Brewster vacation rentals

We found 4,279 vacation rentals — enter your dates for availability

Welcome to Brewster, MA, where sun-kissed shores and serene lakes create an idyllic retreat on Cape Cod. Picture yourself basking on the soft sands of Mayflower Beach or kayaking through tranquil waters, while charming neighborhoods beckon with vibrant gardens and inviting streets. Perfect for families and groups, our cozy vacation rentals—ranging from quaint cottages to spacious condos—offer the comfort and convenience of home, allowing you to savor every moment of your unforgettable getaway.

Holiday rentals with weekly discounts - Brewster

Showing deals for:Dec 11 - Dec 18

Living area
Exterior
Private kitchen
Outdoor dining
Wonderful
(19 reviews)

Cottage near bay beach- 1 Bd/1Ba

Brewster

9% off
$100
$700 for 7 nights
All fees included
Cottage near bay beach- 1 Bd/1Ba
Large island, comfortable seating area
Deeded access to nearby Mill Pond to launch your Kayak
Fabulous family room, a magnet for family gatherings
Well equipped chef's kitchen w. stainless steel appliances
Exceptional
(120 reviews)

Water View-Walk town/beach, pets considered, Linen Option

Chatham

36% off
$607
$4,251 for 7 nights
All fees included
Water View-Walk town/beach, pets considered, Linen Option
rear view of house
Exterior
entrance to mallardview
Private kitchen
Exceptional
(64 reviews)

5 bedrooms ocean view estate overlooking cape cod bay

Orleans

9% off
$988
$6,919 for 7 nights
All fees included
5 bedrooms ocean view estate overlooking cape cod bay
Master Bedroom - King Bed, TV, Bureau and ensuite bath
Shuffle Board
Living Room
Kitchen, Dining area:  Fridge, Stove, Dishwasher
Exceptional
(137 reviews)

#Game Rm, King Bds, Wi-Fi, Bikes, Beach Supplies, Quiet Street, Central AC\Heat

Harwich

6% off
$289
$2,024 for 7 nights
All fees included
#Game Rm, King Bds, Wi-Fi, Bikes, Beach Supplies, Quiet Street, Central AC\Heat
Kitchen with island
Deck with teak table and chairs
Living room with cathedral ceiling - open floor plan
Interior
Exceptional
(91 reviews)

Unique Oyster Pond 3bd-2ba home in private setting close to downtown.

Chatham

8% off
$464
$3,247 for 7 nights
All fees included
Unique Oyster Pond 3bd-2ba home in private setting close to downtown.
Escape to your private oceanfront property!
Relax and Entertain Friends and Family on the Large Stone Patio
Dining
Living Room Features Ocean View, TV streaming with Netflix, Hulu, YouTube TV
Exceptional
(142 reviews)

Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

Chatham

8% off
$773
$5,410 for 7 nights
All fees included
Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach
Kitchen Area
Living Room & Screen Porch
Kids nook & Back Stairs
Screen Porch
Exceptional
(48 reviews)

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

Chatham

9% off
$1,630
$11,410 for 7 nights
All fees included
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!
Lower level living room
Property grounds
Front of the house
Pottery Barn teak lounge chairs
Exceptional
(52 reviews)

Cape Cod summer home on Slough Pond

Brewster

8% off
$410
$2,867 for 7 nights
All fees included
Cape Cod summer home on Slough Pond
Pool
Outdoor dining
Exterior
Spacious Kitchen with everything you can imagine for your vacation needs!
Exceptional
(14 reviews)

Summers by the Pool - Barnstable Village, Cape Cod, MA Home w/Pool + Beach Pass!

Barnstable

9% off
$1,254
$8,780 for 7 nights
All fees included
Summers by the Pool - Barnstable Village, Cape Cod, MA Home w/Pool + Beach Pass!
Sun filled porch with dining for 10.
Wet bar in the pool room
Game room with beautiful pool table and wet bar.
two-story entrance Foyer
Exceptional
(24 reviews)

Spacious home - Sleeps 15 -Steps to a Private Beach

Dennis

9% off
$1,075
$7,528 for 7 nights
All fees included
Spacious home - Sleeps 15 -Steps to a Private Beach
Kitchen
Living room looking toward front / first floor front bedroom door
Living room looking toward front
Second floor front bedroom with view of Cape Cod Bay
Exceptional
(28 reviews)

Waterview, 4 BR, 100 Feet from Private Eastham Bayside Beach!

