Best Vacation Homes in Brewster
New
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
4 Guests
Fireplace/Heating
Ocean View
Balcony/Terrace
View
CA $493/Night
7 Nights - CA $3,452
Bed & Breakfast
10.0(43 Reviews)
4 Bedrooms
4 Baths
8 Guests
449.39 ft²
Pool- Balcony/Terrace
Parking
Air Conditioner
CA $567/Night
7 Nights - CA $3,969
Bed & Breakfast
10.0(140 Reviews)
1 Bedroom
1 Bath
Spa- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $603/Night
7 Nights - CA $4,219
New
House
5 Bedrooms
3 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
Kitchen- Parking
CA $1,409/Night
7 Nights - CA $9,865
House
10.0(2 Reviews)
3 Bedrooms
3 Baths
8 Guests
1743.75 ft²
Hot Tub- Fireplace/Heating
- View
Pet Friendly
CA $832/Night
7 Nights - CA $5,827
Condo
2 Bedrooms
2 Baths
6 Guests
- Kitchen
- Parking
- Air Conditioner
Internet
CA $762/Night
7 Nights - CA $5,333
Cottage
2 Bedrooms
2 Baths
4 Guests
Oceanfront- Fireplace/Heating
- Ocean View
- View
CA $498/Night
7 Nights - CA $3,488
Cottage
2 Bedrooms
1 Bath
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
CA $404/Night
7 Nights - CA $2,824
Brewster Luxury Rentals
House
3 Bedrooms
3 Baths
6 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
Child Friendly
CA $4,829/Night
7 Nights - CA $33,802
House
10.0(21 Reviews)
10 Bedrooms
7 Baths
20 Guests
6300 ft²
Private Pool- Oceanfront
- Fireplace/Heating
- Pool
CA $4,812/Night
7 Nights - CA $33,685
House
10.0(34 Reviews)
6 Bedrooms
4 Baths
16 Guests
6000 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
CA $3,727/Night
7 Nights - CA $26,087
House
9.6(15 Reviews)
8 Bedrooms
4 Baths
20 Guests
4200 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
CA $3,295/Night
7 Nights - CA $23,063
House
10.0(25 Reviews)
6 Bedrooms
4 Baths
12 Guests
4000 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
CA $2,999/Night
7 Nights - CA $20,996
House
10.0(1 Review)
5 Bedrooms
3 Baths
12 Guests
3200 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
CA $2,378/Night
7 Nights - CA $16,646
House
9.4(8 Reviews)
4 Bedrooms
4 Baths
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
CA $2,213/Night
7 Nights - CA $15,489
House
6 Bedrooms
3 Baths
12 Guests
2450 ft²
- Ocean View
- Balcony/Terrace
- View
- Kitchen
CA $2,092/Night
7 Nights - CA $14,647
Brewster Pet Friendly Vacation Rentals
Cottage
10.0(43 Reviews)
1 Bedroom
1 Bath
5 Guests
800 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $440/Night
7 Nights - CA $3,077
House
10.0(1 Review)
1 Bedroom
3 Baths
8 Guests
1819.1 ft²
- Fireplace/Heating
- View
- Pet Friendly
- Parking
CA $1,226/Night
7 Nights - CA $8,581
Cottage
1 Bedroom
1 Bath
- Pet Friendly
- Kitchen
- Parking
- Internet
CA $263/Night
7 Nights - CA $1,839
House
9.8(23 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $793/Night
7 Nights - CA $5,548
House
10.0(1 Review)
4 Bedrooms
2 Baths
8 Guests
1367.02 ft²
- Fireplace/Heating
- View
- Pet Friendly
- Parking
CA $949/Night
7 Nights - CA $6,645
Apartment
9.4(8 Reviews)
1 Bedroom
1 Bath
4 Guests
1200 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $353/Night
7 Nights - CA $2,471
House
2 Bedrooms
2 Baths
5 Guests
832 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $826/Night
7 Nights - CA $5,784
House
2 Bedrooms
1 Bath
6 Guests
792 ft²
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Air Conditioner
CA $674/Night
7 Nights - CA $4,721
Brewster Large Vacation Homes
House
1 Bedroom
1 Bath
10 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
CA $765/Night
7 Nights - CA $5,355
House
10.0(1 Review)
1 Bedroom
3 Baths
10 Guests
3003.13 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Parking
CA $335/Night
7 Nights - CA $2,345
House
10.0(95 Reviews)
5 Bedrooms
2 Baths
10 Guests
