Pine Island Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Pine Island

5BR Home with Sauna & Pool Hot tub Fire pit

The price is HK$4,828
HK$11,283 total
includes taxes & fees
14 Jul - 15 Jul
5BR Home with Sauna & Pool Hot tub Fire pit

Indoor Pool Paradise | 6BR + Huge Decks

The price is HK$5,919
HK$12,624 total
includes taxes & fees
14 Jul - 15 Jul
Indoor Pool Paradise | 6BR + Huge Decks

The Perfect Essential Getaway!

9.6 out of 10, Exceptional, (5)
"Owner was very responsive and accommodating on the app when I had questions. Place was great."
The price is HK$7,261
HK$10,132 total
includes taxes & fees
12 Jul - 13 Jul
The Perfect Essential Getaway!

Amazing Home Near West Point, Shopping, Skiing and Legoland

10.0 out of 10, Exceptional, (12)
"Very nice property in a nice neighborhood . Had all the amenities we needed and Ruth was super responsive. If we are in the area again, we will def stay at this location. "
The price is HK$1,962
HK$4,040 total
includes taxes & fees
28 Jul - 29 Jul
Amazing Home Near West Point, Shopping, Skiing and Legoland

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

9.8 out of 10, Exceptional, (16)
"The house was very clean and beautiful inside. Beds were incredibly comfortable, short distance to town and skiing at Mt Peter which was the reason for our visit. Spa was clean although we didn’t use it because there was a snow storm. Overall great visit!"
The price is HK$2,649
HK$5,448 total
includes taxes & fees
17 Jul - 18 Jul
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ Spacious Deck ~ Living Room

10.0 out of 10, Exceptional, (1)
"We had an amazing stay at this beautiful home! The views overlooking the lake and mountains are absolutely breathtaking—better than I could have imagined. The house itself is gorgeous, well-maintained, and equipped with everything needed for a comfortable stay. On top of that, the host was incredibly responsive and made sure everything was perfect. If you’re looking for a peaceful retreat with unbeatable scenery and top-notch hospitality, this is the place to be. I can't wait to return!"
The price is HK$4,345
HK$8,050 total
includes taxes & fees
14 Jul - 15 Jul
Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ Spacious Deck ~ Living Room

Secluded Stunning Lake View Villa w Heated Pool, Fenced Yard & Hot Tub

9.8 out of 10, Exceptional, (8)
"Incredible place, scenic views, newly renovated house me and my family enjoyed it all! Besides that the host was very responsive and friendly."
The price is HK$8,293
HK$13,582 total
includes taxes & fees
16 Jul - 17 Jul
Secluded Stunning Lake View Villa w Heated Pool, Fenced Yard & Hot Tub

5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!

2.0 star property
The price is HK$2,060
HK$4,186 total
includes taxes & fees
17 Jul - 18 Jul
5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!

New 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space

10.0 out of 10, Exceptional, (25)
"A beautiful and bright cottage in a serene but convenient location. It was thoughtfully set up for a family getaway and was exceptionally clean. My entire family enjoyed the stay!"
The price is HK$4,702
HK$7,480 total
includes taxes & fees
15 Jul - 16 Jul
New 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space

Spectacular Mansion w/Pool&Tennis

10.0 out of 10, Exceptional, (9)
"We had a great time with our extended family at this beautiful house. The tennis court and swimming pool were great additions to our stay and vacation. Some minor issues arose, but the owner was incredibly responsive and moved to fix any issues quickly and successfully. Would stay again!"
The price is HK$18,840
HK$28,381 total
includes taxes & fees
7 Aug - 8 Aug
Spectacular Mansion w/Pool&Tennis

Renovated House w/Hot Tub, Deck, Grill & Fire Pit

9.8 out of 10, Exceptional, (53)
"We had a wonderful stay! The house is in a beautiful location, everything was well appointed, instructions were easy to follow and the house itself was perfect. "
The price is HK$2,355
HK$4,323 total
includes taxes & fees
27 Jul - 28 Jul
Renovated House w/Hot Tub, Deck, Grill & Fire Pit

Serene and modern Woodland Retreat, Hudson Valley & Catskills

Serene and modern Woodland Retreat, Hudson Valley & Catskills

3-bedroom house in marvelous Goshen. Luxury cabin vibes for your getaway.

