Holiday rentals with a pool in Jefferson County

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Top-rated rentals with a pool in Jefferson County

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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A waterfront jacuzzi is situated under a covered deck, providing an inviting spot for relaxation. Bubbles rise from the water's surface, and two glasses are placed on the railing, with sweeping views of the river and distant landmarks visible in the background.

Home in Alexandria Bay

4.27 out of 5 average rating, 30 reviews

1000 Islands Castle View on the River Private Home

Beautiful 7BR/4BA (10 beds) River house located directly across from the Historic Boldt Castle. The home features various bedroom setups. Property features historic charm with updated linens. Enjoy the gas grill and spacious dining to entertain your family & friends. Also includes deep water dockage and sandy beach area for swimming, plus waterfront jacuzzi and firepit. Walking distance to restaurants, shops and a quick drive to golf clubs. Seasonal pool access at Bonnie Castle Resort next door.

Top guest favourite

An outdoor pool area is showcased, surrounded by well-maintained greenery and tall conifer trees. A sun deck with wooden steps leads to the pool's edge, which is framed by potted plants featuring vibrant flowers. Comfortable seating can be seen in the background.

Flat in Watertown

4.88 out of 5 average rating, 121 reviews

Northside Lodging

Keep it simple at this peaceful & centrally-located place. Northside Lodging is a quiet, clean, comfortable, beautiful & relaxing lodging spot with multiple amenities, conveniently located within minutes of shopping, dining & pharmacies, also located within a short drive of the areas attractions & landmarks including Ft. Drum, Lake Ontario, Fishing & Marina access points, Hospitals and I-81 corridors. Patio & outdoor accessibility and off-street parking included. Open to adult visitors, no pets.

Guest favourite

The exterior of the upper story apartment is showcased, featuring a spacious deck with wooden railings. Two pairs of chairs are positioned along the railing, and large windows provide natural light to the interior. Surrounding greenery enhances the peaceful setting.

Home in Cape Vincent

5 out of 5 average rating, 6 reviews

Lovely Upper Story Owners Apartment

Angel Rock Waterfront Cottages & Vacation homes is a unique cottage colony property with 32 rental options located in Cape Vincent, NY, on the banks of the St. Lawrence River! Our rentals offer everything you need to feel home away from home! Each rental is different - ranging from 1 to 5 bedrooms - and from quaint & comfy to high end & upscale. They are thoughtfully decorated and exceptionally clean. If you have a big family or group, we’re your best rental option in the Thousand Islands area!

Superhost

Large scenic windows provide expansive views of the St. Lawrence River, allowing natural light to fill the space. A countertop with seating is visible, complementing the warm wooden interior. The peaceful water scene outside enhances the calming ambiance of the cottage.

Cottage in Cape Vincent

4.91 out of 5 average rating, 23 reviews

Angel Rock 4 · Angel Rock 4 · Cozy water view 1 be

Top guest favourite

An expansive living area features pine walls and high ceilings, creating a warm atmosphere. The space includes a large table with seating for twelve, a comfortable couch, and a flat-screen TV. Sliding glass doors open to the outdoor deck, inviting in natural light.

Home in Cape Vincent

5 out of 5 average rating, 18 reviews

Beautiful 5 bedroom/3 bath home (#15)

The Victorian home features a distinctive turret and a welcoming front porch. The light-colored exterior is complemented by green lawns and mature evergreens, while an American flag enhances the charming façade. Steps lead to the entrance, inviting guests to explore the interior.

Home in Sackets Harbor

Stunning Victorian with pool!

Stunning Victorian home in the heart of Sackets Harbor. 4 bedrooms, 2 full bathrooms, extra large kitchen, family room, and living room. Kitchen is fully stocked with utensils & dish ware. Walking distance to dinner, coffee, drinks, parks, the harbor, & more! Bring the whole family to this beautiful place with lots of room for fun. Room 1: 2 bunk beds & 2 trundle beds Room 2: 1 full bed, 1 sofa bed Room 3: 1 queen bed Room 4: 1 king bed Living room: 1 sofa bed Family Room: 1 sofa bed

The exterior of the cottage features a unique architectural design with a sloped roof and large arched windows. The combination of wood and stone provides a rustic charm. Surrounding greenery complements the exterior, contributing to the inviting presence of the home.

