Holiday rentals in Dexter

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Top-rated holiday rentals in Dexter

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Top guest favourite
A serene lakeside scene is captured at dusk, showcasing a vibrant sunset with deep orange and pink hues reflected on the calm water. The rocky shoreline stretches along the lake, while silhouettes of trees and structures are visible in the background.
Guest house in Chaumont
4.97 out of 5 average rating, 102 reviews

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!

Guest favourite
An A-frame cottage is framed by lush greenery, featuring a dark wood exterior with a centrally located white door. An overhanging carport provides coverage for vehicles, while hanging planters add a touch of color to the entrance. A pathway leads to the cozy front yard.
Cottage in Sandy Creek
4.96 out of 5 average rating, 336 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.

Top guest favourite
A charming cottage with a red roof is framed by lush grass and trees, with serene water visible in the distance. The sky is painted with soft hues of blue and orange as the sun sets, creating a peaceful ambiance.
Cottage in Dexter
4.97 out of 5 average rating, 30 reviews

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!

Guest favourite
The cabin is situated on a gently sloping green lawn surrounded by trees. A spacious deck is visible, complemented by outdoor furniture. A landscaped area with stone walls and plants can be seen in the foreground, enhancing the natural setting.
Cottage in Leeds and the Thousand Islands
4.92 out of 5 average rating, 231 reviews

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.

Guest favourite
Cottage in Chaumont
4.89 out of 5 average rating, 112 reviews

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.

Guest favourite
A spacious living area is highlighted by a deep blue sectional couch adorned with decorative pillows. Large windows allow for abundant natural light and provide a view of the water. A round dining table and a decorative plant enhance the inviting ambiance.
Cottage in Chaumont
4.94 out of 5 average rating, 154 reviews

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.

Top guest favourite
The guest room features two twin beds made with rustic log frames, accented by patterned throws. Light wood paneling covers the walls, and a ceiling fan hangs above. A small nightstand is placed beside one bed, with a lamp and decorative items displayed.
Guest house in Chaumont
4.99 out of 5 average rating, 123 reviews

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!

Guest favourite
Home in Adams Center
4.84 out of 5 average rating, 158 reviews

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.

Top guest favourite
The charming exterior of the home is highlighted by a large front deck with white railings, providing a welcoming entrance. Surrounding trees feature autumn foliage, adding a touch of seasonal color to the landscape.
Home in Dexter
5 out of 5 average rating, 46 reviews

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.

Top guest favourite
A single-story house features a blue metal roof and large windows, surrounded by a grassy area. A wooden deck leads to a private outdoor space with blue chairs and a fire pit, while trees provide natural shade near the water's edge.
Home in Sandy Creek
4.98 out of 5 average rating, 140 reviews

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.

Top guest favourite
A spacious deck features wooden flooring and a sturdy railing overlooking Lake Ontario. Comfortable seating is positioned for relaxation while enjoying the expansive water views and clear blue skies, providing a serene setting for outdoor leisure.
Home in Dexter
4.95 out of 5 average rating, 62 reviews

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.

Guest favourite
The exterior of a historic home is shown, featuring a light gray facade, a new metal roof, and large windows. A welcoming enclosed porch is visible at the front, surrounded by lush greenery and landscaping. A paved path leads to the entrance.
Townhouse in Clayton
4.97 out of 5 average rating, 124 reviews

Heron House (Bay side) Riverfront/Docking/Ramp

The historic, circa 1880’s Heron House vacation home is balanced on the edge of the village of Clayton, nestled in the protected French Bay harbor with breathtaking sunset views. Meticulously appointed, lovingly restored to its former, distinctive grandeur, and available for rent year-round. A short walking distance to all the village has to offer. From unique boutiques, the world-class Antique Boat Museum, fitness facilities, and River Yoga.

Popular amenities for Dexter holiday rentals

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