Cottage vacation 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 stars3 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 stars9 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, 217 reviews

Private Beach Cottage

BillRating, 5 stars3 days ago
This well-appointed space is perfect for two people. Old Lyme is justly famous for its Florence Griswold Museum, as well as one of the better historic main street walking tours. (Currently, there's an exhibit at the museum about Old Lyme's slave-owning past.) And, then, of course, there's the ocean. Remember to ask your hosts about their beach parking pass. P.S. You may also need to bring your own coffee for the drip system.
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!
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 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!
Superhost
Cottage in East Hampton
5 out of 5 average rating, 14 reviews

Bright Zen Beach Cottage, Pool Access, EV Charger

TamaraRating, 5 stars10 months ago
Simply put - A perfect stay! Jami’s home is peaceful and beautiful and in an ideal location in Easy Hampton. We felt very welcomed and ‘at home’ for our entire stay. Jami is also an excellent communicator. Thank you very much much for sharing your home with us, Jami. We will be back :)!
Guest favourite
Cottage in Guilford
4.93 out of 5 average rating, 267 reviews

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

AllisonRating, 5 stars1 month ago
This was my fifth stay in Jeanne's wonderful cottage! The cottage gets better and better each time I visit: a newly renovated bathroom, redecoration in lighter/brighter colors, etc. The home is extremely well stocked - every kitchen item you might need (including loads of glasses/plates/silverware, pots/pans, etc.), thick towels, extra blankets and throws, and lots of cleaning and paper products. There are plenty of cozy places to sit and relax, both indoors and out. The best thing of all is Jeanne herself, who is without a doubt the most generous host I've encountered on AirBnB. She is friendly, communicates proactively, and is quick to respond to any issues/questions. She truly opens her home to her guests, encouraging visitors to use the space fully and to make themselves at home. The cottage is an easy walk to the beach ane/or to town and is lovely, homey, and peaceful. I'll definitely return!
Top guest favourite
Cottage in Montauk
4.92 out of 5 average rating, 159 reviews

Montauk Cottage Escape

JulieRating, 5 stars5 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 Branford
4.75 out of 5 average rating, 4 reviews

Beachside Branford- walk t0 Beach, Grill, Fire Pit

NickRating, 5 stars1 month ago
Amazing, quaint beach house just seconds from the water. Hosts were great, answered any questions I had immediately. We are from town and stayed while work was being done at our home but will definitely be recommending this property to friends and family who come to visit.
Superhost
Cottage in East Quogue
4.78 out of 5 average rating, 23 reviews

Cheerful and beautifully remodeled Beach cottage

HectorRating, 5 stars2 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 stars1 week 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.
Superhost
Cottage in Rocky Point
4.93 out of 5 average rating, 160 reviews

Adorable cottage

JoAnnRating, 5 stars4 months ago
Angela was a great host and very accommodating after an unfortunate personal event we encountered just after arriving. The cottage was very comfortable and immaculately clean. Love the keyless entry. Neighborhood is quiet and we felt extremely safe. Deer pass through the yard throughout the day and what's more beautiful than that!!! We absolutely recommend Angela as a host and would not hesitate to book again in the future.

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, 19 reviews

Newly built cottage near the bay and hamptons

KristenRating, 5 stars2 months ago
I had a wonderful stay at Susan’s cottage. Check-in was easy, the cottage was gorgeous, clean, updated and fully stocked. Susan was a warm and friendly host who periodically messaged me to make sure all was ok during my stay. She also responded very quickly and was easy to get in touch with. I had a relaxing and quiet weekend away at Susan’s lovely cottage and would rebook with Susan again in the future. Loved every minute of my stay!
Guest favourite
Cottage in Yaphank
4.85 out of 5 average rating, 62 reviews

Beautiful Waterfront Cottage

Kasha MarieRating, 5 stars1 week 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 stars7 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!
Guest favourite
Cottage in Old Lyme
4.9 out of 5 average rating, 42 reviews

Seasonal Beach Cottage

ShariRating, 5 stars7 months ago
What a find!! The location is wonderful and so is the cottage! So close to the beach. It’s clean and spacious. I can’t wait to bring the whole family for a week here. I highly recommend this home for anyone looking for a great escape.
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.
Top guest favourite
Cottage in Water Mill
4.97 out of 5 average rating, 69 reviews

Head of Pond House - Waterfront Cottage

JillRating, 5 stars3 months ago
Head of the Pond House was in such a beautiful peaceful setting and was exactly what we needed! Quaint, beautifully decorated, cozy, and thoughtfully stocked for a very relaxing stay. Monika was super proactive and helpful with recommendations and left us lots of local yummies. The birds and the sights on the pond (ice sailing!) were lovely. Highly recommend the cottage to take in all that the Hamptons has to offer in a peaceful and tranquil setting.

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