Cottage vacation rentals in The Hamptons

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Top-rated cottage rentals in The Hamptons

Guests agree: these cottages are highly rated for location, cleanliness, and more.

Guest favorite
Cottage in Riverhead
Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven
Newly renovated, 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. Enjoy the designer kitchen with all new appliances, as well as a brand new bathroom, updated bedrooms and outdoor shower. This chic 2-bedroom, 1-bathroom home, which can sleep up to 5, has been designed with an eye for detail, style and relaxation. The master bedroom enjoys a queen sized bed that's perfect for 2 adults. The second bedroom can accommodate up to 3 people with a double bed for two people, and a single bed for one person. Only 80-miles from Manhattan, a 90-minute drive and close to the towns of Jamesport, Southold and Greenport, The Beach Cottage is the perfect summer escape. Stay on the property for swimming, paddle boarding, beach walks and BBQs or venture out to enjoy all the North Fork has to offer. Wine tasting at the French run winery Croteaux, lunch at the world class North Fork Table and Inn, shop at the many Organic Farms or explore the charming historic seaport village of Greenport, all short drives from the cottage. Upon request, Pets are allowed, for an extra fee of $200 per stay. Guests have access the entire property, including a private path to the beach. This stylish retreat is nestled on a private Soundfront beach at the end of a 7-acre property. Wine tasting at Croteaux, lunch at world-class North Fork Table and Inn, and the historic seaport village of Greenport are all within a short drive. The closest Jitney stop is Aquebogue or Riverhead. I am an Australian born designer that lives in NYC and has been renovating homes for the past several years. Our Flatiron loft in NYC was featured in Dwell Magazine, I designed the Upper West Side apartment for the founder & CEO of Soul Cycle, and my husband and I recently renovated our family's weekend beach house on the North Fork. I have a passion for turning houses into homes by bringing the clean, breezy and natural aesthetic, inspired by my homeland in Australia.
Dec 9 – 16
$650 per night
4.98 out of 5 average rating, 126 reviews
Guest favorite
Cottage in Southampton
Secluded Southampton Cottage w/Pool & Spa
*Follow Us on Insta @SimmerCottage* This designer-decorated cozy cottage near Southampton Village & a short drive or bike to the beach has a stocked chef's kitchen, cozy living room with wood-burning stone fireplace, 2 SmartTVs, whimsical dining room, 3 bedrooms, one bath & charming sunroom w/reading nooks. The Cottage has central heating/air & is set on a gated 1/2 acre w/hot-tub, outdoor dining for 8 on a stone patio, outdoor string lights, fire pit, gardener's potting station & gas BBQ.
Oct 20 – 27
$379 per night
4.96 out of 5 average rating, 160 reviews
Guest favorite
Cottage in Montauk
Laid-Back Surf Shack steps to beach & downtown!
Discounts available for longer stays. Find us on insta @studiomtk to inquire about best pricing. Historic Montauk fisherman's cottage tastefully re-made into a stylish 2-bd beach getaway located within walking distance of the beach & downtown. Plywood accents, handmade furniture & eclectic finishes create a cool, laid-back vibe. Westward views across Fort Pond provide sunlight all day & beautiful sunsets. Designed by Studio MTK, this is Montauk at its best! EH Rental Registry: 22-1360
Aug 2 – 9
$768 per night
4.87 out of 5 average rating, 173 reviews

Popular amenities for The Hamptons cottage rentals

Cottage rentals with a hot tub

Superhost
Cottage in Old Lyme
Private Beach Cottage
Apr 30 – May 7
$120 per night
4.81 out of 5 average rating, 162 reviews
Guest favorite
Cottage in Guilford
Luxury cottage by the sea with hot tub and pool
Feb 19 – 26
$293 per night
4.96 out of 5 average rating, 155 reviews
Guest favorite
Cottage in Ledyard
Waterfront cottage overhanging the water!
Oct 18 – 25
$276 per night
4.9 out of 5 average rating, 135 reviews
Superhost
Cottage in Port Jefferson
The Hilltop Harborview
Sep 26 – Oct 3
$656 per night
4.79 out of 5 average rating, 258 reviews
Guest favorite
Cottage in Bridgehampton
Bridgehampton Cottage Close to Town, South of HWY
Apr 22 – 29
$1,000 per night
5.0 out of 5 average rating, 48 reviews
Guest favorite
Cottage in Danbury
The Nugget: Sunlit Cottage with Hot Tub & Fire Pit
Apr 15 – 22
$205 per night
4.9 out of 5 average rating, 63 reviews
Superhost
Cottage in Southampton
SPA DEPARTURES NEAR THE SEA
Jul 15 – 22
$976 per night
4.85 out of 5 average rating, 13 reviews
Superhost
Cottage in Cutchogue
Lovely 2 BR Beach House No. Shore
Apr 13 – 20
$171 per night
4.69 out of 5 average rating, 187 reviews
Superhost
Cottage in East Hampton
Easy Bike to the Village. Easy Bike to the Ocean
May 16 – 23
$750 per night
New place to stay
Guest favorite
Cottage in East Hampton
East Hampton Springs - Private Beach Getaway
Mar 7 – 14
$814 per night
4.89 out of 5 average rating, 19 reviews
Guest favorite
Cottage in Hampton Bays
Bay Breeze Retreat, a 7-minute door-to-shore walk
Jan 26 – Feb 2
$521 per night
5.0 out of 5 average rating, 9 reviews
Guest favorite
Cottage in Bellport
Bellport Inn, Charming Cottage in the Village!
Aug 10 – 17
$897 per night
5.0 out of 5 average rating, 5 reviews

