Vacation rentals in Dexter

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Top-rated vacation rentals in Dexter

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A white, single-story house with a metal roof is framed by large trees. A welcoming porch is visible, featuring steps leading up to the entrance. Lush green grass surrounds the home, highlighting its peaceful rural setting.
Cottage in Dexter
5 out of 5 average rating, 38 reviews

Lone Star North Cottage

Relax and recharge at this secluded, scenic getaway! Located on over 50 acres of farmland, this new build has 2 bedrooms, 1.5 bathrooms, a full kitchen with essentials & gas stove, two large porches with seating, parking on site, a grill, and a fire pit. Walking trails throughout the property. Boating, hunting, fishing, wildlife, and nature viewing are nearby. 4 miles from ART airport, 5 miles from Sackets Harbor & Lake Ontario, 7 miles from Watertown & Black River, and 20 miles from Fort Drum.

Guest favorite
Cottage in Sandy Creek
4.95 out of 5 average rating, 349 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 favorite
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, 32 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 favorite
A cozy room features a spacious bed with a plaid coverlet, surrounded by wooden accents. Two comfortable sofas are positioned near a large bay window, allowing natural light to fill the space. A nautical theme is suggested by decor and color choices throughout the room.
Apartment in Chaumont
4.97 out of 5 average rating, 34 reviews

The Lake Ontario Hotel Room

Come and enjoy our cozy and unique hotel room type atmosphere located right in the middle of town! We are located next to a gift shop, across the street from two restaurants and a diner and the public lakefront Park and new access point is also across the street and about a 3 minute walk to public fishing and more! Small back deck, Wi-Fi, small mini fridge, microwave and coffee maker. Just 15 minutes or so to the thousand islands and located in the heart of outstanding fishing and boating!

Top guest favorite
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.
Guesthouse in Chaumont
4.99 out of 5 average rating, 128 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!

Top guest favorite
Home in Adams Center
4.86 out of 5 average rating, 193 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 favorite
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 favorite
A sandy shoreline extends along a calm lake, with sunlight glistening on the water's surface. Trees line the beach, providing shade. A small fire is visible on the beach, surrounded by gathered branches. The serene atmosphere is enhanced by the expansive view of the horizon.
Home in Dexter
5 out of 5 average rating, 14 reviews

Laidback Lakeside - Beachfront & Late Checkout

Private and peaceful on 6+ acres with over 300ft of pebble & sand beachfront with large lake-side yard for lawn games. Private, dead-end road. Pillar Point offers miles of scenic roadway for biking or walking. In addition to two guest bedrooms with ample closet space there is a full office setup with dual monitors, wi-fi, and a view. The bathroom has separate shower and soaker tub. Attached is the laundry room with full size washer and dryer.

Top guest favorite
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, 65 reviews

Black Bay Chalet- Charming Lakeside Hideaway

Relax 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 favorite
Home in Dexter
5 out of 5 average rating, 12 reviews

The Lodge | 10 min to Sackets Harbor & Watertown

Experience the best of the North Country from this modern, sun-drenched lodge. Whether you are here for a 1000 Islands getaway, a Fort Drum visit, or a business trip to Watertown, our newly constructed private home offers the perfect balance of rural peace and city convenience. Located on a quiet lot just off the "gateway" to the lake, you are perfectly positioned to explore the region’s best dining, sunsets, and sights.

Top guest favorite
A stunning sunset casts vibrant hues of orange and pink across the sky, reflecting beautifully on the calm surface of Lake Ontario. Soft clouds create a textured backdrop, complementing the tranquil waters that stretch into the horizon.
Home in Dexter
4.98 out of 5 average rating, 121 reviews

Hazel's Lookout - relax with stunning sunsets

A perfect retreat for individuals, couples, or small families, our house boasts views of the most beautiful sunsets on the pristine waters of Lake Ontario. Whether you're looking for a peaceful stay or access to many types of adventures our house is a perfect location for both! . With ducks diving for fish right out the back door, you’re likely to spot a variety of wildlife, often including bald eagles, deer, and cranes.

Top guest favorite
A cozy living area features large windows overlooking the water, allowing natural light to illuminate the space. Comfortable seating is arranged around a round coffee table, with a patterned rug underneath. A bar area is visible, showcasing sleek stools, inviting relaxation by the water.
Cottage in Chaumont
4.96 out of 5 average rating, 159 reviews

The Annex, private hot tub

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.

Popular amenities for Dexter vacation rentals

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  2. United States
  3. New York
  4. Jefferson County
  5. Dexter