Vacation rentals in Water Mill

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Top-rated vacation rentals in Water Mill

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Guest favorite
Home in The Hamptons
4.85 out of 5 average rating, 140 reviews

Hamptons Oceanfront Oasis

Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

Top guest favorite
Apartment in The Hamptons
5 out of 5 average rating, 15 reviews

Southampton Village Near Ocean & Shops - Studio B

Our studio "B" features Location, location, location! You are so close to everything, you can leave your car behind! Just two blocks from historic Main Street. Ocean beach is less than a mile at the end of the road. Brand new lower level studio. Private entrance. Enjoy sipping wine outdoors in a private sitting area. Off street parking for one car available. Level 2 EV charger w/J1772 plug available for overnight charging. On the premises for use is a heated gunite pool & outside shower.

Superhost
A serene Gunite pool is surrounded by a spacious patio featuring several lounge chairs beneath large umbrellas. Lush greenery lines the perimeter, enhancing the outdoor space's tranquility. The smooth surface of the pool reflects the clear blue sky.
Home in The Hamptons
4.8 out of 5 average rating, 80 reviews

Charming Southampton Village Home

Just 4 houses west of North Main Street is this chic/trendy top to bottom gut renovated home! Bright, airy, open with brand new contemporary finishes throughout. Features include white oak wood floors, modern appliances, finished basement. Formal dining room seats 8.Large backyard with furnished deck abuts Allen Court to south. Street gas, street water, new heating/AC, plumbing, windows, landscaping, easy park turn around. 20x40 Gunite Pool - Seasonal Just 3 minutes to village center.

Top guest favorite
A spacious lawn is bordered by tall trees, providing a natural frame for the cottage. The vibrant green grass leads to a serene waterfront, where the lake reflects the sunlight. The peaceful setting invites relaxation and outdoor activities.
Cottage in The Hamptons
4.97 out of 5 average rating, 74 reviews

Head of Pond House - Waterfront Cottage

Welcome to the charming, waterfront Cottage at Head of Pond House! Enjoy a peaceful retreat with beautiful lake access year-round and pool access from Memorial Day to October. The cottage features two comfortable king beds, including one in a cozy loft area, a full bath, WiFi, a projector for movie nights, and a fully stocked kitchen. Whether you’re looking for a relaxing escape or a comfortable base to explore the Hamptons, our waterfront cottage is the perfect spot for your getaway.

Top guest favorite
A sparkling pool reflects the clear blue sky, surrounded by a sleek stone patio. Lounge chairs are positioned nearby, inviting relaxation. Lush greenery and vibrant gardens frame the space, enhancing the private outdoor setting.
Home in The Hamptons
5 out of 5 average rating, 52 reviews

Luxury Hamptons Poolside Paradise w/ Outdoor Sauna

Chic, 5-bedroom, 3.5 half-bath home is close to the water and the village of Southampton. The sparkling pool has a beautiful backdrop of a lushly landscaped garden. Southern exposure in the backyard brings an abundance of sunshine inside and out. The home includes an outdoor sauna, fire pit and rock garden perched above the pool for your very own spa retreat. The inside of the home is thoughtfully designed with a relaxed, chic & luxury feel making it the perfect Hamptons getaway.

Guest favorite
Home in The Hamptons
5 out of 5 average rating, 9 reviews

Luxury Southampton Home/outdoor Sauna/hottub

This stunning 5-bedroom, 2-story Traditional home sits on just under an acre in Southampton, NY. It features a living room with a vaulted ceiling and fireplace, a gourmet kitchen with a dining area, a sunroom, and five bathrooms. The property includes a 2-car garage and a finished basement that offers a billiard room, media room, kitchenette, and bath. For summer gatherings, enjoy the 20' by 40' heated pool, expansive mahogany decking, and beautifully designed landscaping.

Top guest favorite
A cozy living space features a brown leather sofa and a white coffee table on a geometric patterned rug. A large window allows natural light to fill the room, showcasing a wall-mounted fish decor and colorful accents. A decorative plant sits on the table.
Guesthouse in The Hamptons
4.96 out of 5 average rating, 459 reviews

Tiny Home in Prime Spot in Southampton Village

Price drop! Located in the heart of Southampton Village, this intimate cottage is the perfect getaway! Nestled in an accessible, safe, and well-lit neighborhood, it is ideal for those with or without a vehicle. Only a 5 min. walk from the train station or to town, which includes premier shopping and restaurants. Enjoy nearby wineries, museums, and pristine, top-ranked beaches. Be close to everything Southampton has to offer while enjoying absolute peace and quiet.

Guest favorite
Home in The Hamptons
4.93 out of 5 average rating, 138 reviews

Beach Barn w/ Heated Pool & Sauna - Dog Friendly

@WaterMillBeachBarn Dog friendly (upon approval) Hampton Beach Barn with pool and infrared sauna. POOL OPEN - May 1st - October 23, 2026 US GOLF OPEN 2026 - 5.6 miles from Shinnecock Hills Golf Club This impressive house, nestled within a rustic, woodland plot, promises a tranquil stay. Eclectic designer decor is complemented by striking rustic touches, such as Dutch-style farm doors, exposed beams, and vintage wood-burning stove.

