Brewster holiday lettings

We found 4,284 holiday rentals — enter your dates for availability

Select from 277 houses, 98 flats and other holiday rentals to find the perfect place for your stay in Brewster. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll have the best amenities for spending time at your home away from home, such as Wi-Fi and cable TV. No matter what you're looking for, you'll find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Brewster

Showing deals for:26 Dec - 2 Jan
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Find out more about Brewster

Find out more about Brewster

Why visit Brewster

  • Beautiful beaches: Enjoy the picturesque shores of Breakwater Beach and Crosby Landing, perfect for families and sunbathers.
  • Charming neighbourhoods: Discover the friendly atmosphere and stunning luxury summer homes that define Brewster's character.
  • Outdoor activities: Engage in a variety of adventures, from hiking to cycling, amidst breathtaking scenery.
  • Excellent golf courses: Experience top-notch golfing facilities, catering to both enthusiasts and casual players.
  • Varied accommodation options: Choose from private vacation homes, quaint cottages, and modern condos to suit your preferences.

Popular types of accommodation in Brewster

If you're pondering the ideal accommodation for your getaway in Brewster, look no further. Our most sought-after options include Houses, charming Cottages, and modern Condos. Whether you’re searching for Brewster vacation rentals or Brewster holiday rentals, we offer a diverse selection to suit every taste and budget. Discover the perfect vacation rentals in Brewster that promise comfort, transparency, and savings for your holiday adventure.

  • Private Holiday Homes: The top choice for visitors to Brewster, offering spacious and comfortable settings for families or groups.
  • Cottages: A delightful option for a quaint and cosy getaway, perfect for couples or small families.
  • Condos: These modern accommodations provide convenience and amenities, ideal for a stylish stay.
  • Apartments: A practical choice for travellers seeking self-catering options with a home-like feel.
  • Cabins: For those wanting a rustic experience, cabins offer a charming escape into nature.**

Top attractions in and around Brewster

Brewster, Massachusetts, is an idyllic destination for those seeking outdoor adventure, stunning beaches, and picturesque scenery. Visitors can explore a variety of attractions, including beautiful beaches, charming neighbourhoods, and excellent golf course accommodations. Whether you're after cultural experiences or simply wish to enjoy the great outdoors, Brewster offers a delightful array of activities for families, groups, and solo travellers alike.

  • Ocean Edge Golf Club: Nestled in Brewster, this stunning golf course combines a luxurious resort experience with top-notch golfing. Enjoy beautifully maintained greens and breathtaking views of Cape Cod's natural beauty.
  • Skaket Beach: Located 2.5km from Brewster, Skaket Beach offers a serene atmosphere with soft sands and gentle waves. It's perfect for a relaxing day by the sea, making it an ideal spot for families and sun-seekers.
  • Nickerson State Park: Situated within Brewster, this national park is a haven for outdoor enthusiasts. Explore scenic trails, tranquil ponds, and the chance for exciting adventures like hiking and cycling amidst nature.

Things to do recommended for couples

For a romantic getaway in Brewster, indulge in a soothing treatment at The E Spa, enjoy playful mini-golf at Cape Escape Adventure Golf, or savour exquisite wines at Truro Vineyards of Cape Cod. Each experience offers a unique blend of relaxation, fun, and romance.

Things to do recommended for families

Your family will delight in the fun at Orleans Bowling Center, just 3.1km from Brewster, with its arcadeAdventureZone atmosphere. For thrilling karting, head to Bud's Go Karts, 3.7km away. Finally, unwind at Wilbur Park, located 4.3km away, offering a serene recreational area.

Things to do recommended for groups

Groups visiting Brewster can enjoy the picturesque Cape Cod Rail Trail for hiking, explore the local Rail Trail Bike Shop, and play a round of golf at Captain's Cove Golf Course, all while soaking up the beautiful outdoor scenery and vibrant atmosphere.

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

If you're travelling with a group, as a family, bringing your pets along, or seeking longer stays, be sure to filter your options according to your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Brewster with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor space for group activities. Thankfully, you can easily apply filters for all these preferences, and much more, on Vrbo.
  • Traveling to Brewster with young kids: Travelling with young children can be quite demanding. It's essential to prioritise their comfort and safety, along with suitable facilities, 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 holiday isn't truly fulfilling without their beloved pet by their side. If you can relate to this, 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 seeking holiday rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Brewster

Brewster, Massachusetts, offers a delightful blend of relaxation and adventure, perfect for a scenic beach holiday. Explore the picturesque beaches, such as Breakwater Beach and Crosby Landing, ideal for families and sun-seekers alike. Discover the charm of the town with its friendly atmosphere and luxury summer beach homes, making it an inviting destination for all. Whether you're indulging in local cuisine or enjoying outdoor excursions, Brewster promises a memorable experience for every traveller.

  • Dennis Port: Situated approximately 4.3km from Brewster, Dennis Port is a charming seaside town that draws visitors with its stunning beaches and outdoor activities. The picturesque coastline offers a splendid backdrop for sunbathing and swimming, while the scenic playgrounds and golf courses cater to families and enthusiasts alike. Explore the local landmarks, including family-friendly beaches and the iconic Cape, which provide ample opportunities for relaxation and recreation.
  • Harwich: Located around 2.5km from Brewster, Harwich is renowned for its beautiful beaches and vibrant outdoor scene. This delightful town is a haven for those seeking a mix of adventure and tranquillity. Visitors can enjoy golfing on well-maintained courses or take the children to the local playgrounds. With its proximity to stunning family beaches and the picturesque Cape, Harwich is perfect for a leisurely day out immersed in nature.
  • Orleans: Just 3.1km away from Brewster, Orleans is a delightful destination for beach lovers and outdoor enthusiasts. The town boasts a variety of scenic spots, hiking trails, and golf courses that invite exploration and relaxation. With its family-friendly beaches and access to the beautiful Cape, Orleans offers a perfect blend of adventure and serene coastal views, making it an ideal stop during your vacation.

