Holiday houses in Water Mill

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Top-rated holiday rentals in Water Mill

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

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Top Guest favourite
Home in Southampton
5 out of 5 average rating, 32 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

Top Guest favourite
A private, landscaped backyard features a sparkling pool surrounded by lounge chairs and shaded umbrellas. The deck extends from the house, providing ample seating options. A hammock is visible in the corner of the yard, under the dappled sunlight filtering through the trees.
Home in The Hamptons
4.91 out of 5 average rating, 87 reviews

Southampton Sanctuary with Pool, Perfect Location!

Enjoy summers by the pool in this beautiful 3 bedroom, 2 bath, post-modern home with all top-of-the-line accessories at your fingertips. The immaculately landscaped grounds set on a large and private .75 acre lot surround the inviting pool. The 2nd-floor master suite with Jacuzzi, separate shower, and large walk-in closet has a balcony & is located privately from two more guest bedrooms and a full bath on the first floor. ​​ *We have a minimum stay of 38 nights for August 1st - Labor Day 2026*

Guest favourite
Home in Hampton Bays
4.86 out of 5 average rating, 131 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 favourite
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, 102 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.

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 Southampton
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 favourite
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 Water Mill
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.

Guest favourite
An outdoor deck area is highlighted by a sunny, heated pool surrounded by well-maintained landscaping. Comfortable seating with yellow cushions and a large umbrella provides shade. A dining table can be seen in the background, enhancing the inviting outdoor atmosphere.
Home in Water Mill
4.9 out of 5 average rating, 21 reviews

Hamptons Estate On 2 Acres. Near Beach & Village!

NEWLY RENOVATED Modern quintessential Hampton’s home situated on private 2 acres surrounded by lush landscaping. The home is 2600 sq. ft has 4 br, 3.5ba, chef's kitchen, separate living and dining area. The kitchen is combined with a great room, opening to al fresco dining under a pergola. Minutes from the nearest beaches, Southampton village & Water Mill town. The house boasts: *Heated 18x36 Pool* *2 Fire Places* *Outdoor Fire Pit* *outdoor BBQ Grill* *Upstairs Balcony/Patio.

Top Guest favourite
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 The Hamptons
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,

Top Guest favourite
A spacious living area features high ceilings and natural light streaming through large windows. A white sofa is paired with wooden chairs, while a glass coffee table sits on a woven rug. An elegant dining area is visible in the background with a large table.
Cottage in The Hamptons
4.97 out of 5 average rating, 177 reviews

Charming Southampton Light filled Cottage

Escape and relax in this beautiful tranquil Southampton retreat! Newly remodeled cottage just blocks from the water. The home is nestled on 1/2acre quiet park-like setting located at the end of a long gravel driveway. Enjoy the private outdoor space with a fire pit, outdoor dining table, new dual BBQ and lounge chairs. Inside, the large dining room table easily sits 8. This stylish Coastal farmhouse has all new beds and furniture. Complete with Wifi, Cable, AC and Nespresso maker!

Top Guest favourite
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 favourite
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 –

Top Guest favourite
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!

Popular amenities for Water Mill holiday rentals

When is the best time to visit Water Mill?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$1,714 NZD$1,662 NZD$1,659 NZD$1,551 NZD$1,599 NZD$2,057 NZD$2,440 NZD$2,807 NZD$1,738 NZD$1,830 NZD$1,775 NZD$1,877 NZD
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Frequently Asked Questions

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

    Water Mill has more than 210 family-friendly house 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 house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 190 house 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 cottage rentals in Water Mill have a kitchen?

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

Quick stats about holiday rentals in Water Mill

  • Total holiday rentals

    Explore 270 holiday rentals in Water Mill

  • Nightly prices starting at

    Water Mill holiday rentals start at $240 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,920 verified reviews to help you choose

  • Family-friendly holiday rentals

    240 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 140 rentals that welcome pets

  • Holiday 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 holiday 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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