Brewster vacation rentals

We found 91 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.

Vacation rentals with weekly discounts - Brewster

Showing deals for:Oct 10 - Oct 17
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more
  • More for less

    More space, more privacy, more amenities — more value
  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Brewster

Why visit Brewster

  1. Scenic Outdoor Adventures: Brewster is perfect for outdoor enthusiasts, featuring picturesque lakes and nature reserves.
  2. Charming Neighborhoods: Explore welcoming areas like North Broadway and Haverstraw Village for local culture and activities.
  3. Romantic Getaway: The serene landscapes make Brewster an ideal destination for couples seeking a romantic escape.
  4. Variety of Accommodations: Choose from cozy cottages, modern apartments, or private vacation homes for a stress-free stay.
  5. Budget-Friendly Experiences: Enjoy the area's attractions and activities without breaking the bank.

Popular types of accommodation in Brewster

Looking for the perfect getaway in Brewster, NY? You’re in the right place! Our vacation rentals feature a variety of accommodations, including houses, cozy cottages, and modern apartments. Whether you’re searching for houses for rent or specific listings for Brewster NY homes, we provide all the essential information you need to make your stay enjoyable and stress-free. Explore your options and find the ideal retreat today!

  • Houses: The top choice for guests in Brewster, offering spacious accommodations perfect for families or groups.
  • Apartments: A great option for solo travelers or couples, these rentals provide a comfortable and convenient stay.
  • Cottages: Ideal for those seeking a quaint and charming atmosphere, perfect for a relaxing getaway.
  • Cabins: A favorite among nature enthusiasts, these rustic retreats provide a cozy escape.
  • Villas: Luxurious and spacious, villas offer an upscale experience for those looking for indulgence.**

Top attractions in and around Brewster

Brewster, New York, is an ideal destination for outdoor enthusiasts and those seeking a romantic getaway. With its picturesque lakes, national and state parks, and nature reserves, there's plenty to explore. Visitors can enjoy a variety of activities that highlight the area's natural beauty and cultural experiences, making it perfect for solo travelers, couples, or families looking to immerse themselves in scenic landscapes.

  1. Candlewood Lake: A picturesque escape known for its romantic ambiance and stunning scenery. Enjoy outdoor activities like boating and swimming, or relax on the sandy beaches surrounded by nature.
  2. Matrix Conference and Banquet Center: A versatile venue perfect for business events and conferences, featuring modern facilities that cater to professional needs while providing a sophisticated atmosphere.
  3. Brewster Public Library: A welcoming space for families, this library offers a diverse range of cultural programs and resources, making it a hub for community engagement and learning.

Things to do recommended for couples

Experience romance in Brewster with thrilling adventures at Thunder Ridge Ski Resort, just 8 miles away, or enjoy enchanting performances at the Danbury Music Centre, 9 miles from your stay. For a touch of romance, visit DiGrazia Winery, located 14 miles away, and savor delightful wines together.

Things to do recommended for families

Families visiting Brewster can unwind at Lasdon Park, just 10 miles away, enjoying its relaxing atmosphere. For sports enthusiasts, Michie Stadium is 18 miles away, perfect for catching a game. Don’t miss For The Love Of Chocolate, located 19 miles away, where sweet treats create a delightful family experience.

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

When traveling with a group, family, pets, or planning for an extended stay, it’s important to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Brewster with a group: Think about how many bedrooms you require, as well as features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and much more on Vrbo.
  • Traveling to Brewster with young kids: Traveling with young children 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 attractions that are friendly for families.
  • Taking your pets with you to Brewster: For many families, a vacation isn’t truly fulfilling without their furry companion by their side. If you can relate, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and cozy beds, ensuring that every member of the family feels at home.
  • Planning for a long term stay visiting Brewster: If you’re seeking vacation rentals for a month or longer at great rates, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search!

Where to stay in and around Brewster

Brewster, New York, offers a charming blend of outdoor adventures and scenic beauty, perfect for a romantic or family-friendly vacation. Explore nearby neighborhoods like North Broadway and Haverstraw Village, where you can enjoy a welcoming atmosphere and recreational activities. With walking distance access to various attractions, Brewster is an ideal base for discovering the surrounding area's sunny weather and budget-friendly experiences. Embrace the friendly vibe as you create lasting memories in this delightful region.

  • Danbury: Located 8 miles away from Brewster, Danbury is a vibrant city that offers a perfect blend of outdoor activities and urban charm. Visitors are drawn to its scenic landscapes and romantic spots, making it an ideal destination for couples and adventure seekers alike. Danbury boasts an array of attractions, including a shopping mall center and various educational venues. Nature enthusiasts can explore beautiful lakes and the bustling tourist precinct, while those looking for events can find numerous conference venues. With its welcoming atmosphere and diverse experiences, Danbury is a must-visit during your stay.
  • Carmel: Just 4 miles from Brewster, Carmel is a charming city known for its outdoor activities and stunning scenery. It attracts travelers looking for romance and adventure, especially during the winter months when the ski fields and resorts come alive. Carmel is home to several beautiful lakes and a picturesque beach, perfect for a relaxing day by the water. The nearby national state park offers a plethora of hiking trails and wildlife watching opportunities, making Carmel a great spot for nature lovers and those seeking a peaceful retreat.
  • Peach Lake: Nestled in the Brewster area, Peach Lake is a quaint village that provides visitors with a serene escape into nature. Known for its outdoor charm and romantic ambiance, Peach Lake invites travelers to enjoy activities like skiing and shopping in its local area. The village features a lovely family beach, perfect for a day of sun and fun. With its beautiful lake and scenic surroundings, Peach Lake is an ideal destination for families and couples looking to unwind and enjoy the great outdoors.

