Cottage holiday rentals in Hither Hills

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Popular amenities for Hither Hills cottage rentals

Cottage rentals with a hot tub

Cottage in Cutchogue
4.69 out of 5 average rating, 195 reviews

Lovely 2 BR Beach House No. Shore

KateRating, 5 stars6 months ago
Great spot for a long weekend! Wonderful location close to the beach and local wineries. Richard was a great host offering lots of recommendations and clear instructions for check in and using available amenities.
Superhost
Cottage in Amagansett
4.87 out of 5 average rating, 23 reviews

4 Br Beach House; Short Walk to Beach!

EveRating, 5 stars4 months ago
Beautiful large home, clean linens, plenty of towels, bathtub worked great. John was very responsive and helpful. Slept 9 people comfortably. The living room area was cozy with an indoor fireplace and the kitchen was large with a large oven and dishwasher. Five minute easy walk to a beautiful quiet beach. Highly recommend this place.
Guest favourite
Cottage in Bellport
5 out of 5 average rating, 9 reviews

Bellport Inn, Charming Cottage in the Village!

JessicaRating, 5 stars10 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 favourite
Private room in Hampton Bays
4.8 out of 5 average rating, 97 reviews

Private Room in the House that Art Built

BohdannaRating, 5 stars7 months ago
The place was charming, quaint, and exactly as described. It had a cozy vibe that made it feel like a home away from home. The location was perfect, with easy access to everything I needed. The host was incredibly responsive and helpful throughout my stay. Highly recommend this spot for anyone looking for an enjoyable experience!
Guest favourite
Cottage in Bridgehampton
4.97 out of 5 average rating, 87 reviews

Bridgehampton Cottage Close to Town, South of HWY

ChancellorRating, 5 stars4 days 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!
Top Guest favourite
Cottage in Bellport
4.93 out of 5 average rating, 27 reviews

Renovated Historic Cottage w/ Pool Bellport Vllage

KellyRating, 5 stars7 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!

Pet-friendly cottage rentals

Guest favourite
Cottage in Hampton Bays
4.92 out of 5 average rating, 84 reviews

Hamptons Cottage.

SharonRating, 5 stars1 week ago
Honestly probably the BEST AirBnB I have ever stayed in, and we use AirBnb a lot. The place is immaculate, and everything seemed brand new. It is even much nicer than the photos online show, and I feel it's even bigger than the pictures show. I forgot my charger at the unit, and she contacted me right away and saved it for me. She was quick to respond to anything I asked. The location is great, on a quiet dead end street. The neighborhood is very quiet. 10 minute drive to Southampton Village and just a few minutes from Ponquogue Ocean beach. The backyard is huge and pretty. The rooms are sunny and bright. Everything seemed brand new. The beds were comfortable. Sheets and towels were pristine. Kitchen had coffee, and there is a Hampton Coffee 5 minutes away. Design and decor were really top notch. There is a little table and chairs outside. She leaves beach towels! There is even a little electric fireplace. A truly perfect stay and Ana is so nice! Can't wait to come back.
Guest favourite
Cottage in Southampton
4.93 out of 5 average rating, 46 reviews

Southampton Village Cottage

CharlieRating, 5 stars7 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 East Hampton
4.98 out of 5 average rating, 41 reviews

Chic cottage on lush, secluded acre by the beach.

CorinaRating, 5 stars2 months ago
We had a wonderful stay at Mischa’s home. The house was truly stunning - beautifully decorated and clean. Mischa has clearly thought about all of the little details that make a stay memorable - the kitchen was well stocked and the place was so cozy.
Top Guest favourite
Cottage in Water Mill
4.97 out of 5 average rating, 70 reviews

Head of Pond House - Waterfront Cottage

johannaRating, 5 stars1 week ago
I had the pleasure of staying at this charming cottage nestled in a private property, and it was an absolute delight from start to finish. The host went above and beyond to ensure my comfort, offering warm hospitality that made me feel truly welcomed. The cottage itself was exactly as depicted in the photos—cozy, clean, and full of character. Nestled in a serene setting, it provided the perfect backdrop for a relaxing getaway from the city. Every detail, from the tasteful decor to the well-maintained amenities, contributed to a peaceful and rejuvenating stay. I highly recommend this lovely little cottage to anyone seeking a tranquil escape with a host who genuinely cares about their guests' experience.
Top Guest favourite
Cottage in Montauk
4.92 out of 5 average rating, 159 reviews

Montauk Cottage Escape

JulieRating, 5 stars6 months ago
Wonderful time staying at Milton and Megan's. The location was perfect and the home had everything we needed and more to work remotely for the week. Thank you!
Superhost
Cottage in East Quogue
4.78 out of 5 average rating, 23 reviews

