Brewster vacation rentals

We found 90 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Brewster to find one that's perfect for your trip. Whether you’re staying in a vacation home with your kids and pets or just with friends, you'll find the best amenities for hanging out with the people that matter most, which might include a fireplace and a washer and dryer. Whatever you're looking for, you'll find a rental to meet everyone's needs, including a place that is accessible or non-smoking.

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Find out more about Brewster

Why visit Brewster

  • Scenic outdoor adventures: Enjoy breathtaking views while exploring nearby lakes, national parks, and urban parks.
  • Charming neighborhoods: Discover family-friendly activities and quaint shops in the local areas.
  • Romantic getaways: Brewster's beautiful scenery provides an ideal backdrop for couples seeking romance.
  • Diverse accommodations: Choose from cozy cottages, stylish apartments, and spacious house rentals for a comfortable stay.
  • Warm local atmosphere: Experience the friendly community and plenty of sunshine throughout your visit.

Popular types of accommodation in Brewster

If you're looking for the perfect getaway in Brewster, you're in the right place. Our top vacation rental options include houses, cozy cottages, and stylish apartments. Whether you need spacious house rentals or beach rentals with stunning views, we've got a variety of suitable amenities to ensure a comfortable stay. Explore Brewster vacation rentals and discover the ideal spot for your next adventure.

  • Houses: The top choice for visitors, offering spacious and comfortable living for families and groups looking to unwind.
  • Apartments: A favored option for solo travelers and couples, providing convenient amenities in a cozy setting.
  • Cottages: Charming and quaint, these rentals give you a rustic feel while enjoying the natural surroundings of Brewster.
  • Cabins: Perfect for nature lovers, these cozy retreats offer a peaceful escape in the woods.
  • Villas: Luxurious accommodations designed for those seeking elegance and extra space during their stay.**

Top attractions in and around Brewster

Brewster, New York, is perfect for outdoor and romantic getaways, offering stunning scenery and a variety of attractions. Visitors can explore beautiful lakes, national and state parks, and urban parks that cater to those seeking outdoor adventures and cultural experiences. Whether you're traveling solo, with family, or as a couple, Brewster provides a charming backdrop for your memorable vacation.

  • Candlewood Lake: A picturesque getaway located 11 miles from Brewster, Candlewood Lake offers serene beach areas and stunning scenery, perfect for a romantic day outdoors or a relaxing picnic with family and friends.
  • Matrix Conference and Banquet Center: Situated 5 miles away, this venue is ideal for business events and conferences, featuring modern facilities and a professional atmosphere, making it a great choice for networking.
  • Brewster Public Library: Located in the heart of Brewster, this family-friendly library is a cultural hub, offering a cozy space for reading, community events, and enriching programs for all ages.

Things to do recommended for couples

Planning a romantic getaway in Brewster? Enjoy skiing at Thunder Ridge Ski Resort, catch a show at Danbury Music Centre, or have fun at The Cave's mini-golf. Each destination is perfect for couples seeking adventure, entertainment, and unforgettable memories together.

Things to do recommended for families

Your family will love exploring Lasdon Park's serene landscapes, just 10 miles from Brewster. For sports enthusiasts, Michie Stadium offers exciting games 18 miles away. Don’t miss For The Love Of Chocolate, a delightful sweet shop 19 miles out, perfect for indulging together.

Things to do recommended for groups

Explore the Danbury Fair Mall for shopping and entertainment, play a round at the Centennial Golf Club, or enjoy a performance at the Ridgefield Playhouse for a cultural experience. These activities are perfect for group travelers looking to make lasting memories in Brewster.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Brewster

If you're traveling with a group, your family, or even bringing your pets along for a longer stay, it's important to apply the right filters based on your priorities. Here are some helpful booking tips for Vrbo to assist you.

  • Traveling to Brewster with a group: Think about how many bedrooms you require, as well as features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to Brewster with young kids: Traveling with little ones can present its own set of challenges. It’s important to prioritize their comfort and safety, along with amenities that are suitable for their age, like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Brewster: For many families, a vacation isn't truly satisfying unless their furry companion is along for the adventure. If this resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly properties come equipped with feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Brewster: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search for the perfect getaway.

Where to stay in and around Brewster

Brewster, New York, offers a charming blend of outdoor adventure and scenic beauty, perfect for romantic getaways or family vacations. Explore nearby neighborhoods for family-friendly activities, budget-friendly options, and stunning beaches. Discover picturesque views while enjoying Brewster house rentals or even MA vacation rentals. From quaint shops to recreational parks, Brewster provides a warm atmosphere filled with friendly locals and plenty of sunshine, making it an ideal destination for your next getaway.

