Cottage vacation rentals in Hampton Bays

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Popular amenities for Hampton Bays cottage rentals

Cottage rentals with a hot tub

A bright living area features a large white couch adorned with blue and colorful pillows. A wooden coffee table sits in front of a woven rug, while a decorative bowl occupies its center. Natural light filters through window shades, illuminating the space.
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!
Superhost
The exterior of a charming cottage showcases natural wooden shingles, surrounded by lush greenery and vibrant shrubs. A wooden staircase leads to a covered porch, where large windows allow glimpses of the interior. The serene outdoor environment evokes a peaceful setting.
Cottage in East Hampton
5 out of 5 average rating, 4 reviews

Walk/Bike to East Hampton Village & Ocean Beaches

JimmyRating, 5 stars9 months ago
I had a wonderful weekend at Andrew’s place in East Hampton. It was gorgeous, perfect location, perfect layout, and such a central location to everything. It was incredibly clean and organized and the backyard was beautiful for relaxing. Andrew was also a terrific host- he left us beverages, was super communicative and flexible and I’m so happy I stayed here. Hopefully I’ll rent again soon!!
A charming red cottage is framed by lush greenery, set back from a driveway leading to the entrance. A small white bench is visible on the left side of the well-maintained lawn, with flowering plants adding a touch of color in front of the house.
Cottage in North Fork
4.69 out of 5 average rating, 197 reviews

Lovely 2 BR Beach House No. Shore

MagaliRating, 5 stars1 month 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 favorite
The living area features a comfortable sofa adorned with a striped throw, a coffee table, and a television. Nearby, a dining space is set for meals, with natural light illuminating the room through large windows framed by light curtains.
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!
Guest favorite
A welcoming entrance features a pathway of gray stone leading to a blue cottage with large windows. Flanking the path are colorful garden beds and a grassy lawn. A set of stairs leads up to the front door, painted a cheerful blue.
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.
Guest favorite
A large gunite pool is surrounded by a well-maintained grassy yard, featuring comfortable lounge chairs on a sunbathing area. Lush trees provide shade, while a charming cottage stands in the background, contributing to a serene outdoor setting.
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!
A spacious dining area features a long wooden table surrounded by several chairs. A large pendant light hangs above, casting soft illumination. Colorful wall accents and artwork complement the warm wooden flooring, while an adjacent kitchen can be seen in the background.
Cottage in Hampton Bays

3 bedroom Hamptons cottage 5 mins from beach

Pet-friendly cottage rentals

Superhost
A large, deep granite pool is framed by a lush green lawn and surrounded by tall hedges. Two chaise lounge chairs are positioned beside the pool, offering a serene space for relaxation. A small patio area is visible, adding to the outdoor ambiance.
Cottage in Southampton
4.67 out of 5 average rating, 33 reviews

Village of Southampton Beach & Town Cottage

BradleyRating, 5 stars1 month ago
Manuel (along with Lorena) we exceptional hosts. Always responsive, friendly, accommodating and just a pleasure to deal with. The house is wonderful. Well cared for, charming and a joy to visit. The location was incredible walking distance to both the jitney and the train! The yard was amazing, lush, quiet and beautifully landscaped. The pool and spa were top notch and we will definitely be coming back. Wow
Superhost
A serene coastal view captures a vibrant sunset, where the sun dips below the horizon, casting warm hues across the sky. Gentle waves lap against dark rocks, creating a tranquil atmosphere along the shore. The scene evokes a sense of calm and natural beauty.
Cottage in North Fork
4.91 out of 5 average rating, 55 reviews

Cottage in Calverton

HelenRating, 5 stars3 days ago
Michelle was extremely responsive and flexible with us throughout the process. The stay was perfect for our five person group and we all loved the decorations and interior design. Plenty of towels and a good number of blankets. Pull out couch bed was comfortable. The fire pit was functional and very pretty. Kitchen had a coffee, plates, cups, utensils. There was also a vacuum which was very helpful with the inevitable sand that would come in after a beach trip. We felt we had everything needed for a fun and enjoyable stay! Neighbors were friendly as well and the beach was nice and private.
Guest favorite
The exterior of a beach cottage is shown, featuring light-colored siding and blue shutters. A white railing surrounds a small porch, leading to a front door. Lush greenery and a few decorative elements enhance the inviting appearance of the home.
Cottage in Milford
4.95 out of 5 average rating, 104 reviews

SILVER SANDS BEACH COTTAGE MILFORD NEAR YALE/TRAIN

AshleyRating, 5 stars2 weeks ago
We enjoyed our stay at the cottage. I had reached out to Lisa numerous different times and she was very understanding and quickly responsive. The home itself was clean, walking distance from the beach, and I loved it was nice and cool inside from the AC.
Guest favorite
An outdoor dining area is featured, furnished with a long table surrounded by several chairs. Planters with greenery add a natural touch to the space. The setting showcases a blend of wooden and stone elements, with a neighboring building visible in the background.
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!
Superhost
A compact living area features a blue sofa adorned with patterned pillows and a geometric area rug. A dining table with two wooden chairs is positioned near a mirror reflecting natural light from the window. Potted plants add a touch of greenery to the space.
Cottage in Bridgehampton
4.85 out of 5 average rating, 88 reviews

Cottage 3 minute walk Bridgehampton town

ShawanaRating, 5 stars7 months ago
This place was cozy and quaint. We were only missing a can opener! You too will like it! I would stay here again
Guest favorite
A portable cabana is placed on a sandy beach with a view of the ocean. Two blue beach chairs are positioned underneath the cabana, providing shade. The shoreline and gentle waves are visible in the background, framed by a clear blue sky.
Cottage in Amagansett
4.93 out of 5 average rating, 98 reviews

