Pine Island Holiday Rentals

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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Pine Island holiday rentals

Interior

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

Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
8.8 out of 10, Excellent, (9 reviews)
"The bed was very comfortable! Loved the sitting area in the room! The downstairs of this location is an excellent restaurant! "
United States
Annette L.
The price is HK$662
HK$1,174 total
includes taxes & fees
26 Mar - 27 Mar
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
Living area

Hike & Fish: Outdoor Retreat Near Trails

Hike & Fish: Outdoor Retreat Near Trails
3.0 star property
Westbrookville
The price is HK$1,292
HK$2,409 total
includes taxes & fees
31 Mar - 1 Apr
Hike & Fish: Outdoor Retreat Near Trails
1 bedroom, desk, iron/ironing board, free WiFi

Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.

Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
Wurtsboro
9.0 out of 10, Wonderful, (2 reviews)
"The host was very welcoming and very responsive. The apartment was very cute and super clean. I came up for a Halloween event put on by a friend the location was very convenient in the downtown area and I could walk to most of the places I needed to get to I very much enjoyed my stay here and would stay again if I’m in the area. "
United States
Sheena C.
The price is HK$1,018
HK$2,139 total
includes taxes & fees
26 Mar - 27 Mar
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
Smart TV

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Goshen
9.8 out of 10, Exceptional, (13 reviews)
"Great place to stay when visiting Legoland. Convenient location and comfortable and clean."
United States
Jessica C.
The price is HK$1,162
HK$2,290 total
includes taxes & fees
30 Mar - 31 Mar
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
1 bedroom, free WiFi, bed sheets, wheelchair access

Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Warwick
10.0 out of 10, Exceptional, (37 reviews)
"Great location within walking distance of boutiques and restaurants. Enjoyed our stay. "
United States
Cynthia W.
The price is HK$861
HK$1,992 total
includes taxes & fees
26 Mar - 27 Mar
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Microwave, oven, stovetop, dishwasher

Modern Hudson Valley Apt 202 - King/Queen/Twin

Modern Hudson Valley Apt 202 - King/Queen/Twin
Montgomery
9.8 out of 10, Exceptional, (17 reviews)
"We had a great stay!! I booked for a “get ready” spot for my wedding and it was everything I could have dreamed of. Everything was perfect and very clean! Can’t wait to book again Very centrally located near some amazing small boutiques, a couple restaurants. The town seemed like a popular spot on the weekend! "
United States
Tiffani H.
The price is HK$1,162
HK$2,095 total
includes taxes & fees
29 Mar - 30 Mar
Modern Hudson Valley Apt 202 - King/Queen/Twin
Outdoor spa tub

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

Country House w/Hot Tub, Deck, Grill & Fire Pit
Goshen
10.0 out of 10, Exceptional, (61 reviews)
"Very good host "
United States
Binyomin
The price is HK$2,024
HK$3,876 total
includes taxes & fees
31 Mar - 1 Apr
Country House w/Hot Tub, Deck, Grill & Fire Pit
Outdoor spa tub

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Greenwood Lake
9.8 out of 10, Exceptional, (36 reviews)
"House was great, it had everything we needed and even provided coffee! "
United States
Colleen E.
The price is HK$1,526
HK$3,923 total
includes taxes & fees
29 Mar - 30 Mar
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Dining

Nature Views Washer, Dryer, Balcony 1 Purg #6

Nature Views Washer, Dryer, Balcony 1 Purg #6
Vernon
The price is HK$1,292
HK$2,898 total
includes taxes & fees
26 Mar - 27 Mar
Nature Views Washer, Dryer, Balcony 1 Purg #6
Golf

Heated Pool Hot Tubs Sauna Gym Mtn Views Appalachian @ Mtn Creek #241

Heated Pool Hot Tubs Sauna Gym Mtn Views Appalachian @ Mtn Creek #241
Vernon
9.2 out of 10, Wonderful, (9 reviews)
"Our stay was perfect and check in was all provided ahead. Walk to water park in summer. Pool was great!"
United States
Jonas C.
The price is HK$947
HK$2,077 total
includes taxes & fees
14 Apr - 15 Apr
Heated Pool Hot Tubs Sauna Gym Mtn Views Appalachian @ Mtn Creek #241
Outdoor pool, a heated pool

Swiss Spot. Cozy 1-bedroom apartment in charming Vernon NJ with heated pools.

