Oyster Bay holiday lettings

Why visit Oyster Bay

• Scenic waterfront: Enjoy picturesque views along the charming coastline of Oyster Bay.
• Historic landmarks: Discover local history at attractions like the Oyster Bay Historical Society.
• Outdoor activities: Engage in sailing, nature walks, and recreational fun in scenic parks.
• Family-friendly atmosphere: Experience a welcoming town vibe, perfect for leisurely strolls with loved ones.
• Variety of accommodations: Choose from delightful vacation rentals, including apartments and homes by the sea.

Popular types of accommodation in Oyster Bay

Oyster Bay, New York, offers a charming coastal escape with a variety of vacation rentals, including apartments, private homes, and condos. Visitors can explore the picturesque waterfront, enjoy scenic parks, and discover local history at the Oyster Bay Historical Society. With delightful dining options and outdoor activities, Oyster Bay is the perfect destination for a relaxing getaway. Choose from our selection of rental properties and find the ideal home for your stay in this beautiful seaside town.

• Apartments: The top choice for holidaymakers in Oyster Bay, offering modern convenience and comfort for individuals or small groups.
• Houses: A fantastic option for families or friends seeking spacious and homely accommodations during their stay.
• Condos: Ideal for those who desire a combination of luxury and community amenities while enjoying their holiday.
• Cottages: Perfect for a quaint and peaceful retreat, providing an inviting atmosphere close to nature.
• Villas: The ultimate in luxury, these spacious homes are perfect for those looking to indulge during their getaway.**

Top attractions in and around Oyster Bay

Oyster Bay, New York, offers a delightful blend of outdoor and family-friendly activities. Visitors can explore its scenic urban parks and enjoy the nearby beaches, perfect for relaxation and recreation. Additionally, the national and state parks in the area provide ample opportunities for cultural experiences and nature walks. Whether you're enjoying a leisurely day with family or seeking a bit of adventure, Oyster Bay is a charming destination to consider for your vacation.

• Sagamore Hill National Historic Site: The former home of President Theodore Roosevelt, this historic site offers a glimpse into American history with its preserved architecture and beautiful grounds, reflecting the culture and legacy of one of the nation’s most iconic leaders.
• Oheka Castle: This stunning estate, renowned for its romantic charm, features magnificent gardens and opulent architecture, providing a fairy-tale experience that captures the essence of luxury and elegance.
• Rye Playland: A classic amusement park with thrilling rides and attractions, perfect for families seeking outdoor adventure and fun in a vibrant, nostalgic setting.

Things to do recommended for couples

Oyster Bay offers delightful experiences for couples. Enjoy a scenic walk along the waterfront, visit the charming local vineyards for a wine tasting, or take a romantic sunset cruise. Don’t miss exploring the quaint shops and dining in cosy restaurants that overlook the beautiful bay.

Things to do recommended for families

Families will delight in exploring the scenic Oyster Bay Beach, perfect for swimming and picnicking, or visiting the Theodore Roosevelt Sanctuary, where children can discover local wildlife and nature trails. Don't miss the interactive exhibits at the Oyster Bay Historical Society for an engaging educational experience.

Things to do recommended for groups

Explore the scenic beauty of Oyster Bay by taking a group kayaking tour in the bay's tranquil waters or enjoy a historical visit to the Raynham Hall Museum, where you can delve into the area's rich heritage and unique stories.

What do I need to keep in mind when booking a vacation in Oyster Bay

When travelling with a group, family, pets, or planning for extended stays, it's important to filter your options according to your key priorities. Here are some helpful booking tips for Vrbo.

• Traveling to Oyster Bay with a group: Think about how many bedrooms you'll require, as well as any amenities like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all of these options and more on Vrbo.
• Traveling to Oyster Bay with young kids: Travelling with young children can present its own set of challenges. It's essential to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
• Taking your pets with you to Oyster Bay: For many, a family getaway feels incomplete without their furry companion by their side. If you can relate, take a look at Vrbo properties that are pet-friendly. Most of these accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
• Planning for a long term stay visiting Oyster Bay: If you’re in search of holiday rentals with discounts for stays of a month or more, you’ve come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay in and around Oyster Bay

Oyster Bay, New York, offers a delightful blend of outdoor adventures and family-friendly experiences. Visitors can explore scenic waterfront views, historic landmarks, and lush parks that showcase the area's natural beauty. The charming town atmosphere invites leisurely strolls along the picturesque streets, while excursions such as sailing or nature walks provide memorable moments. Whether you're seeking relaxation or exploration, Oyster Bay promises a captivating getaway for all types of travellers.

