Holiday Rentals in Pine Island

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Holiday Rentals in Pine Island

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Goshen
9.8 out of 10, Exceptional, (11)
"Wonderful cottage - lots of natural light - well equipped - great shower- comfortable beds- near Legoland - affordable- beautiful surroundings with great sunsets and sunrises - "
United States
Teresa
The price is €258
includes taxes & fees
18 Nov - 19 Nov
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Cozy 1-bedroom condo-Ski in/out/Waterpark/King Bed/WIFI/Parking

2.5 star property
Vernon Township
9.4 out of 10, Exceptional, (6)
"This was my family’s first Vrbo experience and we couldn’t be more happy with the property! The owner, Henry, was very quick to respond when we needed a little guidance on to check in and also made sure to check in with me later on to see if we settled in ok. The property was super cute and quaint for our snowboarding trip. We cannot wait to come back again! "
United States
Samantha
The price is €208
includes taxes & fees
24 Nov - 25 Nov
Cozy 1-bedroom condo-Ski in/out/Waterpark/King Bed/WIFI/Parking

Villa Verde B&B, bsm, Greenwood Lake NY

Greenwood Lake
10.0 out of 10, Exceptional, (12)
"Definitely going back "
United States
Vincent
The price is €289
includes taxes & fees
18 Nov - 19 Nov
Villa Verde B&B, bsm, Greenwood Lake NY

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

Warwick
9.0 out of 10, Wonderful, (6)
"Although the original check-in process was fine, the host became unresponsive to our questions during the stay. We were able to figure out the answers to our questions, but it would have been nice to hear anything at all. We went so far as to text the host because we became concerned after radio silence for 3 days. Once she did respond she didn't apologize for not getting back to us and ghosting us for days. "
United States
Patty M.
The price is €131
includes taxes & fees
18 Nov - 19 Nov
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around

Sparrow Bush
9.4 out of 10, Exceptional, (11)
"Peaceful, comfortable, serene, just what we were looking for...felt like home."
United States
Blanche R.
The price is €250
includes taxes & fees
18 Nov - 19 Nov
Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around

Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

Warwick
10.0 out of 10, Exceptional, (40)
"We absolutely loved this place! Very clean, comfortable, and the host was super communicative. We loved being able to walk to all the bars and restaurants. "
United States
Anna R.
The price is €217
includes taxes & fees
18 Nov - 19 Nov
Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

Cozy Haven: A Romantic Retreat in our Tiny House!

Middletown
6.8 out of 10, (10)
"I love the place but the cleanliness was bad, we found a condom under the bed and there was also blood on the bed sheets and a yellow stain on the bed. I’m sorry but for the price I expected something better than this."
United States
Jeferson Eleazar P.
Cozy Haven: A Romantic Retreat in our Tiny House!

Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.

Montgomery
10.0 out of 10, Exceptional, (2)
"Location was fantastic - short short walk (100-300’) to a handful of very good restaurants. The apartment is brand new, extraordinarily clean, well provisioned and has everything you could possibly need. It’s clear that the owners take pride in their property and take care of it accordingly. They are also super responsive and helpful. I accidentally locked myself out of the apartment one morning and "
United States
Ryan B.
Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.

Hike & Fish: Outdoor Retreat Near Trails

3.0 star property
Westbrookville
The price is €263
includes taxes & fees
18 Nov - 19 Nov
Hike & Fish: Outdoor Retreat Near Trails

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

Port Jervis
10.0 out of 10, Exceptional, (5)
"Full kitchen, lovely bathroom. Enjoyed my stay for 2 nights. Very near main restaurant/cafe area of Port Jervis. Described as is. Provided detailed instructions for entry and stay. Good communication."
United States
Diane & Terry W.
The price is €283
includes taxes & fees
18 Nov - 19 Nov
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown

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

Wurtsboro
9.0 out of 10, Wonderful, (2)
"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 €241
includes taxes & fees
18 Nov - 19 Nov
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.

Cozy 2BR condo w/ valley views

Vernon Township
9.6 out of 10, Exceptional, (18)
"Great location, spacious and super cozy w comfy linens and beds. 3 mins to mountain. Provides toiletries, great communication. Great local neighbors & residents "
United States
Jennifer D.
The price is €221
includes taxes & fees
18 Nov - 19 Nov
Cozy 2BR condo w/ valley views

Charming house with brook in the picturesque Village of Wurtsboro min from shops

Wurtsboro
Charming house with brook in the picturesque Village of Wurtsboro min from shops

Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike

2.0 star property
Vernon Township
8.8 out of 10, Excellent, (3)
"House was beautiful! Airy, cool and bedrooms were comfortable! Such a cute cottage and outdoor fire pit was amazing."
United States
Cherlyn I.
The price is €421
includes taxes & fees
18 Nov - 19 Nov
Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike

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

2.0 star property
Warwick
10.0 out of 10, Exceptional, (3)
"Had a lovely weekend in the little red barn. And the little market next door has the best breakfast egg and bacon sandwich."
United States
michelle d.
The price is €358
includes taxes & fees
1 Dec - 2 Dec
5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!

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

Goshen
9.8 out of 10, Exceptional, (59)
"Was a good place to stay with the family for a few days. Very convenient to LegoLand."
United States
Joseph S.
The price is €441
includes taxes & fees
18 Nov - 19 Nov
Renovated House w/Hot Tub, Deck, Grill & Fire Pit

Condo at Mtn Creek 1 Bdr 1 Bath sleep 4 Mtn view #308

Vernon Township
10.0 out of 10, Exceptional, (3)
"The space was wonderful and exactly as shown in listing. Hosts are so communicative up to day of check-out. It was fun to have some games on hand to curl up and play while enjoying the fireplace in the evening. The fridge size made it so convenient to make our meals and enjoy going out and about in the area during the day. Would definitely book the space again, best condo we've stayed at in this location to date. It was a wonderful space to incorporate in our post-engagement weekend getaway with...
United States
Dawn A.
The price is €236
includes taxes & fees
18 Nov - 19 Nov
Condo at Mtn Creek 1 Bdr 1 Bath sleep 4 Mtn view #308

2 bedroom cozy condo with parking on premises

Vernon Township
9.8 out of 10, Exceptional, (30)
"Very nice spot! Peaceful and private patio. Well stocked kitchen. Would highly recommend!"
United States
Laura C.
The price is €259
includes taxes & fees
18 Nov - 19 Nov
2 bedroom cozy condo with parking on premises

Hello Small Stone

Middletown
9.6 out of 10, Exceptional, (5)
"Place was cute. The master bedroom was nice and comfortable. Didn’t cook on this trip but house had everything you would need. The little pond had frogs which were cute and we had a deer in the yard on the last morning which was fun to see. The hot water did smell like sulfur/rotten eggs but that seems common for this area. Angel responded very quickly when I had a question. This was very helpful. "
United States
Angela H.
The price is €368
includes taxes & fees
19 Nov - 20 Nov
Hello Small Stone
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

Find out more about Pine Island

Everything you need to know about Pine Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pine Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pine Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pine Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pine Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pine Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pine Island holiday rentals we have selected for you start as low as €131 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pine Island rentals

At Expedia, we put the best Pine Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Pine Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pine Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pine Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out: This holiday home rental outside of Pine Island is located in the mountains, and has an outdoor pool, a fireplace and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a balcony, an arcade/games room 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.