Pine Island Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Pine Island holiday rentals

10.0 out of 10, Exceptional, (60 reviews)
"This cottage was perfect for our stay. We have family nearby and this was the perfect retreat after busy days. We will be booking again. The space is clean and welcoming the land is beautiful! "
United States
Heather A.
The price is NZ$842
includes taxes & fees
2 Mar - 3 Mar
Country House w/Hot Tub, Deck, Grill & Fire Pit
9.8 out of 10, Exceptional, (13 reviews)
"Beautiful location. We really enjoyed seeing the deer in the field every morning. "
United States
Aaron M.
The price is NZ$486
includes taxes & fees
27 Feb - 28 Feb
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Condo in Vernon Township

Cozy 2BR condo w/ valley views
9.6 out of 10, Exceptional, (24 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 NZ$439
includes taxes & fees
11 Mar - 12 Mar
Cozy 2BR condo w/ valley views
7.4 out of 10, Good, (3 reviews)
"Dirty. Ants. Not well stocked."
United States
odette w.
The price is NZ$287
includes taxes & fees
12 Mar - 13 Mar
Chic Chalet River Views & Access
9.4 out of 10, Exceptional, (30 reviews)
"Very nice property!"
United States
Chris E.
The price is NZ$705
includes taxes & fees
2 Mar - 3 Mar
Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking
2.0 star property
The price is NZ$575
includes taxes & fees
1 Mar - 2 Mar
Hidden Lakefront Gem on a Gated Countryside Escape
9.0 out of 10, Wonderful, (13 reviews)
"Nice convenient location, near the river and town. "
United States
Steve W.
The price is NZ$240
includes taxes & fees
17 Mar - 18 Mar
Rare River Views & Access, Cabin by Eden Islands
9.2 out of 10, Wonderful, (9 reviews)
"I really enjoyed my stay. The room was very clean, the inn is well located in town and it is great having the restaurant below. Would stay here again! "
United States
Erin R.
The price is NZ$263
includes taxes & fees
9 Mar - 10 Mar
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
9.8 out of 10, Exceptional, (7 reviews)
"We had a very nice stay here. Beautifully decorated. We ran into a couple issues which were immediately resolved by the owner."
United States
Kate S.
The price is NZ$591
includes taxes & fees
1 Mar - 2 Mar
Golf Front | Mountain Views | Updated | Modern
9.8 out of 10, Exceptional, (9 reviews)
"Nice place!!"
United States
Lukasz
The price is NZ$503
includes taxes & fees
12 Mar - 13 Mar
Heated Pool Hot Tubs Sauna Gym Mtn Views Appalachian @ Mtn Creek #225
9.4 out of 10, Exceptional, (11 reviews)
"A little off the beaten path, but a lovely Vrbo with excellent amenities with a nice natural surrounding."
United States
Nicholas G.
The price is NZ$503
includes taxes & fees
2 Mar - 3 Mar
Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around
10.0 out of 10, Exceptional, (2 reviews)
"Love the property and the house was very nice clean"
United States
Atasha
The price is NZ$793
includes taxes & fees
4 Mar - 5 Mar
Couple's Retreat Lodge|Hot Tub| RiverViews|Tennis

Cottage in Middletown

Hello Small Stone
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 NZ$724
includes taxes & fees
4 Mar - 5 Mar
Hello Small Stone
9.8 out of 10, Exceptional, (34 reviews)
"Great time great location"
United States
R J.
The price is NZ$553
includes taxes & fees
1 Mar - 2 Mar
Two Full Baths in Newly Renovated ski golf Condo! New on Market!!

Cabin in Cuddebackville

Serene Rustic Retreat with Lake
10.0 out of 10, Exceptional, (8 reviews)
"Amazing stay and beautiful home!"
United States
Koby A.
The price is NZ$792
includes taxes & fees
27 Feb - 28 Feb
Serene Rustic Retreat with Lake
10.0 out of 10, Exceptional, (35 reviews)
"Great location within walking distance of boutiques and restaurants. Enjoyed our stay. "
United States
Cynthia W.
The price is NZ$424
includes taxes & fees
2 Mar - 3 Mar
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
10.0 out of 10, Exceptional, (4 reviews)
"Lovely quaint stay!"
United States
Kelly G.
The price is NZ$597
includes taxes & fees
10 Mar - 11 Mar
Couple's Serenity Cabin * Hot Tub *Lake
9.8 out of 10, Exceptional, (34 reviews)
"House was great, it had everything we needed and even provided coffee! "
United States
Colleen E.
The price is NZ$796
includes taxes & fees
2 Mar - 3 Mar
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
The price is NZ$591
includes taxes & fees
1 Mar - 2 Mar
Nature Views Washer, Dryer, Balcony 1 Purg #6

Aparthotel in Greenwood Lake

Villa Verde B&B, bsm, Greenwood Lake NY
10.0 out of 10, Exceptional, (12 reviews)
"The breakfast was lovely!"
United States
Tara
The price is NZ$483
includes taxes & fees
27 Feb - 28 Feb
Villa Verde B&B, bsm, Greenwood Lake NY
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.

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

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, 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 NZ$439 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?

13-Acre Luxury Estate with Private Lake, Private Golf Range, Forest with Hiking: This holiday home rental outside of Pine Island is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 6 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.