Eastham

7% off
$447
$3,129 for 7 nights
All fees included
Waterview, 4 BR, 100 Feet from Private Eastham Bayside Beach!
Property grounds
Living area
Room
Private kitchen
Exceptional
(15 reviews)

Updated 4BR close to downtown Chatham, Beaches, Bike Path & Tennis Pickleball

Chatham

12% off
$336
$2,350 for 7 nights
All fees included
Updated 4BR close to downtown Chatham, Beaches, Bike Path & Tennis Pickleball
Room
Kitchen/Dining
Living area
Hall
Exceptional
(87 reviews)

PERFECT RENOVATED CHATHAM RETREAT! CENTRAL AC, COMFORTABLY SLEEPS 6!

Chatham

6% off
$387
$2,709 for 7 nights
All fees included
PERFECT RENOVATED CHATHAM RETREAT! CENTRAL AC, COMFORTABLY SLEEPS 6!
Upstairs queen in View Room
Outdoor dining
View from second floor.
The Woolrych House sits above a private Brewster beach.
Exceptional
(51 reviews)

Picturesque Private Beachfront House on Cape Cod Bay

Brewster

9% off
$384
$2,687 for 7 nights
All fees included
Picturesque Private Beachfront House on Cape Cod Bay
Pine Room/Family room with queen pull out couch
Marina
Interior
Exterior
Exceptional
(43 reviews)

Rates just lowered for last week of July and Aug with 5 night min accepted.

South Dennis

8% off
$170
$1,193 for 7 nights
All fees included
Rates just lowered for last week of July and Aug with 5 night min accepted.
Kitchen
Dusk in Chatham
King bed +2 twins in "the nook".  Great room for families with kids!
Sitting area with fireplace
Exceptional
(43 reviews)

Charming Family Cape, Impeccably Landscaped With Water Views Near The Beach!

South Chatham

9% off
$505
$3,537 for 7 nights
All fees included
Charming Family Cape, Impeccably Landscaped With Water Views Near The Beach!
Room
Interior
Living area
Dining
Exceptional
(9 reviews)

Charming 4-bedroom house in enchanting Yarmouth

South Yarmouth

8% off
$546
$3,822 for 7 nights
All fees included
Charming 4-bedroom house in enchanting Yarmouth
Warm fireplace for cold nights
The Private Beach is just steps away!
Comfortable living room with hardwood floors.
Deck with LED lights for night time enjoyment
Exceptional
(122 reviews)

Private Beach on Nantucket Sound - Walk to Beach, Town, Harbor! Free EV Charging

Hyannis

9% off
$498
$3,483 for 7 nights
All fees included
Private Beach on Nantucket Sound - Walk to Beach, Town, Harbor! Free EV Charging
Living area
Private kitchen
Exterior
Interior
Exceptional
(12 reviews)

3-bedroom house in charming Dennis minutes to Corporation Beach. Relax & unwind.

Dennis

8% off
$394
$2,760 for 7 nights
All fees included
3-bedroom house in charming Dennis minutes to Corporation Beach. Relax & unwind.
Seating for 3 at kitchen counter
Outdoor dining
Updated Kitchen for Summer 2020
Fully equipped
Living room has vaulted ceiling, skylight & ceiling fan. Central AC
Exceptional
(57 reviews)

3 BR Cape-short drive to Mayflower & other bay beaches-A/C, Wi-Fi, Linens Incl.

South Dennis

13% off
$481
$3,366 for 7 nights
All fees included
3 BR Cape-short drive to Mayflower & other bay beaches-A/C, Wi-Fi, Linens Incl.
Private kitchen
Property grounds
Exterior
Living area
Exceptional
(8 reviews)

Cozy, vacation home in a charming duplex cottage

West Yarmouth

8% off
$170
$1,191 for 7 nights
All fees included
Cozy, vacation home in a charming duplex cottage
Living area
Dining room with water views
Study/Lounge are with water views
Room
Exceptional
(36 reviews)

Steps to Paine's Creek-The Perfect Vacation Home

Brewster

8% off
$509
$3,562 for 7 nights
All fees included
Steps to Paine's Creek-The Perfect Vacation Home
Dining
Living area
Exterior detail
Private kitchen
Exceptional
(29 reviews)

Steps to the beach!

Dennis Port

8% off
$327
$2,286 for 7 nights
All fees included
Steps to the beach!
Family room - access to backyard
Dining Patio (other side of house)
Front of House
Partial kitchen view to dining / living rooms
Exceptional
(15 reviews)

Charming 3 bedroom & 3 full bath house in S. Yarmouth with AC - walk to beach!

