Holiday houses in Brewster

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Popular amenities for Brewster holiday rentals

Other great holiday rentals in Brewster

Guest favourite
Apartment in Danbury
5 out of 5 average rating, 8 reviews

Perfect apartment for couples

TatyanaRating, 5 stars4 months ago
Stephany was a great host and responded quickly whenever I sent a message, the home was beautiful and clean. We enjoyed our stay thank you so much !
Top Guest favourite
Home in New Milford
5 out of 5 average rating, 9 reviews

Cozy cottage

VictorRating, 5 stars1 week ago
This is an excellent place! The entire house was very clean and modernized. It contained all of the things you would need for a comfortable stay and more. The location while in the country is not too far from stores and restaurants. The owners are responsive and helpful. We would stay there again in the future wirhout question.
Apartment in Danbury
5 out of 5 average rating, 5 reviews

Modern 2BR | Free Parking + Gym | Prime Location

MartinaRating, 5 stars4 weeks ago
Ashley was great to communicate with, the apartment is beautiful and in a great location Very recommended
Top Guest favourite
Home in Philipstown
5 out of 5 average rating, 8 reviews

Converted Ice House on Fairytale Estate

BrianRating, 5 stars3 days ago
We had a terrific stay at the ice house. It was very peaceful and we enjoyed eating outside next to the pond. It was also very close to Cold Spring so we had plenty to do and see all around. I would highly recommend staying here and cannot wait to do so again!
Home in Brewster
4.62 out of 5 average rating, 117 reviews

The Shades of Grey Lake house

JulianneRating, 5 stars2 months ago
This was our second week long stay at Chee-Chee’s place. He is a great host and the house is spacious and comfortable. Views of Putnam Lake are beautiful and our dogs enjoyed the yard! Thank you!
Guest favourite
Farm stay in Brewster
5 out of 5 average rating, 11 reviews

127 Acres of Relaxing Beauty

RezaRating, 5 stars4 weeks ago
We had a wonderful stay at Kelly’s place! She was an exceptional host—warm, welcoming, and incredibly responsive. We especially appreciated the personal tour of the farm and hearing about its rich history, which added a unique and meaningful touch to our visit. The house itself is full of artistic charm and offers a serene, peaceful ambience—perfect for a relaxing retreat. The only hiccup was that the dishwasher didn’t seem to work despite following the instructions, but that was a minor issue in an otherwise delightful stay. Highly recommend this experience!
Guest favourite
Guesthouse in Wappingers Falls
5 out of 5 average rating, 5 reviews

Spacious Studio Apartment

VeronicaRating, 5 stars2 months ago
It was a nice place very cozy. I felt just at home definitely recommend this place. Thank you again I loved it!!
Top Guest favourite
Home in Pawling
5 out of 5 average rating, 5 reviews

Quaker Hill Cottage

BethRating, 5 stars5 days ago
Ahhhh- what a gorgeous and peaceful retreat that Emilie and Brandon have created. Our family of 4 (2 kids that had a ball here) couldn’t stop gushing about how cozy and very cool the cabin is. The photos do not do the interior of this home justice- it is absolutely gorgeous, yet so comfortable. The setting is stunning! If quiet walks and a gourmet kitchen are on your must have list for a get away, this is your spot!!

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Putnam County
  5. Brewster