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.

Holiday rentals with weekly discounts - Brewster

Showing deals for:Feb 5 - Feb 12

Image gallery for The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.

Autumn at the cottage, leaves from our favorite tree a Red Maple.
10 out of 10, Exceptional, (18 reviews)
Exceptional
(18 reviews)

The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.

Brewster

30% off
Price is CA $260
CA $2,264 total
Total includes taxes & fees
The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.

Find spaces that suit your style

Find out more about Brewster

Why visit Brewster

  • Outdoor Adventures: Brewster is a haven for outdoor enthusiasts, offering scenic lakes, parks, and nature reserves for hiking, biking, and wildlife viewing.
  • Charming Streets: Stroll through Brewster’s picturesque streets, filled with quaint shops and local eateries, perfect for a leisurely day out.
  • Family-Friendly Activities: Enjoy a variety of family-oriented attractions that cater to all ages, ensuring fun for everyone.
  • Romantic Getaways: Brewster’s serene landscapes provide the ideal backdrop for a romantic escape, with opportunities for peaceful picnics and sunset views.
  • Nature Tours: Enhance your experience by booking guided tours that highlight the area’s natural beauty and cultural heritage.

Popular types of accommodation in Brewster

Brewster offers an array of holiday rentals perfect for your next getaway. Whether you're looking for a cozy cottage, a spacious private holiday home, or a convenient apartment, there's something to suit every traveler's needs. Explore enticing Brewster holiday packages that provide savings and transparency, ensuring you have the best experience. With a variety of options available, you're sure to find the ideal holiday rental in Brewster for your adventure.

  • Private Holiday Homes: The top choice for visitors in Brewster, these spacious residences offer a home-like atmosphere, perfect for families or groups.
  • Apartments: A popular option for couples and solo travellers, these accommodations provide convenience and comfort in one package.
  • Cottages: These quaint and charming rentals offer a cozy retreat, ideal for those seeking a peaceful getaway.
  • Cabins: Rustic and nestled in nature, cabins are perfect for those looking to connect with the outdoors.
  • Condos: Offering modern amenities and facilities, condos are a great choice for visitors wanting a more urban experience.**

Top attractions near Brewster

Brewster, New York, is a charming destination perfect for outdoor enthusiasts and families seeking a romantic getaway. With its scenic lakes, national and state parks, and nature reserves, Brewster offers a variety of attractions that highlight its natural beauty and cultural experiences. Visitors can enjoy sightseeing tours and exciting adventures while exploring the area. Don't miss the opportunity to immerse yourself in Brewster's lovely landscapes and book a tour to enhance your holiday experience.

  • Candlewood Lake: A stunning lake offering beautiful beaches and scenic views, perfect for outdoor activities and romantic strolls along the shore.
  • New Life Christian Church: A place of worship that embraces culture, providing a welcoming atmosphere and community events that highlight local traditions and values.
  • Squantz Pond State Park: A national state park renowned for its adventurous hiking trails and breathtaking scenery, ideal for nature lovers and outdoor enthusiasts.

Things to do recommended for couples

Discover romance in Brewster. Enjoy a scenic walk around the beautiful lakes, or share a cozy dinner at a charming local bistro. For a memorable experience, take a leisurely hike together in the nearby state parks, surrounded by nature's beauty.

Things to do recommended for families

Families visiting Brewster can enjoy a day at the nearby Bear Mountain State Park, where kids can hike, picnic, and explore the zoo. Additionally, the Brewster Ice Arena offers skating fun for all ages, making it a perfect family-friendly outing.

Things to do recommended for groups

Explore the scenic beauty of Brewster by hiking the nearby Appalachian Trail or enjoy a fun-filled day at the Brewster Ice Arena. Gather your group for a wine tasting tour at local vineyards or visit the historic Brewster Village for charming shops and dining options.

