Title: Pine Island Vacation Rentals from CA $208: Short-Term Rentals for 2025 | Expedia.ca

 

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# Pine Island Vacation Rentals

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## Check prices for these dates

In two weeks

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=181397&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=181397&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Feb 20 - Feb 22](https://www.expedia.ca/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 four months

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=181397&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Pine Island

![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369793/ac2617b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369793/1d322732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369793/12857716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369793/635322f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hike & Fish: Outdoor Retreat Near Trails

Westbrookville

CA $231

CA $432 total

includes taxes & fees

Dec 4 - Dec 5

[](https://www.expedia.ca/Hike-Fish-Outdoor-Retreat-On-The-Basher-Kill.h114369793.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/124000000/123150000/123146200/123146160/af0e1695_edited_bfe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/124000000/123150000/123146200/123146160/23382d54_edited_3f92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Cabin, Garden View](https://images.trvl-media.com/lodging/124000000/123150000/123146200/123146160/e8e32e98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Cabin, Garden View | Interior](https://images.trvl-media.com/lodging/124000000/123150000/123146200/123146160/962e1e18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Forava Cabins - Tiny Cabin in the Woods

Ringwood

CA $316

CA $352 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Ringwood-Hotels-Forava-Cabins-Tiny-Cabin-In-The-Woods.h123146160.Hotel-Information)

![Apartment (0 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369761/55be6efe.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/d01ab563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (0 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369761/655d51ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Westbrookville

CA $171

CA $334 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Basher-Kill-Studio-W-Water-Views-Close-To-Trails.h114369761.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.ca/Hotel-Search?startDate=2025-12-12&endDate=2025-12-13&regionId=181397&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

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## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Pine+Island%2C+New+York%2C+United+States+of+America&regionId=181397&latLong=41.297871%2C-74.459328&adults=2&startDate=2026-02-26&d1=2026-02-26&endDate=2026-03-01&d2=2026-03-01&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Pine+Island%2C+New+York%2C+United+States+of+America&regionId=181397&latLong=41.297871%2C-74.459328&adults=2&startDate=2026-02-26&d1=2026-02-26&endDate=2026-03-01&d2=2026-03-01&lodging=APARTMENT)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Pine+Island%2C+New+York%2C+United+States+of+America&regionId=181397&latLong=41.297871%2C-74.459328&adults=2&startDate=2026-02-26&d1=2026-02-26&endDate=2026-03-01&d2=2026-03-01&lodging=CABIN)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Pine+Island%2C+New+York%2C+United+States+of+America&regionId=181397&latLong=41.297871%2C-74.459328&adults=2&startDate=2026-02-26&d1=2026-02-26&endDate=2026-03-01&d2=2026-03-01&lodging=COTTAGE)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Pine+Island%2C+New+York%2C+United+States+of+America&regionId=181397&latLong=41.297871%2C-74.459328&adults=2&startDate=2026-02-26&d1=2026-02-26&endDate=2026-03-01&d2=2026-03-01&lodging=CONDO)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Pine+Island%2C+New+York%2C+United+States+of+America&regionId=181397&latLong=41.297871%2C-74.459328&adults=2&startDate=2026-02-26&d1=2026-02-26&endDate=2026-03-01&d2=2026-03-01&lodging=VACATION_HOME)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Pine+Island%2C+New+York%2C+United+States+of+America&regionId=181397&latLong=41.297871%2C-74.459328&adults=2&startDate=2026-02-26&d1=2026-02-26&endDate=2026-03-01&d2=2026-03-01&lodging=VILLA)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Pine+Island%2C+New+York%2C+United+States+of+America&regionId=181397&latLong=41.297871%2C-74.459328&adults=2&startDate=2026-02-26&d1=2026-02-26&endDate=2026-03-01&d2=2026-03-01&lodging=CHALET)

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## Top Pine Island Hotel Reviews

![Holiday Inn Express Hotel & Suites Chester by IHG](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/02f3df9e_y.jpg)

### Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent

"Perfect! "

[](https://expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Chester.h1194365.Hotel-Information)

![Sleep Inn & Suites Middletown - Goshen](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/1b0779e7_y.jpg)

### Sleep Inn & Suites Middletown - Goshen

10/10 Excellent

"Amazing staff room clean smells good beds are comfortable as well as the pillows … bathroom clean and love the set up "

[](https://expedia.ca/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.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

"My girlfriend very happy!!!"

