Cottage holiday rentals in Hampton Bays

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Popular amenities for cottage rentals in Hampton Bays

Cottage rentals with a hot tub

Cottage in Ocean Beach
5 out of 5 average rating, 18 reviews

Charming and Adorable Beach Cottage

LisaRating, 5 stars24 months ago
Louise's place was perfect. Louise was so easy to communicate with, super responsive, kind, thoughtful and truly appreciated that she had the option of flexible dates (instead of so many sat to sat or sun to sun requirements in summer). The cottage was cozy, cute, spotless & well stocked. My teenage kids loved the hot tub (as it was a bit chilly in the evenings) and I loved the outdoor shower. We loved having the bikes to take rides around the Island and loved the location. Our only regret is that we didn't get to stay there longer! We will definitely try to stay at Old Snuggler again!
Guest favourite
Cottage in Guilford
4.95 out of 5 average rating, 181 reviews

Luxury cottage by the sea with hot tub and pool

LauraRating, 5 stars2 weeks ago
My friend and I stayed here for a quick two-night getaway and had a great experience. The space is quiet, cozy, and super well taken care of. The view of the water from the living area is beautiful, and we spent both mornings sitting outside with coffee, and afternoons enjoying the view from the hot tub. We appreciated that the kitchen was fully stocked with all the cooking equipment we needed for nights in—and that Mary had a whole list of spots to check out for adventures out (local shops, antique spots, and really solid lobster rolls!) If you’re looking for a low-key, clean, calm place to relax, recharge, and still have easy access to town, this is a great pick. We’d absolutely come back.
Guest favourite
Cottage in Bellport
4.93 out of 5 average rating, 27 reviews

Renovated Historic Cottage w/ Pool Bellport Vllage

KellyRating, 5 stars9 months ago
Tabitha's place was perfect for our group stay. Right in the middle of town and perfect for what we needed for the week!
Guest favourite
Cottage in Bridgehampton
4.97 out of 5 average rating, 88 reviews

Bridgehampton Cottage Close to Town, South of HWY

ChancellorRating, 5 stars1 month ago
Wow!! The perfect peaceful getaway that is close to everything!! Tucked away off the road the house is quiet with a beautiful yard. The interior is both stylish and comfortable. The kitchen is extremely well outfitted. Andrew is a great host and an excellent communicator. We only wished we could have stayed longer!! The question isn’t will we come back, it’s simply when!
Cottage in North Fork
4.69 out of 5 average rating, 197 reviews

Lovely 2 BR Beach House No. Shore

MagaliRating, 5 stars3 weeks ago
beautiful house, great location and very nice and peaceful neighborhood close to the beach and the vineyards the house is very well equipped ! Richard was very nice and even find a little bed for our baby boy ! thanks !
Guest favourite
Cottage in Bellport
5 out of 5 average rating, 9 reviews

Bellport Inn, Charming Cottage in the Village!

JessicaRating, 5 stars11 months ago
Ivana and John are the most wonderful hosts! This was truly like staying at a family cottage and everything was just beautiful. John greeted us upon arrival and even had a bottle of wine for my husbands birthday! We loved staying here from the city because it was only a little over a hour to arrive and less than a hour to South Hampton where we had dinner. Also the little town is so so cute and we were able to walk over so quickly! We can’t wait to stay here again. Thank you again Ivana and John!
Cottage in Old Lyme
4.82 out of 5 average rating, 224 reviews

Private Beach Cottage

GraceRating, 5 stars3 weeks ago
Great communication with host, beach within walking distance was so nice, overall good spot within 30 mins of mystic aquarium and Foxwoods casino
Guest favourite
Cottage in Fairfield
4.75 out of 5 average rating, 8 reviews

The Lil Nauti Cottage, Steps To Fairfield Beach

MarilynRating, 5 stars22 months ago
Lil Nauti was perfect for our family. The bedrooms were adequate, with very comfortable beds and plenty of pillows. The wardrobe space and drawers were great as we had a long stay with a lot of baggage! Jason has absolutely everything you could possibly want or need for a stay. The kitchen is really well equipped. Cute cottage and delightful private garden.

