Title: Pine Island Vacation Rentals from $160: Search Short-Term Rentals | Expedia.com

[Pine Island Travel Guide](https://expedia.com/Pine-Island.dx181397)[Hotels in Pine Island](https://expedia.com/Pine-Island-Hotels.d181397.Travel-Guide-Hotels)[Flights to Pine Island](https://expedia.com/Cheap-Flights-To-Pine-Island.d181397.Travel-Guide-Flights)[Car Rentals in Pine Island](https://expedia.com/Car-Rentals-In-Pine-Island.d181397.Car-Rental-Guide)[Pine Island Vacation Packages](https://expedia.com/Pine-Island.d181397.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=181397&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=181397&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=181397&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=181397&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Pine Island vacation rentals

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123710000/123706400/123706319/c1793b08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123710000/123706400/123706319/bcf66280.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123710000/123706400/123706319/f2c259f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123710000/123706400/123706319/de99b88d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful Lakeside Studio Fast Wifi Great WFH

[](https://www.expedia.com/Monroe-Hotels-Rustic-Lakefront-Studio-W-Deck-Workspace.h123706319.Hotel-Information)

Monroe

$190 nightly

$214 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Monroe-Hotels-Rustic-Lakefront-Studio-W-Deck-Workspace.h123706319.Hotel-Information)

![Apartment (0 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369761/fa957375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (0 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369761/725d33a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (0 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369761/f734cc29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (0 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369761/d01ab563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Close to Trails: Studio w/ Water Views

[](https://www.expedia.com/Basher-Kill-Studio-W-Water-Views-Close-To-Trails.h114369761.Hotel-Information)

Westbrookville

$211 nightly

$238 total

Feb 28 - Mar 1

Total with taxes and fees

[](https://www.expedia.com/Basher-Kill-Studio-W-Water-Views-Close-To-Trails.h114369761.Hotel-Information)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123720000/123711200/123711155/e3793e31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123720000/123711200/123711155/2cc70a56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123720000/123711200/123711155/f0b88082.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123720000/123711200/123711155/w1350h896x0y0-b3647d4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Boutique King Suite at Orchard Lake Private Farm

[](https://www.expedia.com/Monroe-Hotels-Bright-Studio-Retreat-W-Deck-Nature-Views.h123711155.Hotel-Information)

Monroe

$244 nightly

$277 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Monroe-Hotels-Bright-Studio-Retreat-W-Deck-Nature-Views.h123711155.Hotel-Information)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123720000/123711200/123711154/901afe1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123720000/123711200/123711154/7aa0c18f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123720000/123711200/123711154/91a23b03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123720000/123711200/123711154/414f3605.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Calm Boutique Lake Studio Fast Wifi Great WFH

[](https://www.expedia.com/Monroe-Hotels-Cozy-Modern-Studio-Near-Lake-Porch-Fire-Pit.h123711154.Hotel-Information)

Monroe

$190 nightly

$214 total

Feb 7 - Feb 8

Total with taxes and fees

[](https://www.expedia.com/Monroe-Hotels-Cozy-Modern-Studio-Near-Lake-Porch-Fire-Pit.h123711154.Hotel-Information)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123710000/123706400/123706320/ce02298f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123710000/123706400/123706320/c81a0e54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123710000/123706400/123706320/f3cbf51d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123710000/123706400/123706320/c89b5da7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hidden Lakefront Gem on a Gated Countryside Escape

[](https://www.expedia.com/Monroe-Hotels-Rustic-Lakefront-Studio-With-Deck-Workspace.h123706320.Hotel-Information)

Monroe

$185 nightly

$209 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Monroe-Hotels-Rustic-Lakefront-Studio-With-Deck-Workspace.h123706320.Hotel-Information)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123720000/123711200/123711152/be62ef7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123720000/123711200/123711152/w1346h900x0y0-2cb73b73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123720000/123711200/123711152/8de040af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123720000/123711200/123711152/917eed35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Studio Lakeside Retreat Fast Wifi Great WFH

[](https://www.expedia.com/Monroe-Hotels-Studio-Retreat-Near-Woodbury-Commons-Legoland.h123711152.Hotel-Information)

