Discover Your Perfect Water Mill Vacation Homes

Best Vacation Homes in Water Mill

New
House
Map-icon
6 Bedrooms 5 Baths 12 Guests 5000 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $3,583/Night 7 Nights - US $25,082
star-icons-4
Villa
Map-icon
5 Bedrooms 4 Baths 8 Guests 3003.13 ft²
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $6,906/Night 7 Nights - US $48,341
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Bed & Breakfast
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
1 Bedroom 1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $566/Night 7 Nights - US $3,959
New
House
Map-icon
4 Bedrooms 3 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
US $1,304/Night 7 Nights - US $9,130
star-icons-4
Villa
Map-icon
4 Bedrooms 5 Baths 7 Guests 3078.48 ft²
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
More amenities
US $2,616/Night 7 Nights - US $18,312
Cottage
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $1,312/Night 7 Nights - US $9,186
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $1,309/Night 7 Nights - US $9,161
House
Map-icon
like-icon9.8
Exceptional
(20 Reviews)
2 Bedrooms 2 Baths 6 Guests 1215 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $762/Night 7 Nights - US $5,333

Water Mill Luxury Rentals

House
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7 Bedrooms 7 Baths 10 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
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House
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8 Bedrooms 7 Baths 14 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
Unlock the Best Price
House
Map-icon
6 Bedrooms 7 Baths 10 Guests 8000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
Unlock the Best Price
House
Map-icon
7 Bedrooms 8 Baths 10 Guests 7500 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
Unlock the Best Price
House
Map-icon
5 Bedrooms 5 Baths 10 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $9,822/Night 7 Nights - US $68,757
New
House
Map-icon
6 Bedrooms 8 Baths 14 Guests 8500 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $9,693/Night 7 Nights - US $67,851
House
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
6 Bedrooms 8 Baths 12 Guests 9000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $9,049/Night 7 Nights - US $63,340
House
Map-icon
5 Bedrooms 3 Baths 8 Guests 2000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $8,754/Night 7 Nights - US $61,281

Water Mill Pet Friendly Vacation Rentals

House
Map-icon
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $2,064/Night 7 Nights - US $14,451
House
Map-icon
like-icon10.0
Exceptional
(45 Reviews)
5 Bedrooms 6 Baths 10 Guests 7000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $5,413/Night 7 Nights - US $37,891
House
Map-icon
like-icon10.0
Exceptional
(20 Reviews)
4 Bedrooms 7 Baths 6 Guests 7000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $3,950/Night 7 Nights - US $27,650
House
Map-icon
like-icon10.0
Exceptional
(20 Reviews)
4 Bedrooms 2 Baths 10 Guests 3000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $1,408/Night 7 Nights - US $9,857
House
Map-icon
like-icon10.0
Exceptional
(16 Reviews)
4 Bedrooms 4 Baths 8 Guests 3500 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $994/Night 7 Nights - US $6,958
House
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
5 Bedrooms 6 Baths 10 Guests 3000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $3,227/Night 7 Nights - US $22,590
House
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
4 Bedrooms 4 Baths 10 Guests 3000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $4,641/Night 7 Nights - US $32,488
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
4 Bedrooms 2 Baths 8 Guests 2700 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $1,670/Night 7 Nights - US $11,692

Water Mill Large Vacation Homes

House
Map-icon
like-icon10.0
Exceptional
(33 Reviews)
5 Bedrooms 3 Baths 9 Guests 2700 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $881/Night 7 Nights - US $6,170
House
Map-icon
7 Bedrooms 5 Baths 13 Guests
  • Pool
    Pool
  • Parking
    Parking
More amenities
US $7,162/Night 7 Nights - US $50,134
House
Map-icon
7 Bedrooms 7 Baths 14 Guests
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House
Map-icon
like-icon10.0
Exceptional
(23 Reviews)
7 Bedrooms 7 Baths 14 Guests 5400 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $4,018/Night 7 Nights - US $28,129
House
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
8 Bedrooms 7 Baths 14 Guests 6000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $4,713/Night 7 Nights - US $32,990
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
5 Bedrooms 2 Baths 10 Guests 4000 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $3,303/Night 7 Nights - US $23,119
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
7 Bedrooms 9 Baths 18 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $3,961/Night 7 Nights - US $27,725
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
8 Bedrooms 8 Baths 14 Guests 6500 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $3,953/Night 7 Nights - US $27,671

