Holiday houses in Stony Brook

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Top-rated holiday rentals in Stony Brook

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Superhost

Cottage in North Fork

4.92 out of 5 average rating, 51 reviews

Beautiful cottage on East End

Beautiful cozy cottage in the heart of wine country. Perfect for a family or a couples weekend away. Close to wineries, breweries, beach, outlets, restaurants, all that the North Fork has to offer. King master with bath two queen size bedrooms all on one floor Additional bathroom. Wood burning fireplace, washer dryer Absolutely NO PETS!!! Families Or rentals for people 30 and over Please be aware we require at least a 5 night stay during the summer months. There IS NOT a pool on the property

Guest favourite

Home in Bayport

4.83 out of 5 average rating, 161 reviews

Exquisite spacious waterfront all modern-sleeps 8

READ THE CONSISTENT FINE REVIEWS! Its heart-warming providing such a nice sanctuary! This MEMORABLE Sayville / Bayport Vacation rental home has a picturesque backyard & amazing water views. 3Br 2 full bath. Enjoy the 2-person steam shower & huge 10-person whirlpool bath for spa-like living. Perfect for quiet getaways. All new furniture w/ coastal chic decor. Feed 6 ducks, 2 swans, 2 cranes. The serenity & one-of-a kind view sets this Sayville vacation home apart from all others.

Guest favourite

Home in Fair Harbor, Fire Island

4.93 out of 5 average rating, 27 reviews

Chill Beachfront Cottage Amazing Bay/Sunset Views!

Charming, Classic Beach Cottage right on the BEACH! with Panoramic Views & Sunsets on the Great South Bay! Summer on Fire Island is truly paradise. The ocean is sensational, the weather is perfect, the sunrises & sunsets are spectacular, the residents are friendly & creative, & life is WONDERFUL. Our Cottage has 5 Bedrooms with 8 beds that sleep 11. Like Fair Harbor, it has a casual, laid back vibe that is comfortable & enjoyable for people of all ages. * KAYAKS are AVAILABLE! Ask Roberto

Guest favourite

Home in Northport

4.94 out of 5 average rating, 114 reviews

Cool pad, Private Rms, Walk to village, Wtr view

Beautiful pad on a tranquil street and walkable neighborhood. 5-10 minute walk to the village and 2-minute walk to the cliffs overlooking the bay and sound. Water view from one bedroom, great outdoor yard - very private. Updated amenities, marble bathroom, cozy indoor living area and very comfortable beds. The rental space is private and is the entire first floor of the home. The home is a two-story duplex with a shared entrance and private locking doors to each space. Wonderful location.

Superhost

Home in Baldwin

4.85 out of 5 average rating, 124 reviews

Clarissa's Paradise

RESERVE NOW: This ideally located five-bedroom totally renovated home is the perfect spot for a family fun vacation. Located within walking distance of the well known playground and spray ground. The home features a spacious patio, central air conditioning, baseboard heating, WiFi, and Cable tv. The open layout provides perfect gathering spaces for your family, and all bedrooms are spacious and comfortably appointed. 4 full bathrooms . Sleeps 10. PLEASE NO PARTIES ARE STRICKLY PROHIBITED

Guest favourite

Rental unit in North Fork

4.93 out of 5 average rating, 27 reviews

Farm House - Apt 2

The Berry House - apt 2 is a 1,000 square foot, 2 bedroom apartment. Full renovated with a modern rustic style. It is the top floor of a 2 family home. Large private balcony overlooking the fields. High ceilings, open layout, wood burning stove, smart tv. Located on a 50 acre farm. Berries, flowers, pumpkins and more growing right outside your door. (seasonally) The views are peaceful and beautiful year round. Next door to Patty's Berries & Bunches, Harbes Farm and RGNY Winery.

Superhost

Home in Point Lookout

4.91 out of 5 average rating, 43 reviews

Beautiful beachside house in Point Lookout, NY

Beachside 2-story house with lots of room for friends and family. Steps to the beach. Walk/bike to town for restaurants/bars/markets. Includes bikes/beach chairs/towels and linens. 3 bedrooms. 1.5 bath. Large/Updated kitchen. Front porch. Huge rear-yard with table & gas-grill for meals and additional seating area for 8. On-site parking, washer/dryer too. Point Lookout is a quiet little getaway with very little traffic so it's ideal to walk/bike around town.

Superhost

Home in Westhampton Beach

5 out of 5 average rating, 4 reviews

Summer Main Home plus cottage close to Main Street

Come relax and enjoy! Beautifully updated Main home with separate cottage. Perfect for in-laws and guests. Each home has its own kitchen, living space, washer/dryer, and outdoor seating. Main house: 4 Br, 3 ba Cottage: 2 Br, 1 ba Outdoor shower for an after beach rinse, 2 patios, pergola, hammock, bbq. A two person kayak available for use; beach passes included. Games, internet, tv... Walk to coffee shops, restaurants, worship, and marina. Bike to beach.

Guest favourite

Houseboat in North Fork

5 out of 5 average rating, 10 reviews

Peconic River Boatel

Perfectly updated nautical houseboat situated on the scenic Peconic River. Featuring two picturesque bedrooms, a full service eat-in kitchen and a living room with panoramic river view. Enjoy your morning coffee on the outside deck while taking in the sunrise. This historic waterfront town was named to Forbes Advisor’s “Best Places to Travel in 2023” — one of just 11 U.S. destinations on this year’s list. A must see for adventurers and families alike!

Guest favourite

Rental unit in Long Beach

4.99 out of 5 average rating, 171 reviews

Incredible Long Beach Private Rental

True 5 star two bedroom rental. Newly renovated and professionally designed. Stunning ocean views from private second floor deck. You have your own barbecue and fully furnished outdoor space so you can enjoy the your stay on your terms. You are just a walk to the bars and restaurants of the West End. No car required! Walk or catch the bus from the train. Only 700 feet from the ocean. Due to allergies in the home we are unable to host any animals.