Vacation rentals in Water Mill

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Top-rated vacation rentals in Water Mill

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
A sparkling heated pool is framed by wooden decking, surrounded by lush greenery. Sunlight reflects off the clear blue water, creating a refreshing atmosphere. Lounge chairs are positioned nearby, offering a comfortable space for relaxation.
Home in Bridgehampton
4.77 out of 5 average rating, 52 reviews

Cheerful 3 bedrm-4 beds-3 bath -beach home w pool

Heart of the Hamptons is situated this bright, beach house 5 min from the ocean, BH/Sag Harbor town, & Wolfer vineyards. 2 master suites w/ ensuite bathrooms and an additional guest room with adjacent bathroom that comfortably sleeps 6 -1 King, 1 queen, 2 twin. Open kitchen that adjoins the dining area and the double height living room w/ fireplace. Sparkling heated (add charge) pool (MD-mid Sept) and palatial lawns with room to roam. Keep it simple at this peaceful and centrally located getaway

Top guest favorite
A spacious bedroom is featured with a comfortable king-sized bed, adorned with soft linen and decorative pillows. Nightstands with stylish lamps provide gentle illumination, complementing the calm color scheme of the room.
Apartment in Bridgehampton
4.96 out of 5 average rating, 82 reviews

Hamptons Elegant and Comfortable Apartment

Enjoy your stay in this beautifully decorated and completely private basement apartment - with all original artwork- in the center of the Hamptons with the added convenience of being close to major towns and beaches. Large bedroom with comfortable king sized bed and high quality mattress and linen. Large-screen smart TV with many channels. Closet space, well equipped kitchenette, bathroom with glass-enclosed shower. Seating area for 4 and second large-screen smart-TV with comfy oversized couch.

Guest favorite
Apartment in Southampton
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. located in a diverse, local Southampton Village neighborhood, centrally located to all Hamptons, Sag Harbor and Montauk & the North fork This place is perfect for a natural lover our garden is a pollinator sanctuary home to birds ,🐝 , 🦋 , and other creatures . We love pets so your furry baby is welcome

Guest favorite
Home in Hampton Bays
4.85 out of 5 average rating, 146 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!

Guest favorite
Cottage in Bridgehampton
4.95 out of 5 average rating, 109 reviews

Calf Creek Cottage (Water Mill/Bridgehampton)

Enjoy the peaceful seclusion of this charming, updated 3 bedroom, 2 bath cottage located on a private, acre-sized flag-lot south of the highway right on the border of Water Mill and Bridgehampton. Each bedroom (1 king, 2 queen) features ample closet space and new smart TVs . The new, fully-stocked kitchen, propane BBQ, outdoor dining table for 8, outdoor shower and spa with lounge furniture, and wood burning fireplace make it the perfect getaway for either summer or the winter season. Pets OK.

Guest favorite
The image features a serene pool area surrounded by neatly trimmed greenery. Sun loungers are positioned beside the sparkling blue pool, complemented by stylish umbrellas for shade. A modern pool house is visible in the background, enhancing the outdoor leisure space.
Home in Shinnecock Hills
4.89 out of 5 average rating, 66 reviews

Walk to US Golf Open! Southampton Lux Stay

Welcome to your perfect Hamptons getaway! This sun-filled, architecturally unique home is ideal for a summer retreat or a cozy weekend escape. Offering modern furnishings, and an open floor plan, this space is perfect for small groups. Whether you're enjoying the crisp evenings of early spring, sun-drenched summer days, or the vibrant fall season, this home is a serene escape year-round. Cozy up by the fire, relax on the sun-soaked balconies, or unwind in the beautifully renovated pool house.