Cheerful and beautifully remodeled Beach cottage

HectorRating, 5 stars3 months ago
Definitely is the best place that we have been , nice location ,super clean, kitchen is beautiful, the cottage is extremely private, bathroom super clean, in summer would be great to come back ,in other words absolutely fantastic!!! 100% recommended
Guest favourite
Cottage in Southold
4.95 out of 5 average rating, 42 reviews

Adorable Cottage

GiordanaRating, 5 stars2 weeks ago
It was such a peaceful stay. It was our second time here. The cottage was exactly as described and wonderful amenities, especially the bikes. The host was very responsive and the cottage was spotless.
Guest favourite
Cottage in Montauk
4.95 out of 5 average rating, 62 reviews

Huge Montauk Cottage W Private Full Bath & Shower

ConnorRating, 5 stars6 months ago
Can’t say enough about Michael and our stay. He made everything seem-less and was super helpful with recommendations and accommodations. We can’t wait to come back next year or this summer! Hopefully many years to come! 5 stars!

Private cottage rentals

Guest favourite
Cottage in Branford
5 out of 5 average rating, 10 reviews

Beachfront Cottage Serene Private Beach, Kayaks

BasilRating, 5 stars8 months ago
We loved it. Redefines “fully stocked” - David’s place had everything we could ask for. The water at high tide was magical. Kayaking, fishing and we found over 100 (literally) hermit crabs.
Top Guest favourite
Cottage in Remsenburg-Speonk
5 out of 5 average rating, 20 reviews

Newly built cottage near the bay and hamptons

PatriciaRating, 5 stars1 week ago
Lovely peaceful cottage in beautiful location. Beautifully decorated. We enjoyed our month very much and hope to return.
Guest favourite
Cottage in Yaphank
4.85 out of 5 average rating, 62 reviews

Beautiful Waterfront Cottage

Kasha MarieRating, 5 stars2 weeks ago
I loved staying at Walter’s place! It was safe for my kids, a nice big back yard! The house was clean, the instructions were clear. Overall it made my stay nice, safe and comfortable! Thank you!
Superhost
Cottage in Shelter Island
4.95 out of 5 average rating, 39 reviews

Cozy Shelter Island 2 Bedroom 1 Bath Cottage

Brooke BiancaRating, 5 stars8 months ago
Perfect spot for a weekend trip and dog friendly which can be rare. Super responsive host and very clean.
Top Guest favourite
Cottage in Wading River
4.87 out of 5 average rating, 92 reviews

Cozy Sound-side Cottage steps from beach

ChristopherRating, 5 stars4 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!
Superhost
Cottage in Westbrook
4.82 out of 5 average rating, 11 reviews

Oceanside home steps to private beach!

TinaRating, 5 stars10 months ago
We had a wonderful time! The cottage is well located; we were able to drive back & forth to New London, Mystic, & several other towns. We did so many things on this trip: saw a movie, saw a play, went to Ocean Beach twice, Mystic Seaport, & the Yale Peabody museum. My only complaint is that we should have stayed "home" more & enjoyed our own beach more often! We took walks every day and watched for the tide to reveal the sand bar & walked out there whenever we could, which was so cool! The sound of the water changed when the sandbar was revealed. We found lots of cool shells. We really appreciated the chairs & umbrella in the well stocked shed. We did a little grocery shopping and made egg sandwiches so we only ate out once a day which saved money. I ate my sandwiches outside day & night, something I never do at home. The house was completely stocked with everything needed plus some! The only negative was not enough curtains which made it too bright to sleep & not enough privacy.
Guest favourite
Cottage in Calverton
4.97 out of 5 average rating, 29 reviews

A Cheerful 2 - Bedroom Cottage

LizRating, 5 stars7 months ago
Our family of four was in the area for a wedding. The house was adorable and chock full of amenities. Milk, butter, cream cheese and bagels in the fridge. And bottles of water, in the fridge and next to the bed. There were bundles of towels , beautifully folded for each person. Snacks in a basket in the living room. The bathroom was fully equipped with all necessities. Board games galore and so beautifully presented. Only 10 minutes from the wedding venue and very close to a few farm stands. We would definitely stay again.
Guest favourite
Cottage in East Patchogue
4.89 out of 5 average rating, 57 reviews

Bellport Beach Estates Private Cottage with Pool

NicoleRating, 5 stars10 months ago
The house was so peaceful and quiet. The deer were just walking around and calming to watch! The backyard is better than the pictures and would stay there again! My only issue was with the lack of privacy in the house. The doors are similar to shutters to allow airflow, but you could here everyone in all the rooms. Not a huge deal unless you have loud kids!

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