Henderson Harbor vacation rentals

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Top-rated vacation rentals in Henderson Harbor

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Guest favorite

Guest suite in Kingston, Canada

4.99 out of 5 average rating, 122 reviews

Cozy & Spacious Suite near CatCentre

Welcome to Kingston! Our basement apartment is now re-opening for 2024. For your ultimate comfort, we proudly offer: + A private entrance + A self check-in protocol + 2 queen beds + 1 full bathroom + 1 well-equipped kitchen + Laundry appliances + An experience with Alexa, our smart home assistant + Safe neighbourhood with parks and playgrounds nearby + Proximity to the mall, supermarkets, restaurants, and bus stations in walking distance + 5 mins to Highway 401 and 15 mins to Downtown by driving

Jul 11 – 18

G$16,578 GYD per night

Guest favorite

Home in Chaumont

4.94 out of 5 average rating, 100 reviews

Drumsticks Cottage on the Lake

Hello! We are a military family with a son stationed at Fort Drum. Hence the name of our cottage: our 7 year old calls the area where her big bro lives and works Drumsticks. Unwind in the beautiful village of Chaumont with stunning views of Sawmill Bay. This lakefront property boasts a brand new dock and a peaceful atmosphere making it the perfect place to watch boats come in and out of the marina, hit up amazing local eateries, and enjoy the friendliness of our second favorite place on earth.

Mar 31 – Apr 7

G$40,662 GYD per night

Guest favorite

Cabin in Lorraine

4.99 out of 5 average rating, 373 reviews

Bear Hill One Room Cabin with Hot Tub

Unplug during your trip in the middle of the woods, tiny rustic one room cabin with hot tub sits in Little John Forest and borders the Boylston snowmobile trail system Perfect for snowmobiling and 4 wheeling. Acres of state land for hunting. Cabin is 22 miles from the Salmon River in Pulaski NY. Sleeps 4 with a sofa bed and a bunk bed that holds a queen and full mattress. Equipped with electricity, running water,WIFI. A bathroom with shower. Enjoy nature in your very own private campground.

Mar 24 – 31

G$36,185 GYD per night

Guest favorite

Cottage in Sandy Creek

4.96 out of 5 average rating, 206 reviews

🌙 Olde Salem A-Frame Cottage 🔮 near Lake Ontario

You are steps away from witnessing the greatest sunsets along North Sandy Pond (across from Lake Ontario) when you stay at our relaxing, unique, and cozy A-frame - inspired by all things magical and earthy. Sit by the backyard fire, sip coffee by the electric fireplace, read a book in the bedroom nook, play board games, dance in the kitchen, and enjoy four seasons of nearby activities such as fishing, kayaking, boating, jet skiing, hiking, swimming, ice fishing, snowmobiling, and snowshoeing.

Mar 5 – 12

G$41,404 GYD per night

Guest favorite

Apartment in Chaumont

4.96 out of 5 average rating, 249 reviews

The perfect 1000 Island Nature Get Away!

Dante's Den is located in Upstate New York's Thousand Island region and sits directly on the Chaumont River. Our suite has a private entrance, a river facing patio, a cozy bedroom and a spacious living room and new fully functional kitchen. Dante's Den is a great spot for people who enjoy the outdoors and like to be active. Great cycling routes, walking trails, public boat launches, beaches and parks are near by. Alexandria Bay, Cape Vincent, Clayton, and Watertown are also close.

Sep 12 – 19

G$22,643 GYD per night

Superhost

Cottage in Henderson, New York, US

4.87 out of 5 average rating, 47 reviews

Cozy 2 bedroom waterfront cottage on Lake Ontario

Unwind on Lake Ontario at this 2 bedroom waterfront cottage nestled in the heart of Henderson Harbor. You'll find everything you need for an amazing stay. Fully equipped kitchen, Wi-Fi, smart TV, a shared deck overlooking the water, dock, grill, free parking, and much more! Feel free to bring your boat or jet ski, a public boat launch is only 5 miles away! Take a drive or boat ride to the historic town of Sackets Harbor! You won't be disappointed with the breathtaking sunsets!

Mar 28 – Apr 4

G$34,462 GYD per night

Superhost

Cottage in Henderson

4.8 out of 5 average rating, 44 reviews

Charming Waterfront Cottage on Lake Ontario

Nestled in the heart of Henderson Harbor, you'll find everything you need for an amazing stay. Relax and unwind with your morning coffee or evening cocktail on the shared deck over looking the water. You won't be disappointed with the breathtaking sunsets! Fully equipped kitchen, Wi-Fi, smart TV, dock, grill, free parking, and much more! Bring your boat or jet ski, a public boat launch is only 5 miles away! Take a drive or boat ride to the historic town of Sackets Harbor!

May 25 – Jun 1

G$34,646 GYD per night

Guest favorite

Cabin in Parish

4.96 out of 5 average rating, 156 reviews

Woodland Retreat, the perfect getaway from it all.

Private retreat on 45 acres, 5 miles from major highway. Salmon river 20 mins drive, snowmobile trails across the road. Private cozy cabin, full size bed and futon. This is all one area with a private bathroom. The bathroom has full size shower, the kitchen area has a microwave, fridge, coffee maker and inside grill. BBQ on the front porch Woodland trails, wildlife and privacy. No smoking in the cabin. Perfect for retreats or just being able to relax and breathe.

Nov 4 – 11

G$16,976 GYD per night

Guest favorite

Guest suite in Gananoque, Canada

4.93 out of 5 average rating, 131 reviews

Sheri's Place

Your home away from home is a short drive from downtown Gananoque situated on a 6 acre private property. We are approx. 5 minutes from Downtown Gananoque and 25 minutes from Downtown Kingston. Private entrance to ensure personal private space. Our space is not designed for more than 2 guests. Please Note: We have had a name change to match our reviews we were Country Retreat, now we are 'Sheri's Place' welcome to your home away from home.

Apr 19 – 26

G$18,900 GYD per night

Guest favorite

Guesthouse in Adams

5.0 out of 5 average rating, 105 reviews

Adams NY. The Collie Cottage Guest house.

Private and quiet apartment. 20 minutes from Watertown . 5 miles from Southwick Beach State park. Great Fishing near by. Henderson Harbor, Pulaski, Lake Ontario. Golf Coarse near by, Skiing at Dry Hill, Snowmobiling at Barns Corners. All new appliances and furniture. Very cozy and comfortable apartment. Back patio with awning and back yard. We call it the collie cottage after our beautiful Collie dog and our love for the breed.

Nov 14 – 21

G$25,183 GYD per night

Guest favorite

Cottage in Chaumont, New York, US

4.96 out of 5 average rating, 127 reviews

The Annex, private hot tub, available boat rentals

Spectacular views are yours from this newly renovated 1 bedroom cottage on Sawmill Bay. Three great local restaurants, shopping, marinas, tennis courts, public beach and boat launch are all within walking distance or a short drive away. Plenty of outdoor space on a private quiet road make this an ideal spot for a relaxing getaway. NOTE: Hot tub is CLOSED from January 1 to April 1.

Dec 20 – 27

G$35,321 GYD per night

Guest favorite

Home in Watertown

4.94 out of 5 average rating, 166 reviews

Apartment Watertown/No cleaning fee

Kick back and relax in this calm, stylish space. KING bed with TV in the room; living room 65" TV with surround sound. Bunk twin beds in the second bedroom . An office with a desk and chair in the 3rd room . Bar stool table seating for four. Also available : Fridge, stove, cook ware, glass ware, toaster, coffee maker and very comfy sofa.

Mar 13 – 20

G$24,439 GYD per night