Hotels with Pool & Resorts in Pine Island from NZ$261

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Check availability on Pine Island Hotels with Pool

Tonight
2 Aug - 3 Aug
Tomorrow
3 Aug - 4 Aug
Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug

Best Pine Island Hotels with Pool

Hampton Inn Harriman Woodbury
Relax by the pool surrounded by lush greenery and enjoy a refreshing swim.

Hampton Inn Harriman Woodbury

2.5 star property
9.2 out of 10, Wonderful, (1004)
"Great stay great staff great accommodations "
The price is NZ$264
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn Harriman Woodbury
5BR Home with Sauna & Pool Hot tub Fire pit
Relax by the pool surrounded by lush greenery and comfortable lounge chairs.

5BR Home with Sauna & Pool Hot tub Fire pit

The price is NZ$2,706
includes taxes & fees
6 Aug - 7 Aug
5BR Home with Sauna & Pool Hot tub Fire pit
7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space
Outdoor pool

7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space

8.0 out of 10, Very good, (1)
The price is NZ$3,273
includes taxes & fees
28 Aug - 29 Aug
7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space
The Dominion House Bed & Breakfast
Relax by the pool surrounded by lush greenery and a vibrant tree.

The Dominion House Bed & Breakfast

2.0 star property
9.2 out of 10, Wonderful, (226)
"Amazing hospitality,"
The price is NZ$411
includes taxes & fees
5 Aug - 6 Aug
The Dominion House Bed & Breakfast
Secluded Stunning Lake View Villa w Heated Pool, Fenced Yard & Hot Tub
Relax by the rectangular pool surrounded by lush greenery and a stone patio.

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."
Secluded Stunning Lake View Villa w Heated Pool, Fenced Yard & Hot Tub
Holiday Inn Express Hotel & Suites Chester by IHG
Experience the sleek design of this hotel, featuring a flat roof and a mix of brick and stucco exterior.

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 star property
8.4 out of 10, Very good, (1003)
"Very clean and breakfast was worthy."
The price is NZ$261
includes taxes & fees
5 Aug - 6 Aug
Holiday Inn Express Hotel & Suites Chester by IHG
Peaceful 1-bedroom Suite in Goshen NY, 5 mins from Legoland! AC, Wi-fi, Pool inc
Outdoor pool

Peaceful 1-bedroom Suite in Goshen NY, 5 mins from Legoland! AC, Wi-fi, Pool inc

Peaceful 1-bedroom Suite in Goshen NY, 5 mins from Legoland! AC, Wi-fi, Pool inc
New 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space
Relax in a serene hot tub surrounded by lush greenery and a clear sky.

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

10.0 out of 10, Exceptional, (26)
"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 NZ$1,605
includes taxes & fees
11 Aug - 12 Aug
New 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space
Spectacular Mansion w/Pool&Tennis
Swim surrounded by natural rock formations and lush greenery in a serene and setting.

Spectacular Mansion w/Pool&Tennis

10.0 out of 10, Exceptional, (10)
"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 NZ$5,996
includes taxes & fees
7 Aug - 8 Aug
Spectacular Mansion w/Pool&Tennis
Luxury Mountain House: Pool, Theater & Outdoor Kitchen
Outdoor pool

Luxury Mountain House: Pool, Theater & Outdoor Kitchen

10.0 out of 10, Exceptional, (11)
"Was a great location for a family gathering. The pool was great. The layout of the house was awesome."
The price is NZ$2,722
includes taxes & fees
3 Aug - 4 Aug
Luxury Mountain House: Pool, Theater & Outdoor Kitchen
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.

Top Pine Island Hotel Reviews

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent
"The staff was so nice and accommodating. We chose this hotel due to the convenient 10 min drive to Legoland. The breakfast had a good variety eggs, sausage, pancakes, bagels, cinnamon rolls, fruit, muffins, cereal,yogurts and juices. The coffee was also really good a machine that grinds up beans and makes each coffee fresh to order. The also had togo bags which was helful since we have a tiny guy that tends to eat a bite and "save it for later" the rooms had a microwave and fridge and the pool was nice and shallow. I would definitely recommend this hotel and we will definitely stay again for our next legoland trip!"
Lauren 2-night trip
Posted 2 days ago
Holiday Inn Express Hotel & Suites Chester by IHG

Frequently asked questions

What are some accommodation options with pools in Pine Island?
La Quinta Inn & Suites by Wyndham Middletown-Goshen: Features daily, an indoor pool and free self parking. Sleep Inn & Suites Middletown - Goshen: Offers continental, an indoor pool and complimentary high-speed (wired) Internet access. Hampton Inn Harriman Woodbury: Hotel, 1-minute walk from Woodbury Common Premium Outlets. Provides daily, an indoor pool and complimentary high-speed (wired) Internet access. Best Western Hunt's Landing Hotel Matamoras/Milford: Features buffet, an indoor pool and free self parking. Courtyard by Marriott Middletown Goshen: Offers complimentary high-speed (wired) Internet access, an indoor pool and free self parking.
What is there to see and do in Pine Island?
Explore places such as LEGOLAND® New York while you're in the area. Take in the natural beauty with a stop at Pine Island Town Park.
When is the best time to book a hotel with a pool in Pine Island?
You may want to consider a place to stay that offers an outdoor pool if you plan to visit Pine Island in the warmest months of July, August or June, when the average temperature is 21°C. Accommodation with an indoor pool may be the way to go if you visit during the coldest months of January, February or December, when the average temp is 0°C.