2500 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $716/Night
7 Nights - CA $5,010
Bed & Breakfast
9.9(39 Reviews)
9 Bedrooms
9 Baths
18 Guests
266.7 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $735/Night
7 Nights - CA $5,146
House
10.0(51 Reviews)
4 Bedrooms
2 Baths
12 Guests
2044 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $1,028/Night
7 Nights - CA $7,199
House
10.0(48 Reviews)
4 Bedrooms
3 Baths
10 Guests
2300 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $1,133/Night
7 Nights - CA $7,933
House
10.0(31 Reviews)
4 Bedrooms
3 Baths
12 Guests
2000 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
CA $1,667/Night
7 Nights - CA $11,669
House
10.0(23 Reviews)
4 Bedrooms
3 Baths
10 Guests
2000 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $916/Night
7 Nights - CA $6,410
Why Choose Rent By Owner for your Brewster Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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 725+ Rentals in Sea PinesWest 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 574+ Rentals in West BrewsterBest 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 (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
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
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
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
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.
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.
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
Sheep Pond
Nickerson State Park
Crosby Landing Beach
Captains Golf Course
Cape Rep Theatre
Sea Pines
Crosby Mansion
Ocean Edge Golf Club
Rail Trail Bike Shop
Brewster Historical Society Museum
West 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:
- Candleberry Inn on Cape Cod
- Ocean Edge Luxury Condo, Constantly Updated, Just steps to Arbor Pool
- Authentic Cape Cod Saltbox - Antique home with modern conveniences
- Newly Updated 5BR/2BA 2500Sqft Very Private Family Home, WiFi & Air Conditioned!
- Brewster, MA Beach House with 1/2 Mile of Private Association Beach.
- Captain Freeman Inn
- Cape Cod Summer Getaway
- PET FRIENDLY! Right on Nickerson, with Cape Cod bike trail behind house!
- Charming, private, quiet, split A/C, family friendly townhouse at Ocean Edge
- Tales of Sunset Bay, walk from a Quiet Cottage to Brewster’s Paine Creek Beach
2. How many vacation rentals have private pools in Brewster?
There are 39 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 2026 is over 781 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.
Brewster Top Rated Vacation Rentals
Condo
10.0(127 Reviews)
3 Bedrooms
2 Baths
6 Guests
1500 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
CA $947/Night
7 Nights - CA $6,632
Bed & Breakfast
10.0(70 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
Breakfast
CA $612/Night
7 Nights - CA $4,286
House
10.0(64 Reviews)
2 Bedrooms
1 Bath
5 Guests
1032 ft²
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
CA $631/Night
7 Nights - CA $4,414
Condo
10.0(46 Reviews)
2 Bedrooms
2 Baths
8 Guests
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
CA $1,184/Night
7 Nights - CA $8,290
Condo
10.0(36 Reviews)
3 Bedrooms
3 Baths
8 Guests
1600 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
CA $954/Night
7 Nights - CA $6,681
Condo
10.0(34 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $544/Night
7 Nights - CA $3,808
Condo
10.0(32 Reviews)
2 Bedrooms
1 Bath
4 Guests
1150 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $457/Night
7 Nights - CA $3,201
House
10.0(21 Reviews)
5 Bedrooms
2 Baths
10 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
CA $1,219/Night
7 Nights - CA $8,536
