
Apartment holiday rentals in The Hamptons
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Top-rated apartment rentals in The Hamptons
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Whaling Captain Pierson's Cottage
Whaling Captain Pierson's Cottage is at a waterfront property. A unique environmental experience, nestled in nature but only a 7 minutes’ walk from the center of historic Sag Harbor Village. It is the only cottage offering a vast, picturesque, panoramic view of beautiful Sag Harbor Cove from Main Street as well as spectacular sunsets and a private low-tide beach. (See my reviews from my other listings entitled, "Whaling Captain Pierson's Apartment" and "Whaling Captain Pierson's Apartment TOO".)
4.91 out of 5 average rating, 181 reviews
Swimming pool w/Hot tub Fire Pit Coffee Bar
Relax in this cozy loft filled with amenities that will create lasting memories. Recently renovated so fresh and clean. Located on a wooded lot. Large fenced in landscaped yard with hammocks and firepit. Heated pool seasonal. We are just minutes from the beach. Spend time in our 6 person jacuzzi. 10 min to Southampton village. 15 min to Sag Harbor. Centrally located. Fresh farm (home of Tate’s Cookies) around the corner with fresh meats and produce. A tasty restaurant near by and a deli too.
4.96 out of 5 average rating, 109 reviews
The House of the Mermaid aka La Casa della Sirena
Welcome to The House of the Mermaid! Come stay in this newly renovated and decorated basement apartment in my house in a quiet and residential area of Hampton Bays. Close to all that you could ever want; restaurants, bars, shopping, and beaches. Perfect getaway for any season. The Hamptons are known for their amazing Summers at the beach, but don't forget about all that Long Island has to offer throughout the seasons. Shopping at Tanger Outlets, apple/pumpkin picking, and the N.F. vineyards!
4.96 out of 5 average rating, 319 reviews
Modern Montauk retreat with wood stove by Harbor
Scandinavia meets Montauk in this sophisticated, comfy, all-season getaway with open-plan interior & large, private fenced yard. • 950 sq ft, 2 BRs (compact but comfy), 1 Ba, full high-end kitchen, W/D, A/C • Wood stove, Solo stove, patio, outdoor shower, high-end linens & furnishings/decor • Steps to LI Sound & Harbor. 3 mi to ocean/Town • Owner is in a private studio w/ own entrance in the house. No shared spaces! • Ask about dogs & flexible rental periods CLICK MORE for IMPORTANT INFO!
4.95 out of 5 average rating, 136 reviews
Updated apartment in historic village home
Quiet updated apartment close to Main St, boats and beaches. This second floor apartment has a private entrance and allows use of the front yard. Our home was built in 1880 but has just been renovated for a modern beach bungalow feel. The location is the perfect balance of a quiet neighborhood and close proximity to Marine Park, shops, restaurants, the Hampton Jitney and nightlife. The center of main street is less than a quarter mile from the apartment (4 minutes on foot). Walk to all!
4.98 out of 5 average rating, 241 reviews
Private & Cozy Cottage with short walk to beach!
Walking distance to Bay Beach & Rumba, & short drive to town & ocean. Quiet neighborhood, great for couples, King bed upstairs, bit of a steep staircase, so may not be suited for anyone with mobility challenges. Kayaks, paddle-boards, available to enjoy. Dog friendly with fenced in patio and doggy door. Private outdoor patio, with charcoal grill. A/C & Heat for year-round enjoyment. Easy to get in/out from the city. Close drive to visit Westhampton and Southampton Main Streets.
4.97 out of 5 average rating, 443 reviews
PRIVATE BASEMENT APARTMENT WITH POOL IN SAG HARBOR
Beautiful basement apartment partially in-ground, with many windows and private entrance is located in Sag Harbor , 3 minutes from village and Heavens Bech by car or 15 minutes walking distance . The apartment has king size bed and comfortable sofa in the living room . In the kitchen you can find coffe maker , toaster , microwave, dishwasher, small fridge , hot plate for light cooking . Tv , WiFi , Airconditoining , access to pool from May till end of the September .
4.94 out of 5 average rating, 155 reviews
Charming Apt in the Heart of the Hamptons
Welcoming studio apartment with queen bed, living room and spacious full bathroom. Kitchenette complete with laundry. Small deck with delightful creek-side views. And this unit includes cable TV and Wi-Fi. Please note that there is an extra fee of $75. per stay for each pet, There is a queen sofa bed in living area for quests at $75 additional fee. This unit is attached to the main house.
4.97 out of 5 average rating, 104 reviews
Sunny Southampton Studio
Newly renovated sun drenched, spacious studio in Southampton. Five minute drive to Main Street, while still in close proximity to some of the most beautiful beaches. Queen size bed and queen size pull out couch. Full kitchen with new appliances and full bathroom. BEACH PASS for Coopers beach is available upon advanced request—please let me know the day before you arrive
4.95 out of 5 average rating, 244 reviews
Oasis Hampton getaway
Located in the heart of southampton. 3miles away from main shopping areas.Room is newly remodeled and furnished . All upscale Ammenities. Electric toilet ,free WiFi, free Netflix , use of pool and bbq grill, fire pit, living room with 52”flat screen tv, kitchenette and dining area and driveway parking .
4.9 out of 5 average rating, 128 reviews
Southampton Village Studio
Location, Location, Location!!!! New renovated stand along Studio Apartment in the heart of Southampton Village. Private with lots of light, Cable TV and living room area. Located in wonderful Southampton Village location, only 1 mile to village shops and 2 miles Coopers Beach. Wi-Fi
4.88 out of 5 average rating, 164 reviews
Stunning Garage Apartment!
A beautiful studio apartment with a full bathroom, a newly installed kitchenette, queen size bed and a separate living room with a 55" TV and sofa seating group. The apt has its own separate entrance from the main house and is close to beach or bay.
4.97 out of 5 average rating, 114 reviewsPopular amenities for The Hamptons apartment rentals
Weekly apartment rentals

