Brewster Resorts

Resort
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2 Baths 6 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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US $326/Night 7 Nights - US $2,283
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Resort
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like-icon8.5
Fabulous
(68 Reviews)
7 Baths 22 Guests 7965.3 ft²
  • Private Pool
    Private Pool
  • Private Beach
    Private Beach
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US $908/Night 7 Nights - US $6,358
Resort
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1 Bath
  • Hot Tub
    Hot Tub
  • Spa
    Spa
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US $782/Night 7 Nights - US $5,476
Resort
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2 Baths 8 Guests
  • Hot Tub
    Hot Tub
  • Spa
    Spa
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US $232/Night 7 Nights - US $1,626
star-icons-3
Resort
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like-icon8.3
Excellent
(246 Reviews)
10 Baths 51 Guests 934.66 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
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US $517/Night 7 Nights - US $3,617
Resort
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2 Baths 6 Guests
  • Pool
    Pool
  • Air Conditioner
    Air Conditioner
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US $225/Night 7 Nights - US $1,575
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Hotel
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like-icon9.3
Exceptional
(163 Reviews)
4 Baths 1298.84 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
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US $305/Night 7 Nights - US $2,135
Resort
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2 Baths 6 Guests
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
US $225/Night 7 Nights - US $1,575
New
Apartment
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like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
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US $356/Night 7 Nights - US $2,492
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Bed & Breakfast
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like-icon10.0
Exceptional
(43 Reviews)
4 Bedrooms 4 Baths 8 Guests 449.39 ft²
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $408/Night 7 Nights - US $2,856
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Bed & Breakfast
Map-icon
like-icon10.0
Exceptional
(140 Reviews)
1 Bedroom 1 Bath
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
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US $434/Night 7 Nights - US $3,036
New
House
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5 Bedrooms 3 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $1,014/Night 7 Nights - US $7,098

Discover & compare premier experiences around Brewster

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Brewster Resorts?

What makes our Resorts special?

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

Best Times to Visit Brewster

When should you plan your Resorts stay?

Choosing the right time to vacation here can greatly enhance your experience, as seasonal variations in this destination's climate and activities influence the ideal periods for visiting the region and securing the perfect resorts.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, this destination experiences its peak season, making it ideal for travelers seeking warm weather and vibrant outdoor activities. Resorts here are bustling with visitors enjoying long, sunny days.

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

Autumn attracts many visitors who come to enjoy the region's stunning fall foliage. The resorts often offer a tranquil atmosphere with cooler temperatures and colorful scenery that enhance your stay.

Average Temperature Daytime: 65-75°F - Nighttime: 50-55°F

Off-Season Highlights

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Winter (December to February)

The winter season sees fewer travelers, allowing you to experience a quiet and cozy atmosphere. Resorts provide a peaceful retreat, perfect for those looking to escape the busy tourist crowds.

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

Early spring is a quieter time before the summer rush, offering an excellent opportunity for restful getaways. The area begins to awaken with mild temperatures and blossoming nature, creating pleasant surroundings.

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

Weekly Weather Forecast for Brewster

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.

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 spacious outdoor seating areas perfect for relaxing and entertaining amidst scenic surroundings.
  • Take advantage of private or shared patios with barbecue grills to savor outdoor meals in the fresh air.
  • Make the most of lush gardens or landscaped yards that provide a tranquil escape in this welcoming destination.
  • Benefit from access to outdoor pools or hot tubs, ideal for unwinding after a day exploring the region.
  • Explore well-maintained walking or biking trails directly from your accommodations for outdoor adventures.
  • Relax on sun decks or verandas with stunning views of the area's natural beauty.
  • Utilize designated picnic areas for family gatherings or outdoor dining experiences in the region’s peaceful settings.
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Family Activities

  • Skaket Beach: You can enjoy a relaxing day building sandcastles and exploring tidal pools at this family-friendly beach.
  • Brewster Historical Society Museum: Discover the area's rich history through engaging exhibits that are perfect for curious young minds.
  • Nickerson State Park: Experience outdoor adventures with picnicking, hiking, and biking in a scenic setting ideal for family outings.
  • Cape Cod Museum of Natural History: Engage in educational exhibits about local wildlife and participate in hands-on nature programs suitable for all ages.
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Adult Activities

  • Whale Watching Tours: Experience an unforgettable marine adventure by joining a whale watching tour, offering opportunities to see these majestic creatures up close in the surrounding waters.
  • Birdwatching at Brewster Gardens: Discover a variety of native bird species while exploring the tranquil trails and lush habitats in this popular birdwatching spot here.
  • Golfing at Local Courses: Tee off at renowned golf courses in the region, perfect for enjoying a relaxing day on scenic fairways with beautiful ocean views.
  • Fishing Excursions: Charter a fishing trip to try your luck catching local fish species amidst the area's scenic coastline and pristine waters.

