Holiday rentals in Dexter

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 in nearby Sackets Harbor. 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.

Kavalaney’s Rest - Cozy Log Cabin Sleeps 9

Beautiful Log Cabin with 4 Bedrooms, 2 Full Bathrooms located on 20 acres with hiking trails, picnic table, gas grill, porch swing, attached garage, large driveway, close to boating, hunting, fishing, nature viewing & wildlife areas. 4 miles from Sackets Harbor, 2 miles from Dexter Market & the Black River and 6 miles from Watertown. Additional amenities include: Stone Gas Fireplace, A/C, Washer, Dryer, Dish Washer, Microwave, Brand New Beds & Bedding, Front & Back Porches, Bicycle & Golf Clubs

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!

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.

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.

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.

The Chez Heron. A small gothic castle in Chaumont

The Chez Heron was built in 1872 out of local limestone and was made to resemble a small Gothic castle. It is nationally registered as a historical structure. It is set up for 1 couple looking for a peaceful getaway. Full kitchen. We will have a bottle of champagne chilling for you .We have an outside Hot Tub and Fire area for you to relax and enjoy. Located within the vilage of Chaumont and walking distance to several local businesses.

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.

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.

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.