
Holiday houses in Montauk
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Top-rated holiday rentals in Montauk
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Montauk
Superhost

Cabin in Shirley
4.86 out of 5 average rating, 146 reviewsA-Frame cabin with private beach & epic sunsets
PacitaRating, 5 stars2 weeks ago
We really loved this A-frame! The space is thoughtfully designed and it was very comfortable (special shout out to the swinging chair upstairs). Of course the view was magical as well and the quiet neighborhood was perfect for our time away from city life.
Guest favourite

Cottage in North Fork
5 out of 5 average rating, 12 reviewsLovely North Fork Beach Cottage (2 BR/2 bath)!
KaitlynnRating, 5 stars5 months ago
The Cottage was a perfect blend of rustic and modern, thoughtfully appointed and had everything we could think of. Our big plus was the trust and no hassle from the hosts to include our beloved big dog. My husband and I came out to the North Fork for our October babymoon. The Cottage town area is very serene during the fall season, with most activity around the pumpkin farms. Our favorite things to do—take the dog down to the bulkhead in the mornings, spend the afternoons on a nature walk/winery nearby and nights at a local restaurant. Cons but not dealbreakers: Spotty internet often went in/out. Persistent fruit flies all throughout house, traps didn’t help. The listing advises of the Main House rental, we found it not very private to the closeby Cottage. With big glass doors and sheer curtains, you’re in plain view to the House at night. It felt too intimate for our preference to share the small beach with strangers 15 ft away, esp with their kids and our dog.
Superhost

Home in West Haven
4.63 out of 5 average rating, 35 reviewsCoastal Cottage.
YuchengRating, 5 stars2 months ago
Pretty good! We enjoyed our holiday in this beautiful and peaceful house.
Top Guest favourite

Cottage in Guilford
4.99 out of 5 average rating, 132 reviews"Red House on the Knoll" at Indian Cove
DenyseRating, 5 stars3 weeks ago
Our stay at Gail's cottage was the best Air bnb experience we have had. Gail was the perfect host, very agreeable, flexible and kind. Her cottage is lovely and just as described and pictured. The location is excellent and it is easy to get to restaurants, supermarkets etc. The week couldn't have been better and we will certainly choose Gail's red house for our next visit to CT.
Top Guest favourite

Home in East Patchogue
5 out of 5 average rating, 20 reviewsHo Hum Holiday In Bellport with Pool
GraceRating, 5 stars3 months ago
We needed a dog-friendly ranch style to home with three bedrooms and two bedrooms close to Sayville, where we would be celebrating Thanksgiving. I was lucky enough to find this rental which was clean, comfortable and ideal for our two-night stay. Adam was attentive and easily accessible via text. I would highly recommend this lovely home.
Guest favourite

Home in Hampton Bays
4.89 out of 5 average rating, 95 reviewsHamptons Escape minutes from Beaches and Nightlife
SummerRating, 5 starstoday
Amazing stay defiantly recommend to anyone
Guest favourite

Cabin in Rocky Point
4.89 out of 5 average rating, 476 reviewsGreat little place just for a couple
AmandaRating, 5 starstoday
Marina’s place was exactly as described and just what we needed to be able to stay somewhere with our pups and attend our friend’s wedding. It was very clean and there was a wide range of amenities available! The neighborhood was very quiet and the little outdoor area with fire pit is so cute!
Guest favourite

Home in North Fork
4.91 out of 5 average rating, 11 reviewsPrivate Beach access along the Wine Trail
Robert JRating, 5 stars6 months ago
The house and area were ideal. I had moved from the area the year before I rented Melissa’s home . My partner and I lived just a mile and 1/2 from the rental. He passed away and this was my first time back on the North Fork. Having lived in the area over 30 years it was great to be back. Melissa’s home was perfect close to all my friends and my partner’s family. The house was ideal with 3 levels it was perfectly suited for me and my two dogs to have our space and my two housemates had their own space. I look forward to possibly renting her home next year as well.
Quick stats about holiday rentals in Montauk
Total rentals
870 properties
Total number of reviews
20K reviews
Family-friendly rentals
540 properties are a good fit for families
Pet-friendly rentals
240 properties allow pets
Rentals with a pool
370 properties have a pool
Rentals with dedicated workspaces
420 properties have a dedicated workspace
Destinations to explore
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