Cottage holiday rentals in Watertown

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.

🌙 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!

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.

The Riverside Retreat | Beach, Kayaks, Fire Pit

Welcome to The Riverside Retreat, a peaceful 4-season cottage on the Gananoque River near the 1000 Islands. Enjoy a private sandy beach, screened gazebo, fire pit, kayaks, canoe, and stunning views. Inside, unwind in the vaulted great room, cook in the fully stocked kitchen, and sleep up to 10 in 3 cozy bedrooms. Ideal for families, fishing trips, or quiet getaways—just minutes from Gananoque, hiking trails, and year-round adventure. Pet-friendly too! Follow us on social!

Bunkie on Howe Island

Howe Island Bunkie: A warm welcome to anyone looking for a private escape to relax, kayak to another island, use your bike, etc. Cabin sleeps 2 with separate bathroom. Property includes kayaks , peddle boat, firepit (wood provided), cards, board games. Cabin has electricity with mini-fridge, microwave, kettle, tea, coffee (Keurig), dishes, BBQ, fan, bedding provided. Bring your food, special beverages, and relax. Pets stay free.

Sunset Cottage on Lake Ontario at Pillar Point

A peaceful place to relax on the shore of Lake Ontario, right on the point of Pillar Point. Enjoy the gentle breeze, lapping waves, and tranquil space. Take in the sunset almost every evening. You will find everything you need for a quiet, restorative getaway. Swim, kayak, read, reflect. After a good nights sleep, imagine coffee by the water as you take in the morning sounds.

Waterfront cottage close to downtown Kingston.

We welcome our guests to our cozy and pet friendly waterfront cottage, Rube's Retreat. Enjoy the beauty of cottage living, very close to City Hall, downtown Kingston. Rube's Retreat is a great place to be, whether it's with your family, friends or a business trip, we have everything you need to make your getaway a most memorable experience.

Waterfront Cottage in the 1000 Islands Gananoque

Waterfront Cottage located in the heart of the 1000 Islands between Kingston and Gananoque. Now with air conditioning! Open concept cottage. Prime Fishing, Boating, and Sailing location. 2 kayaks and one canoe for guests to use. Fully furnished with bedding, blankets, pillows and towels all included. Thorough cleaning between guest visits.