Swiss Spot. Cozy 1-bedroom apartment in charming Vernon NJ with heated pools.
Vernon Township
The price is HK$900
HK$1,413 total
includes taxes & fees
26 Mar - 27 Mar
Swiss Spot. Cozy 1-bedroom apartment in charming Vernon NJ with heated pools.
Living area

Cozy 2BR condo w/ valley views

Cozy 2BR condo w/ valley views
Vernon Township
9.6 out of 10, Exceptional, (25 reviews)
"Very nice stay really clean and beautiful views thanks a lot enjoyed snowboarding at creek for the 2 days "
United States
Jacqueline
The price is HK$782
HK$1,950 total
includes taxes & fees
1 Apr - 2 Apr
Cozy 2BR condo w/ valley views
Interior

Villa Verde B&B, bsm, Greenwood Lake NY

Villa Verde B&B, bsm, Greenwood Lake NY
Greenwood Lake
10.0 out of 10, Exceptional, (12 reviews)
"The breakfast was lovely!"
United States
Tara
The price is HK$1,722
HK$2,896 total
includes taxes & fees
26 Mar - 27 Mar
Villa Verde B&B, bsm, Greenwood Lake NY
Exterior detail

Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown

Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
Port Jervis
10.0 out of 10, Exceptional, (6 reviews)
"House was clean and parking was easy! Close to downtown Port Jervis, with some great restaurants. The owners were so kind, and were so helpful!"
United States
Jen C.
The price is HK$845
HK$2,589 total
includes taxes & fees
26 Mar - 27 Mar
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
Interior

Hello Small Stone

Hello Small Stone
Middletown
9.6 out of 10, Exceptional, (5 reviews)
"The house was great. It was nice to sit and relax by the small pond in the back."
United States
John H.
The price is HK$1,409
HK$3,445 total
includes taxes & fees
8 Apr - 9 Apr
Hello Small Stone
Interior

Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views
3.0 star property
Westbrookville
The price is HK$955
HK$1,866 total
includes taxes & fees
31 Mar - 1 Apr
Close to Trails: Studio w/ Water Views
A heated pool

Heated Pool Hot Tubs Sauna Gym Mtn Front Appalachian @ Mtn Creek #428

Heated Pool Hot Tubs Sauna Gym Mtn Front Appalachian @ Mtn Creek #428
Vernon
Heated Pool Hot Tubs Sauna Gym Mtn Front Appalachian @ Mtn Creek #428
Interior

Lux Lake Neepaulin Frontage & Panoramic Views Home

Lux Lake Neepaulin Frontage & Panoramic Views Home
Wantage
7.8 out of 10, Good, (7 reviews)
"Nice place to stay. "
United States
Bob
The price is HK$1,033
HK$1,449 total
includes taxes & fees
29 Mar - 30 Mar
Lux Lake Neepaulin Frontage & Panoramic Views Home
Fridge, microwave, oven, stovetop

The Wine House, Sitting atop of Warwick's brand new Wine Bar

The Wine House, Sitting atop of Warwick's brand new Wine Bar
Warwick
10.0 out of 10, Exceptional, (28 reviews)
"Awesome space and area! We loved the shops and restaurants within walking distance and overall friendly town! Great escape for me to spend quality time with my daughter! "
United States
Amy
The Wine House, Sitting atop of Warwick's brand new Wine Bar
Exterior

Modern penthouse suite in a restored grain tower with private roof deck.

Modern penthouse suite in a restored grain tower with private roof deck.
Warwick
10.0 out of 10, Exceptional, (27 reviews)
"Wonderful stay!"
United States
Lisi M.
The price is HK$2,642
HK$4,149 total
includes taxes & fees
26 Mar - 27 Mar
Modern penthouse suite in a restored grain tower with private roof deck.
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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Top Pine Island Hotel Reviews

Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG

10/10 Excellent
"The bed was upside down. We realized it the next day it felt super hard. "
David 1-night trip
Posted 23 hours ago
Holiday Inn Express & Suites Montgomery by IHG

Find out more about Pine Island

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Frequently asked questions

Can I find a holiday rental in Pine Island?

Yes, there are holiday rentals close to the most popular sights in Pine Island, or you can select a more secluded option if you're looking for a relaxing 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?

Large Lake House Property Your Family And Friends Will Love Staying At!: This holiday home rental outside of Pine Island is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What can I see and do in Pine Island?

While exploring the area, visit family-friendly sights like Mountain Creek Waterpark, 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.