Pine Island Vacation Rentals from ￥29,666: Search Short-Term Rentals

Q: What are some of the best vacation home rentals in Pine Island?

Cozy Cabin with Sauna & Firepit! : This vacation home near Pine Island offers a fireplace, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms in addition to a kitchen with a stovetop and a microwave.

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In two weeks

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Our top choices for Pine Island vacation rentals

Cozy 2BR condo w/ valley views

Vernon Township

Jacqueline

￥43,256 total

includes taxes & fees

Jun 10 - Jun 11

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

Warwick

David A.

￥30,663 total

includes taxes & fees

Jun 10 - Jun 11

Modern Hudson Valley Apt 202 - King/Queen/Twin

Montgomery

Michael C.

￥45,185 total

includes taxes & fees

Jun 17 - Jun 18

Family Home Close to Warwick, 5 Mi to Lake!

Monroe

￥115,575 total

includes taxes & fees

Jun 26 - Jun 27

Luxe 10 guest Ski Chalet /Skiing/Pools/Tennis/Gym/Golf/Hiking

vernon

Kastriot Q.

￥79,360 total

includes taxes & fees

Jun 8 - Jun 9

Mtn Creek Resort Condo - Mountain Bike, Hike, Golf, Swim, Legoland, NYC 1 Hour

Vernon Township

Yuliya

￥47,989 total

includes taxes & fees

Jun 7 - Jun 8

Villa Verde B&B, bsm, Greenwood Lake NY

Greenwood Lake

Tara

￥51,011 total

includes taxes & fees

Jun 6 - Jun 7

Close to Trails: Studio w/ Water Views

Wurtsboro

Charise C.

￥54,827 total

includes taxes & fees

Jun 7 - Jun 8

Hello Small Stone

Middletown

John H.

￥62,967 total

includes taxes & fees

Jun 6 - Jun 7

Condo at Mtn Creek sleep 4 Mountain view 1 Bdr 1 Bath #234

Vernon Township

Kenneth S.

￥51,694 total

includes taxes & fees

Jun 9 - Jun 10

Slope side cozy Studio

Vernon Township

Simon

￥36,731 total

includes taxes & fees

Jun 7 - Jun 8

Rare River Views & Access, Cabin by Eden Islands

Montague

Rohan L.

￥29,666 total

includes taxes & fees

Jun 8 - Jun 9

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Goshen

Jessica C.

￥46,782 total

includes taxes & fees

Jun 9 - Jun 10

Rustic Chic Stays - Walk to Mountain Creek Resort - Waterpark Opens June 19!

Vernon Township

Jennifer

￥51,333 total

includes taxes & fees

Jun 10 - Jun 11

Private Mountain Creek Getaway!

Vernon Township

"This place is fantastic, Charlie was extremely helpful and went above and beyond to ensure our stay was satisfactory. This place includes a lot in your stay such as towels soap/shampoo and even cotton swabs. This place is a great location and will 100% recommend for anyone staying in the area. We will definitely book again at this place and so should you if you want privacy and a great stay with a fantastic host. Thank You Charlie for the warm welcome."

Cristian S.

￥67,917 total

includes taxes & fees

Jun 18 - Jun 19

Golf Front | Mountain Views | Updated | Modern

Vernon

ryan h.

￥69,568 total

includes taxes & fees

Jun 22 - Jun 23

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

Warwick

Amy

￥40,972 total

includes taxes & fees

Jun 8 - Jun 9

Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

Warwick

john s.

￥41,061 total

includes taxes & fees

Jun 15 - Jun 16

Cozy Loft Cabin high above Bashakill Wildlife Refuge

Wurtsboro

Marlon R.

￥32,898 total

includes taxes & fees

Jun 7 - Jun 8

Resort Getaway ! Mtn Creek Ski-In Ski-Out -Pool-Hot Tub-Sauna

Vernon

cristina g.

￥42,985 total

includes taxes & fees

Jun 8 - Jun 9

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Top Pine Island Hotel Reviews

La Quinta Inn & Suites by Wyndham Middletown-Goshen

10/10 Excellent

"The hotel was clean, breakfast had quite a few choices, staff was friendly and helpful Very much would stay here again."

