Villa holiday rentals in Long Island

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Top-rated villa rentals in Long Island

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Villa in Monroe

4.71 out of 5 average rating, 77 reviews

Awesome Country Retreat - 4BR - Private & Peaceful

Just an hour from downtown NYC, my spacious country home offers the perfect retreat for families or friends. Whether you're soaking in the jacuzzi-style bath, roasting marshmallows by the fire pit, or enjoying the warm grass beneath your feet, this property is designed for ultimate relaxation with loved ones. Secluded and private, yet only a 5-minute drive to the charming town of Monroe, this home offers both tranquility and convenience. Professionally cleaned and managed for your peace of mind

Guest favourite

Villa in Cornwall

4.94 out of 5 average rating, 79 reviews

Jacuzzi - West Point - Family Friendly - Events

Knoll Shoal: Your Ultimate West Point Getaway A perfect blend of autumn’s cozy charm and the beauty of winter: 7 Bedrooms, 6 Bathrooms: Sleeps 16+ with 9 beds. Entertainment: Smart TV, BBQ, Games, Fire pit. Gourmet Kitchen: Fully equipped for all culinary needs. Relaxation: In-ground pool, Jacuzzi, and multiple fireplaces. Convenience: Free fast Wi-Fi, washer & dryer, dedicated workspace. Within Cornwall-On-Hudson, West Point, New Windsor, New Burgh, Beacon, Mountainville, Highland Falls.

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Villa in Jersey City

4.86 out of 5 average rating, 7 reviews

New! Sweet home near NYC

This is a brand new construction furnished home which can comfortably accommodate corporate travelers and families. Walking distance to local shops, stores What's Nearby: *12mins to Newport mall-Jersey City, NJ *12mins to Hoboken, NJ *25mins to World Trade Center, NYC *25 mins to Empire State Building, NYC *40 mins bus ride to Manhattan, NJ (Bus station in Time Square) *45 mins to Williamsburg-Brooklyn,NY *14 mins to Newark Airport,NJ *45 mins to Laguardia Airport,NY *55 mins to JFK Airport,NY

Guest favourite

Villa in New London

4.87 out of 5 average rating, 30 reviews

Waterfront Holiday Vacation Villa New England

Have fun with the whole family at this stylish VILLA with water (kayak) access to Ocean State Beach Park and a 4 minute drive to the quaint Waterford Beach. This idyllic leisure home has everything you need to enjoy your gateway. SECLUDED setting with 300 ft of waterfront access for kayaking , fishing. Sauna, bicycles, waterfront gazebo with fire pit , basketball hoop and hammocks. All spaces are newly renovated and tastefully decorated. New fully stocked kitchen . Close to Mystic - Foxwoods

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Villa in New London

4.92 out of 5 average rating, 51 reviews

Spacious Oceanview Villa (Sleeps 22)

Enjoy a glass of wine with breathtaking sunsets & whitewater ocean views from the comfort of your own home! This 8 bedroom, 4 bath home features 250 degree water views from both stories and an expansive outdoor space. The shorefront of southern Connecticut boasts a coastal scene with beaches, restaurants, bars, and shops for enjoyment and relaxation. The local community is known to host events throughout the summer season. Come see what National Geographics rated as one of the best beaches.

Top Guest favourite

Villa in Guilford

5 out of 5 average rating, 27 reviews

TREETOPS! An upscale, unique 5 bdrm home with POOL

TREETOPS is a 4850 square ft 5 bedroom Mid century Modern perched on an outcropping of granite cliffs, surrounded by 2 acres of beautiful forest. *Property not suitable for children under 8 years old* Stroll along the loop trail in our woods, sit in the garden, have a fire in the fire pit, or relax and get some sun by the marine-blue, stone-decked pool! Birdwatching, breakfast, and evening cocktails are best on the spacious wrap-around deck. Hiking is just steps away at "Westwoods Trailhead".

Guest favourite

Villa in Southampton

4.95 out of 5 average rating, 57 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.

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Villa in Deer Park

4.85 out of 5 average rating, 75 reviews

A Modern Getaway Perfect for Families & Business

Discover the perfect blend of style and functionality in this modern two-story home, ideal for both family retreats and business gatherings. It boasts 4 bedrooms, 3 bathrooms, 2 fully-equipped kitchens, and 3 spacious living rooms. With 6 comfortable beds, an authentic wood-burning fireplace, and 4 smart TVs, you’ll find all the comforts of home. Enjoy the private balcony, 2 outdoor furnished patios, BBQ grill for entertaining, 3 bicycles and 6 private parking spots for you and your guests.

Guest favourite

Villa in Princeton

4.92 out of 5 average rating, 101 reviews

New! Sunrise Villa by D&R canal - Hike and Bike!

My beautiful four-bedroom Sunrise Villa is near everything Princeton has to offer: fine dining, shopping, entertainment, museums and campus events. The house is about 0.3 miles from D&R canal and 3.2 miles away from Princeton University. It comes with four parking spaces and a spacious backyard where you and your kids can spend the summer playing games, enjoying the sunshine, and barbecuing with friends. It's a great place for everyone in your family and a business trip. Enjoy your stay!

Villa in Lido Beach

4.67 out of 5 average rating, 3 reviews

Beachside 4 Bedroom Villa in Lido w/In-ground Pool

Massive beachside property with private entrance that is walking distance to lido beach. The property which spans more than half an acre features and inground pool with a deep-end and miniature basketball hoop. On the patio, you can enjoy a granite bar with seating for five and a built-in fridge and gas grill - no propane required! Enjoy beautiful dinners at the patio table or lounge on the chairs next to the pool. When you're done with it all, rinse off with the outdoor shower!

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Villa in Monroe

4.88 out of 5 average rating, 26 reviews

Mediterranean Villa

Whether you’re looking for a relaxing getaway or a family trip filled with adventure, you’ll love staying at the ‘Mediterranean Villa’ in the scenic Hudson Valley. Tucked away in Monroe, NY this Villa offers 5-bedrooms, 4-bathrooms, a wood-burning fireplace & enough space for your family to come together and make new memories. Location provides easy access to local attractions: take a day trip to the Catskills, shop locally at the Woodbury Commons or check out the local wineries.

Guest favourite

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.