Cottage in Alexandria Bay

4.85 out of 5 average rating, 62 reviews

The Cottage on Millionaires Row

Located on historic Millionaires Row this Cottage Home features a large modern kitchen with an open dining/living room area with a patio facing the St. Lawrence River with spectacular views of the famous Boldt Castle and passing ships. The first floor includes a private bedroom, a large family room, a full-sized shuffleboard table, a full bath, and laundry. The second floor includes an open kitchen and bar, dining/living room, a master bedroom, full bath, and a ladder to the attic loft.

A large swimming pool is featured, with bright turquoise water and a slide at one end. Various inflatable loungers float on the surface. Surrounding the pool are several seating areas under shaded structures, creating a space for relaxation and enjoyment.

Chalet in Alexandria Bay

5 out of 5 average rating, 3 reviews

Fall colors time! 2BR Suite-dog friendly-hot tub !

Dog friendly! Relax with the family or a couple of friends at the Alex Bay Ranch! Just outside the village of Alexandria Bay, but not too close. Share a firepit, take a country walk right outside your front door, cook a steak outside, watch the stars and satellites. Then when you're ready take a 5 minute drive to go visit the sites and attractions of the Alex Bay and Thousands Islands area! You can use our place as your base for exploration, or just stay, no reason to even leave!

Guest favourite

A suburban home is set back from the road, surrounded by a well-maintained lawn and several trees. A paved driveway leads to a garage situated on the left side, with a clear view of the house's front entrance, showcasing a peaceful residential atmosphere.

Home in Sackets Harbor

4.87 out of 5 average rating, 15 reviews

Spacious, Modern Oasis in Historic Sackets Harbor

Perfect location to stay in Sackets Harbor! Just slide on your shoes and take the short three block walk to see all that downtown Sackets Harbor has to offer. Our beautiful 3 bedroom 3 full bath home offers plenty of space and privacy for a large family or multiple couples to enjoy. Comfortably furnished with 2 large living rooms, eating area with large table and spacious kitchen with breakfast bar. Outback is a seasonal in-ground pool off a large deck and a spacious yard.

Guest favourite

The living area features a cozy arrangement with a blue sofa and floral-patterned accent chairs. A stone fireplace provides warmth, complemented by an art piece on the wall. Natural light enters through large windows, enhancing the room's inviting feel.

Cottage in Alexandria Bay

4.96 out of 5 average rating, 51 reviews

Heron Cottage @ The Ledges Resort & Marina

Welcome to the Ledges Resort & Marina! We are located on the St. Lawrence River across from Boldt Castle and Sunken Rock Lighthouse. We have ten cottages of various sizes spread throughout the property. Six acres of landscaped grounds and gardens wander along the river for your enjoyment. We have decks, hammocks, and gazebos along the water. The large in-ground pool is newly renovated. Each cottage has their own firepit with Adirondak chairs, and we provide firewood for free!

Top guest favourite

The image shows several cottages nestled among lush green grass, shaded by large trees. Adirondak chairs are positioned around a firepit, creating a cozy outdoor gathering space. The cottages feature a mix of dark and light exteriors, with large windows allowing natural light inside.

Cottage in Alexandria Bay

4.99 out of 5 average rating, 76 reviews

Finch Cottage @ The Ledges Resort & Marina

A round above-ground pool is surrounded by a lush garden, featuring a vibrant blue water surface. Several lounge chairs are arranged nearby, alongside a shaded umbrella. A deck with patio furniture is visible, providing a space for relaxation.

Home in Lowville

4.7 out of 5 average rating, 20 reviews

The Shamrock III

When you are planning to get away to snowmobile, skiing, ice skating, sliding, ATV riding, fall foliage, fishing, girls retreat, wine tours, golfing, Amish country, family getaway, you name it, we have it. We have it all. Winter or summer, you can park and ride your sleds, ATV, UTV from the yard. Be on the Tug Hill in minutes, over 500 miles of riding at your disposal. Multiple trails available. Four bedroom, two bath, pool, hot tub. What's not to love!