Best Western Hunt's Landing Hotel Matamoras/Milford

8/10 Good

"Staff at check-in was amazing. Very helpful and great location for the hotel. This hotel has a restaurant, bar and steakhouse on property. Great choices of food and very clean. The hotel itself has for rooms were a little outdated and that’s why I’m giving it a four star. Definitely a hotel. I would stay at again and highly recommended than anyone."

Fairfield Inn & Suites by Marriott Goshen Middletown

10/10 Excellent

"Love staying here when we go to get away for a weekend. The only thing I'd say is I told front desk my drawer didn't stay closed and no one came to look and I hit my shin on it 2xs and my toilet paper holder was almost twisted down."

Sleep Inn & Suites Middletown - Goshen

10/10 Excellent

"Hotel was really nice, so clean and breakfast was great! Coffee bar was excellent! Only complaint would be the hotel let people rent out the pool and my family & our guests who stayed at the hotel with us weren’t able to use the pool. Plus it was quite wild in there so it was not appropriate for families & young children. We would definitely come back again!"

Tru by Hilton Middletown

4/10 Poor

"Booked online but had to check in at the desk because the online key never works at this location. When checking in they said they just needed my card to put a hold just incase which is normal. What I wasn’t told was that there is a $75 pet fee and I wasn’t getting the money back. I don’t mind a pet fee it’s just strange nobody told me. I found out after I checked out from the receipt send to my email. Otherwise the stay was okay, the girl at the front desk was always on a personal call which made check out annoying as I had to wait for her to finish. Now the reason for the terrible rating is the last night the was a COCKROACH on the wall behind the tv. We looked around and couldn’t find any others but we were up all night stressed about it. I tried messaging someone on the Hilton app to see if anything could be done but no one answered."

Find out more about Pine Island

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Frequently asked questions

Can I find a vacation rental in Pine Island?

Yes, we offer vacation rentals where you'll be just 9.3 mi (15 km) from LEGOLAND® New York, providing a secluded option if you'd like a quiet spot to 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 vacation home rentals in Pine Island?

Cozy Cabin with Sauna & Firepit!: This vacation home near Pine Island offers a fireplace, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms in addition to a kitchen with a stovetop and a microwave.

What can I see and do in Pine Island?

While exploring the area, visit family-friendly sights like LEGOLAND® New York, 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.

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Check prices for these dates

Our top choices for Pine Island vacation rentals

Cozy 2BR condo w/ valley views

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

Modern Hudson Valley Apt 202 - King/Queen/Twin

Family Home Close to Warwick, 5 Mi to Lake!

Luxe 10 guest Ski Chalet /Skiing/Pools/Tennis/Gym/Golf/Hiking

Mtn Creek Resort Condo - Mountain Bike, Hike, Golf, Swim, Legoland, NYC 1 Hour

Villa Verde B&B, bsm, Greenwood Lake NY

Close to Trails: Studio w/ Water Views

Hello Small Stone

Condo at Mtn Creek sleep 4 Mountain view 1 Bdr 1 Bath #234

Slope side cozy Studio

Rare River Views & Access, Cabin by Eden Islands

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Rustic Chic Stays - Walk to Mountain Creek Resort - Waterpark Opens June 19!

Private Mountain Creek Getaway!

Golf Front | Mountain Views | Updated | Modern

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

Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

Cozy Loft Cabin high above Bashakill Wildlife Refuge

Resort Getaway ! Mtn Creek Ski-In Ski-Out -Pool-Hot Tub-Sauna

Find vacation rentals that suit your style

Top Pine Island Hotel Reviews

La Quinta Inn & Suites by Wyndham Middletown-Goshen

Best Western Hunt's Landing Hotel Matamoras/Milford

Fairfield Inn & Suites by Marriott Goshen Middletown

Holiday Inn Express Hotel & Suites Chester by IHG

Sleep Inn & Suites Middletown - Goshen

Tru by Hilton Middletown

Sleep Inn & Suites Monroe - Woodbury

Comfort Suites Central Valley - Woodbury

High Point Motel

Find out more about Pine Island

Frequently asked questions

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