Why Choose Rent By Owner for your Water Mill Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Water Mill

When should you plan your Vacation Rentals stay?

To make the most of your stay, consider visiting during the shoulder seasons when the area offers a tranquil atmosphere and pleasant weather, perfect for discovering all that this destination has to offer through carefully selected vacation rentals.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, the area experiences its peak tourist season with warm weather and longer daylight hours, making it ideal for outdoor activities and exploring local attractions.

Average Temperature Daytime: around 75-85°F - Nighttime: around 60-70°F
autumn
Fall (September to November)

The fall season offers vibrant foliage and mild temperatures, attracting visitors looking to enjoy the scenic beauty and outdoor pursuits in this destination during its bustling autumn peak.

Average Temperature Daytime: around 65-75°F - Nighttime: around 50-60°F

Off-Season Highlights

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Winter (December to February)

In winter, the region sees fewer visitors as the cold weather settles in. This is a great time for those seeking quieter accommodations and a peaceful retreat in the area.

Average Temperature Daytime: around 30-45°F - Nighttime: around 20-30°F
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Spring (March to May)

Spring heralds a slower period for travelers before the summer rush, offering mild weather and blossoming surroundings that appeal to visitors looking for tranquility and natural beauty.

Average Temperature Daytime: around 50-65°F - Nighttime: around 35-50°F

Weekly Weather Forecast for Water Mill

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor swimming pool to relax and unwind during your stay.
  • Discover spacious outdoor patios or decks perfect for entertaining or enjoying meals al fresco.
  • Take advantage of well-maintained gardens or landscaped yards that add charm to your outdoor experience.
  • Utilize outdoor grilling facilities to host barbecues in the serene setting of this destination.
  • Benefit from ample driveway or outdoor parking spaces, ensuring convenient access to your rental.
  • Relish in scenic views from private balconies or terraces overlooking the surrounding region.
  • Make use of outdoor recreational areas such as tennis courts or volleyball courts often available in these rentals.
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Family Activities

  • Visit Cooper's Beach: Enjoy a family day at one of the region’s most popular beaches, perfect for swimming, picnicking, and building sandcastles amidst stunning coastal views.
  • Explore Water Mill Museum: Discover the area's rich history and cultural heritage through engaging exhibits that are fun and educational for children and adults alike.
  • Take a Farm Tour: Experience the charm of local farms where families can learn about farming traditions and maybe even pick fresh produce or visit farm animals.
  • Enjoy Outdoor Recreation at Long Pond Greenbelt: Engage in nature walks, bird watching, and outdoor activities in this scenic green space that offers a peaceful retreat for all ages.
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Adult Activities

  • Visit the Water Mill Museum: Explore the area's rich history through engaging exhibits and preserved historic buildings, offering a cultural experience right in this destination.
  • Enjoy fine dining at local restaurants: Savor exceptional cuisine at renowned eateries, providing a delightful taste of the region’s culinary scene for your stay.
  • Shop at nearby art galleries and boutiques: Discover unique artwork and artisanal goods, making shopping an inspiring part of your visit to this area.
  • Relax on local beaches or waterfront parks: Unwind by the water, enjoying the scenic views and tranquil atmosphere that this region offers for leisure and recreation.

