
Holiday houses in St. James
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Top-rated holiday rentals in St. James
Guests agree: these stays are highly rated for location, cleanliness and more.

Stony Brook Sanctuary: Romantic Couples Escape
This enchanting Airbnb is a one-of-a-kind couples’ retreat created for two connected souls. Guests often say it’s more than a stay—it’s an experience. Enjoy a fully equipped kitchen for intimate meals, a spacious living room with plush seating, and a mesmerizing aquarium that invites you to unplug and simply be together. Upstairs, a romantic bedroom sets the mood. Every detail is thoughtfully designed to create meaningful moments and memories you’ll carry long after you leave. No kids or Infants
4.94 out of 5 average rating, 248 reviews
Cottage in the heart of Stony Brook Village
Stay in a fully renovated 100-year-old cottage that blends historic charm with modern comfort. This is the perfect cottage 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. 2 Queen private bedrooms + full size sofa bed. Sleeps 5
4.99 out of 5 average rating, 174 reviews
The Suite at North shore LI
This unique place has a style all its own. We have created a combination of a peaceful atmosphere with a sophisticated touch. Few minutes away from Stony brook Hospital and University, and other educational and hospital destinations. Few minutes away to many of the best restaurants on the North Shore LI. And of course if you are visiting to just enjoy the Island, this is the perfect location to any desire destination like wineries, beaches and so many places this beautiful Island has to offer.
4.75 out of 5 average rating, 28 reviews
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.
4.97 out of 5 average rating, 129 reviews
*NEW LUX Northshore River KING, privacy deck/yard
Welcome to the perfect private space to unwind and relax. This completely remodeled King Suite comes with all the conveniences you'll need for a great stay - plus some little touches that we hope make you feel special. The Northshore Corner Oasis, is a fine retreat where you can recharge your batteries and plan your exciting Long Island adventures. 1 block from the beautiful Riverfront, enjoy a short walk to the pizzeria or the bagel shop, or both! Plus, your well-behaved pet is welcome.
4.91 out of 5 average rating, 108 reviews
Tranquility Getaway, Private Luxe Suite & Backyard
🌿 Welcome to Tranquility Getaway — a luxurious retreat nestled in the heart of Smithtown. Indulge in our Modern Newly Designed 2-bedroom Private Basement Luxe Suite, located on the left side of the property with a short staircase leading to your exclusive entrance on the lower level. Unwind in your private outdoor haven, featuring refined seating for four, a stone-top fire pit, and a solar-lit umbrella. THIS IS NOT THE ENTIRE HOUSE‼️ PLEASE REVIEW 📸 PHOTOS & HOUSE RULES BEFORE BOOKING‼️
4.9 out of 5 average rating, 30 reviews
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.
4.92 out of 5 average rating, 60 reviews
Cozy studio w/ private entrance
Perfect for solo travelers or couples.This new, cozy studio is part of a larger home but fully self-contained w/ its own entrance. Inside, you’ll find: - A comfy living area - A kitchen with essentials for light cooking - A private bathroom with shower, towels, and toiletries - High-speed Wi-Fi and a flat-screen TV Though attached to our home, your space is private. Located in a quiet neighborhood, close to attractions, restaurants, and transportation.
4.96 out of 5 average rating, 178 reviews
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.)
4.81 out of 5 average rating, 748 reviews
Private 2-Bedroom Suite near LIRR & Airport
Enjoy a peaceful, fully private basement guest suite with its own entrance, ideal for up to 2 guests. It includes two separate bedrooms (1 queen bed and 1 twin bed), a private bathroom with shower, living and dining area, and a coffee station with refrigerator, microwave, and coffee maker. Air conditioning and Wi-Fi are included. About 5 minutes from the Ronkonkoma LIRR station and Long Island MacArthur Airport. No indoor spaces are shared.
4.97 out of 5 average rating, 30 reviews
Harborfront Star Walk to Harbor & Village
** Airbnb Fees are now included in the nightly Rate* **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.
4.91 out of 5 average rating, 224 reviews
Cozy Riverside Cottage
This is a private cottage on its own lot with its own driveway and yard located in a quiet residential neighborhood. Several grocery stores and restaurants for delivery/pick up in the area. 400 MBPS Internet connection for those who need a reliable internet connection for work/movie streaming! Please note guest maximum is 4. There are no additional guests or visitors allowed.
4.83 out of 5 average rating, 201 reviewsPopular amenities for St. James holiday rentals
Other great holiday rentals in St. James

Cozy 2-Story Stay Near SH Mall & Jake’s 58 Casino
4.76 out of 5 average rating, 37 reviews
Newly done basement apartment Great location
4.97 out of 5 average rating, 34 reviews
One bedroom basement apartment
4.93 out of 5 average rating, 56 reviews
Cozy Modern Getaway
4.88 out of 5 average rating, 77 reviews
Ronkonkoma Residence by the Lake
4.96 out of 5 average rating, 45 reviews
Newly Reno'd Studio Near Stony Brook University
5.0 out of 5 average rating, 11 reviews
Historic Home near Stony Brook Village & Beach
4.73 out of 5 average rating, 41 reviews
“Peaceful Pondside Retreat”
5.0 out of 5 average rating, 4 reviewsDestinations to explore
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- Times Square
- Central Park Zoo
- Yale University
- Jones Beach
- Columbia University
- American Dream
- Yankee Stadium
- MetLife Stadium
- New York City Center
- Rockefeller Center
- United Nations Headquarters
- Empire State Building
- Bryant Park
- Barclays Center
- Citi Field
- Statue of Liberty
- Grand Central Terminal
- Brooklyn Bridge
- Cooper's Beach, Southampton
- Radio City Music Hall
- Astoria Park
- Fairfield Beach
- Thunder Ridge Ski Area
- Bronx Zoo





