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Our top choices for Pine Island vacation rentals
1. Carriage House Apartment Goshen NY
Carriage House Apartment Goshen NY4.0 star property
Goshen
10.0 out of 10, Exceptional, (2 reviews)
10/10
Exceptional
(2 reviews)
"Great for a group"
"Great for a group"
Audra
$179 nightly
The price is $221
$221 total
Nov 16 - Nov 17
Total with taxes and fees
2. Hay Loft Apartment in Barn - Goshen
Hay Loft Apartment in Barn - Goshen2.0 star property
Goshen
10.0 out of 10, Exceptional, (4 reviews)
10/10
Exceptional
(4 reviews)
"The apartment was very clean and well decorated. Our host Emily was very lovely and responsive whenever we needed help. The breakfast provided at the Inn was delicious as well. Would definitely recommend this stay!"
"The apartment was very clean and well decorated. Our host Emily was very lovely and responsive whenever we needed help. The breakfast provided at the Inn was delicious as well. Would definitely recommend this stay!"Natasha
$224 nightly
The price is $276
$276 total
Nov 16 - Nov 17
Total with taxes and fees
3. Historic Horse Barn Apartment in Goshen
Historic Horse Barn Apartment in Goshen3.5 star property
Goshen
$156 nightly
The price is $192
$192 total
Nov 16 - Nov 17
Total with taxes and fees
4. Columbus Suites
Columbus Suites3.0 star property
Middletown
6.6 out of 10, (23 reviews)
6.6/10
(23 reviews)
"My worst experience ever staying at the hotel no communication locked out at the sleep in my car. I would never recommend anybody to stay there. The bed is horrible no curtains window basically nothing nice to say about that property. Sorry."
"My worst experience ever staying at the hotel no communication locked out at the sleep in my car. I would never recommend anybody to stay there. The bed is horrible no curtains window basically nothing nice to say about that property. Sorry."Edwin
$127 nightly
The price is $144
$144 total
Nov 16 - Nov 17
Total with taxes and fees
5. Hudson Valley Retreat w/ Pool Near Greenwood Lake
Hudson Valley Retreat w/ Pool Near Greenwood Lake3.0 star property
Monroe
10.0 out of 10, Exceptional, (4 reviews)
10/10
Exceptional
(4 reviews)
"The house was very quiet and exactly as advertised. Would stay again!"
"The house was very quiet and exactly as advertised. Would stay again!"Scott
$457 nightly
The price is $539
$539 total
Nov 30 - Dec 1
Total with taxes and fees
6. Hike & Fish: Outdoor Retreat Near Trails
Hike & Fish: Outdoor Retreat Near Trails3.0 star property
Westbrookville
$304 nightly
The price is $344
$344 total
Nov 16 - Nov 17
Total with taxes and fees
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.
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
Sleep Inn & Suites Middletown - Goshen
Sleep Inn & Suites Middletown - GoshenMiddletown
10/10 Excellent
The stay was great friendly service as usual. The person who checked me in was nice kind and very professional. Don’t let me get started on my room so Extravagant and put together. Didn’t want to get out of my shower all and breakfast (NY) Forgetaboutit Awesomeness.
The stay was great friendly service as usual. The person who checked me in was nice kind and very professional. Don’t let me get started on my room so Extravagant and put together. Didn’t want to get out of my shower all and breakfast (NY) Forgetaboutit Awesomeness.
Damion
Fairfield Inn & Suites by Marriott Goshen Middletown
Fairfield Inn & Suites by Marriott Goshen MiddletownGoshen
10/10 Excellent
Stayed overdoing the memorial day weekend after visiting Legoland. The hotel was pretty full judging from all the people at breakfast, no complaints this was a very convenient hotel would definitely come back again!
Stayed overdoing the memorial day weekend after visiting Legoland. The hotel was pretty full judging from all the people at breakfast, no complaints this was a very convenient hotel would definitely come back again!
jonathan
High Point Motel
High Point MotelSussex
10/10 Excellent
Melanie from HP was awesome! The room was super clean and recently updated.
