Holiday rentals in Oyster Bay

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Top-rated holiday rentals in Oyster Bay

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Guest favourite

Home

5 out of 5 average rating, 8 reviews

Newly built twin beach house within steps to beach

Keep it simple at this peaceful and centrally-located home. Newly built in 2019! Premier beach living at its finest. Steps to Fairfield’s beaches and less than a mile to downtown restaurants, shops, and bars. Fenced backyard. Central air throughout. Decks off the front and back with a Weber grill. Furnished with luxury furniture, sheets, comforters, and pillows. Smart TVs in every bedroom and living room. Tesla charging station at the house. Identical home next door available for larger bookings

Guest favourite

Home

4.83 out of 5 average rating, 162 reviews

Exquisite spacious waterfront all modern-sleeps 8

READ THE CONSISTENT FINE REVIEWS! Its heart-warming providing such a nice sanctuary! This MEMORABLE Sayville / Bayport Vacation rental home has a picturesque backyard & amazing water views. 3Br 2 full bath. Enjoy the 2-person steam shower & huge 10-person whirlpool bath for spa-like living. Perfect for quiet getaways. All new furniture w/ coastal chic decor. Feed 6 ducks, 2 swans, 2 cranes. The serenity & one-of-a kind view sets this Sayville vacation home apart from all others.

Guest favourite

Home

4.93 out of 5 average rating, 27 reviews

Chill Beachfront Cottage Amazing Bay/Sunset Views!

Charming, Classic Beach Cottage right on the BEACH! with Panoramic Views & Sunsets on the Great South Bay! Summer on Fire Island is truly paradise. The ocean is sensational, the weather is perfect, the sunrises & sunsets are spectacular, the residents are friendly & creative, & life is WONDERFUL. Our Cottage has 5 Bedrooms with 8 beds that sleep 11. Like Fair Harbor, it has a casual, laid back vibe that is comfortable & enjoyable for people of all ages. * KAYAKS are AVAILABLE! Ask Roberto

Guest favourite

Home

4.94 out of 5 average rating, 114 reviews

Cool pad, Private Rms, Walk to village, Wtr view

Beautiful pad on a tranquil street and walkable neighborhood. 5-10 minute walk to the village and 2-minute walk to the cliffs overlooking the bay and sound. Water view from one bedroom, great outdoor yard - very private. Updated amenities, marble bathroom, cozy indoor living area and very comfortable beds. The rental space is private and is the entire first floor of the home. The home is a two-story duplex with a shared entrance and private locking doors to each space. Wonderful location.

Superhost

Home

4.85 out of 5 average rating, 130 reviews

Clarissa's Paradise

RESERVE NOW: This ideally located five-bedroom totally renovated home is the perfect spot for a family fun vacation. Located within walking distance of the well known playground and spray ground. The home features a spacious patio, central air conditioning, baseboard heating, WiFi, and Cable tv. The open layout provides perfect gathering spaces for your family, and all bedrooms are spacious and comfortably appointed. 4 full bathrooms . Sleeps 10. PLEASE NO PARTIES ARE STRICKLY PROHIBITED

Superhost

Holiday home

4.82 out of 5 average rating, 82 reviews

Lovely 2-Bedroom Elmont Apartment (Lower Level)

Enjoy this centrally-located lovely full 2-bedroom private lower level apartment. With 2 Queen sized beds, this space can host up to 4 people comfortably. Ideal for travelers or families visiting NY. Located in a quiet neighborhood. In the center of many shops, restaurants, highways. This apartment is located 7 minutes away from the USB Arena, 10-15 minutes away from JFK airport, and in close proximity to Roosevelt Field Mall and Green Acres Mall. The next adventure is never too far away!