Pet-friendly cottage rentals

Superhost
Cottage in Southampton
4.88 out of 5 average rating, 24 reviews

SPA DEPARTURES NEAR THE SEA

BrettRating, 5 stars3 weeks ago
Amy was fantastic from start to finish. The house has four good bedrooms. The bottom floor is very private. Great kitchen and we loved the fact there were cooking basics like olive oil, spices, etc all there.
Guest favourite
Cottage in North Fork
4.97 out of 5 average rating, 38 reviews

New Suffolk Beach Cottage 1 | North Fork

DouglasRating, 5 stars8 months ago
The beach house was great. Instead of being on a road, it was on a green commons area that gave it a really relaxed neighborly feel. It was a very easy and pleasant 1 minute stroll to the beach, where was a great pastry and shop, and restaurant, and some simply amazing views. Deb's communications were also great and check in went amazingly smoothly. Also the town of New Suffolk itself is quite charming, and is a perfect base for exploring vineyards, beaches, hiking trails and whatnot.
Guest favourite
Cottage in Milford
4.95 out of 5 average rating, 103 reviews

SILVER SANDS BEACH COTTAGE MILFORD NEAR YALE/TRAIN

OliviaRating, 5 stars1 month ago
A very cute and wonderful place to stay! Cozy, clean, private, and incredibly close to the beach! Lisa was extraordinarily understanding about the check-out time and process, would LOVE to stay again! :)
Guest favourite
Cottage in Guilford
4.93 out of 5 average rating, 273 reviews

Charm + location. Walk to beach, town, & harbor.

MaryRating, 5 stars2 weeks ago
Jeanne's place was perfect for my trip to Guilford. Excellent location, close to the Green and to the water, quiet, peaceful. The house had everything I needed and more, Jeanne was super responsive and kind, and the bed was comfortable.
Top guest favourite
Cottage in Fairfield
4.98 out of 5 average rating, 120 reviews

Charming Fairfield Beach 3BR Cottage By The Sea

BriannaRating, 5 stars10 months ago
We enjoyed our stay! Such easy access to the beach was so convenient. You’re definitely better off venturing out after high tide to enjoy the most amount of beach and there are a lot of shells that make being barefoot challenging. We did arrive after major storms which could have contributed to that. The house was spotless with everything you need to be comfortable! We did not utilize the outdoor space but definitely would have if the weather was drier! Definitely would stay here again.
Top guest favourite
Cottage in Water Mill
4.97 out of 5 average rating, 72 reviews

Head of Pond House - Waterfront Cottage

RebeccaRating, 5 stars3 weeks ago
I can’t say enough wonderful things about this spot and Monika. This is our second stay- my husband, toddler, dog and I loved it last summer and came back. The back sliding doors open onto a porch where birds chirp and visit all day. The bright green lawn under towering trees is perfect for playtime or a family picnic. Little touches of thoughtfulness and charm are just everywhere. Monika’s hospitality is unparalleled- snacks and a handwritten note upon arrival, homemade treats throughout our stay, and nearly instant responses. Without being asked, she even sent us a hand-drawn walking route for a dog and baby and directions for getting there. Beaches, playgrounds, town centers, bagels etc are a short drive. The street is busy so wouldn’t go for a nearby walk necessarily but thats pretty standard throughout the Hamptons. For parents of young kids: FYI there isn’t laundry, but truthfully I just packed more- that’s how much we liked it. A laundromat is also nearby tho!
Top guest favourite
Cottage in Montauk
4.93 out of 5 average rating, 163 reviews

Montauk Cottage Escape

HannaRating, 5 stars2 weeks ago
We absolutely loved our stay at Milton & Megan's Montauk house! It was perfect for a group of 4 (2 couples) there for a 4 day trip. The house is very quiet & peaceful, with lots of outdoor space, but also very walkable to town. The house was super clean, and everything was very easy to find. The bedrooms had lots of closet space, the TV was easy to set up, and all the amenities listed on the website were accurate. We'd love to come back again and stay. Thanks!
Superhost
Cottage in East Quogue
4.81 out of 5 average rating, 26 reviews

Cheerful and beautifully remodeled Beach cottage

DanielleRating, 5 stars1 week ago
We had a great stay here! We worked 5 minutes away from the house so it was super convenient! Thank you for letting us stay!

