Holiday rentals with a pool in Watertown

4.89 out of 5 average rating, 124 reviews

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

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.

5 out of 5 average rating, 3 reviews

Cabin in Camden

Bearfoot Lake Lodge• Private Lake • Kayaks• HotTub

🐾 Discover Bearfoot Lake Lodge - a peaceful log cabin tucked away on over 5 peaceful acres. Perfect for families; anglers, and nature lovers. Bearfoot Lake Lodge is your family’s peaceful retreat on a quiet, 57-acre private lake, with no motor boats allowed. Spend your days fishing for bass, pickerel, perch, and bluegill; kayak across calm waters, or watch the kids play at the lakeside playground. As evening falls, gather around the firepit by the shore or unwind in the hot tub under the stars

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.

4.92 out of 5 average rating, 24 reviews

(#4) Waterview 1 bedroom/1 bath cottage

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!

5 out of 5 average rating, 4 reviews

Flat in Hammond

Lakeside Loft on Black Lake

The Lakeside Loft is a newly renovated 2-bedroom, 1-bath apartment with stunning views of Black Lake. Perfect for up to 5 guests. It has a sleek kitchen, cozy bedrooms, and a spacious living area. Relax on the dock, or rent pontoons, kayaks, paddle boats, and lawn games from the camp store. With a pool, arcade, and trails, this lakeside retreat has everything you need for a relaxing getaway! Can be booked with an adjoining 3 bedroom, 2 bath high-end home (listed separately) for larger groups.

A modern kitchen features sleek cabinetry and a large island with seating for four. Natural light streams through multiple windows, highlighting the stainless steel appliances and minimalistic decor. A small shelf displays decorative items against the stylish backsplash.

5 out of 5 average rating, 35 reviews

Exquisite Summer Home Retreat with Heated Pool

Escape to our Kingston oasis - a spacious 3-bedroom house complete with luxurious amenities. Relax in the serene meditation room or stay active with Peloton workouts. Cook in the modern kitchen or dine by the heated pool. Enjoy privacy in the backyard complete with a BBQ. Located near downtown, our home offers tranquility and convenience. Explore local attractions like golf courses, colleges, and historic sites. Experience Kingston's beauty and adventure - book now for the ultimate retreat!

5 out of 5 average rating, 11 reviews

Villa in Remsen

A Luxury Romantic Lakeview w/HOT TUB & GameRoom!

Welcome to our Winter Edition package, specially crafted for couples seeking a romantic getaway! This fully renovated, private house comfortably accommodates up to 4 guests, offering an exclusive experience for you and your loved one. Newly updated in 2023, this charming retreat features a brand-new outdoor 8-person spa, perfect for unwinding and creating unforgettable memories!! (Pet friendly, kid friendly, romantic,lakefront, countryside) Main summer listing: airbnb.com/h/mountainmanorny

Cottage in Alexandria Bay

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.

4.96 out of 5 average rating, 53 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!

4.81 out of 5 average rating, 21 reviews

A cabin with a red metal roof stands among tall trees along a gravel driveway. The exterior showcases wooden siding and large windows, blending into the forest surroundings. A hint of greenery and a slightly cloudy sky enhances the tranquil setting.

Cabin in Boonville

Winter Wonderland Cabin | Hot Cocoa & Snowy Views

Escape to Sunset Pines — your rustic Adirondack winter retreat. Nestled among snow-covered pines, this cozy 5-bedroom cabin (1 queen, 2 fulls, 4 twins, and a queen sofa bed) sleeps 12 and offers a true mountain escape. Enjoy evenings by the firepit, crisp morning walks, and peaceful nights under the stars. With its warm wood interior, limited water, and serene surroundings, Sunset Pines is the perfect spot to unwind and reconnect. Pet friendly and full of Adirondack charm.

The exterior of a brick home is viewed, featuring a prominent front entrance with a red door. Step steps lead up to the entrance, framed by a small porch with white shutters on the windows. Lush greenery is present alongside the foundation.

4.92 out of 5 average rating, 83 reviews

Tanyas_Place_ygk

Clean and comfortable, fully equipped three bedroom home on a quiet cul-de-sac in Kingston. Conveniently located only 5 minutes to the 401, Via Rail train station, and Coach Canada bus station. Several grocery stores, restaurants, movie theater and Norm's indoor golf are close by. Ten minutes from downtown Kingston. Licenced by the City of Kingston on 2024-02-26 Short-Term Rental Licence # LCRL20240000005 Effective until 2025-02-26.

A private hot tub is nestled on a wooden deck, surrounded by a cozy outdoor seating area with chairs and a table. Soft lighting enhances the ambiance, while walls provide a sense of enclosure, ensuring a relaxing retreat.

4.89 out of 5 average rating, 56 reviews

Hot Tub Detox Haven & Firepit & Gameroom

Our property offers private hot tub, campfire pit, and game room which is equipped with mini basketball, air hockey, foosball, darts. All these amenities are private for your group! This spacious getaway comfortably accommodates up to 5 guests, ensuring ample space for friends and family. Campfire pit to share stories and create lasting memories. Soak in the warm Hot Tub and relax your mind & body! License Number: LCRL20240000749

5 out of 5 average rating, 54 reviews

An aerial view showcases the expansive 240-acre property, featuring lush green fields and multiple buildings. The spacious farmhouse is accompanied by a swimming pool, surrounded by well-maintained landscaping. Nearby trees and open fields create a serene atmosphere.

