Book Holiday Homes in Pine Island

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Featured Holiday Homes in Pine Island

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
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$513 per night from 25 Feb to 26 Feb
AU$513
includes taxes & fees
25 Feb - 26 Feb
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
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BillyMoe’s Bungalow, A low key 3 Bedroom house with lake view.

BillyMoe’s Bungalow, A low key 3 Bedroom house with lake view.

Greenwood Lake
Located in Greenwood Lake, this vacation home is within a 5-minute drive of Greenwood Lake and Lion's Field Park.
BillyMoe’s Bungalow, A low key 3 Bedroom house with lake view.
Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons

Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons

2 out of 5
Monroe
Located in Monroe, this vacation home is within a 15-minute drive of Woodbury Common Premium Outlets and LEGOLAND® New York.
Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons
Vernon Cozy 2BD Pet-Friendly Mountain Creek

Vernon Cozy 2BD Pet-Friendly Mountain Creek

Vernon Township
The price is AU$487 per night from 3 Mar to 4 Mar
AU$487
includes taxes & fees
3 Mar - 4 Mar
Located in Glenwood, this vacation home is a 5-minute drive from Wawayanda State Park and 9 minutes from Surface Ski Lift.
Vernon Cozy 2BD Pet-Friendly Mountain Creek
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
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!
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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
165 Holiday Homes
Lowest Price
AU$166
Highest Price
AU$571
Popular accommodation
Greenwoods of Warwick, Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out, Spacious Getaway! 7BR w Park & pool Scenic Views, BillyMoe’s Bungalow, A low key 3 Bedroom house with lake view., Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons, Vernon Cozy 2BD Pet-Friendly Mountain Creek, The Perfect up to date Private Getaway to call home for a while, Delightful Home w/ Fire Pit, Walk to Lake!, Red Cabin Lake House with Amazing Views!

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$166 per night from 27 Feb to 28 Feb
AU$166
includes taxes & fees
27 Feb - 28 Feb
Located in Chester, Holiday Inn Express Hotel & Suites Chester by IHG is in the business district, within a 5-minute drive of Castle Fun Center and The Rock ...
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$167 per night from 2 Mar to 3 Mar
AU$167
includes taxes & fees
2 Mar - 3 Mar
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
Mountain Creek

Mountain Creek

3 out of 5
200 Route 94, Vernon, NJ
The price is AU$571 per night from 24 Feb to 25 Feb
AU$571
includes taxes & fees
24 Feb - 25 Feb
With a stay at Mountain Creek in Vernon, you'll be next to a golf course, within a 10-minute drive of Crystal Springs Golf Resort and Mountain Creek Ski ...
Mountain Creek
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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$188 per night from 2 Mar to 3 Mar
AU$188
includes taxes & fees
2 Mar - 3 Mar
When you stay at Hampton Inn Harriman Woodbury in Central Valley, you'll be in a shopping district, a 1-minute drive from Woodbury Common Premium Outlets and ...
Hampton Inn Harriman Woodbury
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.