Monroe

$190 nightly

$214 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Monroe-Hotels-Studio-Retreat-Near-Woodbury-Commons-Legoland.h123711152.Hotel-Information)

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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-02-20&endDate=2026-02-21&regionId=181397&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Pine+Island%2C+New+York%2C+United+States+of+America&regionId=181397&latLong=41.297871%2C-74.459328&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CABIN)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Pine+Island%2C+New+York%2C+United+States+of+America&regionId=181397&latLong=41.297871%2C-74.459328&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CONDO)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Pine+Island%2C+New+York%2C+United+States+of+America&regionId=181397&latLong=41.297871%2C-74.459328&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VILLA)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Pine+Island%2C+New+York%2C+United+States+of+America&regionId=181397&latLong=41.297871%2C-74.459328&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Pine+Island%2C+New+York%2C+United+States+of+America&regionId=181397&latLong=41.297871%2C-74.459328&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APARTMENT)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Pine+Island%2C+New+York%2C+United+States+of+America&regionId=181397&latLong=41.297871%2C-74.459328&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=COTTAGE)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Pine+Island%2C+New+York%2C+United+States+of+America&regionId=181397&latLong=41.297871%2C-74.459328&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APART_HOTEL)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Pine+Island%2C+New+York%2C+United+States+of+America&regionId=181397&latLong=41.297871%2C-74.459328&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CHALET)

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## Top Pine Island Hotel Reviews

![Sussex Motel](https://images.trvl-media.com/lodging/71000000/70390000/70385000/70384905/42635aa6_y.jpg)

### Sussex Motel

10/10 Excellent

"Yes really good people and great stay."

[](https://expedia.com/Sussex-Hotels-Sussex-Motel.h70384905.Hotel-Information)

![La Quinta Inn & Suites by Wyndham Middletown-Goshen](https://images.trvl-media.com/lodging/1000000/10000/4100/4098/77a42b8a_y.jpg)

### La Quinta Inn & Suites by Wyndham Middletown-Goshen

10/10 Excellent

"Clean room"

[](https://expedia.com/Middletown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Middletown.h4098.Hotel-Information)

![Hampton Inn Harriman Woodbury](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9_y.jpg)

### Hampton Inn Harriman Woodbury

10/10 Excellent

"Room was clean- "

[](https://expedia.com/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information)

![Sleep Inn & Suites Monroe - Woodbury](https://images.trvl-media.com/lodging/21000000/20600000/20597600/20597588/0db56af9_y.jpg)

### Sleep Inn & Suites Monroe - Woodbury

10/10 Excellent

"Great value "

[](https://expedia.com/Newburgh-Hotels-Sleep-Inn-Suites-Monroe-Woodbury.h20597588.Hotel-Information)

![Fairfield Inn & Suites by Marriott Goshen Middletown](https://images.trvl-media.com/lodging/2000000/1220000/1214400/1214332/53a095c1_y.jpg)

### Fairfield Inn & Suites by Marriott Goshen Middletown

10/10 Excellent

"Was nice place to stay I like it "

[](https://expedia.com/Newburgh-Hotels-Fairfield-Inn-Suites-By-Marriott-Goshen-Middletown.h1214332.Hotel-Information)

![Hampton Inn by Hilton Middletown](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/8c9a3fbd_y.jpg)

### Hampton Inn by Hilton Middletown

10/10 Excellent

"Staff was friendly and efficient. Bed comfy, super quiet & safe. I stayed only to sleep for a few hours during a snowstorm to be close to the hospital down the road so I didn’t have to drive far in the snow. It was expensive but worth the safe commute to work. Their parking lot was plowed and accessible. "

[](https://expedia.com/Newburgh-Hotels-Hampton-Inn-By-Hilton-Middletown.h281932.Hotel-Information)

![Tru by Hilton Middletown](https://images.trvl-media.com/lodging/37000000/36250000/36247800/36247736/935c6486_y.jpg)

### Tru by Hilton Middletown

10/10 Excellent

"Yes I enjoyed my stay"

