Vacation rentals in Water Mill

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Top-rated vacation rentals in Water Mill

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Top guest favorite
Home in Southampton
5 out of 5 average rating, 31 reviews

Charming House In The Village

Keep it simple at this peaceful and centrally-located place in the Heart of Southampton Village Escape to this delightful house nestled in the heart of Southampton Village, offering a perfect blend of charm, comfort, and convenience. Situated just moments away from the beach, and walking distance to restaurants and entertainment. 🏠 Entire First Floor (Private) 🛏️ Bedrooms: 2
🛁 Bathrooms: 1
🌳 Outdoor Space: Private Garden 
🔥 Fire Pit and BBQ 🚘 Two Parking Spaces 👨‍🍳 Fully Stocked Kitchen

Guest favorite
The interior of the cabin features a spacious bed framed by large windows that invite natural light. A small dining table is set beside a plant, and the wooden ceiling enhances the cozy ambiance. A decorative blanket adds a splash of color to the bed.
Cabin in Montauk
4.96 out of 5 average rating, 490 reviews

Tiny Cottage in Hither Woods, Montauk

A little cabin on our property in Hither Woods. A cozy hideaway conveniently located 12 minutes walk from Gurney's Beach Resort, 16 minute walk from public path to beach, and 6 minutes drive from Montauk town for restaurants and nightlife. Good for couples and solo adventurers, the space is private and homey, with outdoor shower and Chimenea fire pit. The main house is 65ft away, but we honor your privacy. The cottage comes with WiFi, window A/C and complimentary coffee or tea. Parking for 1 car

Guest favorite
Home in Hampton Bays
4.86 out of 5 average rating, 130 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
A charming two-story house is nestled among lush greenery, with large windows reflecting sunlight. The wooden exterior features shingle siding, and a gentle slope of grass leads up to the entrance. Surrounding trees create a serene, private atmosphere.
Apartment in Sag Harbor
4.96 out of 5 average rating, 163 reviews

Hamptons Hills Escape

Located in a quiet and safe neighborhood tucked into the woods of Sag Harbor, yet just a 10-minute drive from Sag Harbor town. Down the road is "Morton's Wildlife Refuge" with a beautiful walk to a beach and where birds eat seed directly from your hand. The lovely Long Beach is 5 minutes away - day passes are available. You only have one entrance/exit to deal with, the white door at the top of the wooden stairs that are pictured. Perfect for a couple looking to cook, relax, and spin records.

Guest favorite
An open-concept living space features a modern dining area with a wooden table set for six, complemented by sleek metallic chairs. A comfortable sectional sofa is positioned across from a wall-mounted television, with a fireplace and green outdoor views visible through large windows.
Cottage in Bridgehampton
4.95 out of 5 average rating, 101 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.

Top guest favorite
A light-filled living space is highlighted by a wall of glass, providing expansive views of the water and a natural landscape. The space includes a round coffee table on a light floor, with comfortable seating arranged to enjoy the serene outdoor scenery.
Cottage in Riverhead
4.98 out of 5 average rating, 167 reviews

Savor Ocean Sunsets at a Soothing Beachfront Haven

Newly renovated and featured as a top Airbnb by New York Magazine, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Stay on the property for swimming, beach walks, sunsets and BBQs - or venture out to enjoy all the North Fork has to offer.

Top guest favorite
A dining set featuring a large wooden table with eight matching chairs is positioned under a spacious umbrella, offering shade. Lush greenery and a serene waterfront view are visible nearby, providing a peaceful outdoor setting.
Home in North Sea
4.98 out of 5 average rating, 105 reviews

Breezy Waterfront Home With private Dock

This charming waterfront home is the ideal getaway for the active family with the Hamptons' largest natural 'saline pool' (the Peconic Bay) just footsteps away. This home easily sleeps 7 - with 3 bedrooms and 3 separate kids' sleeping cabins. You can jump on our standup paddle board right off our private dock, jog along wide stretches of pebble beach, have a swim race to our floating swim platform or simply relax in the hammock. 2 bathrooms indoors and 1 private outdoor shower,

Guest favorite
Home in Water Mill
5 out of 5 average rating, 8 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 Southampton
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
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 Water Mill
4.94 out of 5 average rating, 152 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 – no exceptions!

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 Water Mill
4.92 out of 5 average rating, 119 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. 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 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 North Sea
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?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$209,245 GYDG$202,968 GYDG$202,549 GYDG$189,367 GYDG$195,226 GYDG$251,094 GYDG$297,965 GYDG$342,744 GYDG$212,175 GYDG$223,474 GYDG$216,778 GYDG$229,124 GYD
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Frequently Asked Questions

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

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

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

    Experience the best of Water Mill with our house rentals, starting at about $140 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 140 house 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 230 vacation homes with pools in Water Mill, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Water Mill have air conditioning?

    Absolutely! We offer over 220 house rentals with air conditioning in Water Mill. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Water Mill have a kitchen?

    Absolutely! We offer over 220 house 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 220 house rentals with wifi in Water Mill. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Water Mill have free parking?

    Absolutely! We offer over 10 cottage 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 220 homes with a kitchen, over 220 homes with air conditioning, over 210 homes with free parking, over 220 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Water Mill

  • Total vacation rentals

    Explore 270 vacation rentals in Water Mill

  • Nightly prices starting at

    Water Mill vacation rentals start at G$29,294 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,920 verified reviews to help you choose

  • Family-friendly vacation rentals

    240 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 140 rentals that welcome pets

  • Vacation rentals with a pool

    230 properties feature pools

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

  • Wi-Fi availability

    260 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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