Pine Island Vacation Rentals

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Our top choices for Pine Island vacation rentals

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)
"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 CA $353
CA $699 total
includes taxes & fees
Mar 1 - Mar 2
Country House w/Hot Tub, Deck, Grill & Fire Pit

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)
"Beautiful location. We really enjoyed seeing the deer in the field every morning. "
United States
Aaron M.
The price is CA $203
CA $400 total
includes taxes & fees
Mar 1 - Mar 2
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Cozy 2BR condo w/ valley views

Cozy 2BR condo w/ valley views
Vernon Township
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 CA $140
CA $356 total
includes taxes & fees
Mar 1 - Mar 2
Cozy 2BR condo w/ valley views

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 CA $145
CA $216 total
includes taxes & fees
Mar 1 - Mar 2
Chic Chalet River Views & Access

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, (30 reviews)
"Very nice property!"
United States
Chris E.
The price is CA $251
CA $584 total
includes taxes & fees
Mar 1 - Mar 2
Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking

Hidden Lakefront Gem on a Gated Countryside Escape

Hidden Lakefront Gem on a Gated Countryside Escape
2.0 star property
Monroe
Hidden Lakefront Gem on a Gated Countryside Escape

Rare River Views & Access, Cabin by Eden Islands

Rare River Views & Access, Cabin by Eden Islands
Montague
9.0 out of 10, Wonderful, (13 reviews)
"Nice convenient location, near the river and town. "
United States
Steve W.
The price is CA $115
CA $181 total
includes taxes & fees
Mar 1 - Mar 2
Rare River Views & Access, Cabin by Eden Islands

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
9.2 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 CA $122
CA $212 total
includes taxes & fees
Mar 10 - Mar 11
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Golf Front | Mountain Views | Updated | Modern

Golf Front | Mountain Views | Updated | Modern
Vernon
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 CA $215
CA $496 total
includes taxes & fees
Mar 1 - Mar 2
Golf Front | Mountain Views | Updated | Modern

Heated Pool Hot Tubs Sauna Gym Mtn Views Appalachian @ Mtn Creek #225

Heated Pool Hot Tubs Sauna Gym Mtn Views Appalachian @ Mtn Creek #225
Vernon
9.8 out of 10, Exceptional, (9 reviews)
"Nice place!!"
United States
Lukasz
The price is CA $225
CA $455 total
includes taxes & fees
Mar 2 - Mar 3
Heated Pool Hot Tubs Sauna Gym Mtn Views Appalachian @ Mtn Creek #225

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

Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around
Sparrow Bush
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 CA $147
CA $414 total
includes taxes & fees
Mar 11 - Mar 12
Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around

Romantic Creekside Lodge with Private Hot Tub

Romantic Creekside Lodge with Private Hot Tub
Milford
10.0 out of 10, Exceptional, (2 reviews)
"Love the property and the house was very nice clean"
United States
Atasha
The price is CA $290
CA $783 total
includes taxes & fees
Mar 4 - Mar 5
Romantic Creekside Lodge with Private Hot Tub

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 CA $246
CA $606 total
includes taxes & fees
Mar 4 - Mar 5
Hello Small Stone

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
9.8 out of 10, Exceptional, (34 reviews)
"Great time great location"
United States
R J.
The price is CA $227
CA $452 total
includes taxes & fees
Mar 3 - Mar 4
Two Full Baths in Newly Renovated ski golf Condo! New on Market!!

Serene Rustic Retreat with Lake

Serene Rustic Retreat with Lake
Cuddebackville
10.0 out of 10, Exceptional, (8 reviews)
"Amazing stay and beautiful home!"
United States
Koby A.
The price is CA $273
CA $662 total
includes taxes & fees
Mar 1 - Mar 2
Serene Rustic Retreat with Lake

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, (35 reviews)
"Great location within walking distance of boutiques and restaurants. Enjoyed our stay. "
United States
Cynthia W.
The price is CA $150
CA $352 total
includes taxes & fees
Mar 2 - Mar 3
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

Lakeside Couple`s Serenity Cabin+Hot Tub & Hiking

Lakeside Couple`s Serenity Cabin+Hot Tub & Hiking
Milford
10.0 out of 10, Exceptional, (4 reviews)
"Lovely quaint stay!"
United States
Kelly G.
The price is CA $199
CA $563 total
includes taxes & fees
Mar 10 - Mar 11
Lakeside Couple`s Serenity Cabin+Hot Tub & Hiking

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, (34 reviews)
"House was great, it had everything we needed and even provided coffee! "
United States
Colleen E.
The price is CA $233
CA $650 total
includes taxes & fees
Mar 2 - Mar 3
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Nature Views Washer, Dryer, Balcony 1 Purg #6

Nature Views Washer, Dryer, Balcony 1 Purg #6
Vernon
The price is CA $215
CA $498 total
includes taxes & fees
Mar 2 - Mar 3
Nature Views Washer, Dryer, Balcony 1 Purg #6

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 CA $214
CA $400 total
includes taxes & fees
Mar 1 - Mar 2
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.

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Top Pine Island Hotel Reviews

Find out more about Pine Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Pine Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Pine Island?

Yes, we offer vacation rentals close to well known sights in Pine Island, or you can select a more secluded option if you're looking for relaxation. 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 vacation home rentals in Pine Island?

13-Acre Luxury Estate with Private Lake, Private Golf Range, Forest with Hiking: This vacation home rental near Pine Island is located on a lake and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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 larger area.

What are vacation rentals like in Pine Island?

Vacation rentals are private properties you can book for a couple days or more in Pine Island. Vacation rentals feature extras like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great option for a family trip or a small group gathering.