Discover Your Perfect Brewster Vacation Homes

Brewster Luxury Rentals

See More Brewster Luxury Vacation Rentals
Find More Brewster Villas, Resorts, & Rentals on BedroomVillas

Why Choose Rent By Owner for your Brewster Vacation Rental Homes?

What makes our Vacation Rentals special?

image
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
image
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
image
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Brewster Vacation Rentals

Where are the best neighborhoods to stay in Brewster?

When planning your stay in Brewster, Massachusetts, choosing the right neighborhood can enhance your vacation experience. The area offers a variety of charming neighborhoods that provide convenient access to local beaches, scenic parks, and cozy dining spots. Whether you prefer a peaceful, family-friendly community or a lively locale with easy access to outdoor activities, Brewster's neighborhoods are designed to cater to diverse preferences. Exploring these neighborhoods allows you to find the perfect setting for your ideal getaway, ensuring your trip to this beautiful part of Cape Cod is both relaxing and memorable.

Sea Pines

Situated near the scenic coastlines, this neighborhood offers a peaceful retreat with easy access to tranquil beaches and nature trails, making it ideal for relaxing getaways in Brewster.

View 955+ Rentals in Sea Pines

West Brewster

Known for its charming atmosphere and quiet streets, West Brewster provides a cozy setting perfect for exploring local sights while enjoying the comfort of well-appointed vacation rentals.

View 711+ Rentals in West Brewster

Best Times to Visit Brewster

When should you plan your Vacation Rentals stay?

Knowing the ideal time to visit here can help you make the most of your stay, whether you're seeking a lively summer escape or a peaceful off-season retreat in this charming area of Massachusetts.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, this destination experiences its peak season with warm weather and vibrant outdoor activities, making it an ideal time to book your vacation rentals in the region.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 65°F
autumn
Fall (September to October)

The early fall offers pleasant temperatures and colorful foliage, attracting visitors seeking a picturesque escape and serene atmosphere for their stay in the area.

Average Temperature Daytime: 70°F to 75°F - Nighttime: 50°F to 55°F

Off-Season Highlights

image
Winter (December to February)

In winter, the region sees fewer travelers as cooling temperatures and quiet landscapes create a peaceful environment, perfect for those seeking solitude or cozy getaways in comfortable accommodations.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 25°F
image
Spring (March to May)

Springtime brings mild weather and blooming landscapes, though visitor numbers tend to be lower before the busy summer season begins, offering a quieter experience when booking your stay here.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 40°F to 45°F

Weekly Weather Forecast for Brewster

How to Book Your Brewster Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Brewster

More Top-Rated Vacation Rentals in Brewster Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor dining on a spacious patio or deck, perfect for soaking up the sun and relaxing in the fresh air.
  • Take advantage of private or shared outdoor pools to cool off during warm summer days.
  • Explore well-maintained gardens or landscaped yards that offer a tranquil setting for leisure and outdoor activities.
  • Make the most of outdoor grill facilities for family barbecues and cookouts under the open sky.
  • Relax by cozy fire pits or outdoor fireplaces, ideal for evening gatherings and marshmallow roasting.
  • Utilize on-site tennis or basketball courts available at many properties in the region for active recreation.
  • Benefit from easy access to nearby beaches or waterfront areas, perfect for swimming, kayaking, or simply soaking up the coastal scenery.

Top Attractions Around Brewster

What attractions are nearby?

While staying here, you can explore a variety of outdoor activities and scenic attractions that highlight the natural beauty and charm of Brewster, Massachusetts, ensuring a memorable and engaging visit in this picturesque region.

image
image

Family Activities

  • Bay View Beach: Spend a fun-filled day with your family at this scenic beach, perfect for swimming, picnicking, and building sandcastles along the coast.
  • Heritage Museums & Gardens: Explore lush gardens and intriguing exhibits that engage children and adults alike, making it a delightful stop in the area.
  • Captain's Cove Adventure Golf: Enjoy friendly competition on this engaging mini-golf course, offering entertainment for families seeking outdoor fun in the region.
  • Nickerson State Park: Immerse yourself in nature with activities like hiking, biking, and fishing amidst the peaceful surroundings of this popular park here.
image

Adult Activities

  • Visit the Brewster Historical Society Museum: Explore local history and learn about the area's heritage through engaging exhibits and collections.
  • Relax at the Cape Cod Rail Trail: Enjoy scenic biking or walking along this popular trail that showcases the natural beauty of the region.
  • Participate in a Whale Watching Tour: Experience the thrill of spotting majestic whales and marine life just offshore from the coast here.
  • Discover Nature at Nickerson State Park: Engage in outdoor activities like hiking, fishing, or picnicking within this lush state park nestled in the region.

