Cottage vacation rentals in Montauk

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Popular amenities for Montauk cottage rentals

Cottage rentals with a hot tub

Superhost
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!!
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
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
Private room in Hampton Bays
4.81 out of 5 average rating, 98 reviews

Private Room in the House that Art Built

YIQUNRating, 5 stars2 weeks ago
We had a truly wonderful stay at this charming old house. It’s full of character, beautifully maintained, and well-equipped with everything we needed. One of the highlights was the private yard — perfect for enjoying a quiet morning coffee or relaxing under the stars in the evening. The host was exceptionally kind and helpful, always quick to respond and full of thoughtful local recommendations. Thanks to them, we discovered a few amazing winery with surprisingly good wine and a warm, welcoming atmosphere. This was a peaceful and authentic experience — perfect for anyone looking to slow down and enjoy the local charm. Highly recommended!
Guest favorite
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!
Guest favorite
Cottage in Bridgehampton
4.97 out of 5 average rating, 89 reviews

Bridgehampton Cottage Close to Town, South of HWY

BonnieRating, 5 stars2 days ago
Our stay at Andrew’s cottage was delightful. Nestled in a prime location, the cottage provided the perfect base to experience the diverse beauty and charm of the Hamptons including the renowned North Fork wineries. The peaceful & serene surroundings offered relaxation after busy days, while the outdoor space was perfect for morning coffee or evening drinks. The cozy bedrooms and comfortable beds ensured quality rest, and the kitchen was well-equipped with everything we needed. Minor issues were quickly resolved, showing Andrew’s dedication to providing top-notch guest experience. This stay created cherished memories, and we highly recommend the cottage for anyone seeking a delightful getaway in the Hamptons. We can’t wait to return & enjoy all this special place as to offer!
Cottage in Hampton Bays

3 bedroom Hamptons cottage 5 mins from beach

Pet-friendly cottage rentals

Superhost
Cottage in Southampton
4.88 out of 5 average rating, 24 reviews

SPA DEPARTURES NEAR THE SEA

BrettRating, 5 stars4 weeks ago
Amy was fantastic from start to finish. The house has four good bedrooms. The bottom floor is very private. Great kitchen and we loved the fact there were cooking basics like olive oil, spices, etc all there.
Top guest favorite
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
Cottage in Guilford
4.93 out of 5 average rating, 273 reviews

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

MaryRating, 5 stars3 weeks ago
Jeanne's place was perfect for my trip to Guilford. Excellent location, close to the Green and to the water, quiet, peaceful. The house had everything I needed and more, Jeanne was super responsive and kind, and the bed was comfortable.
Guest favorite
Cottage in East Patchogue
4.9 out of 5 average rating, 59 reviews

Bellport Beach Estates Private Cottage with Pool

DanielleRating, 5 stars3 days ago
Our family enjoyed Erika’s beautiful house. It has two bedrooms and two bathrooms. The location was very quiet and peaceful. The pool and backyard area were beautiful and the kitchen had everything you need- fridge, microwave, stove, etc. We were able to watch our Netflix on her TV. Overall the house was very comfortable and peaceful.
Superhost
Cottage in East Hampton
4.87 out of 5 average rating, 53 reviews

Hampton’s Beach House and Private Beach Access!

FaithRating, 5 stars5 months ago
Super peaceful and quiet location. Home is adorable and gets lots of natural light. Proximity to the beach is amazing! Would recommend having a car though as it’s little bit away from town & Main Street. But plenty of Ubers in the area! Overall, I was really satisfied with everything and it fit my needs.
Superhost
Cottage in East Hampton
4.5 out of 5 average rating, 6 reviews

Adorable Amagansett Cottage, Near Town & Beach

Anne MarieRating, 5 stars35 months ago
Excellent location! You can bike/walk to Amagansett or the beaches. The house is very comfortable and cozy! Amelia responded quickly to our questions and we look forward to going back!
Superhost
Cottage in Rocky Point
4.93 out of 5 average rating, 162 reviews

Adorable cottage

JoAnnRating, 5 stars6 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.
Top guest favorite
Cottage in Old Saybrook Center
4.97 out of 5 average rating, 75 reviews

1920’s charming dollhouse near South Cove

JacquelineRating, 5 stars3 days ago
Super cute and convenient. Great yard for relaxing. Had a wonderful time

Private cottage rentals

Guest favorite
Cottage in Westbrook
4.9 out of 5 average rating, 88 reviews

A Beach House Gem

KarenRating, 5 stars5 days ago
Our second stay, a real gem! Called Rosemary from there with an inquiry and she got back to us immediately. Beautiful views and peaceful. Comfortable bed and a great shower. Thanks once again!
Superhost
Cottage in Clinton
4.83 out of 5 average rating, 41 reviews

The Beach Nest-Lux Cottage Steps to the Beach

KellyRating, 5 stars2 weeks ago
Absolutely perfect for us. Cottage was very comfortable, super clean, and beautiful. Loved the location. I had read about the bathroom through the back door and the low tide beach so no surprises and everything was just as pictured. Would stay here again if we get the chance! It’s a little gem.
Guest favorite
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.
Guest favorite
Cottage in Yaphank
4.86 out of 5 average rating, 65 reviews

Beautiful Waterfront Cottage

GlennRating, 5 stars3 weeks ago
A beautiful house that felt very spacious for its size. It was very stylish and super comfortable. The backyard was huge with a little bridge that went over the pond, and had daily visits from a rabbit, groundhog and turtle. This house is a great choice if you are visiting the area, with the Expressway a minute away, a Walmart at the next exit going east, and a deli, pizza place and gas station at the corners of your street. Looking forward to staying again
Top guest favorite
Cottage in Branford
4.98 out of 5 average rating, 96 reviews

Enchanted Cottage on the Marsh, walk to beach

DinoRating, 5 stars1 week ago
Amazing host, amazing house beautiful view excellent location perfect getaway!
Superhost
Cottage in Montauk
4.7 out of 5 average rating, 23 reviews

Private Modern 2 Bedroom Steps From The Ocean

AnneRating, 5 stars1 month ago
Beautiful view, close to downtown, easy parking. The apartment was very clean and the bed was super comfortable. Would definitely stay here again!
Guest favorite
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.

Quick stats about cottage rentals in Montauk

  • Total rentals

    40 properties

  • Nightly prices starting at

    ﺩ.ﺇ404 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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