*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 planning a trip with a group, your family, or even bringing along your pets, or if you're considering longer stays, it's important to filter your options based on your key priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Brewster with a group: Think about how many bedrooms you'll require, as well as features like a full kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Brewster with young kids: Travelling with young children can present its challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that cater to families.
  • Taking your pets with you to Brewster: For many, a family getaway wouldn't be the same without their furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Brewster: If you're in search of vacation rentals that offer great deals for stays of a month or more, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly accommodations. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in and around Brewster

Embark on an unforgettable holiday in Brewster, New York, where outdoor adventures and family-friendly experiences await. Explore the charming streets and lush parks, perfect for recreation and relaxation. Discover nearby attractions that offer a delightful blend of nature and community vibes, ideal for both romantic getaways and family outings. With its sunny weather and welcoming atmosphere, Brewster promises an ultimate holiday filled with wildlife viewing and memorable moments.

  • Carmel: Located merely 6km from Brewster, Carmel is a charming city that beckons outdoor enthusiasts and couples seeking a romantic getaway. With its stunning scenery, visitors can indulge in various activities, including skiing and exploring recreational areas. Nature lovers will appreciate the proximity to beautiful lakes, a national state park, and serene beaches, making it a perfect spot for a day trip or a weekend retreat.
  • Peach Lake: Nestled within the Brewster area, Peach Lake is a quaint village that offers a delightful escape for those looking to immerse themselves in nature. Known for its picturesque landscapes, it’s an ideal destination for romantic outings and outdoor adventures. Visitors can enjoy local theatres and skiing, while the nearby lake, river, and beach provide ample opportunities for relaxation and exploration.
  • Mahopac: About 10km from Brewster, Mahopac is a vibrant city that captivates tourists with its outdoor beauty and recreational options. It’s a perfect destination for those who enjoy skiing, golfing, and soaking in scenic views. The area is dotted with inviting lakes, a national state park, and lovely beaches, making it an excellent choice for both adventure seekers and those looking to unwind in a picturesque setting.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 hoping to save on your next getaway? Being flexible with your travel dates can help, as prices often vary. Additionally, opting for a longer stay typically leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to narrow down options by price, location, and type of vacation rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers a user-friendly platform for planning your next getaway, allowing you to seamlessly continue from where you last stopped or manage your travel arrangements. You can easily access your saved or booked properties, which are organized into categories such as Potential, Upcoming, or Current Trips. To begin utilizing the Trip Boards, simply visit: https://www.vrbo.com/en-ca/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:

  • Putnam County Golf Course (7.4 mi / 11.9 km)
  • Thunder Ridge Ski Resort (7.9 mi / 12.7 km)
  • Fishkill Golf Course (16.6 mi / 26.7 km)
  • SplashDown Beach (18.2 mi / 29.3 km)
  • Wells Park (0.2 mi / 0.4 km)
  • Centennial Golf Club (2.9 mi / 4.7 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:

  • Lake Mahopac (6.5 mi / 10.5 km)
  • Tarrywile Park and Mansion (8.6 mi / 13.9 km)
  • Bear Mountain Reservation (8.9 mi / 14.4 km)
  • Rogers Park (9.2 mi / 14.8 km)
  • Candlewood Lake (10.9 mi / 17.6 km)
  • Whaley Lake (11.4 mi / 18.3 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 when booking a vacation rental?
When considering a vacation rental in Brewster, New York, the area around the town centre is particularly appealing. This neighbourhood offers a charming small-town atmosphere, making it a great base for exploring the surrounding region. Here, you'll find a variety of properties ranging from cozy cottages to spacious homes, suiting different preferences and group sizes.

One of the highlights of staying in this area is its proximity to the scenic Brewster Train Station, which is not only a functional transport hub but also a lovely spot to appreciate the local architecture. A short drive away, you can enjoy the picturesque lakes and hiking trails at nearby parks, great for outdoor enthusiasts. Additionally, the town is close to the stunning Putnam County Golf Course, which is a fantastic attraction for those looking to enjoy a round of golf amidst breathtaking views.

The neighbourhood also provides convenient access to local shops and eateries, allowing visitors to immerse themselves in the community's culture.
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 travelling 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.
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 the most popular type of vacation rental, with several available throughout the area. These charming properties often feature rustic interiors, cosy living spaces, and fully equipped kitchens, making them ideal for a home-away-from-home experience. Many cottages are set in picturesque surroundings, allowing guests to enjoy the natural beauty of the region.

