Cottage vacation rentals in Montauk

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Popular amenities for Montauk cottage rentals

Cottage rentals with a hot tub

Cottage in North Fork
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.
Guest favorite
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!
Guest favorite
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 favorite
Cottage in Bridgehampton
4.96 out of 5 average rating, 84 reviews

Bridgehampton Cottage Close to Town, South of HWY

claireRating, 5 stars3 weeks ago
Great space and would be back!
Top guest favorite
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

Superhost
Cottage in Southampton
4.66 out of 5 average rating, 32 reviews

Village of Southampton Beach & Town Cottage

WilliamRating, 5 stars8 months ago
We had a great stay at Manuel P's cottage. The location is very favorable and convenient, and the backyard with pool and patio was outstanding and very private with the tall hedges surrounding it. Highly recommend this rental.
Guest favorite
Cottage in Hampton Bays
4.92 out of 5 average rating, 83 reviews

Hamptons Cottage.

DeniseRating, 5 stars6 days ago
The house was just as pictured. Extremely clean and on a peaceful residential street in a convenient location to explore the surrounding towns. Ana was also very responsive!
Guest favorite
Cottage in Southampton
4.93 out of 5 average rating, 46 reviews

Southampton Village Cottage

CharlieRating, 5 stars6 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 favorite
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.
Superhost
Cottage in North Fork
4.91 out of 5 average rating, 53 reviews

Cottage in Calverton

KaitlynRating, 5 stars8 months ago
Perfect for our weekend getaway. Very clean and relaxing and close walk to a cute little beach. We would stay here again!
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 favorite
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.
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

Private cottage rentals

Cottage in Montauk
4.88 out of 5 average rating, 17 reviews

Tranquil Cottage

VitoRating, 5 stars33 months ago
Grant’s home was the perfect escape. Clean, easily accessible, and an overall quiet retreat. Only a few minutes drive to beaches and restaurants. We loved every minute of our time there and look forward to staying here again!
Cottage in North Fork
4.75 out of 5 average rating, 313 reviews

North Fork Cottage

MelissaRating, 5 stars1 week ago
This place was perfect for what we needed and the location was great for us. Rich was very helpful and we would stay here again.
Top guest favorite
Cottage in East Hampton
4.91 out of 5 average rating, 142 reviews

East Hampton Fisherman’s Cottage with Secret Room

AlvaroRating, 5 stars3 weeks ago
Thank you Jordan for the lovely stay, the place looks even better in person. This was hands down one of the prettiest and coziest places I’ve stayed.
Top guest favorite
Cottage in Miller Place
4.99 out of 5 average rating, 130 reviews

Cozy Country Cottage #2

MelissaRating, 5 stars1 week ago
As always, Robs place was perfect. It is our go to spot to stay when we visit my family on Long Island. I’m sure we’ll be back again soon.
Superhost
Cottage in Rocky Point
4.76 out of 5 average rating, 42 reviews

Beautiful Boho Cottage by the beach

StephRating, 5 stars3 months ago
Staying at Fabiola's was a dream. This place is very homey and welcoming. We had a lovely stay for Christmas with family, walking to the beach in the morning and cozying up around the fire in the evening. The kitchen is well stocked for cooking, the beds were comfortable, and our dog loved the fenced in yard. Would love to stay again.
Cottage in Amagansett
4.7 out of 5 average rating, 46 reviews

1 Bedroom Beach Cottage - beach, pool and tennis

ElenaRating, 5 stars32 months ago
Doug’s place is at a great spot. I stayed for five days and it is cute and comfortable just a few minutes walk from the beach. If you plan to stay more than two-three days and prepare some food at the place you would need to take out your trash at some point since there is no room service. The place is overall outdated but that was not that important to us. It may benefit from a good deep cleaning and some minor decorative updates for more appeal. It’s a good place for the price and it’s location. I’d recommend it.
Guest favorite
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!
Cottage in Guilford
5 out of 5 average rating, 4 reviews

SanctuaryCottageByTheSea-Kids, Pets, Waterfront

ChristelRating, 5 stars19 months ago
What an incredible experience! Was a bit hesitant after reading pets were allowed as one of our friends is allergic to dogs and cats - the cottage was super clean and no sign that a “furbaby” had ever been there. Had a personalized welcome letter for our party of 6, and favorite beverages thanks to advance questions and special touches from Mickey. Loved listening to the waves, reading by the fire and getting in a game of ping pong at the outdoor table. Every detail has been considered from the 3 charging stations to the guidebook and more. There are positive quotes and signs in the cottage and we were so relaxed and recharged. Will definitely book again. 5 stars all around! Thank you.

Quick stats about cottage rentals in Montauk

  • Total rentals

    40 properties

  • Nightly prices starting at

    $110 before taxes and fees

  • Total number of reviews

    3.7K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    10 properties have a pool

Destinations to explore

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  4. Suffolk County
  5. Montauk
  6. Cottage rentals