The price is HK$2,159
HK$3,876 total
includes taxes & fees
13 Jul - 14 Jul
3-bedroom house in marvelous Goshen. Luxury cabin vibes for your getaway.

Large Family House On The Lake

9.6 out of 10, Exceptional, (58)
"It was perfect for us. We have stayed 7 guys and had a lot of fun. "
The price is HK$3,218
HK$6,521 total
includes taxes & fees
28 Jul - 29 Jul
Large Family House On The Lake

Charming Inn Steps away from Downtown Warwick only an Hour away from NYC

8.8 out of 10, Excellent, (3)
"I stayed here for the weekend to hike a small section of the AT. It was perfect for my trip. "
The price is HK$671
HK$1,248 total
includes taxes & fees
21 Jul - 22 Jul
Charming Inn Steps away from Downtown Warwick only an Hour away from NYC

Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

10.0 out of 10, Exceptional, (1)
"My girlfriend and I loved our stay here! We stayed for one night and it was perfect for what we needed. Very clean with easy self-check-in. The host was very responsive with all inquiries. Short walk to nice downtown area as well!"
The price is HK$678
HK$1,194 total
includes taxes & fees
14 Jul - 15 Jul
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

The price is HK$763
HK$1,289 total
includes taxes & fees
14 Jul - 15 Jul
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Luxury 3-bedroom fully renovated house in Goshen with brand new furniture.

2.0 star property
8.8 out of 10, Excellent, (6)
"The location is close to legoland which is nice. They had connect 4 and some playing cards otherwise the property isnt great for little ones due to some odd decor choices. There were ants and a spider and unsure about the cleaning. Thermostat didnt adjust and dishwasher didnt work. Tvs were hard to use. Wish there had been printed instructions for where to find things in the house, as well as recommendations in the town. Didnt use outdoor deck because too cold but also couldnt open the door and...
The price is HK$2,261
HK$3,258 total
includes taxes & fees
14 Jul - 15 Jul
Luxury 3-bedroom fully renovated house in Goshen with brand new furniture.

Luxurious Summer Oasis: WaterPark, Hike, Golf & fine Dining, Ultimate Relaxation

10.0 out of 10, Exceptional, (1)
"Serene and beautiful. More spacious even than it looks online. Wonderful place to retreat to with a group of couple friends or a family visiting the beautiful mountains and farms in the area. Feels like you’ve disconnected from the world, yet a great coffee shop and fully stocked supermarket are a few minutes ride. The hosts were very kind and communicative. Check in was a breeze. "
The price is HK$4,044
HK$7,910 total
includes taxes & fees
5 Aug - 6 Aug
Luxurious Summer Oasis: WaterPark, Hike, Golf & fine Dining, Ultimate Relaxation

Private Mountain Creek Getaway!

8.4 out of 10, Very good, (5)
"Very Clean, nicely updated, very spacious…. Restaurants right across the street. Worked out very well!"
The price is HK$4,739
HK$7,544 total
includes taxes & fees
11 Jul - 12 Jul
Private Mountain Creek Getaway!
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.
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

Can I find a holiday rental in Pine Island?

Yes, we have holiday rentals where you'll be just 9.3 mi (15 km) from LEGOLAND® New York, offering you a more secluded option if you want a quiet place to stay. Pine Island is known for its golf courses and mountain views. Make sure you have time to check out the riverfront while you're in the area.

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

Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town: This holiday home rental outside of Pine Island has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

What can I see and do in Pine Island?

While exploring the area, visit family-friendly sights like LEGOLAND® New York, or get outside and enjoy nature at Pine Island Town Park. Scenic Farms Golf Course and Warwick Valley Winery and Distillery are a couple of places you'll find in the wider area.

What are holiday rentals like in Pine Island?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pine Island. Holiday rentals feature amenities such as hot tubs, fire pits and patios so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a family trip.