
Cottage vacation rentals in Montauk
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Top-rated cottage rentals in Montauk
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Montauk cottage rentals
Cottage rentals with a hot tub

Lovely 2 BR Beach House No. Shore
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.

Bellport Inn, Charming Cottage in the Village!
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!

Private Room in the House that Art Built
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!

Bridgehampton Cottage Close to Town, South of HWY
Great space and would be back!

Renovated Historic Cottage w/ Pool Bellport Vllage
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

Village of Southampton Beach & Town Cottage
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.

Hamptons Cottage.
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!

Southampton Village Cottage
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!

Chic cottage on lush, secluded acre by the beach.
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.

Cottage in Calverton
Perfect for our weekend getaway. Very clean and relaxing and close walk to a cute little beach. We would stay here again!

Cozy Shelter Island 2 Bedroom 1 Bath Cottage
Perfect spot for a weekend trip and dog friendly which can be rare. Super responsive host and very clean.

Head of Pond House - Waterfront Cottage
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.

Cheerful and beautifully remodeled Beach cottage
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

Tranquil Cottage
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!

North Fork Cottage
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.

East Hampton Fisherman’s Cottage with Secret Room
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.

Cozy Country Cottage #2
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.

Beautiful Boho Cottage by the beach
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.

1 Bedroom Beach Cottage - beach, pool and tennis
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.

Bellport Beach Estates Private Cottage with Pool
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!

SanctuaryCottageByTheSea-Kids, Pets, Waterfront
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
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- Beach
- Foxwoods Resort Casino
- Ocean Beach Park
- Quotonset Beach
- Giants Neck Beach
- Cooper's Beach, Southampton
- Clinton Town Beach
- Shennecossett Beach
- Shinnecock Hills Golf Club
- Shoreham Beach
- Horton Lane Beach
- Burlingame State Park
- Mystic Seaport Museum
- The Breakers
- La Ronde Beach Club Inc
- Rogers Beach
- Road F Beach
- Barbara Pine Memorial Beach
- Jacobs Public Beach
- Iron Pier Beach
- Hashamomuck Beach
- Grove Beach
- Sandy Beach
- Orient Beach State Park
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