Book Holiday Homes in Pine Island

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Featured Holiday Homes in Pine Island

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Greenwood Lake
The price is AU$766 per night from 1 Oct to 2 Oct
AU$766
1 Oct - 2 Oct
includes taxes & fees
Located in Greenwood Lake, this vacation home is on the waterfront, within a 5-minute walk of Sterling Forest State Park and Greenwood Lake.
Opens in a new windowWaterfront Home with Hot Tub, Kayaks, and Fast Wifi
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$473 per night from 3 Oct to 4 Oct
AU$473
3 Oct - 4 Oct
includes taxes & fees
When you stay at this vacation home in Vernon, you'll be in the mountains, a 1-minute drive from Mountain Creek Waterpark and 9 minutes from Crystal Springs ...
Opens in a new windowMountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
Stunning 10-Acre Luxury Retreat Breathtaking Views – 4BR, 4BA Near NYC & Warwick

Stunning 10-Acre Luxury Retreat Breathtaking Views – 4BR, 4BA Near NYC & Warwick

Warwick
With a stay at this vacation home in Warwick, you'll be within a 15-minute drive of LEGOLAND® New York and Lewis Woodlands.
Opens in a new windowStunning 10-Acre Luxury Retreat Breathtaking Views – 4BR, 4BA Near NYC & Warwick
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Luxe Retreat with Fireplace/WiFi/Pool near Water Parks, Golf Course, Wineries

Luxe Retreat with Fireplace/WiFi/Pool near Water Parks, Golf Course, Wineries

2 out of 5
Vernon
Located in Sussex, this vacation home is within a 15-minute drive of Wawayanda State Park and Bear Peak Express.
Opens in a new windowLuxe Retreat with Fireplace/WiFi/Pool near Water Parks, Golf Course, Wineries
Spacious 6BR Villa - Serene Scenic Mountain Escape

Spacious 6BR Villa - Serene Scenic Mountain Escape

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 ...
Opens in a new windowSpacious 6BR Villa - Serene Scenic Mountain Escape
Luxurious Ski in-Ski Out Mnt. Creek/Hot tub/Tennis & Pickleball/Heated pool/Golf

Luxurious Ski in-Ski Out Mnt. Creek/Hot tub/Tennis & Pickleball/Heated pool/Golf

Vernon
When you stay at this vacation home in Vernon, you'll be next to a golf course, within a 10-minute drive of Mountain Creek Waterpark and Crystal Springs Golf ...
Opens in a new windowLuxurious Ski in-Ski Out Mnt. Creek/Hot tub/Tennis & Pickleball/Heated pool/Golf
Cozy Cabin with Sauna & Firepit!

Cozy Cabin with Sauna & Firepit!

Monroe
With a stay at this vacation home in Monroe, you'll be within a 15-minute drive of Schunnemunk State Park and Brotherhood Winery.
Opens in a new windowCozy Cabin with Sauna & Firepit!
The Woodbury Cottage

The Woodbury Cottage

Woodbury
When you stay at this vacation home in Woodbury, you'll be on a river, within a 5-minute drive of Woodbury Common Premium Outlets and United States Military ...
Opens in a new windowThe Woodbury Cottage
Red Cabin Lake House with Amazing Views!

Red Cabin Lake House with Amazing Views!

Vernon Township
When you stay at this vacation home in Vernon, you'll be on the waterfront, within a 10-minute drive of Mountain Creek Waterpark and Crystal Springs Golf ...
Opens in a new windowRed 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
185 Holiday Homes
Lowest Price
AU$180
Highest Price
AU$766
Popular accommodation
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi, Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out, Stunning 10-Acre Luxury Retreat Breathtaking Views – 4BR, 4BA Near NYC & Warwick, Luxe Retreat with Fireplace/WiFi/Pool near Water Parks, Golf Course, Wineries, Spacious 6BR Villa - Serene Scenic Mountain Escape , Luxurious Ski in-Ski Out Mnt. Creek/Hot tub/Tennis & Pickleball/Heated pool/Golf, Cozy Cabin with Sauna & Firepit!, The Woodbury Cottage, Red Cabin Lake House with Amazing Views!

Top trending hotels in Pine Island

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6, Middletown, NY
Fully refundableReserve now, pay when you stay
The price is AU$187 per night from 29 Sept to 30 Sept
AU$187
29 Sept - 30 Sept
includes taxes & fees
With a stay at Sleep Inn & Suites Middletown - Goshen, you'll be centrally located in Middletown, within a 15-minute drive of LEGOLAND® New York and Paramount ...
Opens in a new windowSleep Inn & Suites Middletown - Goshen
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$238 per night from 27 Oct to 28 Oct
AU$238
27 Oct - 28 Oct
includes taxes & fees
When you stay at Hampton Inn Harriman Woodbury in Woodbury, you'll be in a shopping district, a 1-minute drive from Woodbury Common Premium Outlets and 8 minutes ...
Opens in a new windowHampton Inn Harriman Woodbury
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3 out of 5
551 Route 211 E, Middletown, NY
Fully refundableReserve now, pay when you stay
The price is AU$216 per night from 1 Oct to 2 Oct
AU$216
1 Oct - 2 Oct
includes taxes & fees
With a stay at La Quinta Inn & Suites by Wyndham Middletown-Goshen in Middletown, you'll be in a shopping district, within a 15-minute drive of LEGOLAND® New ...
Opens in a new windowLa Quinta Inn & Suites by Wyndham Middletown-Goshen
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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$180 per night from 19 Oct to 20 Oct
AU$180
19 Oct - 20 Oct
includes taxes & fees
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 ...
Opens in a new windowBest Western Hunt's Landing Hotel Matamoras/Milford
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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.

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^Subject to availability and chosen travel dates.