Villa vacation rentals in Water Mill

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Top-rated villa rentals in Water Mill

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A sandy beach stretches along the coastline, bordered by lush greenery and scattered rock formations. The calm waters reflect the clear blue sky, creating a serene view. Nearby trees provide shade, contributing to the peaceful setting of the oceanfront escape.

Private room in North Fork

4.89 out of 5 average rating, 9 reviews

Spend the weekend at the beach in my studio grd fl

Take it easy at this unique and tranquil getaway. wake up to the sound of the waves and birds signing. 12 minutes from quaint town of Greenport. your private studio is in the back of my house facing the ocean. your only neighbors are the seagulls. park in the driveway or pull you car right up on the lawn in front of your studio. sliding glass door onto deck, lawn, sandy dune and steps down to my private beachfront. ok to bring dogs to beach, running on lawn, off the lease. I do not mind barking

Top guest favorite

The exterior of the estate house is surrounded by lush greenery, with ample sunlight filtering through tall trees. A spacious wooden deck extends from the main structure, featuring several seating areas. Skylights atop the roof contribute to the bright and airy feel of the property.

Villa in Shelter Island

5 out of 5 average rating, 19 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.

Guest favorite

An aerial view displays the modern farmhouse nestled among greenery, featuring a spacious rear yard with a heated pool and landscaped garden. Paths and outdoor seating areas are arranged around the property, offering a harmonious blend of natural surroundings and designed outdoor spaces.

Villa in East Hampton

4.95 out of 5 average rating, 19 reviews

Modern Farmhouse in East Hampton with beach access

Modern farmhouse is a short walk from Sammy's Beach. Perfect for WFH w/ strong wifi and built in Sonos speakers. Guest wing has 2 bedrooms w/queen size beds that share a bathroom as well as a separate workspace. 2 living rooms, one w/ working fireplace. Master bedroom is perfectly set up with an en-suite bathroom & tub. Baby friendly amenities. Rear yard has a heated pool, hot tub & gas fire pit. Billiard room can be used as a 4th bedroom. House sleeps 6-8. Weekly/Monthly rentals in summer.

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A modern outdoor space features a rectangular pool with crystal clear water, framed by a wooden deck. Comfortable seating arrangements, including two chairs with cushions and a dining table set for six, are complemented by an umbrella for shade.

Villa in North Fork

4.88 out of 5 average rating, 56 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.

The exterior of a contemporary home is framed by lush greenery and trees. A red door adds a pop of color, while a patio area is visible with outdoor seating set amidst manicured landscaping. The design emphasizes a connection to nature.

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.

The spacious home is framed by lush green grass and features a welcoming wrap-around porch. Large windows illuminate the exterior, while a stone pathway leads to the entrance. Surrounding trees provide a natural backdrop, emphasizing the serene setting.

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.

Top guest favorite

Villa in Southampton

5 out of 5 average rating, 96 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.

Guest favorite

Expansive green lawn extends towards the horizon, bordered by white fencing and mature trees. A serene landscape is visible with grazing horses in the background. Bright blue sky complements the lush surroundings, creating a peaceful outdoor environment.

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.

An outdoor space features a well-maintained lawn bordered by a paved pathway. A covered gazebo is visible alongside a pool area, where multiple red chairs are arranged. A garden shed and trees create a serene backdrop for gatherings.

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.

Guest favorite

A spacious backyard features a well-maintained heated gunite pool, surrounded by lush green grass. The house, with its light-colored exterior, is visible in the background, complemented by minimal seating areas for relaxation.

Villa in Southampton

4.96 out of 5 average rating, 28 reviews

Heavenly SH Village Escape W Heated Pool

Nestled in the core of Southampton Village, this fully revamped 3 bed/2.5 bath residence is a stone's throw from Main St and renowned ocean beaches. The home boasts contemporary upgrades, including central heat/AC and a newly installed 20 x 40-foot heated gunite pool set on spacious grounds. Beaches and Town are easily accessible by bike, and car. Experience luxury with top-tier furnishings, elegant décor, and marble-finished bathrooms.