South Yarmouth

9% off
$528
$3,699 for 7 nights
All fees included
Charming 3 bedroom & 3 full bath house in S. Yarmouth with AC - walk to beach!
  • 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

  • Beautiful Beaches: Enjoy sun-soaked days at stunning Breakwater Beach and Mayflower Beach.
  • Scenic Lakes: Explore serene lakes perfect for swimming, kayaking, and picnicking.
  • Charming Neighborhoods: Stroll through picturesque town neighborhoods and private gardens.
  • Outdoor Activities: Engage in various outdoor experiences, ideal for families and solo travelers.
  • Cozy Accommodations: Choose from charming vacation rentals, including cottages and condos for a comfortable stay.

Popular types of accommodation in Brewster

If you're looking for the perfect getaway, Brewster, MA, has a variety of charming vacation rentals to suit your needs. From houses and cozy cottages to comfortable condos, you’ll find the ideal summer beach home for your stay in Brewster. Enjoy the beauty of Cape Cod while experiencing the reassurance and savings our platform provides. Explore your options and start planning your dream vacation today.

  • Houses: The top choice for visitors to Brewster, offering spacious and comfortable accommodations perfect for families or groups.
  • Cottages: A charming option that provides a cozy and quaint atmosphere, ideal for a peaceful getaway.
  • Condos: A popular choice that combines convenience and amenities, perfect for those looking for a home-like experience.
  • Apartments: A practical option for solo travelers or couples, offering a compact and functional living space.
  • Cabins: A rustic retreat that immerses you in nature, perfect for those seeking adventure and tranquility.**

Top attractions in and around Brewster

Brewster, Massachusetts, is perfect for outdoor and beach lovers seeking scenic vistas. Popular attractions include beautiful beaches, serene lakes, and charming town neighborhoods. Visitors can enjoy a blend of cultural and outdoor experiences, making it an ideal spot for families, groups, or solo travelers. To make the most of your stay, consider exploring vacation rentals in Brewster for a comfortable home base while you discover all the local points of interest.

  • Ocean Edge Golf Club: A premier golf destination nestled in Brewster, this club offers stunning views and a challenging course for golf enthusiasts. Enjoy luxurious accommodations and fine dining while surrounded by beautiful landscapes.
  • Mayflower Beach: Located 7 miles from Brewster, Mayflower Beach boasts soft sands and serene waters, perfect for sunbathing and swimming. Experience the quintessential beach vibes with picturesque sunsets and tidal pools to explore.
  • Harwich Port: Just 6 miles away, Harwich Port is a charming town with vibrant city vibes. Stroll along its scenic streets, enjoy local shops, and savor fresh seafood at waterfront restaurants.

Things to do recommended for couples

If you're seeking a romantic getaway in Brewster, consider a round at Twin Brooks Golf Course, just 14 miles away. Immerse yourselves in the luxury vibes of this private club while enjoying beautiful scenery and each other’s company for an unforgettable experience.

Things to do recommended for families

In Brewster, families can explore the beautiful beaches at Nickerson State Park, enjoy a fun day at the Cape Cod Museum of Natural History, or embark on a whale-watching tour from nearby towns. Each experience promises lasting memories for everyone.

Things to do recommended for groups

Explore the natural beauty of the Cape Cod National Seashore, enjoy a group bike ride along scenic trails, or visit the Cape Cod Museum of Natural History for engaging exhibits. Don't miss a relaxing day at the pristine Brewster beaches for sunbathing and beach games.

*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 traveling with a group, family, pets, or planning for an extended stay, be sure 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, along with features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Brewster with young kids: Traveling with young kids can be a bit demanding. It's important to prioritize their comfort and safety, along with finding suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Brewster: For many families, a trip wouldn’t feel complete without their furry companions. If that resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Brewster: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right place. By using the appropriate filters, you can quickly discover and save on monthly rentals. Don't forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search criteria.

Where to stay near Brewster

Explore the charming town of Brewster, Massachusetts, where relaxation meets natural beauty. Visit the stunning Breakwater Beach and Mayflower Beach for sun-soaked days by the sea. Stroll through private gardens and enjoy the picturesque scenery that defines this family-friendly destination. With its friendly atmosphere and luxurious excursions, Brewster promises a rejuvenating vacation experience that captures the essence of coastal New England.

