Holiday rentals in Oyster Bay

Captain’s Cottage Water Views -3 Bdrm

Enjoy this this light and airy home with spectacular sunset & water views. 5 minute drive to private beach. Oversized deck and 2 porches all with water views. Located in idyllic, historic Cold Spring Harbor. Explore the green belt with access from rear yard. Walk to shopping, restaurants, live music, fishing or picnic in the local park. Sip a glass wine & enjoy the beautiful sunsets from the expansive deck with firepit. Upstairs loft bedroom has a fireplace & private deck w/ water view.

Historic Huntington Village Private Retreat

50 min from NYC on LIRR to Huntington. Less than one mile from the train station and an easy walk to Huntington village in an historic, vibrant, relaxed and unique neighborhood. Plenty to do in the area with many parks and beaches and a great place to enjoy nature. It is a short walk (a half mile) to Huntington village where there are many great restaurants, bars, and shops, plus the Paramount Theater. This stylish comfortable place is clean, cozy and quiet. Sorry, no pets allowed, dander-free!

Romantic, Cozy and Private, 1 Block from Beach

Relax in your private romantic retreat with Canopy Queen Bed & Beautiful modern bathroom, 1 Block from beach, Second floor studio with small fridge, microwave, coffee maker, induction cook top, SmartTV... Just 7 min from the Long Island Railroad, Oyster Bay stop. Near to restaurants, shops, tennis courts. You can go biking, swimming, fishing, play golf, rent kayaks, motor boats, paddle boards. Visit Arboretums, Historic sites, Parks, walk along the water, go to the nearby movies and more...

Artist Den!

Great artist den to muse inspiration. Full kitchenette including a Keurig machine. Wonderful get away for solo traveler, couples or a family. Bedroom has a queen sized bed and comes with a full bathroom (Bath tub and shower). Fast WiFi connection. Perfect location for guests attending events at Oheka Castle, The Fox Hollow, Crest Hollow Country Club, The Royal Palm, The Mansion at Oyster Bay, Chateau @ Coindre Hall, Cold Spring Country Club Den is just a 20 minutes drive to Jones Beach

Bethpage#3 New York Small Private Room

YOU AGREE THAT: YOU CANNOT CANCEL if issues are CORRECTABLE 2 Rooms share bathroom/kitchen outside barn 1–2 guests Small barn room STRICT: Use Bathroom in LESS THAN 10 minutes KING bed 2 window Open closet Desk Mirror Smart TV WiFi Only 2 towels given for whole stay Street parking No pets NO VISITORS No washer/dryer Bring your own body soap/shampoo/conditioner $1000 penalty for smoke/vape/drugs in the room Strict/Firm Cancellation Policy You AGREED to FULL DISCLOSURE below

Harbor Studio - Across from historic Northport doc

Across the street from historic Northport dock and the beautiful town park, this downtown studio is walking distance to everything. Drive or boat in to town and have a lovely convenient place to stay close to everything. Dining, shopping, the park, and the Famous Engleman theater. The studio has a private entrance, full kitchen, and bath with shower and tub. Enjoy a night, weekend, or whole week in historic Northport Village.

The Little Space on Buffet Place

It's a cozy place in which to stay for a work trip or a getaway. The space is accessible via a private entrance. The kitchen is equipped for most cooking needs and the TV has a Roku and an Xbox 360. Guests can use the patio where there is a bench swing, fire pit, and table and chairs for a meal outdoors. The owners live in the house above with their toddlers. You will hear footsteps of the people above and the toddlers playing.

Adorable 1 bedroom beachside cottage

1 bedroom peaceful guest cottage on the Bayville beach with pullout couch and sleeping for 3. The small pull out located in the main room, good for two children or 1 adult. Cottage is located behind our main house, completly renovated one year ago. Contains a microwave, coffee pot and refrigerator/freezer. Beach chairs and towels will be provided. Walk to local restaurants and market.

Spacious Apartment Rental in Heart of Oyster Bay

Full 2nd-floor apartment rental in a legal 2-family home in the heart of Oyster Bay. 3 bedrooms, large living room & nice fully equipped kitchen. Wifi & cable A brief walk down into town. Walk to LIRR to NYC and JFK air-train. Short drive to Sagamore Hill, Planting Fields, Cold Spring Harbor & Huntington Village Good proximity to NYC or points east. Having a vehicle is highly recommended.

The Cottage in Greenwich

Brand new, light-filled private cottage guesthouse overlooking the woods in the heart of Greenwich, CT. Floor to ceiling windows, radiant heat bathroom floors, queen Casper mattress, a dedicated parking spot, Wi-Fi, TV, kitchenette with full fridge, Keurig coffee maker, microwave, toaster and induction stovetop and all utensils. Perfect for a weekend getaway or a quiet place to work.

Clean Cozy Studio with Private Entrance.

Comfortable Safe Studio With Private Keypad Entrance in Huntington Area. Premium CABLE TV and All Amenities described are Included. There is Keurig coffee maker with cream and sugar so you can enjoy it. Cozy studio also has a toaster, microwave, refrigerator, own bathroom and small kitchenette that you can enjoy your own meals. You have a comfy King size Bed.

SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN

Welcome to the perfect private space to unwind. This modern studio is fully equipped with all of the conveniences you’ll need for a great stay - plus little touches that make it feel special. The Secret Hideaway is a comfortable retreat where you can recharge your batteries and plan your exciting Long Island adventures.