Guest favorite
A charming outdoor area features a black cottage in the background, with large glass doors reflecting the surroundings. The deck is adorned with potted red geraniums and wooden seating. A hot tub is positioned adjacent to the cottage, emphasizing a tranquil retreat atmosphere.
Guesthouse in Southampton
4.97 out of 5 average rating, 114 reviews

5 Star Rated Private Cottage Southampton/Sag Hrbr

The Honeycomb Cottage is a little retreat located on a lush acre of evergreens in Southampton rated 5 Star by every guest that has stayed. One block to Peconic Bay Beach - perfect for a day in the sun. A cozy space with TV, WiFi and Sun Deck. Luxury soaps provided, amazing shower and crisp white linens. Exclusive use of the Hot Tub for Cottage guests. Easy parking and located 15 minutes drive to Sag Harbor or Southampton Village. Koi pond with waterfall will sooth the mind and spirit.

Top guest favorite
The cottage features a charming exterior with light-colored walls and green shutters. A welcoming entrance is highlighted by a gabled roof and steps leading to the door. Lush greenery surrounds the property, complemented by well-maintained flowerbeds and a stone pathway across a manicured lawn.
Cottage in Water Mill
4.97 out of 5 average rating, 75 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.

Guest favorite
A light-filled living area features a comfortable sectional sofa with decorative pillows. A coffee table rests on a textured area rug, accompanied by framed art on the white walls. Natural light enters through a window overlooking greenery, accentuating a serene environment.
Apartment in Southampton
4.89 out of 5 average rating, 57 reviews

Spacious One Bedroom Apt, Close to Beaches

1 bedroom basement apartment with full size windows, king bed, double sink vanity, walk in closet, full kitchen, private entrance, and close proximity to town and beaches. Parking on premises, access to washer/dryer for long term guests. Centrally located between Southampton and Sag Harbor. Air mattress must be requested. Full size crib, pack n play, bassinet, high chair must be requested. 1.5 miles to the bay beaches 5 miles to closest ocean beaches

Top guest favorite
Guesthouse in Southampton
4.96 out of 5 average rating, 463 reviews

Tiny Home in Prime Spot in Southampton Village

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, golf, and pristine, top-ranked beaches. Be close to everything Southampton has to offer while enjoying absolute peace and quiet.

Guest favorite
The serene exterior of a two-story home is surrounded by green hedges and lush lawns. A deck features sun loungers and a patio table with an umbrella, while large windows allow natural light to illuminate the interior spaces.
Home in Water Mill
4.92 out of 5 average rating, 125 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 charming garage is seen with a vintage vehicle parked inside. The weathered wood exterior complements the surrounding greenery. Bright sunlight filters through, illuminating the space. A colorful flower pot adds a touch of vibrancy to the gravel driveway.
Cottage in Southampton
4.92 out of 5 average rating, 13 reviews

Steps to Train, Dining & Beach US Open Golf

SOUTHAMPTON HOUSE NEW YORK charming cottage escape with a separate guest house, perfect for 7 guests. Relax in our private courtyard, complete with an outdoor kitchen with green egg, and fireplace for cozy nights under the stars. Just steps from the LIRR and walkable to downtown’s boutiques, restaurants, and attractions, our location is unbeatable. We’re just 2 miles from Coopers Beach.

Popular amenities for Water Mill vacation rentals

When is the best time to visit Water Mill?

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Avg. price€1,040€1,040€1,040€785€809€1,040€1,234€1,420€879€926€898€949
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Frequently Asked Questions

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

    Water Mill has more than 260 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Water Mill with our villa rentals, starting at about $300 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 vacation rentals in Water Mill?

    Four-legged friends are welcome in Water Mill. Choose from more than 150 vacation rentals for guests traveling with pets.

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

    Yes! Work meets play with ease at over 180 vacation rentals in Water Mill featuring dedicated workspaces. Stay connected and productive in your home away from home.

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

    Yes! Dive into the perfect getaway at one of over 240 vacation homes 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 cottage rentals in Water Mill have wifi?

    Absolutely! We offer over 10 cottage 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 Cottage Rentals in Water Mill?

    Enhance your stay in our Cottage Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with a kitchen, over 10 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 €104 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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