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

![Best Western Hunt's Landing Hotel Matamoras/Milford](https://images.trvl-media.com/lodging/1000000/30000/27300/27210/5acfc319_y.jpg)

### Best Western Hunt's Landing Hotel Matamoras/Milford

10/10 Excellent

"Beautiful and clean hotel. Close to everything. Pool was wonderful. Staff were so friendly and attentive. We will absolutely be back!"

[](https://expedia.ca/Matamoras-Hotels-Best-Western-Hunts-Landing-Hotel-MatamorasMilford.h27210.Hotel-Information)

![Courtyard by Marriott Middletown Goshen](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/5eeeba71_y.jpg)

### Courtyard by Marriott Middletown Goshen

10/10 Excellent

"Everything was great!! Room is clean and comfortable Guy st the front desk friendly & helpful "

[](https://expedia.ca/Newburgh-Hotels-Courtyard-By-Marriott-Middletown-Goshen.h921424.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

"Staff is always pleasant when I stay. The amenities are great."

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

![Super 8 by Wyndham Montgomery Maybrook](https://images.trvl-media.com/lodging/1000000/860000/855600/855538/7ac7ec53_y.jpg)

### Super 8 by Wyndham Montgomery Maybrook

10/10 Excellent

"Nice place"

[](https://expedia.ca/Newburgh-Hotels-Super-8-By-Wyndham-Montgomery-Maybrook.h855538.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

"Room was perfect, motel in good location, excellent value"

[](https://expedia.ca/Newburgh-Hotels-Americas-Best-Value-Inn-Central-Valley.h921510.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

"clean room. Very friendly staff"

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

## 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.  

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

## 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?

> [Luxe Retreat with Fireplace/WiFi/Pool near Water Parks, Golf Course, Wineries](https://www.expedia.ca/Sussex-Hotels-Charming-4-Bedroom-House-With-WiFi-And-AC-In-Tranquil-Vernon.h108767003.Hotel-Information): This vacation home rental near Pine Island offers a fireplace, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

### 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.

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-   [Beach Hotel in Plattsburgh](https://expedia.ca/Plattsburgh-Hotels-Beach-Hotel.0-0-d2816-tBeachHotel.Travel-Guide-Filter-Hotels)
-   [Hotels in Corning](https://expedia.ca/Corning-Hotels.d6045.Travel-Guide-Hotels)

Flights

-   [Flights from Ogdensburg](https://expedia.ca/lp/flights/2648/flights-from-ogdensburg)
-   [Flights from Plattsburgh](https://expedia.ca/lp/flights/2816/flights-from-plattsburgh)
-   [Flights from Syracuse](https://expedia.ca/lp/flights/601764/flights-from-syracuse)

Activities

-   [Things to do in Albany](https://expedia.ca/Things-To-Do-In-Albany.d603260.Travel-Guide-Activities)
-   [Things to do in Syracuse](https://expedia.ca/Things-To-Do-In-Syracuse.d601764.Travel-Guide-Activities)
-   [Things to do in Niagara Falls](https://expedia.ca/Things-To-Do-In-Niagara-Falls.d602721.Travel-Guide-Activities)
-   [Things to do in Lewiston](https://expedia.ca/Things-To-Do-In-Lewiston.d125678.Travel-Guide-Activities)

Packages

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

General

-   [Visit Ellicottville](https://expedia.ca/Ellicottville.dx183669)
-   [Visit Niagara Falls](https://expedia.ca/Niagara-Falls.dx602721)
-   [Visit Montauk](https://expedia.ca/Montauk.dx10637)

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