. While here, Oyster Bay Golf Course and Trail View State Park are other places worth a visit.

What are holiday rentals like in Woodbury?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Woodbury. Holiday rentals offer extras like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for family trips or small group gatherings.