
Holiday rentals in Dexter
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Top-rated holiday rentals in Dexter
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Lakefront Getaway
This completely private attached guest house is newly renovated and just steps away from Lake Ontario. Some amenities include: Private entrance and deck Large yard Easy water access to swim, fish, & kayak Fabulous views of Chaumont Bay Spectrum wifi & cable Outdoor Grill & Fre Pit Air Conditioning Full Kitchen Smart TV in each bedroom 10 miles from the St Lawrence River Wonderful restaurants and the Thousand Islands are just a short drive away. Come enjoy the beauty Upstate NY has to offer!

🌙 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.

Lakehouse & Tiki Hut on Guffin Bay
The Bayside Villa is a beautifully renovated cottage on 100 feet of breathtaking private waterfront. It overlooks the serene Guffin Bay, which boasts some of the area's best fishing, swimming, boating & kayaking. You will enjoy relaxing days, the most breathtaking sunsets and cozy, starlit nights in front of the bonfire. The Tiki Hut is it's own retreat where you can read, play games or just stare at the water from a comfy chair. You will want to return here to make memories year after year!

Smugglers Getaway on the St. Lawrence River
Enjoy your privacy in this waterfront cabin in the historic Smugglers Cove on the St. Lawrence River in the heart of the 1000 Islands. You'll have use of the entire cabin with fantastic River views from your own patio. Conveniently located off of the 1000 Islands Parkway, one of the most beautiful scenic drives in North America, guests may enjoy walking, hiking and cycling the paved and scenic 37 km Waterfront Trail. You're welcome to arrive by boat or car; private entrance to your cabin.

Chaumont Bay Getaway | Luxury Waterfront/Hot Tub
The perfect place for your ice-fishing or winter getaways. Bring your snowmobiles or ATVs to access the ice directly from the property. Chaumont Bay, one of the world’s largest freshwater bay, is a sought-after destination known for ice fishing & winter sports. Utilize our 2-car garage to store your winter gear out of the elements. After a long day of ice fishing or snowmobiling, arrive home to warm up by the gas fireplace. Room to sleep 6-10. 3 bedrooms, 2 futons, & 2 sleeper sofas.

The Boathouse
The views are surreal! With over a 200 degree view, sitting on the couch seems like sitting over the top of the water. Located on a small protected bay, also home to two yacht clubs, you'll see boaters of all kinds. The fishing is fabulous right from the dock. Located on a quiet private road, you'll be walking distance a from restaurants, an ice cream shop, shopping, banking, the local library, and even a small winery! There is deep water dockage if you plan to bring a boat.

Eventide View
Take a break and unwind at this peaceful oasis. Newly renovated waterfront cottage on Chaumont Bay with breathtaking sunset views of Lake Ontario. Eventide View sleeps up to 8 with 3 bedrooms and 1.5 baths. Swim, fish, kayak, relax waterside, or snuggle up inside with a book and a blanket next to the fireplace. The large backyard offers plenty of room to play. Guests will also have access to the 1 stall garage. Our waterfront rocky beach has great swimming for kids of all ages.

Peaceful Getaway
Kick back and relax in this peaceful space. Guest house has two twin beds, private bathroom, microwave, toaster, Keurig, small refrigerator. WiFi access, outdoor grill with outdoor dining and seating area all under a 16x24 pavilion. This property offers incredible views, fish jumping and canoe and kayak access. End your incredible day fishing off the dock with s’mores at the fire pit. Hunters and fishermen welcome. Plenty of parking so bring your motorized toys! See you soon!

The Hideaway Cabin
Welcome to the Hideaway Cabin, where you can unwind in the embrace of nature. Here, you can sizzle your favorites on the grill, lounge in the Adirondack chairs on the balcony, or simply relax indoors. Come evening, gather by the firepit on the porch to watch the fireflies dance or relax in the hot tub on the back porch. It's the ideal blend of natural serenity and homely comfort. In the winter, cozy up by the woodstove in the living room and catch up on your favorite TV shows.

On the Black River - close to awesome fishing!
Charming home built in 1900 w/ 3 bedrooms, 2 full baths in a perfect location- close to Thousand Islands, Fort Drum and Canada. Minutes away from northern NY's best fisheries. We provide all the essentials for your stay including coffee, cream and sugar, fresh towels and linens, shampoo, body wash, hair dryer and laundry detergent. Very peaceful home with incredible views of the Black River. Relax on the back deck or around the firepit on cool evenings.

The Henderson House
Welcome to our house. We offer 2 bedrooms both with queen size beds. The property is located within 5 miles of two marinas, along with The Elms Golf Club and is located on Lindsey Creek, that has access to North and South Sandy Pond, as well as Lake Ontario via canoe or kayak. Amenities include: washer, dryer , fully equipped kitchen, bedding, towels, wood . A great multi season property. We offer a one canoe for use. We also have wi fi and tv.

Black Bay Chalet- Ice Fishing Paradise!
Curl up on the couch and let the gentle lake breeze drift through the sliding doors, accompanied by the calming sound of waves just outside. Enjoy breathtaking panoramic views of Lake Ontario from the comfort of the living room or while sipping a drink on the back deck—views that truly never disappoint. Perfect for couples or families, this cozy lakeside home is made for slowing down, unwinding, and creating fun, lasting memories by the water.
Popular amenities for Dexter holiday rentals
Other great holiday rentals in Dexter

Historic Hideaway on Sawmill Bay

New Home in the Harbor by Lake Ontario!

The Chez Heron. A small gothic castle in Chaumont

Sawmill Bay Getaway

1066 Hastings House

Cute 1 bedroom Cottage lakeside

Lakefront Sunset Cottage

Kavalaney’s Rest - Cozy Log Cabin Sleeps 9
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