Holiday rentals with a pool in Jefferson County

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.

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.

(OA) Waterview 2 bedroom upper Owner's 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!

(#20) Spacious 5bedroom/3bath vacation home

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!

(#30) Waterfront 1 bedroom park model with loft

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!

Stunning Lake-front Home at Snowshoe Bay

This stylish place to stay is perfect for group trips. It has 3 bedrooms, 2.5 baths, and sleeps 11. The master bedroom is a balcony loft with a private bath that includes a deep soaking tub. Each bedroom and the living room have smart TVs. The high-end kitchen has everything you need for cooking or baking, including a dishwasher for clean-up. There is also an outdoor grill. Enjoy eating at the island in the kitchen, the 10-person dining room table, or outdoors by the firepit or on the deck.

The Brennan/Heated In-ground pool

Historic home sits on a beautifully landscaped property with expansive lawns, shade trees, and vibrant seasonal gardens—all just a short walk to the harbor, shops, restaurants, and trails of Sackets Harbor. Relax by the crystal-clear, heated in-ground pool [open Memorial to Labor Day] in summer, unwind in the enclosed patio. A Stay That Gives Back Proceeds from your visit support the Northern New York Community Foundation, helping to enrich the arts and humanities throughout the region.

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.

Cozy 2 Bedroom home in Secluded Serene Area

Escape to Your Woodland Retreat Near Fort Drum Nestled in the heart of nature, our charming getaway offers the perfect blend of relaxation and adventure. Our cozy hideaway is surrounded by lush trees and beautiful gardens, providing a tranquil atmosphere. Key Amenities Comfortable Living Space Enjoy a warm and inviting interior complete with a fireplace, perfect for cozy evenings. Outdoor Paradise Unwind, gather around the outdoor fire pit, or grill. Whole house located on shared lot.

​Upstate Oasis: Moody Chic Interior & Pool Fun

Escape to a moody, rustic Farmhouse retreat in West Carthage. This 3BR/2BA gem features an inground pool, a cozy back porch, and a chef’s kitchen with stainless steel appliances, striking copper ceilings. Relax in the spacious living room or retreat to serene, boho-inspired bedrooms with hospitality grade mattresses and crisp white linens. Perfectly blending rustic charm with modern luxury, it’s the ultimate getaway for families or groups. Near local gems—dive into comfort and style!

Gatehouse 2 @ 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!

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!