Apartments are also commonly found in Brewster, providing a more compact option for travellers. These typically include essential amenities such as kitchen facilities and comfortable seating areas, superb for couples or solo adventurers. Additionally, there are several villas available, offering spacious rooms that often come with multiple bedrooms and outdoor spaces for relaxation.
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 those travelling with children. The town is surrounded by beautiful natural landscapes and offers easy access to recreational activities. Many of these homes feature spacious interiors, full kitchens, and outdoor areas, great for family gatherings and barbecues.

Visitors can enjoy amenities such as Wi-Fi, air conditioning, and sometimes even game rooms or private gardens, providing plenty of space for kids to play. The nearby Putnam County offers various outdoor activities, including hiking trails and parks, which are ideal for family outings. Additionally, Brewster's charming downtown area features shops and dining options, enhancing the family experience.
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 and hot tubs, making it an appealing destination for travellers seeking relaxation and recreation. The area is known for its beautiful natural surroundings and proximity to scenic spots such as Lake Gleneida, where visitors can enjoy outdoor activities.

Many of the vacation rentals in Brewster offer amenities like private swimming pools, hot tubs, and spacious outdoor areas, great for unwinding after a day of exploring the local attractions. Additionally, these properties often come equipped with full kitchens and comfortable living spaces, suiting families or groups looking for a home away from home.
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. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Brewster?
In Brewster, there are several pet-friendly house rentals available, making it a great choice for travellers looking to explore the area with their furry companions. Many of these vacation homes come equipped with amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, providing a welcoming environment for both guests and pets.

The town is conveniently located near several parks, including the scenic Brewster Park, which offers walking paths and open spaces ideal for pet exercise and play. Additionally, the nearby Putnam County Trailway provides a lovely setting for walking or biking, allowing pets to enjoy the outdoors alongside their owners.
Are there any remote work vacation rentals in Brewster?
In Brewster, New York, there are approximately 12 vacation rentals that cater to remote workers, providing a conducive environment for those needing to balance work and leisure. Many of these properties are equipped with essential amenities such as high-speed Wi-Fi, dedicated desk spaces, and comfortable work areas, ensuring a productive atmosphere.

The picturesque surroundings of Brewster offer a peaceful retreat, with opportunities for outdoor activities like hiking in the nearby Appalachian Trail or enjoying the scenic views around the local lakes. Additionally, the charming town centre features quaint shops and eateries, adding convenience for those working remotely while also wanting to explore the local culture. 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 travellers 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 rental amenities include cosy fireplaces, fully equipped kitchens, and inviting patios, making for a comfortable and home-like atmosphere. Many properties also feature books for leisurely reading and coffee or tea makers to enjoy a warm beverage while relaxing.
When is the best time to visit Brewster for a vacation rental?
The peak season for visiting Brewster typically spans from May to July, with July being the most popular month for vacation rentals. During this time, the warm weather invites visitors to partake in outdoor activities like hiking, biking, and exploring the beautiful nearby parks, making it an ideal period for travellers.

In July, you can expect delightful temperatures ranging from the mid-teens to mid-twenties Celsius, great for enjoying the scenic beauty of the area and engaging in leisurely pursuits, such as picnicking by the lakes or exploring local nature trails. The vibrant setting during this peak season is enhanced by community events and festivals, making it a lively time to experience Brewster's charm.

If you're looking for a more budget-friendly option, consider visiting in November. This month offers a serene atmosphere, allowing you to enjoy the tranquil beauty of Brewster without the hustle and bustle of peak tourist traffic. The crisp autumn air and stunning fall foliage create a picturesque setting for leisurely walks and scenic drives, all while benefiting from lower rental prices.
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?
In Brewster, visitors can enjoy a mix of natural beauty and local charm. One of the main attractions is the nearby Candlewood Lake, great for outdoor activities such as fishing, boating, and picnicking along its scenic shores. The town is also home to the Brewster Historical Society, which offers insights into the area's rich history and heritage.

For those interested in nature, the nearby Putnam County Trailway provides excellent walking and biking paths through beautiful landscapes. The Appalachian Trail, accessible from Brewster, offers hiking opportunities with stunning views and a chance to explore the great outdoors.

Additionally, Brewster's quaint downtown area features local shops and eateries, providing a glimpse into the community's vibrant setting.
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 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 travellers 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 cosy cabin or a beach house, 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.

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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, 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 organising 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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