Melanie was super nice and sent me a message telling me I left some personal items behind. Thank you!
Melanie from HP was awesome! The room was super clean and recently updated.
Melanie was super nice and sent me a message telling me I left some personal items behind. Thank you!
Oswald
Holiday Inn Express Hotel & Suites Chester by IHG
Holiday Inn Express Hotel & Suites Chester by IHGChester
10/10 Excellent
Very clean.
Very clean.
Alan
Parkway House Goshen Family-Friendly Bed & Breakfast
Parkway House Goshen Family-Friendly Bed & BreakfastGoshen
10/10 Excellent
It was an amazing stay with such a warm and inviting room. We could see the race track from our window as well. Great options for Spartan racers and travelers planning ahead that was comfort and cleanliness
It was an amazing stay with such a warm and inviting room. We could see the race track from our window as well. Great options for Spartan racers and travelers planning ahead that was comfort and cleanliness
Matthew
Candlewood Suites Middletown Goshen by IHG
Candlewood Suites Middletown Goshen by IHGMiddletown
10/10 Excellent
The property was very pretty and very clean!
We really enjoyed our night at Candlewood.
The property was very pretty and very clean!
We really enjoyed our night at Candlewood.
Alda
Alpine Lodge
Alpine LodgeVernon
10/10 Excellent
Judy at the front desk was great checking in our clan. We came in from out to town for a funeral. Entire staff was very welcoming and helpful.
Judy at the front desk was great checking in our clan. We came in from out to town for a funeral. Entire staff was very welcoming and helpful.
robert
La Quinta Inn & Suites by Wyndham Middletown-Goshen
La Quinta Inn & Suites by Wyndham Middletown-GoshenMiddletown
10/10 Excellent
I loved how clean my room was. It was simple but had everything you needed. It was very quiet and I didn’t not hear anything from outside my room while I was in there.
I loved how clean my room was. It was simple but had everything you needed. It was very quiet and I didn’t not hear anything from outside my room while I was in there.
Jordan
Tru by Hilton Middletown
Tru by Hilton MiddletownMiddletown
10/10 Excellent
Love coming to this hotel, it has a wonderful atmosphere, caring staff and the environment is throughly clean and friendly. Saxida is very lovley and accommodating she definitely cares about the guests that come in and any problems that may occur she is urgent to fix it I appreciate how she remembered who I was and her energy is full of light. I appreciate everything this hotel has to offer and will be returning to make more fun memories in the future!
Love coming to this hotel, it has a wonderful atmosphere, caring staff and the environment is throughly clean and friendly. Saxida is very lovley and accommodating she definitely cares about the guests that come in and any problems that may occur she is urgent to fix it I appreciate how she remembered who I was and her energy is full of light. I appreciate everything this hotel has to offer and will be returning to make more fun memories in the future!
Daniela
Holiday Inn Express & Suites Middletown - Goshen by IHG
Holiday Inn Express & Suites Middletown - Goshen by IHGMiddletown
10/10 Excellent
Everything was great 😊
Everything was great 😊
NIGEL
The Orange Inn Boutique Hotel
The Orange Inn Boutique HotelGoshen
10/10 Excellent
Well maintained and clean property , inside and out. We could have gotten more of an overview of the property when we checked in, but we managed. Ample parking available in their parking lot in the back. One thing I was surprised about -for a luxury inn , they had polyester sheets instead of cotton sheets. Overall great stay.
Well maintained and clean property , inside and out. We could have gotten more of an overview of the property when we checked in, but we managed. Ample parking available in their parking lot in the back. One thing I was surprised about -for a luxury inn , they had polyester sheets instead of cotton sheets. Overall great stay.
Kevin
Sussex Motel
Sussex MotelSussex
10/10 Excellent
Stayed in many different rooms in the last several weeks when in town. The newly renovated rooms are very comfortable and clean. Will be back when working in the area.
