Book Holiday Homes in Pine Island

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Featured Holiday Homes in Pine Island

Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out

Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out

Vernon Township
The price is AU$528 per night from 20 Jan to 21 Jan
AU$528
includes taxes & fees
20 Jan - 21 Jan
With a stay at this vacation home in Vernon, you'll be in the mountains, within a 10-minute drive of Crystal Springs Golf Resort and Mountain Creek Ski ...
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
Spacious Getaway! 7BR w Park & pool Scenic Views

Spacious Getaway! 7BR w Park & pool Scenic Views

Bloomingburg
Located in Bloomingburg, this vacation home is a 3-minute drive from Bloomingburg Village Hall and 6 minutes from Wurtsboro Ridge State Forest.
Spacious Getaway! 7BR w Park & pool Scenic Views
Greenwoods of Warwick

Greenwoods of Warwick

Monroe
With a stay at this vacation home in Monroe, you'll be within a 5-minute drive of Greenwood Lake and Sterling Forest State Park.
Greenwoods of Warwick
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Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

Monroe
Located in Monroe, this vacation home is within a 15-minute drive of Woodbury Common Premium Outlets and LEGOLAND® New York.
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!
Delightful Home w/ Fire Pit, Walk to Lake!

Delightful Home w/ Fire Pit, Walk to Lake!

Highland Lakes
With a stay at this vacation home in Highland Lakes, you'll be a 1-minute walk from Lake Wanda and 6 minutes by foot from Wawayanda State Park.
Delightful Home w/ Fire Pit, Walk to Lake!
Red Cabin Lake House with Amazing Views!

Red Cabin Lake House with Amazing Views!

Vernon Township
With a stay at this vacation home in Vernon, you'll be on the waterfront, within a 10-minute drive of Crystal Springs Golf Resort and Bear Peak Express.
Red Cabin Lake House with Amazing Views!
The Perfect up to date Private Getaway to call home for a while

The Perfect up to date Private Getaway to call home for a while

Bloomingburg
Located in Bloomingburg, this vacation home is in the mountains, a 3-minute drive from Bloomingburg Village Hall and 6 minutes from Wurtsboro Ridge State ...
The Perfect up to date Private Getaway to call home for a while
Large 5-bedroom home on 3 acres with heated pool and billiard room

Large 5-bedroom home on 3 acres with heated pool and billiard room

2 out of 5
Goshen
Located in Goshen, this vacation home is within a 15-minute drive of LEGOLAND® New York and Woodbury Common Premium Outlets.
Large 5-bedroom home on 3 acres with heated pool and billiard room
Very Private Large Home on 22 Acres with Outdoor Kitchen

Very Private Large Home on 22 Acres with Outdoor Kitchen

Chester
With a stay at this vacation home in Chester, you'll be within a 10-minute drive of LEGOLAND® New York and Brotherhood Winery.
Very Private Large Home on 22 Acres with Outdoor Kitchen
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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.

Pine Island Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Pine Island vacation homes are the perfect way for you to wing it.

Holiday houses in Pine Island let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Pine Island in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Pine Island adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Pine Island with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Pine Island vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Pine Island Holiday Homes essential information

Accommodation
174 Holiday Homes
Lowest Price
AU$153
Highest Price
AU$528
Popular accommodation
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out, Spacious Getaway! 7BR w Park & pool Scenic Views, Greenwoods of Warwick, Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!, Delightful Home w/ Fire Pit, Walk to Lake!, Red Cabin Lake House with Amazing Views!, The Perfect up to date Private Getaway to call home for a while, Large 5-bedroom home on 3 acres with heated pool and billiard room , Very Private Large Home on 22 Acres with Outdoor Kitchen

Top trending hotels in Pine Island

Holiday Inn Express Hotel & Suites Chester, an IHG Hotel

Holiday Inn Express Hotel & Suites Chester, an IHG Hotel

2.5 out of 5
2 Bryle Place, Chester, NY
Fully refundable
The price is AU$153 per night from 23 Jan to 24 Jan
AU$153
includes taxes & fees
23 Jan - 24 Jan
Located in Chester, Holiday Inn Express Hotel & Suites Chester, an IHG Hotel is in the business district, within a 5-minute drive of Castle Fun Center and The ...
Holiday Inn Express Hotel & Suites Chester, an IHG Hotel
Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

2.5 out of 5
1 Sleep Way, Monroe, NY
Fully refundableReserve now, pay when you stay
The price is AU$179 per night from 26 Jan to 27 Jan
AU$179
includes taxes & fees
26 Jan - 27 Jan
With a stay at Sleep Inn & Suites Monroe - Woodbury in Monroe, you'll be within a 10-minute drive of Woodbury Common Premium Outlets and LEGOLAND® New York.
Sleep Inn & Suites Monroe - Woodbury
Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

3 out of 5
120 Rtes 6 & 209, Matamoras, PA
Fully refundableReserve now, pay when you stay
The price is AU$153 per night from 26 Jan to 27 Jan
AU$153
includes taxes & fees
26 Jan - 27 Jan
When you stay at Best Western Hunt's Landing Hotel Matamoras/Milford in Matamoras, you'll be in the historical district, within a 15-minute walk of Delaware ...
Best Western Hunt's Landing Hotel Matamoras/Milford
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Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

2.5 out of 5
60 Centre Dr, Central Valley, NY
Fully refundableReserve now, pay when you stay
The price is AU$218 per night from 2 Feb to 3 Feb
AU$218
includes taxes & fees
2 Feb - 3 Feb
When you stay at Hampton Inn Harriman Woodbury in Central Valley, you'll be in a shopping district, within a 15-minute drive of Woodbury Common Premium Outlets ...
Hampton Inn Harriman Woodbury
Don't see what you're looking for?
See all available properties in Pine Island
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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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^Subject to availability and chosen travel dates.