Farm stay in Parish

Spacious Colonial Farmhouse on 240 Acres

Description: Welcome to The Farms at Parish- our serene 240-acre farmhouse estate, a perfect blend of comfort, adventure, and tranquility, located just 25 minutes north of Syracuse in Parish, NY. This sprawling property offers an exceptional getaway experience for families, friends, and corporate retreats. Spacious Farmhouse: Our 4,500 square foot home boasts 6 well-appointed bedrooms, 11 beds, 5 bathrooms, and a lounge area

4.94 out of 5 average rating, 16 reviews

A two-story vacation home is showcased with a covered porch and wooden railing. The entryway includes steps leading up to the main level. A vehicle is parked beneath the house, and a storage area with stacked wood is visible on the lower level.

Flat in Richland

The Apartment at the Compound

Take it easy at this unique and tranquil getaway. We have miles of hiking trails with direct access to ATV and Snowmobile Trail systems. World Class Salmon and Steelhead Fishing only a few miles away on the Salmon River or Lake Ontario. On site pond offers catch and release bass fishing. A shared pool and hot tub for swimming season. Owners Tom and Marge live on site and are available to assist you on your stay.

Popular amenities for Watertown rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A spacious kitchen is equipped with modern appliances and ample counter space. A large island with white seating is positioned at the center, surrounded by sleek cabinetry and light wood flooring. Bright natural light floods the area, highlighting the contemporary design.

4.84 out of 5 average rating, 89 reviews

Oasis at Brooke Place

4.83 out of 5 average rating, 36 reviews

The exterior of a two-story house is showcased, featuring a light-colored siding and large windows. The circular window adds architectural interest. A well-maintained yard surrounds the house, with landscaped flower beds and a pathway leading to the front door.

Home in Pulaski

A “Happy Place” of sunsets!

An outdoor space features a vibrant blue swimming pool surrounded by lounge chairs. An umbrella provides shade over the seating area. The poolside gazebo, visible in the background, complements the lush greenery of the surrounding hedges.

5 out of 5 average rating, 10 reviews

Luxury oasis in the city

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

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!

5 out of 5 average rating, 9 reviews

A large swimming pool is surrounded by a well-maintained enclosure and features a diving board. Pool toys float on the water's surface. In the background, trees and green grass create a natural backdrop, while comfortable seating areas are positioned nearby.

Home in Alexandria Bay

Dog-friendly Country Estate private pool & hot tub

An outdoor space features a swimming pool surrounded by a wooden deck. Lounge chairs are positioned along the pool's edge, while patio umbrellas provide shade for outdoor seating areas. Behind the pool, a landscaped yard includes green trees and a single-story house.

Home in Oswego

4.7 out of 5 average rating, 86 reviews

Private 2400 sq ft house. Hot Tub, Pool, Bar

A spacious entryway features warm wooden flooring and a welcoming layout. Stylish hanging planters add greenery above the living area, while a cozy dog rests on the floor. Soft light enters through large windows, illuminating the open space leading to a modern kitchen.

Home in Hammond

4.73 out of 5 average rating, 22 reviews

1000 Islands Region The Farmhouse

Other holiday rentals with a pool

A functional kitchen area features wooden cabinetry and appliances, including a stove, refrigerator, and microwave. A dining table with wooden chairs is positioned nearby, alongside a seating area with a sofa. Sunlight brightens the space through a window and reflective surfaces.

5 out of 5 average rating, 6 reviews

(#6) Waterview 2 bedroom/1 bath cottage

4.6 out of 5 average rating, 5 reviews

A spacious eat-in kitchen features hickory cabinets and granite countertops. Stainless steel appliances, including a refrigerator and stove, complement the warm wood tones. A wooden round dining table with four chairs is positioned near a window, allowing natural light to brighten the space.

Home in Cape Vincent

(#18) Garden view 2 bedroom/2 bath vacation home

Campervan/Motorhome in Hammond

A charming vintage RV is shown from the exterior, featuring a spacious deck and large windows that allow natural light inside. A picnic table is positioned on the green lawn, with trees in the background creating a serene environment.

5 out of 5 average rating, 4 reviews

Vintage Voyager on Black Lake

Tiny home in Cape Vincent

A spacious living area features large windows that provide stunning water views and ample natural light. A comfortable sectional sofa faces a flat-screen TV above a cozy fireplace. Light-colored walls and ceiling enhance the airy feel of the space, accented by decorative window treatments.

4.73 out of 5 average rating, 11 reviews

(#30) Waterfront 1 bedroom park model with loft

A deck extends over tranquil waters, featuring several light-colored Adirondack chairs positioned for relaxation. Surrounding greenery complements expansive views of the lake and sky, reflecting a calm atmosphere. The sturdy wooden railing frames the scene, promoting a sense of openness to the surrounding natural beauty.

4.75 out of 5 average rating, 8 reviews

(#10) Waterview 3 bedroom/1 bath cottage

Campervan/Motorhome in Hammond

A charming vintage RV is positioned on a grassy area, with a covered patio and large windows providing views of Black Lake. A picnic table is nearby, along with a fire pit, creating an inviting space for outdoor activities and relaxation.

4.88 out of 5 average rating, 8 reviews

Classic Camper on Black Lake

4.83 out of 5 average rating, 24 reviews

An open-plan living area features a spacious kitchen and dining space, crafted from wood with a warm finish. High ceilings are adorned with ceiling fans, and large windows allow for natural light, showcasing the inviting seating area and a large dining table with chairs.

Home in Cape Vincent

(#21) Spacious 5 bedroom/3 bath home

The kitchen features wooden cabinetry and a countertop with a dual sink. Modern appliances include a stainless steel microwave, gas stove, and refrigerator. A coffee maker is also visible, enhancing the kitchen's functionality within a cozy atmosphere.