  • Dennis: Located 6 miles from Brewster, Dennis is a charming coastal town known for its stunning beaches and beautiful scenery. Visitors flock to Dennis for its outdoor experiences, including family-friendly beaches and scenic parks. The town offers a variety of activities, such as playgrounds and golf courses, making it an ideal destination for families and outdoor enthusiasts alike. Explore local landmarks like the Cape Cod Rail Trail for biking or take in a performance at the local theater for a taste of culture. With its relaxed atmosphere and picturesque landscapes, Dennis is a perfect spot to unwind and enjoy the natural beauty of Cape Cod.
  • Harwich: Just 4 miles from Brewster, Harwich is a delightful coastal town that captures the essence of Cape Cod's charm. Known for its stunning beaches and outdoor activities, Harwich offers plenty of opportunities for relaxation and adventure. Golf enthusiasts will appreciate the town's well-maintained golf courses, while theater lovers can enjoy local performances. The nearby family beaches are perfect for a day in the sun, providing a great setting for picnics and water sports. With its scenic views and welcoming community, Harwich is an excellent destination to explore the beauty of the Cape.
  • Orleans: Situated 5 miles from Brewster, Orleans is a vibrant town that showcases the natural beauty and outdoor charm of Cape Cod. Known for its stunning beaches and coastal scenery, Orleans is a popular spot for beachgoers and nature lovers. The town features several golf courses and theaters, offering various activities to keep visitors entertained. Local attractions like family beaches and scenic parks invite exploration and relaxation. With its blend of natural beauty and quaint charm, Orleans is a must-visit for anyone looking to fully experience the Cape Cod lifestyle.

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 August. Peak season runs from June to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.4°F (1.9°C)Light RainMostly CloudyAverageSlightly Low
February35.2°F (1.8°C)Light RainMostly CloudyAverageSlightly Low
March38.5°F (3.6°C)Light RainMostly CloudyAverageSlightly Low
April45.1°F (7.3°C)Light RainMostly SunnyAverageAverage
May53.1°F (11.7°C)Light RainMostly SunnyAverageAverage
June61.5°F (16.4°C)Light RainMostly SunnyHighSlightly High
July69.4°F (20.8°C)Light RainMostly SunnyHighSlightly High
August70.2°F (21.2°C)Light RainMostly SunnyHighSlightly High
September65.3°F (18.5°C)Light RainMostly SunnyAverageAverage
October57.6°F (14.2°C)Light RainMostly SunnyLowAverage
November48.4°F (9.1°C)Light RainMostly SunnyLowAverage
December41.4°F (5.2°C)Light RainMostly CloudyLowAverage

Booking with Vrbo is a breeze

Are you hoping to save money on your upcoming trip? One way to do this is by being flexible with your travel dates, as prices can vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the best options for your travel needs.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient way for you to plan new trips, manage your existing plans, and review your bookings. Your saved or booked properties are neatly organized into categories: Potential, Upcoming, and Current Trips. To check out Trip Boards, head over to: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Delight in the beachside landscape of Brewster

The beaches and other outdoor surroundings create an inviting atmosphere in Brewster. Well known for its seafood restaurants, camping and biking, this relaxing city won't disappoint. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Sightseeing in and around Brewster

Do you want to discover things to do while you're in town? Travelers enjoy fun activities like biking, golfing and hiking. Venture out of your vacation home and check out everything that makes Brewster a fun place to get away. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Ocean Edge Golf Club (1.4 mi / 2.3 km)
  • Cranberry Valley Golf Course (4.5 mi / 7.2 km)
  • Cape Cod Lavender Farm (4.7 mi / 7.6 km)
  • Cape Cod Baseball & Bumper Boats (6.1 mi / 9.9 km)
  • Cape Cod Inflatable Park (10.9 mi / 17.5 km)
  • Cape Codder Water Park (13.2 mi / 21.2 km)

Exploring the beaches and other natural features in Brewster

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Brewster is a great place to get out in nature. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Breakwater Beach (0.6 mi / 1 km)
  • Skaket Beach (4.2 mi / 6.8 km)
  • Rock Harbor Beach (4.7 mi / 7.6 km)
  • Corporation Beach (5.1 mi / 8.1 km)
  • Cape Cod Rail Trail (6 mi / 9.6 km)
  • Bank Street Beach (6.7 mi / 10.9 km)

Seasonal weather in Brewster

If you're planning a vacation around the weather, August, July, September and June are the hottest months to visit, when temperatures average 67°F.

Transportation options to and around Brewster

The nearest airport is in Hyannis, MA (HYA-Barnstable Municipal), located 12.3 mi (19.8 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into Provincetown, MA (PVC-Provincetown Municipal), which is 22.9 mi (36.9 km) away.