Private cottage rentals

Guest favourite
Cottage in Southampton
4.94 out of 5 average rating, 47 reviews

Southampton Village Cottage

CharlieRating, 5 stars8 months ago
We absolutely loved Michael's cottage. It is a ~15 minute walk from the village and is on a quiet street. The cottage feels like a beach house but is very well appointed and homey. We loved our stay and would absolutely stay here again!
Guest favourite
Cottage in North Fork
5 out of 5 average rating, 16 reviews

Lovely North Fork Beach Cottage (2 BR/2 bath)!

BridgetRating, 5 stars4 days ago
The place was exactly as described! Meredith was very accommodating and quick to respond. She was even able to let us check in a little early. The home is beautiful and cozy.
Guest favourite
Cottage in North Fork
4.89 out of 5 average rating, 28 reviews

Pumpkins & Sunflowers! Cozy Cottage in the Fall!

DanRating, 5 stars10 months ago
Had a nice stay here with a group of people attending a wedding a short drive away.
Top guest favourite
Cottage in Remsenburg-Speonk
5 out of 5 average rating, 23 reviews

Newly built cottage near the bay and hamptons

JordanRating, 5 stars1 week ago
Susan is a fantastic host and the cottage is a lovely place to stay. Steps from the beach and a quick drive into town plus pool access right out your door. Susan was great to interact with. We definitely plan to come back.
Guest favourite
Cottage in Yaphank
4.86 out of 5 average rating, 65 reviews

Beautiful Waterfront Cottage

GlennRating, 5 stars3 weeks ago
A beautiful house that felt very spacious for its size. It was very stylish and super comfortable. The backyard was huge with a little bridge that went over the pond, and had daily visits from a rabbit, groundhog and turtle. This house is a great choice if you are visiting the area, with the Expressway a minute away, a Walmart at the next exit going east, and a deli, pizza place and gas station at the corners of your street. Looking forward to staying again
Guest favourite
Cottage in North Fork
5 out of 5 average rating, 73 reviews

Scrimshander House

LizRating, 5 stars1 month ago
The interior and backyard of this Airbnb are absolutely gorgeous - even prettier in person. The backyard has beautiful landscaping, a lovely fire pit, lots of seating and a large lawn perfect for dogs - it feels luxurious. The interior is expertly designed with peaceful coastal colors, a working fireplace and warm lighting. There is only one bathroom, which could be tight depending on the number of guests, but it was stocked with Aesop products and everything was sparkling clean. Stephen was very communicative and provided some great recommendations, including a quiet and dog friendly beach only a few minutes away. Highly recommend!
Guest favourite
Cottage in North Fork
4.9 out of 5 average rating, 60 reviews

Beach and Wine Time Country Cottage

PaulaRating, 5 stars9 months ago
Deb’s place was very peaceful, comfortable, and well appointed. We immediately felt at home and enjoyed the interesting decor and personal style. It felt like staying in your own bed and breakfast. There were so many places to relax, and the front and back porches were so welcoming. The location can’t be beat if you want to check out the local wineries, farmstands, and great restaurants. An easy walk across the street to Peconic Bay, you can see from the upstairs bedroom. Kitchen was well appointed with everything you would need for cooking. Short ride to markets, farmstands, and Love Lane for shops and restaurants, about 20 minutes to Greenport.
Guest favourite
Cottage in North Fork
4.98 out of 5 average rating, 48 reviews

Stunning waterfront modern farmhouse with dock.

ChristineRating, 5 stars2 weeks ago
This beautiful piece of heaven was better than we could have imagined. As beautiful as the pic are, they don't do justice to the serenity of this property. Our group already decided to come back again. Michelle was lovely and thoughtful. The house was stocked with all the essentials and more. The coziness was unbeatable. We had the best weekend with the best friends.

Quick stats about cottage rentals in Hampton Bays

  • Total rentals

    20 properties

  • Nightly prices starting at

    ₹13,016 before taxes and fees

  • Total number of reviews

    630 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Wifi availability

    20 properties include access to wifi

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