Stayed in many different rooms in the last several weeks when in town. The newly renovated rooms are very comfortable and clean. Will be back when working in the area.
Kyle
Aspiratinns Hotel & Wellness Center
Aspiratinns Hotel & Wellness CenterSlate Hill
10/10 Excellent
Great place to stay. The owners were gracious and welcoming. I will stay there again.
Great place to stay. The owners were gracious and welcoming. I will stay there again.
Lezode
Hampton Inn by Hilton Middletown
Hampton Inn by Hilton MiddletownMiddletown
10/10 Excellent
10/10! Super close to whatever you need, comfy beds and beautiful atmosphere. Perfect place to bring the kids after Legoland 😁
10/10! Super close to whatever you need, comfy beds and beautiful atmosphere. Perfect place to bring the kids after Legoland 😁
Destiny
Alpine Haus Bed & Breakfast Inn
Alpine Haus Bed & Breakfast InnVernon
10/10 Excellent
Alpine Haus makes it a point to makes guests feel right at home. I was in town for a Spartan race weekend, and booking Alpnie Haus was a desperate last resort, as I was skeptical about staying at a B&B. When I walked through the door for the 1st time, the owner, Anil, greeted me by 1st name. He makes it a point to truly welcome each guest, and makes it his goal to ensure they’ve had a pleasant stay. I almost hate to spread the word about this hidden treasure, but Anil made my Alpine Haus stay so...
Alpine Haus makes it a point to makes guests feel right at home. I was in town for a Spartan race weekend, and booking Alpnie Haus was a desperate last resort, as I was skeptical about staying at a B&B. When I walked through the door for the 1st time, the owner, Anil, greeted me by 1st name. He makes it a point to truly welcome each guest, and makes it his goal to ensure they’ve had a pleasant stay. I almost hate to spread the word about this hidden treasure, but Anil made my Alpine Haus stay so...
Sandy
Hampton Inn Matamoras/Milford
Hampton Inn Matamoras/MilfordMatamoras
10/10 Excellent
It was a very comfortable stay. I would definitely visit again. Super clean, front desk very friendly. The room we stayed in was a King room and it was very spacious and clean. The breakfast buffet had several options to choose from and was delicious! The pool was definitely a great treat! There is a little shopping center nearby that you can walk to or drive to. I’d definitely recommend this hotel!
It was a very comfortable stay. I would definitely visit again. Super clean, front desk very friendly. The room we stayed in was a King room and it was very spacious and clean. The breakfast buffet had several options to choose from and was delicious! The pool was definitely a great treat! There is a little shopping center nearby that you can walk to or drive to. I’d definitely recommend this hotel!
Cindy
Scottish Inns Milford
Scottish Inns MilfordMilford
10/10 Excellent
We were very impressed with our stay. Bed was comfortable and was delighted about the cleanliness of the room and the bathroom. Was so happy with the night light as we always forget ours. Navigating in the dark is a challenge so we were very thankful to see one. The tray with goodies was very nice as well. Will definitely stay again when we come up North. We highly recommend the motel and love the new look.
We were very impressed with our stay. Bed was comfortable and was delighted about the cleanliness of the room and the bathroom. Was so happy with the night light as we always forget ours. Navigating in the dark is a challenge so we were very thankful to see one. The tray with goodies was very nice as well. Will definitely stay again when we come up North. We highly recommend the motel and love the new look.
Buster
Find out more about Pine Island
Everything you need to know about Pine Island vacation rentals
Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pine Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.
Pine Island vacation 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 low season months. For more hustle and bustle, you may prefer to visit Pine Island in high season.
Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $143 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!
How to find incredible deals on Pine Island rentals
At Expedia, we put the best Pine Island vacation 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 vacation.
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 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?
Greenwood Lake Lakefront Luxury: This vacation home near Pine Island is located on the waterfront and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and an oven.
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.