Port on Fort Pond in Montauk, New York
4.93 out of 5 average rating, 262 reviews
Recharge at our Renovated ocean front unit
4.88 out of 5 average rating, 142 reviews
Renovated Guest Cottage close to E.Hampton Village
4.97 out of 5 average rating, 149 reviews
Squire Chase House
4.9 out of 5 average rating, 271 reviews
Montauk Beach Bungalow West
4.9 out of 5 average rating, 251 reviews
Sag Harbor Village Oasis
4.9 out of 5 average rating, 185 reviews
Lovely 2-bedroom apartment in a historic home
4.97 out of 5 average rating, 136 reviews
Walk to Bay and Ocean-Newly Renovated
4.97 out of 5 average rating, 145 reviewsPrivate apartment rentals

Hamptons Hills Escape
4.97 out of 5 average rating, 174 reviews
Dockside 2BR - Prime Location on the Marina Unit B
4.98 out of 5 average rating, 50 reviews
Southampton apt walk to village
5.0 out of 5 average rating, 42 reviews
Renovated Oceanfront Montauk Studio Retreat
5.0 out of 5 average rating, 24 reviews
Hamptons Getaway
5.0 out of 5 average rating, 44 reviews
Southampton Village Apartment
4.88 out of 5 average rating, 41 reviews
Hidden Garden Cottage|Beach|Pet Friendly
4.93 out of 5 average rating, 30 reviews
NEW Private, modern centrally located Apartment!
4.92 out of 5 average rating, 36 reviewsApartment rentals with a hot tub

Hamptons Waterfront Suite | Private Hot Tub
4.94 out of 5 average rating, 104 reviews
"SOUTH APT." Renovated 1 Br Apt. In Great Location
4.98 out of 5 average rating, 131 reviews
Montauk Rough Riders
5.0 out of 5 average rating, 7 reviews
Pet-Friendly Apt w/ Hot Tub Near the Hamptons!
4.9 out of 5 average rating, 42 reviews
Peaceful Montauk Condo With Stunning Sunset Views
5.0 out of 5 average rating, 7 reviews
A 1 BR Luxury Apt to relax w/hot tube
4.5 out of 5 average rating, 20 reviews
Designer poolhouse in the Pines
4.95 out of 5 average rating, 40 reviews
Updated 4 Bed, 1 Bedroom Waterfront Condo
5.0 out of 5 average rating, 8 reviewsDestinations to explore
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- Yale University
- Mohegan Sun
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Fairfield Beach
- Ocean Beach Park
- Charlestown Beach
- Mystic Seaport Museum
- Mystic Aquarium
- Southampton Beach
- Sunken Meadow State Park
- Soundview Beach
- Hammonasset Beach State Park
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- Meschutt Beach
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- Wesleyan University
- Long Island Aquarium
- Splish Splash Water Park
- Stonington Vineyards





