Compare Water Mill Vacation Rentals

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Water Mill Rentals

Yellowstone In The Hamptons ~ one of a kind secluded, magical, 50-acre paradise!

Yellowstone In The Hamptons ~ one of a kind secluded, magical, 50-acre paradise!

Water Mill NY
2.75 mi from city center
Guests of this vacation home enjoy features like an outdoor pool, a gym, and laundry facilities. Other amenities at this golf vacation home include barbecue grills and a garden.
Pool
Kitchen
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Southampton NY
3.93 mi from city center
Guests of this vacation home enjoy features like an outdoor pool, a hot tub, and an arcade/game room. Other amenities at this family-friendly vacation home include laundry facilities, local meal delivery service, and barbecue grills.
Pool
Hot Tub
Bayfront 5 bedrooms family home. Panoramic sea view from all rooms

Bayfront 5 bedrooms family home. Panoramic sea view from all rooms

Hampton Bays NY
7.63 mi from city center
At this vacation home, guests have access to a gym, laundry facilities, and a garden. This smoke-free vacation home also has barbecue grills.
Pool
Kitchen
Sun, Sky, Beach! Beautiful Waterfront home with Hot Tub, Game Room, and More!

Sun, Sky, Beach! Beautiful Waterfront home with Hot Tub, Game Room, and More!

Hampton Bays NY
8.05 mi from city center
At this vacation home, guests have access to a hot tub, an arcade/game room, and laundry facilities. Other amenities at this beach vacation home include barbecue grills and a garden.
Hot Tub
Kitchen
Canoe Place Waterfront Residences

Canoe Place Waterfront Residences

2.5 out of 5
239 E Montauk Hwy Hampton Bays NY
8.25 mi from city center
At Canoe Place Waterfront Residences, guests access to a full-service spa, a seasonal outdoor pool, and a garden. Free parking is included with your stay. The 24-hour front desk has staff always at the ready. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls.
Pool
Kitchen
10 Bedroom Hampton House with a regulation size Pickleball court

10 Bedroom Hampton House with a regulation size Pickleball court

Hampton Bays NY
9.36 mi from city center
At this vacation home, guests have access to an arcade/game room, laundry facilities, and barbecue grills. This family-friendly vacation home also has a garden.
Pool
Kitchen
Cliffside Resort Condominiums

Cliffside Resort Condominiums

3 out of 5
61475 Route 48 (North Road) Greenport NY
12.79 mi from city center
$266 nightly
The price is $304 total per night
$304 total
Nov 12 - Nov 13
Total with taxes and fees
Guests of Cliffside Resort Condominiums enjoy features like a private beach, free WiFi in public areas, and a seasonal outdoor pool. If you plan to drive, free parking is available. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. Other amenities at this beach aparthotel include a terrace, laundry facilities, and a picnic area.
Pool
Kitchen
North Fork Resort

North Fork Resort

3 out of 5
690 Queen St Greenport NY
12.99 mi from city center
$303 nightly
The price is $347 total per night
$347 total
Oct 26 - Oct 27
Total with taxes and fees
North Fork Resort features free WiFi in public areas, a seasonal outdoor pool, and laundry facilities. If you decide to drive, there's free parking. Additional amenities include a gift shop, a picnic area, and barbecue grills.
Pool
Pet friendly
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly

Westhampton Beach NY
16.75 mi from city center
Guests staying at this vacation home enjoy an outdoor pool, an arcade/game room, and laundry facilities. Other amenities at this family-friendly vacation home include a garden and barbecue grills.
Pool
Kitchen
Windward Shores Ocean Resort

Windward Shores Ocean Resort

3 out of 5
2062 Montauk Highway Amagansett NY
17 mi from city center
$161 nightly
The price is $184 total per night
$184 total
Nov 8 - Nov 9
Total with taxes and fees
Guests of Windward Shores Ocean Resort enjoy outdoor tennis courts, free WiFi in public areas, and a seasonal outdoor pool. Free parking is included with your stay. Friendly staff can provide front-desk service during limited hours, and also offer advice about sightseeing. Other amenities at this beach aparthotel include free newspapers, a terrace, and laundry facilities.
Pool
Kitchen
Driftwood Resort

Driftwood Resort

3.5 out of 5
2178 Montauk Highway Montauk NY
17.62 mi from city center
$166 nightly
The price is $189 total per night
$189 total
Oct 30 - Oct 31
Total with taxes and fees
Guests staying at Driftwood Resort enjoy access to a private beach, a gym, and free WiFi in public areas. You can put free parking to good use if you drive. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Other amenities at this beach condo building include a seasonal outdoor pool, an arcade/game room, and express check-in.
Pool
Kitchen
Private access Ocean beach.Perfect home for families!

Private access Ocean beach.Perfect home for families!

Montauk NY
20.58 mi from city center
Guests staying at this vacation home have access to local meal delivery service, barbecue grills, and a garden. Helpful staff is there to provide concierge services, as well as offer insight about the area.
Kitchen
Free WiFi
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Water Mill Large Group Rentals

How to Book Vacation Rentals in Water Mill



🏠 What is the best price for Water Mill vacation rentals?

Water Mill vacation rentals range in price, starting at $184 per night.


🏠 What types of vacation rentals in Water Mill can I rent?

Orbitz offers a wide range of Water Mill rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Water Mill condo rentals.


🏠 Is it free to cancel my Water Mill vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Water Mill vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Water Mill. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Water Mill?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Water Mill apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Water Mill?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Water Mill package deals will get you even more savings.