  • Danbury: Located 8 miles from Brewster, Danbury is a vibrant city known for its outdoor recreation and scenic beauty. Visitors are drawn to Danbury for its extensive shopping options, including a large shopping mall center, as well as various educational venues. Nature lovers can explore nearby lakes and parks, providing picturesque spots for picnicking and relaxation. The city also hosts a lively tourist precinct and event conference venues, making it a perfect destination for both leisure and business travelers.
  • Carmel: Just 4 miles from Brewster, Carmel is a charming city that offers an enchanting blend of outdoor activities and romantic scenery. Known for its ski fields and resorts, Carmel is a winter wonderland for skiing enthusiasts. During the warmer months, visitors can enjoy the area's beautiful lakes and serene beaches, as well as the expansive national state park nearby. The picturesque landscapes and tranquil environment make Carmel an ideal getaway for couples and families alike.
  • Peach Lake: Nestled within the Brewster area, Peach Lake is a quaint village perfect for those seeking a romantic and scenic atmosphere. This charming destination offers various outdoor activities, including skiing at nearby resorts and shopping at local areas. The village is surrounded by a beautiful lake and family-friendly beaches, providing plenty of opportunities for relaxation and recreation. Peach Lake's serene environment makes it a hidden gem for visitors looking to unwind and enjoy nature.

Best time to go to Brewster

If you're planning a trip to Brewster, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April to May and July, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January28.2°F (-2.1°C)Light RainMostly SunnySlightly LowSlightly Low
February30.0°F (-1.1°C)Light RainMostly SunnyAverageAverage
March37.2°F (2.9°C)Light RainMostly SunnyAverageSlightly Low
April48.4°F (9.1°C)Light RainMostly SunnySlightly HighSlightly Low
May59.0°F (15.0°C)Light RainMostly SunnySlightly HighAverage
June67.3°F (19.6°C)Light RainMostly SunnyAverageSlightly High
July73.8°F (23.2°C)Light RainMostly SunnySlightly HighSlightly High
August72.0°F (22.2°C)Light RainMostly SunnyAverageSlightly High
September64.9°F (18.3°C)Light RainMostly SunnyAverageAverage
October54.3°F (12.4°C)Light RainMostly SunnyAverageAverage
November42.4°F (5.8°C)Light RainMostly SunnySlightly LowAverage
December34.5°F (1.4°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is a breeze

Are you eager to save money on your upcoming trip? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, if you consider booking a longer stay, you could enjoy considerable savings. To discover a Vrbo property that aligns with your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers a user-friendly platform to help you plan new trips, continue from where you left off, or manage your travel arrangements. You can easily find your saved or booked properties organized into categories like Potential, Upcoming, or Current Trips. To begin utilizing Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Why people love visiting friendly Brewster

Enjoy the entertainment and other features of Brewster. Well-liked for its shopping, restaurants and wildlife, this city is both welcoming and relaxing. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Brewster

Are you hoping to discover attractions to visit in the city? Venture out of your cozy vacation rental and experience everything that Brewster has to offer. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Centennial Golf Club (2.9 mi / 4.7 km)
  • Richter Park Golf Course (5.2 mi / 8.3 km)
  • Putnam County Golf Course (7.4 mi / 11.9 km)
  • Thunder Ridge Ski Resort (7.9 mi / 12.7 km)
  • Beekman Golf Course (15.8 mi / 25.5 km)
  • Fishkill Golf Course (16.6 mi / 26.7 km)

Exploring the natural features in Brewster

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Brewster is a great spot to appreciate mother nature. These are some of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Ives Concert Park (6.1 mi / 9.8 km)
  • Lake Mahopac (6.5 mi / 10.5 km)
  • Tarrywile Park and Mansion (8.6 mi / 13.9 km)
  • Hatters Park (8.8 mi / 14.2 km)
  • Bear Mountain Reservation (8.9 mi / 14.4 km)
  • Candlewood Lake (10.9 mi / 17.6 km)

Transportation to and around Brewster

The nearest airport is in Danbury, CT (DXR-Danbury Municipal), located 7 mi (11.3 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to Westchester County Airport (HPN), which is 23.1 mi (37.2 km) away.

If you prefer train travel, make your way to Brewster Train Station or Southeast Station and explore the city from there.

Frequently asked questions

What is the best area to stay in Brewster, New York, United States of America when booking a vacation rental?
When planning a vacation rental in Brewster, New York, one of the best areas to consider is the charming neighborhood around Lake Tonetta. This tranquil spot offers picturesque views and a serene atmosphere, making it ideal for those seeking relaxation amidst nature. The lake itself is a fantastic attraction, superb for fishing, kayaking, or simply enjoying a peaceful day by the water.

Another appealing neighborhood is the area near the Brewster Train Station, which provides easy access to nearby attractions and transportation options. This location is convenient for exploring the Hudson Valley and is close to the Brewster Historical Society, where visitors can dive into the rich local history.