Other Places to Stay in Brewster, MA

Stony Brook Grist Mill
Stony Brook Grist Mill Vacation Rentals
Nickerson State Park
Nickerson State Park Vacation Rentals
Sheep Pond
Sheep Pond Vacation Rentals
Crosby Landing Beach
Crosby Landing Beach Vacation Rentals
Cape Rep Theatre
Cape Rep Theatre Vacation Rentals
Crosby Mansion
Crosby Mansion Vacation Rentals
Ocean Edge Golf Club
Ocean Edge Golf Club Vacation Rentals
Rail Trail Bike Shop
Rail Trail Bike Shop Vacation Rentals
Brewster Historical Society Museum
Brewster Historical Society Museum Vacation Rentals
Captains Golf Course
Captains Golf Course Vacation Rentals
Sea Pines
Sea Pines Vacation Rentals
West Brewster
West Brewster Vacation Rentals
More Places to Stay Near Brewster

Brewster Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Visit During Off-Peak Seasons: Visiting in the shoulder seasons allows you to enjoy the tranquil beauty of the area while avoiding crowds, ensuring a more relaxing stay in this charming destination.
  • Explore Local Nature Trails and Beaches: Take advantage of the region’s scenic trails and pristine beaches to experience the natural beauty that makes here a perfect outdoor retreat.
  • Discover Authentic Regional Cuisine: Savor the flavors of local eateries that highlight the region's fresh seafood and maritime-inspired dishes for a true taste of the area's culinary heritage.
  • Book Your Accommodation Early: Secure your ideal vacation rental well in advance to access the best properties and ensure a seamless stay in this popular travel destination.

Transportation Options

  • Boston Logan International Airport: You can access the region easily via this major airport, offering numerous domestic and international flights nearby.
  • Local Bus Services: Reliable bus options connect you to nearby towns and attractions, making exploring the area convenient without a car.
  • Rental Car Services: Numerous rental agencies operate in the region, giving you the flexibility to explore Brewster and beyond at your own pace.
  • Taxi and Ride-Sharing Services: Available throughout here, these services provide quick and easy transportation for short trips or airport transfers.

Local Customs Options

  • Harboring a Strong Maritime Tradition: Locals in this area often celebrate their fishing heritage through community events and local cuisine, reflecting the region’s nautical roots.
  • Preserving Cape Cod Architecture: You’ll notice that traditional Cape Cod-style homes and buildings are cherished and maintained, embodying the historic charm of here.
  • Participating in Seasonal Festivals: Seasonal celebrations like summer fairs and fall harvest festivals are integral, offering authentic cultural experiences during your stay.
  • Respect for Nature and Conservation: The community emphasizes environmental preservation, encouraging visitors to engage in responsible outdoor activities while enjoying scenic landscapes.

Frequently Asked Questions About Brewster?

1. What are the top vacation rentals in Brewster?

There are a lot of options in Brewster. If you plan on staying in the Brewster area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Brewster:

2. How many vacation rentals have private pools in Brewster?

There are 32 vacation rentals with private pools near Brewster. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Brewster are best for families?

If you are looking for a family-friendly vacation home in Brewster, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Brewster:

4. How many Rentbyowner vacation rentals are available in Brewster?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 694 in the Brewster area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Brewster. 

5. What is the cancellation policy for vacation rentals in Brewster, Massachusetts?

The cancellation policy varies depending on the individual listing. You should review the specific property's cancellation terms listed on the booking page or contact the property owner directly to understand any fees, deadlines, and refund policies.

6. Are there specific check-in and check-out procedures I should know about when staying here?

Check-in and check-out times are set by each host and can differ between properties. It's best to confirm these details before your arrival by reviewing the listing information or communicating directly with the property owner for seamless check-in and departure.

7. What amenities are typically included in vacation rentals around this destination?

Amenities vary by property but often include essentials like Wi-Fi, kitchen facilities, and parking. For detailed information about what each rental offers, consult the listing description or reach out to the host to ensure it meets your needs.

8. How do I ensure my booking in this region is secure and reliable?

Booking through trusted platforms that verify listings and provide host reviews helps ensure a safe experience. Always communicate through the official messaging system and review the property's reviews before confirming your reservation.

9. Are there any house rules or local regulations I should be aware of during my stay?

Each property has its own house rules, which are included in the listing details. Additionally, local regulations regarding noise, pets, or other behaviors may apply. Review these rules carefully and contact the host if you have any questions or special requirements.