Pet-friendly cottage rentals

Guest favorite
Cottage in East Lyme
Your Nest Near The Beach
May 7 – 14
$187 per night
4.97 out of 5 average rating, 230 reviews
Guest favorite
Cottage in Hampton Bays
Hamptons cottage just steps from the beach.
Mar 11 – 18
$375 per night
4.9 out of 5 average rating, 109 reviews
Superhost
Cottage in Branford
Cozy Home In Short Beach Community
Mar 6 – 13
$119 per night
4.85 out of 5 average rating, 193 reviews
Guest favorite
Cottage in Groton
Restored Historic Schoolhouse, Mystic River Views
Feb 3 – 10
$127 per night
4.95 out of 5 average rating, 265 reviews
Superhost
Cottage in Charlestown
Pet-Friendly Private Beach Oceanfront Cottage A/C
Dec 17 – 24
$389 per night
4.88 out of 5 average rating, 124 reviews
Guest favorite
Cottage in Montauk
Montauk Cottage Escape
Oct 21 – 28
$328 per night
4.91 out of 5 average rating, 138 reviews
Guest favorite
Cottage in Groton
EASY BEAT
Oct 19 – 26
$136 per night
4.94 out of 5 average rating, 130 reviews
Guest favorite
Cottage in Rocky Point
Adorable cottage
Oct 25 – Nov 1
$158 per night
4.93 out of 5 average rating, 143 reviews
Guest favorite
Cottage in Milford
Winter Sale! Cozy Cottage | Pet | Walk to Beach
Aug 7 – 14
$249 per night
4.96 out of 5 average rating, 225 reviews
Guest favorite
Cottage in Guilford
Charm + location. Walk to beach, town, & harbor.
Jul 31 – Aug 7
$245 per night
4.93 out of 5 average rating, 238 reviews
Guest favorite
Cottage in Newtown
Private and Serene home close to I-84 and shopping
Jun 12 – 19
$156 per night
4.93 out of 5 average rating, 148 reviews
Guest favorite
Cottage in Groton
Mind Over Mystic Cottage
Aug 1 – 8
$284 per night
4.99 out of 5 average rating, 142 reviews

Private cottage rentals

Guest favorite
Cottage in Patchogue
Quaint Cottage on Long Island's South Shore.
Nov 6 – 13
$127 per night
4.94 out of 5 average rating, 196 reviews
Guest favorite
Cottage in Chester
Updated cottage "Beriozka" on Cedar Lake
Dec 30 – Jan 6
$184 per night
4.98 out of 5 average rating, 225 reviews
Guest favorite
Cottage in Westhampton Beach
Cool Tiny Cottage Artist Loft!
Jan 5 – 12
$179 per night
4.93 out of 5 average rating, 147 reviews
Guest favorite
Cottage in Waterford
Classic CT Cottage w/ Trail by Harkness Park/Ocean
Mar 25 – Apr 1
$138 per night
4.99 out of 5 average rating, 102 reviews
Guest favorite
Cottage in South Kingstown
The Snug Cottage- Walk to Water-Newly Renovated
Oct 5 – 12
$140 per night
4.93 out of 5 average rating, 107 reviews
Guest favorite
Cottage in Waterford
Coastal Cottage Private Studio
Apr 5 – 12
$143 per night
4.99 out of 5 average rating, 105 reviews
Guest favorite
Cottage in Easton
Cozy Modern Country Cottage with Fireplace
Mar 25 – Apr 1
$116 per night
4.98 out of 5 average rating, 188 reviews
Superhost
Cottage in Montauk
REDUCED for last min bookings Modern MTK Cottage!
Jan 1 – 8
$400 per night
4.79 out of 5 average rating, 174 reviews
Guest favorite
Cottage in South Kingstown
Waterfront Cottage, steps to Matunuck Oyster Bar!
Feb 20 – 27
$285 per night
4.97 out of 5 average rating, 211 reviews
Guest favorite
Cottage in Sag Harbor
Luxury Gem At The Heart of Sag Harbor Village
Apr 22 – 29
$473 per night
5.0 out of 5 average rating, 27 reviews
Guest favorite
Cottage in Southampton
Modern Southampton Cottage | Heated Pool & Peloton
Mar 4 – 11
$259 per night
4.93 out of 5 average rating, 60 reviews
Superhost
Cottage in Southampton
Charming Southampton Beach Cottage 3 bedroom
Mar 16 – 23
$228 per night
4.86 out of 5 average rating, 49 reviews

Destinations to explore