In terms of vacation rentals, Brewster has a delightful mix of options, ranging from cozy cabins to spacious homes.
How much does it cost to rent a vacation home in Brewster?
Prices for vacation rentals in Brewster vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Brewster to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Brewster vacation house rentals?
You can find great discounts on house rentals in Brewster on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of vacation rental accomodation in Brewster?
In Brewster, cottages are among the most popular vacation rental options, with several available in charming neighborhoods close to local parks and the scenic lakes of the area. These cozy accommodations typically feature rustic decor, fully equipped kitchens, and comfortable living spaces, making them superb for travelers seeking a homey atmosphere. Additionally, apartments and villas are also present in Brewster, providing a variety of choices for different group sizes. Many of these properties come with outdoor areas, allowing guests to enjoy the natural beauty of Brewster while relaxing after a day of exploration.
Are there any family house rentals in Brewster?
In Brewster, New York, there are several family-friendly house rentals available, making it an excellent choice for families looking to explore the area. Many of these homes are located in quiet neighborhoods, providing a peaceful atmosphere while still being close to various attractions. Visitors can expect spacious living areas and full kitchens that cater to family needs, allowing for shared meals and quality time together.

Additionally, many properties feature outdoor spaces, which are great for kids to play and for families to enjoy barbecues or simply relax in the fresh air. Brewster is conveniently situated near recreational opportunities, including parks and nature trails, making it easy to engage in outdoor activities.
Can I rent a vacation home with a pool or hot tub in Brewster?
In Brewster, New York, there are several vacation homes available for rent that feature pools or hot tubs. This charming town, located in the scenic Hudson Valley, offers a variety of properties that cater to those seeking relaxation and leisure. Many of these rentals come equipped with private pools, hot tubs, and outdoor spaces ideal for enjoying the picturesque surroundings. Travelers can expect amenities such as fully equipped kitchens, spacious living areas, and outdoor patios, great for entertaining or unwinding after a day of exploring the nearby natural beauty.
Can I find long-stay vacation rentals in Brewster?
A long-stay vacation rental in Brewster is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Brewster?
In Brewster, there are several pet-friendly house rentals available, making it a great choice for travelers looking to bring their furry companions along. Many of these rentals feature spacious layouts, fully equipped kitchens, and outdoor areas such as patios or yards where pets can roam freely. The area offers a charming suburban atmosphere with easy access to local parks and nature trails, superb for walks and outdoor activities with pets.

Not far from the rentals, travelers can explore the scenic trails of the nearby Appalachian Trail or visit local parks like the Brewster Park, which provide ample space for pets to enjoy.
Are there any remote work vacation rentals in Brewster?
In Brewster, New York, there are several remote work vacation rentals available, making it a suitable destination for those looking to blend work and leisure. Many of these properties are equipped with essential amenities such as dedicated workspace, desks, and free Wi-Fi, ensuring that you can stay productive during your stay.

The area is known for its serene environment, with options ranging from cozy cabins to spacious homes, ideal for remote workers seeking comfort and tranquility. Additionally, Brewster offers access to nearby parks and recreational areas, providing opportunities for relaxation and outdoor activities after work hours. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Brewster vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Brewster with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Brewster?
In Brewster, popular vacation rental amenities include cozy fireplaces, which create a warm atmosphere for guests to unwind, especially during cooler months. Most rentals come equipped with kitchens, allowing travelers to prepare their own meals and enjoy the comforts of home. Many properties feature patios, offering outdoor spaces where guests can relax and enjoy the surrounding nature. Additionally, some rentals provide books for leisurely reading and coffee or tea makers for a refreshing start to the day.
When is the best time to visit Brewster for a vacation rental?
The peak season for visiting Brewster is from May to July, with July being the most popular month for travelers seeking a delightful vacation experience. During this vibrant time, visitors can enjoy the warm summer weather, typically ranging from the mid-60s to mid-80s Fahrenheit, making it ideal for outdoor activities such as hiking, kayaking, and exploring the scenic beauty of the Hudson Valley.

This lively summer atmosphere attracts travelers, providing plenty of opportunities for sightseeing and connecting with nature. Brewster's proximity to attractions like the Appalachian Trail and the beautiful lakes in the area enhances the appeal for those looking to enjoy a mix of relaxation and exploration.

For those who prefer a quieter experience or are looking for better value, consider visiting in November. This month offers a serene atmosphere, making it great for leisurely strolls and enjoying the fall colors in the surrounding woods while avoiding the busier crowds.

Ultimately, your ideal visit to Brewster will depend on whether you prefer the bustling energy of the peak season or the tranquility of the shoulder months.
How early should I book a Brewster vacation rental?
Book your Brewster vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Brewster, New York, United States of America?
In Brewster, New York, visitors can enjoy a variety of attractions that highlight the area's natural beauty and local culture. One of the main draws is the scenic Brewster Heights, where hiking trails provide stunning views of the surrounding landscape. The nearby Putnam County Veterans Memorial Park offers recreational opportunities, including walking paths and picnic areas, making it a great spot for outdoor activities.

For those interested in history, the Brewster Historical Society is an excellent place to learn about the local heritage and the town's development. Additionally, the charming downtown area features quaint shops and cafes, great for a leisurely stroll. The nearby Southeast Museum also provides insight into the region's history, showcasing various exhibits and events throughout the year.

Nature enthusiasts can explore the nearby Lake Tonetta, which offers fishing and kayaking opportunities, along with serene spots for relaxation.
Can I change or cancel my Brewster home rental booking on Vrbo?
To find Brewster vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Brewster vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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