Water Mill Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Experiences: Take advantage of nearby events and seasonal activities to immerse yourself in the local culture and make your stay more memorable.
  • Plan Your Dining Ahead: Research popular eateries and book reservations early to enjoy the region’s culinary delights without last-minute arrangements.
  • Utilize Nearby Nature Spots: Spend time in local parks or beaches to relax and appreciate the area's natural beauty during your visit.
  • Communicate with Local Hosts: Stay in touch with your vacation rental host for insider tips on hidden gems and the best times to visit popular spots.

Transportation Options

  • Car Rentals: Renting a car offers you the flexibility to explore Water Mill and its surrounding areas at your own pace, making it an ideal choice for reaching scenic spots or local attractions comfortably.
  • Taxi and Rideshare Services: Convenient and reliable, taxi services and rideshare options like Uber or Lyft provide quick transportation throughout the region without the need for personal vehicle ownership.
  • Public Transportation: Local bus services connect this destination with nearby towns and transit hubs, offering an affordable way to navigate around the area easily.
  • Private Shuttle Services: Private shuttle options are available for direct travel to specific destinations within the region, providing comfort and convenience for your stay here.

Local Customs Options

  • Local Art Celebrations: Participating in or observing the region's unique art festivals allows you to experience Water Mill’s vibrant creative spirit firsthand.
  • Farmers’ Market Traditions: Visiting the area’s farmers’ markets provides insight into the community’s commitment to local produce and sustainable farming practices.
  • Seafood Culinary Customs: Enjoying freshly caught seafood prepared in traditional styles highlights the region’s maritime heritage and culinary customs.
  • Harbor Etiquette: Respect for boating and fishing customs on the waterways ensures an authentic interaction with the area's maritime lifestyle.

Frequently Asked Questions About Water Mill?

2. How many vacation rentals have private pools in Water Mill?

3. Which vacation homes in Water Mill are best for families?

If you are looking for a family-friendly vacation home in Water Mill, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Water Mill:

4. How many Rentbyowner vacation rentals are available in Water Mill?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 184 in the Water Mill area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Water Mill. 

5. What is the cancellation policy for vacation rentals in Water Mill, New York?

Cancellation policies vary by property, so it’s important to review the specific listing details carefully. You can find this information on the booking page or contact the owner directly for clarification.

6. Are there any additional fees I should be aware of when booking a rental in the area?

Additional fees such as cleaning fees, service charges, or security deposits are typically listed during the booking process. Always check the listing details or reach out to the property owner for a complete fee breakdown.

7. How do I secure my reservation at a Water Mill vacation rental?

Reservations are secured through the booking platform once you complete the payment process and confirm your stay. For specific instructions or questions about securing your booking, contact the property owner directly.

8. What amenities are usually included in vacation rentals here?

Most listings include amenities like Wi-Fi, air conditioning, parking, and fully equipped kitchens. To ensure the property meets your needs, review the amenities section of each listing or contact the owner for more details.

9. Is it possible to modify or cancel my booking if my plans change?

Modify or cancelations depend on the individual property's cancellation policy. You should read the policy carefully before booking and contact the owner if you need assistance with changes or cancellations.

Water Mill Top Rated Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(8 Reviews)
4 Bedrooms 3 Baths 7 Guests 2700 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $1,734/Night 7 Nights - US $12,139
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
4 Bedrooms 3 Baths 8 Guests 4000 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $3,637/Night 7 Nights - US $25,461
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
5 Bedrooms 3 Baths 10 Guests 4000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $2,897/Night 7 Nights - US $20,279
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
5 Bedrooms 5 Baths 8 Guests 5000 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $2,882/Night 7 Nights - US $20,173
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
7 Bedrooms 7 Baths 10 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $6,366/Night 7 Nights - US $44,559
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
8 Bedrooms 7 Baths 20 Guests 8000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $5,918/Night 7 Nights - US $41,427
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
6 Bedrooms 6 Baths 12 Guests 5000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $5,048/Night 7 Nights - US $35,333
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 3 Baths 8 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $3,448/Night 7 Nights - US $24,135