Guesthouse holiday rentals in Jefferson County

The Little Haven

Welcome to our cozy boho studio in Watertown, NY—perfect for solo travelers, couples, or Fort Drum visitors. This thoughtfully styled space features warm décor, a comfortable sleeping area, kitchenette and a smart TV. Conveniently located near downtown shops, dining, and local attractions, it’s the perfect home base for work or relaxation. Minutes away from Dry Hill Ski resort and Samaritan Medical Center. With attached garage and private driveway. Shared fenced back yard with a dog on premises.

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Fisherman's Getaway

Attention Fisherman or anyone looking for a getaway. Book this tranquil little house for the perfect fishing trip. We are right in the middle of fishing paradise. Ten minutes from two Rivers, Indian River and the St Lawrence. Twenty minutes from Black Lake and just minutes from several local Lakes. Butterfield, Clear, Lake of the Woods, Millsite are just a few. We have U shaped driveway easy in and out for your boat. Ten minutes from Alexandria Bay and Twenty five minutes from Watertown.

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Harbor Hideaway | Bright and Cozy

Nestled in the charming village of Sackets Harbor, NY — one of Lake Ontario’s best-kept secrets — this cozy one-bedroom Carriage House is your perfect base for exploring the natural beauty and rich history of the Thousand Islands region. Private entry with laundry, set of stairs lead to spacious open living with vaulted ceilings. Open kitchen with bar, dining table and a comfy sofa to watch your favorite shows. A comfortable king size bed and a lovely appointed bath with walk in shower.

Retreat on South Sandy Creek

Enjoy private fishing access from your backyard on South Sandy Creek and experience world class salmon and steelhead fishing. You will have an entire apartment to yourself (unit attached to our barn) with your own private entrance stocked with toiletries and linens. 5 miles from beautiful Southwick Beach on Lake Ontario, there are limitless options close by for boating, kayaking, hiking, off-roading, snowmobiling, ice fishing and skiing! 18 min from Pulaski, very close to Tug Hill.

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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!

Captains Quarters- #2

Experience all the charm of Alexandria Bay from this newly renovated, pet-free 2-bedroom apartment! Located on the second floor, you’re just steps from the village, restaurants, shops, and the docks—no need to drive anywhere. Enjoy all-new furnishings, Casper queen mattresses in both bedrooms, in-unit washer and dryer, and on-site parking. The perfect spot for a comfortable, convenient stay right in the heart of the action!

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Alex Bay,NY Main Channel Cottage

Relax with the whole family at this peaceful place to stay. Sit on the front porch and watch the main channel of the St. Lawrence River and enjoy this busy working river. Recently remodeled cottage, very quiet and close to everything. Located in the American Narrows between Swan Bay and Point Vivian. We do have a private dock available for an extra fee, water levels permitting.

Pillar Point Pines

Take a break and unwind in this peaceful area. Surrounded by nature. Across the street from a golf course. Three miles to Dexter. Nine miles to Watertown. Twenty miles to Fort Drum. Local restaurants in Chaumont.

The Coziest Cottage

The Cottage is a cozy guesthouse with private entrance. Only 10 mins from Fort Drum