Holiday Rentals in Pine Island

  • 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

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 €256
includes taxes & fees
19 May - 20 May
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

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 €332
includes taxes & fees
18 May - 19 May
Hello Small Stone

Cozy 2BR condo w/ valley views

Cozy 2BR condo w/ valley views
Vernon Township
9.6 out of 10, Exceptional, (27 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 €228
includes taxes & fees
19 May - 20 May
Cozy 2BR condo w/ valley views

Hike & Fish: Outdoor Retreat Near Trails

Hike & Fish: Outdoor Retreat Near Trails
3.0 star property
Westbrookville
The price is €384
includes taxes & fees
19 May - 20 May
Hike & Fish: Outdoor Retreat Near Trails

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, (39 reviews)
"The Luxe Loft 1 is a beautiful place, meticulously cared for and appointed, and in a prime location to enjoy Warwick, NY. Communication was excellent, check-in directions clear and perfect. I can't wait to rent it again!!"
United States
Charles
The price is €226
includes taxes & fees
20 May - 21 May
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

Lakefront Haven • Private Dock • Private Beach • Fire Pit • Game Room

Lakefront Haven • Private Dock • Private Beach • Fire Pit • Game Room
West Milford
10.0 out of 10, Exceptional, (5 reviews)
"A very clean and wonderful place, where we enjoyed a peaceful weekend with our family. We absolutely loved it. Highly recommended for everyone."
United States
Johana
The price is €692
includes taxes & fees
18 May - 19 May
Lakefront Haven • Private Dock • Private Beach • Fire Pit • Game Room

Cozy Loft Cabin high above Bashakill Wildlife Refuge

Cozy Loft Cabin high above Bashakill Wildlife Refuge
Wurtsboro
9.4 out of 10, Exceptional, (29 reviews)
"Great weekend getaway, very communicative and easy to access"
United States
Marlon R.
The price is €189
includes taxes & fees
19 May - 20 May
Cozy Loft Cabin high above Bashakill Wildlife Refuge

Golf Front | Mountain Views | Updated | Modern

Golf Front | Mountain Views | Updated | Modern
Vernon
9.8 out of 10, Exceptional, (8 reviews)
"Perfect for my family of 5 and it was a 3 minute ride to Mountain Creek lodge. The owners were very responsive as well. Wonderful weekend overall. I’ll be renting it again next year. "
United States
ryan h.
The price is €332
includes taxes & fees
18 May - 19 May
Golf Front | Mountain Views | Updated | Modern

Chic Chalet River Views & Access

Chic Chalet River Views & Access
Montague
7.4 out of 10, Good, (3 reviews)
"Dirty. Ants. Not well stocked."
United States
odette w.
The price is €164
includes taxes & fees
18 May - 19 May
Chic Chalet River Views & Access

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

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
9.0 out of 10, Wonderful, (16 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 €133
includes taxes & fees
18 May - 19 May
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking

Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking
vernon
9.4 out of 10, Exceptional, (31 reviews)
"Very nice property!"
United States
Chris E.
The price is €357
includes taxes & fees
25 May - 26 May
Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking

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

5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!
Warwick
10.0 out of 10, Exceptional, (5 reviews)
"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 €487
includes taxes & fees
17 Jun - 18 Jun
5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!

Rustic Chic Stays - Walk to Mountain Creek Resort - Pool + Hot Tubs + Sauna!

Rustic Chic Stays - Walk to Mountain Creek Resort - Pool + Hot Tubs + Sauna!
Vernon Township
10.0 out of 10, Exceptional, (50 reviews)
"Stacey was phenomenal! An excellent host. The rental was absolutely spotless and one of the coziest beds I've ever slept in, in my life. "
United States
Ricardo S.
The price is €281
includes taxes & fees
18 May - 19 May
Rustic Chic Stays - Walk to Mountain Creek Resort - Pool + Hot Tubs + Sauna!

Heated Pool Hot Tubs Sauna Gym Deck Mtn Views Appalachian @ Mtn Creek #419

Heated Pool Hot Tubs Sauna Gym Deck Mtn Views Appalachian @ Mtn Creek #419
Vernon
9.8 out of 10, Exceptional, (10 reviews)
"The unit was very cozy, clean and well maintained, we loved the private garage and the close proximity to so many things."
United States
Matthew C.
Heated Pool Hot Tubs Sauna Gym Deck Mtn Views Appalachian @ Mtn Creek #419

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, (62 reviews)
"Very good host "
United States
Binyomin
The price is €519
includes taxes & fees
18 May - 19 May
Country House w/Hot Tub, Deck, Grill & Fire Pit

Top floor, Mountain facing 2Bd, 2Ba @ Mountain Creek

Top floor, Mountain facing 2Bd, 2Ba @ Mountain Creek
Vernon Township
10.0 out of 10, Exceptional, (5 reviews)
"Jennifer had all the details accounted for and the place was great."
United States
Paulo R.
The price is €401
includes taxes & fees
18 May - 19 May
Top floor, Mountain facing 2Bd, 2Ba @ Mountain Creek

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, (37 reviews)
"House was great, it had everything we needed and even provided coffee! "
United States
Colleen E.
The price is €400
includes taxes & fees
18 May - 19 May
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Two Full Baths in Newly Renovated ski golf Condo! New on Market!!

Two Full Baths in Newly Renovated ski golf Condo! New on Market!!
Vernon Township
10.0 out of 10, Exceptional, (35 reviews)
"Clean & organized, was a perfect location for our family trip."
United States
Rodney L.
The price is €291
includes taxes & fees
18 May - 19 May
Two Full Baths in Newly Renovated ski golf Condo! New on Market!!

Rare River Views & Access, Cabin by Eden Islands

Rare River Views & Access, Cabin by Eden Islands
Montague
9.0 out of 10, Wonderful, (14 reviews)
"Nice convenient location, near the river and town. "
United States
Steve W.
The price is €144
includes taxes & fees
18 May - 19 May
Rare River Views & Access, Cabin by Eden Islands

Mountain Creek Resort Stay • Modern Condo at The Appalachian #330

Mountain Creek Resort Stay • Modern Condo at The Appalachian #330
vernon
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful place, great location, "
United States
Jakub S.
The price is €323
includes taxes & fees
16 Jun - 17 Jun
Mountain Creek Resort Stay • Modern Condo at The Appalachian #330
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

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 €133 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?

Spacious 7BR Villa on 14 Acres w/ Indoor Pool: This holiday home rental outside of Pine Island offers an indoor pool, a fireplace and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of books in this rental home to help you unwind.

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.