Amagansett Dunes Gem

AriellaRating, 5 stars3 weeks ago
Judy was the consummate host, commutative and helpful. She even recommended a local music event! Plus you can’t beat the walking distance to the beach.
Top guest favorite
A light blue house features a welcoming front porch with bright blue chairs. The well-maintained lawn is surrounded by a white picket fence and shaded by a leafy tree. A gravel driveway leads to the garage, creating an inviting outdoor space.
Cottage in Montauk
4.93 out of 5 average rating, 164 reviews

Montauk Cottage Escape

HannaRating, 5 stars3 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!
Guest favorite
An outdoor pool area is surrounded by well-maintained greenery and a spacious stone deck. Lounge chairs are positioned around the pool, inviting relaxation. A pergola is visible in the background, providing a shaded space near the cottage.
Cottage in East Patchogue
4.9 out of 5 average rating, 58 reviews

Bellport Beach Estates Private Cottage with Pool

LexRating, 5 stars1 week ago
Had a great time despite the weather, there was so much todo. The place was cozy!

Private cottage rentals

Superhost
A bright sun room features large windows offering views of the lush greenery outside. A wooden dining table is paired with white chairs, while a light-colored sectional sofa with decorative cushions provides a cozy seating area. Natural light fills the space, enhancing its open atmosphere.
Cottage in Shelter Island
4.79 out of 5 average rating, 58 reviews

Large Waterfront Cottage on Historic Estate

LucileRating, 5 stars2 weeks ago
We had a lovely time in Margaret’s cottage. It had everything we needed and we felt surrounded by nature. Our kids loved watching the squirrels, wild turkeys and other birds that were constantly going back and forth in front of our windows.
Guest favorite
A sandy beach stretches along the shoreline, meeting calm blue waters under a clear sky. A wooden staircase leads down to the beach, surrounded by sparse vegetation and rocky areas. Soft clouds drift above, contributing to a serene coastal scene.
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.
Superhost
A bright living area is featured, showcasing large windows that provide a view of the ocean. Comfortable gray chairs are positioned beside a small television, and warm wooden flooring enhances the space. A ceiling fan adds functionality to the airy atmosphere.
Cottage in Woodmont
4.86 out of 5 average rating, 85 reviews

Cheerful 3 Bedroom Cottage with Fire Place

LizRating, 5 stars3 days ago
Peaceful and beautiful water views. We enjoyed relaxing on the deck and the kids loved playing in the water and on the sand bar despite the rocky beach. The house was welcoming and well stocked. It was very warm especially upstairs and took a while to cool down even with all the wall units on. The host was helpful and responsive whenever we reached out. Overall it was a lovely getaway spot!
Top guest favorite
An underwater scene at the Long Island Aquarium displays a variety of vibrant coral, fish species, and marine life. The calm water reflects light, creating a serene ambiance, while the aquarium's logo is prominently featured at the bottom.
Cottage in North Fork
4.87 out of 5 average rating, 93 reviews

Cozy Sound-side Cottage steps from beach

ChristopherRating, 5 stars6 months ago
We had a great experience staying at Melissa’s cottage and would happily recommend it to anyone else! We were in town from Florida visiting family in Rocky Point for Christmas and chose Melissa’s property as our place to stay. Melissa was very communicative, check in was super easy and we felt right at home on her property. Would definitely consider staying here again. Thanks Melissa!
Guest favorite
A comfortable gazebo is featured, offering two wooden chairs facing a tranquil waterfront view. A vintage lantern hangs from the ceiling, creating a peaceful ambiance. Lush greenery surrounds the area, complemented by a nearby dock and boats visible in the background.
Cottage in North Fork
4.98 out of 5 average rating, 49 reviews

Stunning waterfront modern farmhouse with dock.

AnnRating, 5 stars1 week ago
Simply wonderful spot! We will try to come back! The personal touches were great. Shampoo and conditioner! Make up wipes! Plenty of toilet paper and so on. Traveling guests really appreciate those small things. Thank you!
Guest favorite
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 favorite
A vibrant mix of blooming flowers is featured, including purple and yellow pansies. A butterfly with black wings adorned with blue and white spots rests delicately on the blossoms, showcasing nature's beauty in the garden.
Cottage in North Fork
4.97 out of 5 average rating, 32 reviews

A Cheerful 2 - Bedroom Cottage

JohannesRating, 5 stars4 days ago
Beautifully decorated place with tons of personal touches and attention to detail. Great location to go explore the north and south fork from. But we’d also recommend coming just to stay at the cabin! Woke up to a little rabbit rolling around in the yard and the neighboring plot had a horse that was curious about our presence. Located close to train tracks but very quiet in practice.
Guest favorite
Two red Adirondack chairs are positioned on a gravel patio, offering a view of the calm water. A small fire pit is nearby, and greenery frames the scene. A dock with a small boat is visible in the background, creating a serene outdoor space.
Cottage in North Fork
5 out of 5 average rating, 26 reviews

The Bay Breeze

MaddieRating, 5 stars2 weeks ago
Wonderful bay side cottage! Stayed here for a long weekend with my husband and in laws. It’s a great location!! Water views, walkable cute neighborhood, and 20 mins from some of the bigger towns (Jamesport & Greenport) Place was clean and a fully stocked kitchen made it easy to stay in and grill out.

Quick stats about cottage rentals in Hampton Bays

  • Total rentals

    20 properties

  • Nightly prices starting at

    ﺩ.ﺇ551 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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