
Cottage holiday rentals in Hampton Bays
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Top-rated cottage rentals in Hampton Bays
Guests agree: these cottages are highly rated for location, cleanliness and more.

Chic Artist Loft Cottage
We loved all things SEA…my family built this special Artist Loft Tiny Cottage Retreat. Over the years, family & guests have created beautiful memories here. The Cottage has a large fenced yard, & deck. The inside is an open layout, light and airy. It is very clean and designed with care. The living rm area has a sleeping sofa with a staircase to the loft that has a platform bed and a tiny twin cot. The kitchen is fully equipped & there is a full bath & W/D. 1 mile to Main St/1.5 mi. to Beaches.

Calf Creek Cottage (Water Mill/Bridgehampton)
Enjoy the peaceful seclusion of this charming, updated 3 bedroom, 2 bath cottage located on a private, acre-sized flag-lot south of the highway right on the border of Water Mill and Bridgehampton. Each bedroom (1 king, 2 queen) features ample closet space and new smart TVs . The new, fully-stocked kitchen, propane BBQ, outdoor dining table for 8, outdoor shower and spa with lounge furniture, and wood burning fireplace make it the perfect getaway for either summer or the winter season. Pets OK.

Cheerful 3 Bedroom Cottage with Fire Place
The first and Third week of August are stiil available! Enjoy the solitude of the beach as the tide ebbs & flows. Reconnect with loved ones in this family-friendly place. Enjoy strolls on the beach located just out the back door or a sunset meal on the back porch. This wonderful cottage offers everything you will need during your stay. Including, comfortable beds, beach strolls and a bright upgraded kitchen with many amenities. The 3 bedrooms will fit up to 8 people comfortably.

Savor Ocean Sunsets at a Soothing Beachfront Haven
Newly renovated and featured as a top Airbnb by New York Magazine, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Stay on the property for swimming, beach walks, sunsets and BBQs - or venture out to enjoy all the North Fork has to offer.

Waterfront Joshua Cove Cottage with private beach.
Beautiful architecturally designed 1 Bedroom + loft Cottage on Joshua Cove in Guilford. The sunsets are spectacular from your own private beach. Enjoy Fall Foliage, swimming, fishing, and some of the best Kayaking from this perfect setting. Minutes from the Guilford train station, restaurants, shopping, and historic town green. The property is just 15 minutes from New Haven, and the Yale campus. The Thimble Island cruise, and the Ct. river steam train/cruise are nearby as well.

Summer Sale! CozyCottage/Pet-friendly/ WalktoBeach
Inspired by my Dad's wanderlust and love of sea & sand. Relax and unwind in this completely remodeled, stylish Cottage a block and a half from Long Island Sound and .9 mile to Walnut Beach - walk to coffee, pizza, lobster shack! We offer a modern kitchen, breakfast nook, dining area, natural stone wall, parking and W/D. Located in a charming coastal town - enjoy quiet neighborhood walks, coastal trails, boardwalk, breweries and restaurants. 15 min to Yale/New Haven, 65 mi to NYC.

Charming Southampton Light filled Cottage
Escape and relax in this beautiful tranquil Southampton retreat! Newly remodeled cottage just blocks from the water. The home is nestled on 1/2acre quiet park-like setting located at the end of a long gravel driveway. Enjoy the private outdoor space with a fire pit, outdoor dining table, new dual BBQ and lounge chairs. Inside, the large dining room table easily sits 8. This stylish Coastal farmhouse has all new beds and furniture. Complete with Wifi, Cable, AC and Nespresso maker!

Quaint Cottage on Long Island's South Shore.
The Cottage is a lovely space enclosed in hedges for privacy on a one acre property. I do have 3 dogs, they are kept in a separate gated area on the property. The cottage is located 3 miles from downtown Patchogue which is enjoying a renaissance. There are many restaurants and cultural activities as well as ferry access to Fire Island (Davis Park) in the warmer weather. We are also the "Gateway" to The Hamptons.

Hamptons Cottage 3-minute walk to breezy bay beach
Bright, airy 3 bedroom classic Hamptons cottage less than a block from bay beach which is perfect temp and temperament for swimming, wading, paddleboarding and kayaking. Sunsets over the Peconic Bay are amazing especially when you do it with a cold beverage at Tiki Joe’s which has food, drink and fun bands every summer night—only a short stroll away.

Carriage House - Cottage in East Hampton Village
Darling cottage in East Hampton Village. Situated in a historic picturesque tree-canopied neighborhood. Easy stroll to Newtown Lane and Main Street shops. (1/2 mile). Classic atmosphere. Very comfortable, bright, and clean. A perfect place from which to enjoy East Hampton and the surrounding area. Fully renovated (2019).

3 Bedroom Cottage Gem
Traditional Shelter Island house, located in the heart of central village. This 3bedrooms/2 bathrooms house is really quiet, convenient for tennis players with courts cross the street, 4bikes to borrow. This house is close to restaurants and is close to the beach as well...

Riverhead Farmhouse
In the center of it all lies this newly renovated farm ranch, located in a farming area of Riverhead town. It has a private and tranquil setting but yet so close to so many things like shopping, wineries, breweries, farm stands, restaurants and the bay and ocean.
Popular amenities for cottage rentals in Hampton Bays
Cottage rentals with a hot tub

New Bridgehampton Cottage near Sag Harbor, NY

Fire Island Pines Designer Home

Mid-Century Cottage in the Pines - Entire house

3 bedroom Hamptons cottage 5 mins from beach

Lovely 2 BR Beach House No. Shore

Bellport Inn, Charming Cottage in the Village!

Private Room in the House that Art Built

Renovated Historic Cottage w/ Pool Bellport Vllage
Pet-friendly cottage rentals

Charming Beach Cottage, Vineyards & Sunset Views

Bay View Cottage - Steps to Bay Private Beach

SILVER SANDS BEACH COTTAGE MILFORD NEAR YALE/TRAIN

The Red Cottage Circa 1936

Spacious Cottage Loft

Head of Pond House - Waterfront Cottage

Montauk Oceanview

Montauk Cottage Escape
Private cottage rentals

Charming Beach Cottage in OCEAN BAY PARK

A Hidden Gem! Cozy Cottage with huge Pool & Garden

Cozy Shelter Island 2 Bedroom 1 Bath Cottage

Cozy Sound-side Cottage steps from beach

Stunning waterfront modern farmhouse with dock.

A Cheerful 2 - Bedroom Cottage

The Beach Cottage Oasis

Adorable Amagansett Cottage, Near Town & Beach
Quick stats about cottage rentals in Hampton Bays

Total holiday rentals
Explore 30 holiday rentals in Hampton Bays

Nightly prices starting at
Hampton Bays holiday rentals start at €112 per night before taxes and fees

Verified guest reviews
Over 760 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Hampton Bays holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Hampton Bays rentals

4.9 Average rating
Hampton Bays stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with a hot tub Hampton Bays
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- Beach
- Yale University
- Cooper's Beach, Southampton
- Fairfield Beach
- Mohegan Sun
- Ocean Beach Park
- Southampton Beach
- Robert Moses State Park Beach
- Mystic Seaport Museum
- Sunken Meadow State Park
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Long Island Aquarium
- Yale University Art Gallery
- Sherwood Island State Park
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- Wölffer Estate Vineyard
- Orient Beach State Park
- Meschutt Beach
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- Mystic Aquarium
- Soundview Beach
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