
Holiday houses in Water Mill
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Quick stats about holiday rentals in Water Mill

Total holiday rentals
Explore 300 holiday rentals in Water Mill

Nightly prices starting at
Water Mill holiday rentals start at $122 NZD per night before taxes and fees

Verified guest reviews
Over 3,920 verified reviews to help you choose

Family-friendly holiday rentals
280 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 160 rentals that welcome pets

Holiday rentals with a pool
250 properties feature pools

Rentals with dedicated workspaces
200 properties have a dedicated workspace

Wi-Fi availability
290 of Water Mill holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Water Mill rentals

4.8 Average rating
Water Mill stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated holiday rentals in Water Mill
Guests agree: these stays are highly rated for location, cleanliness and more.

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
ValueLocationAmenities
5.0 out of 5 average rating, 50 reviews
Southampton Charmer, 5 bedrooms w pool - Location
This 5-bedroom home boasts en-suite baths and elegant furnishings. The gourmet kitchen features marble countertops and stainless steel appliances, leading to a dining area. The lower level includes a spacious seating area and a game room with toys. The second floor houses a master suite with stunning views and three additional en-suite bedrooms. Located minutes from the village center, with restaurants, shops, and beaches nearby. A heated pool invites you to relax and enjoy the comfort of home.
ValueFamilyAmenities
4.93 out of 5 average rating, 137 reviews
Southampton Village Newly Built Gem
Enjoy a stylish experience at this 3765+ sq ft., just built, SH Village gem! Beautiful and bright spacious home with 5 well appointed bedrooms, multiple custom closets and 5.5 baths (4 ensuite). Luxurious lighting fixtures throughout the home. Living room fireplace, vaulted wooden beam kitchen ceiling with formal dining for 10 plus. Gunite pool and spa, with multiple outdoor seating areas. Expansive media room with 75 inch TV and room length comfy cloud sofa. Two sets of washers and dryers.
ValueFamilyBackyard
4.97 out of 5 average rating, 103 reviews
Chic Southampton Home. Mins to Village and Beach!
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.
FamilyValueAccess
4.87 out of 5 average rating, 79 reviews
Serene East Hampton Escape - Warm Pool til Nov
A luxuriously curated woodland escape with massive pool (heated and open May through October), fully fenced and just minutes from EH Village & Ocean Beaches. This impeccably renovated four-bedroom, four-and-a-half-bath home offers refined comfort in a serene, private setting. Sunlight floods the expansive interiors, featuring rich luxurious finishes, a separate office with queen sofa bed, a freestanding soaking tub, and a designer chef’s kitchen with a custom dining table for ten or more.
LocationFamilyAccuracy
4.99 out of 5 average rating, 156 reviews
5BR, Luxury Home, Close to Beach,Town, PerfectYard
Magnificent Renovated 4,416 sq ft. Contemporary on .67 acre has 5 bedrooms 5 full bathrooms Enter into light filled living areas, faulted ceiling , fireplace with stone , white panel wainscoting and eat in kitchen with island seating , stainless steel appliances and door to a wrap around rear deck. A family room has French Doors , Bar , to the pool and expansive backyard. The beautifully appointed master suite features a vaulted ceiling in the bedroom, walk in closets & Luxe bath.
ValueFamilyComfort
4.93 out of 5 average rating, 100 reviews
Designer's Own, w Pool, 5 min. to Ocean & Village
Our 4BR airy home in a prime Hamptons location--Water Mill South--offers comfort, luxury, and tranquility, all while being just 5 min. away from ocean beaches, restaurants in Bridgehampton Village, and the area's best fields and farm stands. Impeccably renovated, comfortable, family-oriented traditional shingle house is in a quiet, established neighborhood perfect for walks or bike rides. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking
LocationFamilyTV
4.88 out of 5 average rating, 105 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.
LocationFamilyCondition
4.98 out of 5 average rating, 80 reviews
Hamptons WaterLiving-Dock, Kayak, Beach, EV charge
[FOLLOW US on INSTA @29watersedge] 1-mile from the beach, this child-friendly waterfront Southampton home is a perfect family getaway. Ready for watersports: kayak, paddleboard, boat, or jet ski. Walk down to the beach for a swim in the bay. At home, the backyard has it all: large dock, fire pit, swing/playset, hammock, grill, & oversized deck to take in the views. Surrounded by nature and water, you are just minutes from restaurants and shopping in Southampton Village &Sag Harbor.
FamilyValueCheckout
5.0 out of 5 average rating, 116 reviews
Brand New Sun Filled Home
OUR HOUSE A beautiful newly renovated Southampton two story home with spectacular light, offering the best of indoor-outdoor living. A large deck off of the kitchen with small porches off of two primary suites and a small sitting area off the first floor junior suite. On almost one acre of land, there is plenty of peaceful space. Very central - two miles from the beach and town. Two car garage with built in electric vehicle charger. Gas fireplace. All appliances are brand new.
LocationFamilyNearby
4.96 out of 5 average rating, 24 reviews
PICTURE PERFECT SOUTHAMPTON HOME-
Picture Perfect 3 bedroom 1.5 Bath Cottage located in the heart of Southampton. The home is conveniently located close to Southampton, Bridgehampton and Sag Harbor towns. Additionally, there is close access to both Bay and Ocean Beaches. The Newly renovated home gives you a peaceful and serene feeling everyday. Dogs are accepted on a case by case basis. Cats are not permitted. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking –
LocationFamilyAccess
4.89 out of 5 average rating, 311 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.
ValueLocationPool
5.0 out of 5 average rating, 20 reviewsPopular amenities for Water Mill holiday rentals
Other great holiday rentals in Water Mill

