Villa vacation rentals in Water Mill

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Top-rated villa rentals in Water Mill

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Luxe

Villa in East Hampton

4.95 out of 5 average rating, 19 reviews

Chic Modern Oasis

Lush, green, and private, this modern oasis connects you to nature. Impeccably decorated, the serene estate recently underwent a renovation that left the interior with a sleek, natural palette, textured accent rugs, artful fixtures, and soft wooden décor. Located in the heart of East Hampton, you’re just a short 5-minute drive away from town where you’ll find beaches, lakes, and verdant vineyards. A multitude of windows set the interior ablaze during the brightest times of day, exuding a light and airy atmosphere. Flowing common spaces connect to the rest of the home; there are plenty of seating areas to gather around with the whole crew or to intimately converse in a small group. Sumptuous, sugar-white sofas invite you to take a seat in front of the roaring living room fireplace—perhaps with a cup of hot cocoa in hand? From the mahogany deck, stroll down the landscaped backyard to reach the heated saltwater pool. The 2-acre property features its own trails that wind their way through a dense forest. Endless beach shorelines, swaying ocean tides, and a lush nature reserve are less than 2 miles north; a tranquil walk or jog from the house. Rent a bike in nearby Amagansett and cycle around to various museums, parks, and squares. A trip to Sag Harbor will complete your stay with a selection of seaside restaurants serving the freshest fare and local wines. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM First floor • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower, Walk-in closet, Television • Bedroom 2: Queen size bed, Ensuite bathroom with shower/bathtub combo, Television • Bedroom 3: 3 Twin size beds, Ensuite bathroom with stand-alone shower Ground floor • Bedroom 4: Queen size bed, Access to hallway bathroom with stand-alone shower, Television, Private balcony • Bedroom 5: Double size bed, Twin size bed, Access to hallway bathroom with stand-alone shower, Television Additional Bedding • Spare Room: Sofa bed OUTDOOR FEATURES • Terrace • More under “What this place offers” below STAFF & SERVICES Extra Cost (advance notice may be required): • Activities and excursions • More under “Add-on services” below

Top guest favorite

Villa in Shelter Island

5 out of 5 average rating, 18 reviews

The Lord‘s Villa & Estate

This stunning waterfront Estate House is a quiet paradise set in 7 private acres on the Menantic Peninsula. Newly renovated with panoramic sea views from every room. Cathedral ceiling and copious skylights create sun-filled, spacious living and dining areas. Enjoy strolls along the water’s edge or use the private, sandy beach area for sunning, soaking, kayaking, and clamming. Watch sunsets from the seaside jacuzzi or commune with nature in this peaceful sanctuary. Concierge services available.

Superhost

Villa in North Fork

4.87 out of 5 average rating, 53 reviews

Year-Round Heated Pool Villa - 3 blocks from town

Pool heated to hot tub temperatures & open year round! This brand new construction house is perfect for large groups. Gather with friends and family in the double height ceiling open concept living room/dining room/kitchen area. Soak up the sun lounging by the pool. Take a super short walk to town to enjoy the incredible local shops, restaurants, and bars. Then end with a nightcap relaxing in the heated hot tub seating section of the pool. There's no better place to stay in Greenport Village.

Villa in Southampton

4.75 out of 5 average rating, 4 reviews

Private & Tranquil 1.03 Acre House

We DON'T ACCEPT booking request prior the conversation with the travelers first! Returning guests will get 10% discount for a stay. ** NOTE: A OCCUPANCY TAX AT A RATE OF 5.5% of the per diem house rate WILL BE CHARGED according Suffolk County Code. ** Prices are negotiable. ** Proof of address will be required. We require a government- issued ID iIMMEDIATELY after booking, otherwise the booking will be canceled. ** We DO NOT rent to vacationing students or singles under 25 years of age.

Guest favorite

Villa in Southampton

4.95 out of 5 average rating, 56 reviews

Just renovated Southampton retreat w/ heated pool

JUST RENOVATED! INQUIRE ABOUT MONTHLY RENTALS! Come and enjoy with family and friends your own beautiful house in Southampton. 5-minute drive to Cooper’s Beach and to Southampton Village. Enjoy beautiful ocean beaches, have brunch in the Village, swim in your 32’ heated salt water pool, enjoy a BBQ on your patio under the shadow of a Japanese Maple, indulge in a quiet evening with a book by the fireplace, or take advantage of the home office while your family & friends enjoy the property.

Villa in Southampton

4.95 out of 5 average rating, 22 reviews

Chic 4 Bed, 3 Bath Home w/ Pool - Walk to Beach

Enjoy a serene Hamptons summer in this bright renovated home. Take a quiet tree lined walk (7 min) to the local beach, kayak the calm blue waters of Peconic Bay to Clam Island or hike back trails to Elizabeth Morton Park. Within 15 mins: Sag Harbor, Southampton & Bridgehampton present many options to join the summer festivities. Shop local farms and vineyards for a true farm to table cookout or enjoy the myriad local restaurants and bars. Welcome to the summer of endless possibilities.

Guest favorite

Villa in Hampton Bays

4.94 out of 5 average rating, 17 reviews

Picturesque 5-bedroom Hamptons villa with pool

Relax with the whole family at this peaceful place to stay. Go for a swim in the 20’ x 40’ heated pool or enjoy the scenic garden and woods while lounging in the outdoor living room. Grill some burgers or make s’mores over the fire pit. Centrally located. 6 min. drive to LIRR and Hampton Jitney and minutes to I-495. 2 mins. to bay beaches and 10 mins. to ocean beaches. 10 mins. to Southampton Village. 20 mins. to the wineries. Explore all the Hamptons have to offer and more!

Top guest favorite

Villa in Southampton

5 out of 5 average rating, 95 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.

Top guest favorite

Villa in East Hampton

5 out of 5 average rating, 19 reviews

Luxe|Pool, Jeep w Beach Pass, GameRm, Movie Nights

SERENITY AT SHOREWOOD Luxurious Newly Renovated Mid Century Modern Home in East Hampton with Beach Jeep! Peaceful and stylish with three bedrooms, 3 1/2 baths, spectacular great room, huge deck, heated pool and more, less than four miles to the heart of East Hampton Village, world renowned for its restaurants, shopping and ocean beaches. A designer-curated architectural gem! Brand new to the market and will book fast! Kick back and relax in this calm, stylish space.

Guest favorite

Villa in East Quogue

4.91 out of 5 average rating, 23 reviews

Farm reserve sunset views

Beautiful villa in beginning part of the Hamptons for a more convenient commute. A private hideaway surrounded by nature where you can relax. It’s perfect for families and friends who love nature, horses and beautiful sunsets. Since our property is spread out over an acre (and surrounded by greater than acre properties), we have the space to allow our guests the ability to maintain a safe distance while still being able to relax comfortably during their stay.

Villa in Medford

4.68 out of 5 average rating, 28 reviews

Oasis Event Venue

Located in a prime spot, this venue is perfect for events like baby showers, gender reveals, milestone celebrations, corporate gatherings, and creative retreats. Featuring modern design, expansive spaces, and a cozy atmosphere, it’s ideal for any occasion. Enjoy personalized service, seamless planning, and access to a first-floor guest bedroom for overnight stays. Exclusively available for events, it offers a unique escape to create lasting memories.