Top guest favorite
The exterior of a two-story home is visible, featuring large glass windows that promote natural light. A spacious wooden deck hosts a dining area with a white umbrella. Lush green grass and trees surround the area, creating a serene outdoor setting.
Home in The Hamptons
4.92 out of 5 average rating, 123 reviews

Elegant Modern Artist's Residence

This simple and serene home is set against a farm preserve, exposed to beautiful light and views and biking distance to the beach. Very relaxing - a terrific, creative space for a couple or small group. We are a pet friendly home so if allergic please be aware. A large vegetable garden is maintained on the property and is available for guests to harvest as they like. Fresh salad greens, herbs, vegetables for you to enjoy!

Guest favorite
A well-maintained outdoor pool area is surrounded by a wooden deck and lush greenery. Lounge chairs are positioned along the pool, with a shaded area provided by a large tree. The clear blue water of the pool reflects the sunlight, inviting relaxation.
Home in The Hamptons
4.94 out of 5 average rating, 154 reviews

Astounding Watermill 5 Bedroom home with Pool

Situated off of a quiet lane on a half-acre of land, updated, modern residence offers a peaceful and quiet Hamptons getaway. 5 bedrooms / 3 modern bathrooms offers a relaxing escape. Large open kitchen leads out to the back garden, pool and indoor-outdoor eating areas. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking –

Guest favorite
A cozy living area features a comfortable sofa adorned with neutral-toned cushions. A large television is mounted on the wall. Natural light filters through multiple windows, brightening the space. A small side table and an armchair complement the seating arrangement, creating an inviting atmosphere.
Apartment in The Hamptons
5 out of 5 average rating, 26 reviews

Southampton apt walk to village

Enjoy easy access to everything from this perfectly located Apt in Southampton Village . 10 minutes walk to downtown restaurants, bars and shopping 1.5 miles to our Glorious Village Beaches. Our home is located in a diverse, local Southampton Village neighborhood, centrally located to all Hamptons, Sag Harbor and Montauk.

Guest favorite
A living area features a large brown sectional sofa adjacent to a flat-screen TV. Natural light enters through a window covered with light curtains. A round, black-and-white patterned ottoman sits in the center of the room, complemented by an ornamental plant nearby.
Loft in The Hamptons
4.88 out of 5 average rating, 107 reviews

Oasis Hampton getaway

Located in the heart of southampton. 3miles away from main shopping areas.Room is newly remodeled and furnished . All upscale Ammenities. Electric toilet ,free WiFi, free Netflix , use of pool and bbq grill, fire pit, living room with 52”flat screen tv, kitchenette and dining area and driveway parking .

Popular amenities for Water Mill vacation rentals

When is the best time to visit Water Mill?

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Avg. priceG$250,722 GYDG$250,722 GYDG$250,722 GYDG$189,086 GYDG$194,936 GYDG$250,722 GYDG$297,524 GYDG$342,236 GYDG$211,860 GYDG$223,143 GYDG$216,457 GYDG$228,784 GYD
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Frequently Asked Questions

  • Are there family-friendly villa rentals in Water Mill?

    Water Mill has more than 10 family-friendly villa rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in cottage rentals in Water Mill?

    Experience the best of Water Mill with our cottage rentals, starting at about $350 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly cottage rentals in Water Mill?

    Four-legged friends are welcome in Water Mill. Choose from more than 10 cottage rentals for guests traveling with pets.

  • Are there house rentals with a dedicated workspace in Water Mill?

    Yes! Work meets play with ease at over 160 house rentals in Water Mill featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Water Mill villa rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 villa rentals with pools in Water Mill, available on Airbnb. Make a splash and soak up the sun in style!

  • Do cottage rentals in Water Mill have air conditioning?

    Absolutely! We offer over 10 cottage rentals with air conditioning in Water Mill. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in Water Mill have a kitchen?

    Absolutely! We offer over 10 villa rentals with a kitchen in Water Mill. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Water Mill have wifi?

    Absolutely! We offer over 240 house rentals with wifi in Water Mill. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Water Mill have free parking?

    Absolutely! We offer over 230 house rentals with free parking in Water Mill. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Water Mill?

    Enhance your stay in our House Rentals with the most popular amenities: over 230 homes with air conditioning, over 240 homes with wifi, over 230 homes with a kitchen, over 230 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Water Mill

  • Total vacation rentals

    Explore 280 vacation rentals in Water Mill

  • Nightly prices starting at

    Water Mill vacation rentals start at G$25,072 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,790 verified reviews to help you choose

  • Family-friendly vacation rentals

    260 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 150 rentals that welcome pets

  • Vacation rentals with a pool

    240 properties feature pools

  • Rentals with dedicated workspaces

    180 properties have a dedicated workspace

  • Wi-Fi availability

    280 of Water Mill vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Water Mill rentals

  • 4.9 Average rating

    Water Mill stays are highly rated by guests—averaging 4.9 out of 5!

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