Other Places to Stay in Brewster, MA

Stony Brook Grist Mill
Nickerson State Park
Crosby Landing Beach
Captains Golf Course
Cape Rep Theatre
Ocean Edge Golf Club
Rail Trail Bike Shop
Brewster Historical Society Museum

Brewster Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Beaches: Take advantage of the area's renowned beaches to enjoy a relaxing day by the water, and be sure to pack your essentials for sun protection and ocean fun.
  • Visit Seasonal Events: Check out local events and festivals that showcase the region's culture, offering memorable experiences during your stay.
  • Discover Nearby Nature Trails: Engage with the natural beauty surrounding this destination by exploring scenic walking or biking trails perfect for outdoor enthusiasts.
  • Plan Off-Peak Visits: Consider visiting during quieter times to enjoy more personalized attention at popular spots and easier access to amenities in the region.

Transportation Options

  • Driving: You can easily reach the region by car, with well-maintained roads connecting Brewster to major nearby cities and airports, making your travel straightforward and convenient.
  • Public Transportation: Local buses provide accessible transportation options within the area, allowing you to explore Brewster and its surroundings without hassle.
  • Taxi and Rideshare Services: Taxis and rideshare companies like Uber or Lyft operate here, offering flexible and on-demand transportation for your arrivals and excursions.
  • Rental Cars: Numerous rental agencies are available nearby, giving you the freedom to explore this destination at your own pace and convenience.

Local Customs Options

  • Harboring a Rich Maritime Tradition: You will notice that local customs in Brewster celebrate its deep connection to the sea, often through community events and maritime-themed festivals that honor its fishing heritage.
  • Respect for Nature and Conservation: Here, environmentally conscious practices are highly valued, and you'll find residents and visitors alike participating in efforts to preserve the region’s natural beauty and coastal ecosystems.
  • Local Craftsmanship and Artisanship: The area boasts a tradition of supporting local artisans, with many shops and markets showcasing handmade crafts and artwork that reflect the region’s unique coastal culture.
  • Seasonal Celebrations and Festivals: Throughout the year, this destination hosts seasonal events that highlight its cultural heritage and community spirit, providing an authentic experience for visitors seeking to immerse themselves in local traditions.

Brewster Resorts Frequently Asked Questions

2. How many Resorts are available in Brewster?

Currently, the total number of properties listed by RBO in 2026 is over 8 in the Brewster area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Resorts in Brewster. 

3. What is the cancellation policy for resorts in Brewster, Massachusetts?

Cancellation policies vary by property. You should review the specific resort's cancellation terms listed on the booking page or contact the owner directly to understand the conditions and any potential fees.

4. Are there any additional fees I should be aware of when booking a resort in this area?

Additional fees such as resort fees, cleaning charges, or taxes may apply. These details are usually outlined during the checkout process or in the property description, so it's advisable to review them before completing your reservation.

5. How can I ensure my reservation at a Brewster resort is secure?

To ensure your reservation is secure, make sure you book through reputable platforms that offer verified listings and secure payment options. Confirm the owner's contact information and read reviews from previous guests for added confidence.

6. What amenities are typically available at resorts here?

Resorts in this region often provide amenities like pools, Wi-Fi, on-site dining, and recreational facilities. Specific offerings vary by property, so check the listing details for the amenities included with your stay.

7. Is it possible to modify or cancel my booking if my plans change?

Modifications and cancellations depend on the property's policies. You should review the terms specified in your booking confirmation or contact the property owner directly to discuss any changes or cancellations.

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    Fireplace/Heating
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    Fireplace/Heating
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    Oceanfront
  • Ocean View
    Ocean View
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US $205/Night 7 Nights - US $1,434