Frequently asked questions

What is the best area to stay in Brewster when booking a vacation rental?
Grab a vacation rental in West Brewster and you'll be based in one of Brewster's leading areas. Stony Brook Grist Mill and Museum and Seymour Pond are much-loved attractions here that'll keep you occupied during your visit.
What is the most popular type of vacation rental accommodation in Brewster?
According to our data, condos are the most popular vacation property type in Brewster. But as you know, everyone's idea of an epic trip isn't the same. Vrbo has vacation rentals in a variety of sizes and shapes, and we'll help you discover your ideal fit.
How much does it cost to rent a vacation rental in Brewster?
Property type, season and length of stay are some of the things that can affect the price of a vacation home. Simply add your travel dates to find your ideal escape. From cozy cabins to sprawling luxury villas, all Vrbo vacation rentals offer 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. Put in your Brewster travel dates to see all your options on Vrbo. Can't live without a hot tub, or maybe a private pool? Use the filters to choose the amenities and features you want in your beach house.
Are there pet-friendly vacation rentals in Brewster?
With 378 vacation rentals that welcome four-legged guests, your little buddy can join in on your Brewster getaway. Use our filter tool to search our pet-friendly vacation rentals and find a stay that's pawfect on Vrbo.
Can I rent a house with a pool in Brewster?
Add a new level of fun to your getaway by booking your crew into one of the 124 houses with a private pool in Brewster. Use our search filter to find properties with pools on Vrbo, then spend leisurely days frolicking in a swimming pool that's all yours.
What are popular rental amenities in Brewster?
Some of the most popular rental amenities people look for in Brewster are a beach view, a lake view and a swimming pool. Whether you're hitting the road with family, friends or even pets, Vrbo vacation rentals feature the best amenities for fun and relaxation with the people you cherish the most.
Are there large group vacation rentals in Brewster?
With 59 vacation rentals that can sleep 10 or more guests in Brewster, there's no need to keep your invite list short. From vacations with the extended family to events like birthday parties and weddings, Vrbo will help you find a large group rental that fits the occasion.
Are there vacation rentals in Brewster that welcome kids?
Brewster has 376 family-friendly vacation rentals. And booking a stay that welcomes kids is easy with Vrbo's "Properties good for families" filter. On top of having the whole place to yourselves, you'll also enjoy access to conveniences and perks like extra bedrooms, full kitchens and yards.
What are the top attractions for families in Brewster?
Keeping the kids occupied during your Brewster vacation is child's play with these leading family-friendly attractions:
  • Crosby Mansion
  • Ocean Edge Golf Club
  • Captains Golf Course
Are there one-bedroom vacation rentals in Brewster?
Yes, Brewster has 26 one-bedroom rentals available. Often located in prime areas thanks to their compact size, a one-bedroom vacation property is perfect if you're getting away with a buddy or your partner. And with home comforts like full kitchens and more privacy than a standard hotel, you'll be able to kick back while enjoying this exciting destination.
Can I find two-bedroom vacation rentals in Brewster?
Brewster has 124 two-bedroom properties for you to select from. Enjoy a vacation home with all the comfort and space you need at an attractive price on Vrbo.
Are there vacation rentals with WiFi in Brewster?
Brewster has 121 vacation rentals with WiFi, so you can stay connected while traveling. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming Hollywood blockbusters to posting pics on social media, these Vrbo homes make it a cinch to go online.
How can I find vacation rentals with air conditioning in Brewster?
Brewster has 358 vacation rentals where you'll be able to wind down in air-conditioned comfort. To locate a property on Vrbo with this amenity, enter your travel dates and use the convenient filters to select the "air conditioning" box.
How old do you have to be to rent a vacation rental in Brewster?
You'll have to check with the Brewster vacation property you're looking at on Vrbo as the age limit varies. However, generally it's 16, 18 or 21.
How long can I rent a vacation rental in Brewster for?
The length of time you can rent a vacation rental in Brewster depends on the property. Just enter your chosen travel dates to display a list of options offering extended stays. With tons of creature comforts such as kitchens and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to discover somewhere just right to call your home away from home in Brewster.
Does Vrbo offer discounts for vacation homes in Brewster?
Whether you've got your sights set on one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you're sure to find some amazing deals and discounts on Vrbo. From weekend trips to extended vacations, we've got you covered for your next Brewster escape.

More Vacation Ideas