Guest favourite

Home

4.95 out of 5 average rating, 37 reviews

Gorgeous Bellport Village Getaway with Heated Pool

A very special and warm vacation home in historic Bellport Village with 3-4 spacious bedrooms, well-appointed living spaces, beautifully-maintained garden and grounds and a wonderful heated saltwater pool. Great for weddings and other life events. Minutes from village, marina and playground at the water's edge. Perfect for a family getaway from the city. Perfect for people who love to cook. We promise you a clean, lovely home with all of the comforts for a pleasurable stay.

Guest favourite

Flat

4.99 out of 5 average rating, 173 reviews

Incredible Long Beach Private Rental

True 5 star two bedroom rental. Newly renovated and professionally designed. Stunning ocean views from private second floor deck. You have your own barbecue and fully furnished outdoor space so you can enjoy the your stay on your terms. You are just a walk to the bars and restaurants of the West End. No car required! Walk or catch the bus from the train. Only 700 feet from the ocean. Due to allergies in the home we are unable to host any animals.

Guest favourite

Flat

5 out of 5 average rating, 7 reviews

Long Beach Apt 2 min walk to Beach

This is a NEWLY RENOVATED Uniquely Beautiful Very Cozy & Tranquil Apt PET Friendly w large Backyrd Washer/Dryer/A/C Full kitchen CoffeeMaker/Flatware/Dishware/Linens Steps fr Beach .. Boardwalk .. use of beachPasses Restaurants/ Bars / WIFI CABLE TV.. hot water Weekly/monthly discount available

Guest favourite

Flat

4.92 out of 5 average rating, 79 reviews

Seabreeze at the beach, west beach stamford, Ct

3 bedroom at the beach, free parking also free access to the beach, a cart with chairs, towels, and umbrella. and three adult bicycles, and boogie boards paddle boards. close to downtown and Harbor point, great for people coming to work in Stamford very close to all businesses. EV charging station

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Oyster Bay holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Oyster Bay's top sights

Planting Fields Arboretum27 locals recommend

Theodore Roosevelt Memorial Park6 locals recommend

Wild Honey6 locals recommend

Stop & Shop3 locals recommend

Mario's Pizzeria of Oyster Bay3 locals recommend

Taby's Burger House3 locals recommend

Other great holiday rentals in Oyster Bay

Flat

4.8 out of 5 average rating, 5 reviews

Sunny 1BR Apartment

Guest favourite

Home

4.79 out of 5 average rating, 149 reviews

Bay's Edge Vacation Get a Way

Flat

4.87 out of 5 average rating, 30 reviews

Two Bedroom Beach Vacation Home

Guest favourite

Home

5 out of 5 average rating, 24 reviews

Nice getaway with your family.

Guest favourite

Home

5 out of 5 average rating, 19 reviews

Ho Hum Holiday In Bellport with Pool

Superhost

Villa

4.84 out of 5 average rating, 103 reviews

Castle - Winter Wonderland - Cross Country Skiing

Guest favourite

Cabin

4.89 out of 5 average rating, 458 reviews

Great little place just for a couple

Superhost

Home

4.94 out of 5 average rating, 18 reviews

Hotel Inspired Modern Retreat - 20% Off

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Quick stats about holiday rentals in Oyster Bay

Total rentals
10 properties
Nightly prices starting at
€ 58 before taxes and fees
Total number of reviews
1.6K reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Gym, BBQ grill and Laptop-friendly workspace
Local attractions
Theodore Roosevelt Memorial Park, Stop & Shop and Mario's Pizzeria of Oyster Bay

Holiday rentals in Oyster Bay

Top-rated holiday rentals in Oyster Bay

Home

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Holiday home

Home

Flat

Flat

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Holiday rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Oyster Bay holiday rentals

Stay near Oyster Bay's top sights

Other great holiday rentals in Oyster Bay

Flat

Home

Flat

Home

Home

Villa

Cabin

Home

Quick stats about holiday rentals in Oyster Bay

Total rentals

Nightly prices starting at

Total number of reviews

Wifi availability

Popular amenities

Local attractions

Destinations to explore