[](https://expedia.com/Newburgh-Hotels-Tru-By-Hilton-Middletown.h36247736.Hotel-Information)

![Americas Best Value Inn at Central Valley-Woodbury](https://images.trvl-media.com/lodging/1000000/930000/921600/921510/debdefae_y.jpg)

### Americas Best Value Inn at Central Valley-Woodbury

10/10 Excellent

"We are on our trip from Ottawa to Florida. The room was very clean and well arranged. Microwave was available in dining area. Heating was perfect as it was -11 F outside. Receptionist was very professional and friendly. Parking was an absolute breeze as our car was parked right in front of our room. Very nice place to rest one’s head for the night with a nice breakfast to start the day. Could not ask better for the price. Would stop by anytime again in the future."

[](https://expedia.com/Newburgh-Hotels-Americas-Best-Value-Inn-Central-Valley.h921510.Hotel-Information)

![Quality Inn near Mountain Creek](https://images.trvl-media.com/lodging/1000000/50000/42700/42651/a8ff6ee8_y.jpg)

### Quality Inn near Mountain Creek

10/10 Excellent

"Clean rooms and updated!"

[](https://expedia.com/Vernon-Hotels-Quality-Inn-Near-Mountain-Creek.h42651.Hotel-Information)

## 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 $160 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.

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- [Vacation Homes in Pine Island ](https://expedia.com/Pine-Island-Private-Vacation-Homes.d181397-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Condo Rentals in Pine Island ](https://expedia.com/Pine-Island-Condos.d181397-aaCondos.Travel-Guide-Accommodation)
- [Apartments in Pine Island ](https://expedia.com/Pine-Island-Apartments.d181397-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Pine Island ](https://expedia.com/Pine-Island-Cottages.d181397-aaCottages.Travel-Guide-Accommodation)
- [Cabin Rentals in Pine Island ](https://expedia.com/Pine-Island-Cabins.d181397-aaCabins.Travel-Guide-Accommodation)
- [Motels in Pine Island ](https://expedia.com/Pine-Island-Motels.d181397-aaMotels.Travel-Guide-Accommodation)
- [Villas in Pine Island ](https://expedia.com/Pine-Island-Villas.d181397-aaVillas.Travel-Guide-Accommodation)
- [B&B in Pine Island ](https://expedia.com/Pine-Island-Bed-And-Breakfast.d181397-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Chalets in Pine Island ](https://expedia.com/Pine-Island-Chalets.d181397-aaChalets.Travel-Guide-Accommodation)
- [RV Parks in Pine Island ](https://expedia.com/Pine-Island-RV-Parks.d181397-aaRVParks.Travel-Guide-Accommodation)
- [Guest Houses in Pine Island ](https://expedia.com/Pine-Island-Guest-Houses.d181397-aaGuestHouses.Travel-Guide-Accommodation)
- [Farmstay in Pine Island ](https://expedia.com/Pine-Island-Agritourism.d181397-aaAgritourism.Travel-Guide-Accommodation)
- [Resorts in Pine Island ](https://expedia.com/Pine-Island-Resorts.d181397-aaResorts.Travel-Guide-Accommodation)
- [Inns in Pine Island ](https://expedia.com/Pine-Island-Inns.d181397-aaInns.Travel-Guide-Accommodation)
- [Lodges in Pine Island ](https://expedia.com/Pine-Island-Lodges.d181397-aaLodges.Travel-Guide-Accommodation)
- [Aparthotels in Pine Island ](https://expedia.com/Pine-Island-Apart-Hotels.d181397-aaApartHotels.Travel-Guide-Accommodation)

## Frequently asked questions

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Hotels

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Flights

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Cars

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- [Car rentals in Syracuse](https://expedia.com/Car-Rentals-In-Syracuse.d601764.Car-Rental-Guide)

Activities

- [Things to do in Niagara Falls](https://expedia.com/Things-To-Do-In-Niagara-Falls.d602721.Travel-Guide-Activities)

Packages

- [Niagara Falls Vacation](https://expedia.com/Niagara-Falls.d602721.Destination-Travel-Guides)

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