Awesome Watermill 5 Bedroom with a heated pool
FamilyValueParking
4.93 out of 5 average rating, 59 reviews
Luxe Southampton Home w/Pool 5 Min To Town & Beach
ValueFamilyBeach
4.98 out of 5 average rating, 61 reviews
3 Bedroom Guest House in Southampton
LocationFamilyComfort
4.96 out of 5 average rating, 23 reviews
Hamptons Waterfront Getaway – Stylish & Serene
FamilyLocationQuiet
5.0 out of 5 average rating, 18 reviews
Charming Water Mill Get Away
LocationValueQuiet
4.81 out of 5 average rating, 42 reviews
Steps to Train, Dining & Coopers Beach SH village
FamilyLocationCleanliness
4.94 out of 5 average rating, 16 reviews
Southampton Village - Walk to Train
LocationBackyardWalkability
5.0 out of 5 average rating, 3 reviews
Southampton Village Escape
FamilyLocationWalkability
4.91 out of 5 average rating, 11 reviewsWhen is the best time to visit Water Mill?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $2,097 NZD | $2,097 NZD | $2,097 NZD | $1,893 NZD | $2,169 NZD | $2,555 NZD | $2,489 NZD | $2,862 NZD | $1,772 NZD | $1,866 NZD | $1,810 NZD | $1,914 NZD |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 15°C | 21°C | 24°C | 23°C | 19°C | 13°C | 8°C | 3°C |
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 house rentals in Water Mill?
Experience the best of Water Mill with our house rentals, starting at about $70 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 170 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 250 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 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 air conditioning, over 10 homes with free parking, over 10 homes with wifi, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations to explore
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- Yale University
- Mohegan Sun
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Fairfield Beach
- Ocean Beach Park
- Charlestown Beach
- Mystic Seaport Museum
- Mystic Aquarium
- Southampton Beach
- Sunken Meadow State Park
- Soundview Beach
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Wölffer Estate Vineyard
- Ocean Beach
- Sleeping Giant State Park
- Meschutt Beach
- Orient Beach State Park
- Ditch Plains Beach
- Wesleyan University
- Long Island Aquarium
- Splish Splash Water Park
- Stonington Vineyards