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

Looking to save on your next vacation? Consider being flexible with your travel dates, as costs can fluctuate. Also, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental.

Unlock savings with One Key

When you reserve an eligible Vrbo for your group getaway, you'll receive OneKeyCash™ on the total booking amount. Being the organizer truly has its benefits! Enroll in our One Key rewards program to unlock exclusive member discounts and earn OneKeyCash™ on qualifying stays. Sign up today and begin reaping the rewards.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers a user-friendly platform where you can easily plan new trips, resume your previous arrangements, or organize all your travel plans in one place. You'll find your saved or booked properties neatly sorted into categories such as Potential, Upcoming, or Current Trips. To begin exploring the benefits of 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:

  • 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)
  • SplashDown Beach (18.2 mi / 29.3 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)
  • Lake Dutchess (8.7 mi / 14.1 km)
  • Bear Mountain Reservation (8.9 mi / 14.4 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 most popular type of vacation rental accommodation in Brewster?
Based on our data, cottages are the most in-demand vacation rental type in Brewster. But naturally, everyone's idea of an awesome trip differs. Vrbo has vacation homes with every size, shape and budget in mind, and we'll help you find your perfect match.
How much does it cost to rent a vacation rental in Brewster?
The average price for a vacation rental in Brewster is based on a number of factors, like property type, length of stay and time of year. Whether you're searching for a sprawling villa with lots of space or a cozy cottage for just you and the kids, just enter your dates of travel to view stays with unbeatable value.
How much does it cost to rent a beach house in Brewster?
When you travel and the style and size of the property will help determine the cost of your beachside vacation rental. Type in your Brewster travel dates to see your options on Vrbo. Can't live without a hot tub, or maybe a private pool? Use our filters to choose the amenities and features you want in your rental.
Are there pet-friendly vacation rentals in Brewster?
Yes, there are. You'll have a choice of five vacation rentals that cater to pets in Brewster. Some of our pet-friendly vacation rentals come with an outdoor space for your four-legged friend to have fun in, complimentary treats, special dog beds and proximity to parks or green space. Apply the "Pets allowed" filter to find your pawfect vacation home on Vrbo.
Can I rent a house with a pool in Brewster?
Mark the "pool" box in our filter tool and you can choose from two houses with private pools in Brewster on Vrbo. Lazy soak or races and ball games? Leisure activities are up to you when your Vrbo vacation home has a swimming pool.
What are popular rental amenities in Brewster?
When it comes to rental amenities that guests are searching for in Brewster, a nearby river, a water view and a swimming pool are at the top of the list. With Vrbo vacation rentals, you'll enjoy choices to match your taste and style, whether you're planning to get away with your partner, family members or even pets.
Are there large group vacation rentals in Brewster?
With two vacation rentals that can host 10 guests or more in Brewster, you don't have to keep anyone off the invite list. From family get-togethers to special events like weddings and birthday parties, Vrbo will help you find a large group rental that fits the occasion.
Are there vacation rentals in Brewster that welcome kids?
With four family-friendly vacation rentals to select from in Brewster, now is a fantastic time to introduce the little ones to the magic of travel. Simply click on our "Properties good for families" filter to find stays packed with amenities ideal for traveling families, like living rooms, pools, entertainment areas and bunk beds.
What are the top attractions for families in Brewster?
If you're looking for some fun for all the family near the center of Brewster, plan a visit to Brewster Public Library.
Are there vacation rentals with WiFi in Brewster?
Whether you want to keep up with the latest headlines, send a few emails or surf your social networks, there are three vacation homes with WiFi in Brewster. Check the "WiFi" box when searching on Vrbo and stay connected on your vacation.
How can I find vacation rentals with air conditioning in Brewster?
Choose from three Vrbo vacation rentals with air conditioning in Brewster giving you that gentle, cool breeze and extra touch of comfort. Enter your preferred dates of travel and then use our filters to search for stays with air conditioning.
How old do you have to be to rent a vacation rental in Brewster?
The minimum age requirements can differ across properties on Vrbo, so be sure to look at the rules of the vacation rental in Brewster you want. But typically, it's 16, 18 or 21.
How long can I rent a vacation rental in Brewster for?
It's down to the Brewster property. To look over a list of options offering extended stays, simply enter your dates and number of people into the Vrbo search page. You can look forward to having the whole property to yourself, along with home comforts such as a kitchen, air conditioning and a backyard to run around in. Be on the lookout for any long-term stays that offer weekly or monthly discounts.
Does Vrbo offer discounts for vacation homes in Brewster?
In Brewster, you'll find amazing deals and discounts for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you're wanting a mini escape or an extended stay, we offer a variety of options to suit your needs and budget.

More Vacation Rentals ideas

People also search for