
Vacation rentals in Oyster Bay
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Top-rated vacation rentals in Oyster Bay
Guests agree: these stays are highly rated for location, cleanliness, and more.

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
65 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...

1BR full cottage, 1 min walk to private beach
Enjoy time at this lovely studio located in the heart of Rowayton, a charming New England seaside village bounded on one side by Long Island sound and the other by a tidal inlet. Based in the southwest corner of CT, we are just a 1 minute walk to 2 separate and secluded beaches as well as 2 private, well manicured parks. Great amenities in town including tennis, sailing, outdoor yoga, sunbathing, plus nice restaurants. Pedestrian and dog friendly town; you don't even need a car while here.

Modern Family Retreat!
Enjoy exclusive use of this private upper-level accommodation, perfect for families, business travelers, and Long Island getaways. Wonderful getaway for solo travelers, friends, couples, or families. Bedrooms feature queen-sized beds and a full bathroom with tub and shower. Fast WiFi. Also a perfect location for guests attending events at Oheka Castle, Crest Hollow Country Club, Cold Spring Country Club, and The Mansion at Oyster Bay. Permit # P233646 We are 20 minutes from Jones Beach…

Nautical Farm House on Working Farm with Animals
Completely renovated 3 bedroom home on working farm with fire place and piano. Lux kitchen features stainless steel appliances, Sub-zero refrigerator, and marble counters Private, fenced backyard with BBQ. Farm has goats, pigs, chickens, bee hives, ducks, and on-site cafe and bakery. Close to Huntington village, bike trails nature walks, restaurants, parks, and the beach. Fast wi-fi, laundry access and pet friendly. New beds and baby grand piano. Bedrooms have black out curtains.

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.

Welcome to your Home Haven
Welcome to your home away from home! This charming and clean 2-bedroom, 1-bathroom apartment is the perfect place to relax after exploring Long Island and its surrounding areas. Bedroom 1 and Bedroom 2: comfortable queen-sized beds with fresh linens Living Area: A cozy seating area Kitchen: Fully equipped with everything you need—stove, refrigerator, microwave, and coffee maker—ideal for cooking your meals Bathroom: A private bathroom with a refreshing shower, clean towels.

Cozy Studio in East Meadow
Enjoy easy access to everything from this perfectly located home base in East meadow. It is a studio apartment located near the Meadowbrook Parkway exit, Nassau Coliseum, Hofstra University, Eisenhower Park and Nassau Medical Center among others. It is also conveniently located near restaurants , supermarket and shops within walking distance. Short term stay specially for Travel Nurses and Medical Interns can be negotiable. We are about 25 minutes walk to NUMC .

Beautiful Private Studio on LI, easy access to NYC
Close to everything yet very peaceful and relaxing, surrounded by nature. Ideally located in central Nassau with easy access to NYC, the Hamptons and famous Long Island beaches – it’s a perfect base from which to explore the best NY has to offer. For business travelers and medical residents, the apartment is close to all major airports, hospitals (NUMC, Winthrop, Northwell), universities and corporate offices throughout Nassau County.

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.

Comfy and very spacious apartment!
Very quiet and relaxing one bedroom apartment on cul-de-sac. This is a basement apartment, it has a flat screen TV with cable and with fully equipped kitchen, updated bathroom with extra large shower, bed linens and towels are supplied. It is located 4 miles from LIU CW post campus for those parents visiting their children. We are located 35-40 minutes from Manhattan. No public transportation near by.
Popular amenities for Oyster Bay vacation rentals
Other great vacation rentals in Oyster Bay

Locust Valley Luxury Guest House

Newly renovated modern private guest wing

Locust Valley Cottage - Independent house

Adorable 1 bedroom beachside cottage

Spacious Apartment Rental in Heart of Oyster Bay

Waterfront beach house 1 hr from Brooklyn and NYC

Enchanting Guest Cottage

SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN
Quick stats about vacation rentals in Oyster Bay

Total vacation rentals
Explore 10 vacation rentals in Oyster Bay

Nightly prices starting at
Oyster Bay vacation rentals start at G$12,553 GYD per night before taxes and fees

Verified guest reviews
Over 1,760 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Oyster Bay vacation rentals include wi-fi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Oyster Bay rentals

4.8 Average rating
Oyster Bay stays are highly rated by guests—averaging 4.8 out of 5!
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