Holiday rentals in Old Field

Casa La Detente Fall Vacation Getaway

Casa La Detente is a 1 Bedroom apartment in a Private Family House. Centrally-located in Suffolk County in the Suburb Heart of Long Island. It has a Separate Entrance and Private 1 Bedroom,2 Queen Size Beds, Living Room, Full Size kitchen, Washer and Dryer, DeckBackyard, Fire Pit, Plenty of Parking Space. It is near Winery, Casino, University, Supermarket, Mall, Shopping Center, Bars and Restaurants .Two 70 Inches Smart TV, Keurig Combo Coffee Maker,Tea Kettle and too many more to be listed.

Cozy Modern Getaway

Cozy Modern Getaway in Centereach! Perfect for students, medical visitors, and travelers. Relax in a bright living area with 55” Smart TV+PS5, dine at a 2-seat nook, and cook in the well-equipped kitchen with refrigerator, microwave, coffee maker, popcorn machine, cookware, dishes, glassware and more. Bedroom with fresh linens, (queen size bed), clean bathroom, fast Wi-Fi 300 , AC/heat, and free parking. Close to Stony Brook Univ 13 min, Port Jefferson Hospital 15 min, and Suffolk College 5 min

The Historic 1813 House

Recently restored, this Port Jefferson Village historic house has all of the amenities of today. Boasting 3 bedrooms and 2 full bathrooms, a short walk to the busy day and night life of Main Street. Watch the sunrise from the top bedroom over the port and watch ferry boats as they arrive throughout the day. Read a book in the beautiful all wood sitting room or take a bath in the recently restored cast iron claw foot tub. This house offers quiet serenity with an option to explore the village.

The Buccaneer Suite ~ Your Private Seaside Escape

Come be enchanted with The Buccaneer, a private, luxurious yet charming two-bedroom duplex suite nestled within Falaena House Inn - our historic, eco-conscious retreat. Blending coastal elegance with maritime spirit, The Buccaneer offers a rare sense of seclusion while placing you a mere two-minute stroll to the beach, local shops & coastal eateries. At Falaena House Inn, we care deeply for the land, the sea, and you! We welcome you home like a captain to port (adult-only, no-pets).

Blue Cottage East Setauket

This charming blue cottage in East Setauket offers five bedrooms, three baths, and a perfect mix of comfort and style. Surrounded by mature trees and lush landscaping, it ensures privacy and serenity. Inside, natural light highlights hardwood floors and a private outdoor oasis with a hot tub. The fifth bedroom is a separate cottage with its own kitchen for added privacy. Conveniently near shops, schools, and scenic trails, this home is an ideal retreat on Long Island’s North Shore.

Harborfront Star Walk to Harbor & Village

Leave your car parked , hang your keys, and step into the charm of Port Jefferson Village from this beautifully styled coastal retreat. Perfectly located just steps from the waterfront, placing you within easy walking distance of the marina, Harborfront Park, boutique shops, cafés, restaurants, and the ferry. Whether you’re here for a relaxing getaway, visiting Stony Brook, or exploring Long Island’s North Shore, this home offers the perfect blend of comfort, style, and location.

The Harbor House: Beachfront Home 1 hour from NYC

FEATURED #1 on Refinery29's "11 Best Beach Houses Near NYC" Welcome to Long Island’s iconic Gold Coast! Wake up to sweeping waterfront views and, if you’re lucky, catch a glimpse of our local bald eagle family soaring overhead! Explore nearby gems like the Vanderbilt Mansion & Planetarium, Caumsett State Historic Park Preserve, Del Vino Vineyards, and the lively Paramount Theatre. Stroll through Downtown Huntington or Northport Village for boutique shopping, great restaurants.

Cottage in the heart of Stony Brook Village

Stay in a fully renovated 100-year-old cottage that blends historic charm with modern comfort. Your private upstairs suite has its own entrance, perfect for couples, families, or small groups. Walk just ¼ mile to Stony Brook Village shops, restaurants, the fishing pier & beach, or watch the wildlife from your screened-in porch. Only an 8-minute drive to Stony Brook University & Hospital. Experience the perfect mix of village charm, modern amenities, and natural beauty.

Port Jefferson Convenient, Cozy and Chic!

Bright, modern, newly renovated and landscaped space can sleep up to 6! Countless amenities including a kitchen with dishwasher, full size refrigerator. 3 bedrooms, 2 full baths, and common living space. Great for boaters or attending events in Port Jefferson, Stony Brook or anywhere on Long Island. We are a 1 minute drive or 10 minute walk from Port Jefferson Harbor and Ferry Dock. Centrally located on LI for easy access to LI rail road and bus routes.

Cozy Coastal Escape

Brand new apt in secluded yet convenient location. Nestled in historical area, only 3 miles to SUNY Stonybrook, 4 mi to Pt Jefferson. Separate driveway & entrance, 2 Story Open Concept, Full size eat-in Kitchen, Living Room with sleep sofa, Queen Bedroom, Bathroom & separate Work Area. Key lockbox entry, Complimentary coffee/tea, air mattress/extra linens upon request. Close to Stonybrook village, exquisite local waterfront parks, restaurants & shopping

Studio in Stony Brook

We have contactless check-in procedure & fully private entrance. Please contact with any questions! Large clean studio space that is totally private from the main residence. Private bathroom with toiletries included. Close to beaches, shopping, and SUNY hospital and campus by car or bus. Pull-out loveseat with twin size mattress available for an extra charge. (Book for “3 Guests” for this regardless of occupancy so we know to prepare the bed.)

Renovated Cape Near beach, with Fire Pit and BBQ

Beautifully renovated 3-bed, 2-bath home perfect for families or groups of up to 9. Features a cozy fireplace, fully equipped kitchen, dedicated workspace, and a patio with a fire pit & BBQ. Located in a quiet neighborhood minutes from Fairfield University and Fairfield beaches, this bright and inviting space is your ideal retreat. Enjoy modern amenities and a seamless self-check-in experience.