• Mill Neck: Nestled a mere 3km from Oyster Bay, Mill Neck is a charming city that invites families and outdoor enthusiasts alike. This picturesque locale is ideal for those looking to indulge in sports, particularly golf, with several renowned courses available. Visitors can enjoy leisurely days at the local beach or take advantage of the beautiful parks that dot the area. The sense of community here is palpable, making it a perfect spot for families to gather and enjoy quality time together. Don’t miss the local theatre for a dose of cultural entertainment.
• Oyster Bay Cove: Situated within the Oyster Bay area, Oyster Bay Cove is a delightful village that seamlessly blends outdoor activities with cultural experiences. It's a fantastic destination for families, offering a variety of recreational areas and shopping venues to explore. The pristine beaches and parks provide ample opportunities for relaxation, while local theatres host various performances throughout the year. Whether you’re looking to unwind by the water or immerse yourself in the community's artistic offerings, Oyster Bay Cove has something for everyone.
• Upper Brookville: This quaint village, also located in the Oyster Bay vicinity, is perfect for those seeking a romantic getaway or engaging cultural experiences. Upper Brookville is renowned for its vibrant entertainment scene, featuring music concerts and theatrical performances that cater to diverse tastes. Visitors can take leisurely strolls along the beautiful beaches or explore the nearby racetrack for a thrilling day out. With its charming atmosphere and rich artistic offerings, Upper Brookville is an unforgettable destination for couples and culture lovers alike.

Best time to go to Oyster Bay

If you're planning a trip to Oyster Bay, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from July to September, while off-peak times, like May and November to December tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	32.5°F (0.3°C)	Light Rain	Mostly Sunny	Average	Slightly Low
February	33.8°F (1.0°C)	Light Rain	Mostly Sunny	Average	Slightly Low
March	40.3°F (4.6°C)	Light Rain	Mostly Sunny	Average	Slightly Low
April	50.2°F (10.1°C)	Light Rain	Mostly Sunny	Average	Average
May	60.1°F (15.6°C)	Light Rain	Mostly Sunny	Slightly Low	Average
June	69.3°F (20.7°C)	Light Rain	Mostly Sunny	Average	Slightly High
July	76.3°F (24.6°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
August	75.4°F (24.1°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
September	68.9°F (20.5°C)	Light Rain	Mostly Sunny	Slightly High	Average
October	58.6°F (14.8°C)	Light Rain	Mostly Sunny	Average	Average
November	47.3°F (8.5°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	39.2°F (4.0°C)	Light Rain	Mostly Sunny	Slightly Low	Average

Booking with Vrbo is simple

Are you aiming to save money on your next getaway? It might be worth considering some flexibility with your travel dates, as prices can vary. Additionally, by opting for a longer stay, you often unlock significant savings. To discover the ideal Vrbo property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a user-friendly area where you can easily create new trips, resume planning from where you last stopped, or manage your existing arrangements. You'll discover your saved or booked properties neatly organised under Potential, Upcoming, or Current Trips. To begin utilising Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The charming city of Oyster Bay awaits you

Learn about the unique charm of Oyster Bay with a stay in a holiday home rental. Travellers to this romantic city praise the horse riding, shopping and restaurants. Citi Field and Flushing Meadows-Corona Park are just a couple of the must-see attractions in the area. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Oyster Bay

Do you want to find attractions to visit while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Oyster Bay a fun place to get away to. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

• Cold Spring Harbor Laboratory (3.3 mi / 5.3 km)
• Bayville Adventure Park (3.6 mi / 5.9 km)
• Oyster Bay Golf Course (4.6 mi / 7.4 km)
• Harbor Links Golf Course (7.8 mi / 12.6 km)
• Bethpage Black State Park Golf Course (9.8 mi / 15.8 km)
• Rye Playland (9.9 mi / 15.9 km)

Exploring the natural landscape of Oyster Bay

Whether you're an outdoor enthusiast or just want to take in the scenery, Oyster Bay is a great place to get out in nature. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

• Flushing Meadows-Corona Park (18.5 mi / 29.8 km)
• Theodore Roosevelt Memorial Park (0.3 mi / 0.5 km)
• Planting Fields Arboretum State Historic Park (1.6 mi / 2.5 km)
• Caumsett State Historic Park Preserve (4.5 mi / 7.3 km)
• Old Westbury Gardens (7.7 mi / 12.4 km)
• Sands Point Preserve (8.7 mi / 13.9 km)

Transport options to and around Oyster Bay

The nearest airport is in Farmingdale, NY (FRG-Republic), located 11.4 mi (18.3 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to White Plains, NY (HPN-Westchester County), which is 16.3 mi (26.2 km) away.

If you'd prefer to travel by train, you can make your way to Oyster Bay Station.