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 on your next getaway? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, simply utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo's unique Trip Board offers you a dedicated space to plan new adventures, pick up from where you last paused, or manage your travel arrangements with ease. You can easily access the properties you've saved or booked, now neatly categorised under Potential, Upcoming, or Current Trips. To explore the Trip Boards, simply visit: https://www.vrbo.com/en-gb/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 cycling, this relaxing city won't disappoint. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Brewster

Are you hoping to discover top things to see and do during your stay? Travellers enjoy fun activities like cycling, golfing and hiking. Venture out of your holiday home and check out everything that Brewster has to offer. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Ocean Edge Golf Club (1.4 mi / 2.3 km)
  • Cape Cod Lavender Farm (4.7 mi / 7.6 km)
  • Cape Cod Inflatable Park (10.9 mi / 17.5 km)
  • Cape Codder Water Park (13.2 mi / 21.2 km)
  • Rail Trail Bike Shop (0.9 mi / 1.4 km)
  • Cranberry Valley Golf Course (4.5 mi / 7.2 km)

Exploring the beaches and other natural features in Brewster

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Brewster is a great place to get outside. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Breakwater Beach (0.6 mi / 1 km)
  • Paine's Creek Beach (1.6 mi / 2.6 km)
  • Skaket Beach (4.2 mi / 6.8 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 holiday around the weather, August, July, September and June are the hottest months to visit, when temperatures average 19°C.

Transport 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 centre. If you can't find a flight that's convenient for your trip, you might consider flying 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 holiday rental?
When considering a holiday rental in Brewster, Massachusetts, a popular area to stay is near the picturesque Brewster Bay. This charming neighbourhood offers a delightful seaside experience, and you'll find numerous properties that provide stunning views of the water and easy access to the beach. The area is dotted with quaint shops and eateries, superb for indulging in local cuisine and picking up unique souvenirs.

Another appealing option is the area around Nickerson State Park, which is ideal for nature enthusiasts. This lush park features miles of trails and several ponds, making it superb for hiking, biking, and picnicking. Staying here allows for a peaceful retreat while still being close to Brewster's various attractions. You can enjoy a variety of holiday rentals in both these areas, each providing a great experience, whether you prefer the tranquillity of nature or the charm of coastal living.
How much does it cost to rent a holiday home in Brewster?
Prices for holiday rentals in Brewster vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Brewster to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Brewster holiday house rentals?
You can find great discounts on house rentals in Brewster on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Brewster?
For renting a beach house in Brewster, Massachusetts, the area along Cape Cod Bay is particularly appealing. The scenic beaches at Nickerson State Park provide a lovely backdrop for holiday rentals, with many properties offering amenities such as private decks, outdoor grills, and fully equipped kitchens, great for families looking to enjoy a seaside retreat.

The neighbourhood around the Brewster Flats is a highlight, known for its stunning tidal pools and gentle sandy shores, where visitors can enjoy swimming, kayaking, and beachcombing. Many rentals in this vicinity come with essentials like beach gear, outdoor showers, and easy access to the water, making them ideal for those who want to spend their days in the sun. Find your rental near the beach in Brewster.
What is the most popular type of holiday rental accomodation in Brewster?
In Brewster, holiday houses are the most popular type of rental accommodation, with approximately 248 available throughout the area. These houses are typically situated in peaceful neighbourhoods, providing a serene atmosphere for visitors. Most feature amenities such as fully equipped kitchens, spacious living areas, and outdoor decks or patios, ideal for enjoying the lovely coastal surroundings.
Are there any family house rentals in Brewster?
In Brewster, Massachusetts, there are numerous family-friendly house rentals available, with approximately 263 options to choose from. This charming town, located on Cape Cod, is known for its beautiful beaches and tranquil atmosphere, making it an excellent choice for families seeking a relaxing getaway. Many properties boast spacious living areas superb for family gatherings, fully equipped kitchens for preparing meals, and outdoor spaces where children can play and enjoy the fresh air.

Visitors can explore nearby attractions such as the Cape Cod Rail Trail, ideal for biking and walking, as well as the stunning Brewster beaches like Breakwater Beach and Paine's Creek Beach, which are great for swimming and building sandcastles. Additionally, families can take advantage of amenities like Wi-Fi, air conditioning, and sometimes even private outdoor pools or game rooms for extra entertainment.
Can I rent a holiday home with a pool or hot tub in Brewster?
In Brewster, Massachusetts, there are plenty of holiday homes available for rent that feature pools and hot tubs, with around 105 options to choose from. This charming town is located on Cape Cod and is known for its beautiful beaches and serene natural surroundings. The rental properties can be found in various neighbourhoods, including those close to the Cape Cod Rail Trail and the picturesque bayside beaches.
Can I find long-stay holiday rentals in Brewster?
A long-stay holiday rental in Brewster is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Brewster?
In Brewster, Massachusetts, there are numerous pet-friendly house rentals available, providing a welcoming environment for travellers with pets. Many of these properties are situated near the scenic Cape Cod National Seashore, where you can explore stunning beaches and nature trails, great for outdoor adventures with your furry companions.

Holiday rentals in this area often come equipped with amenities such as spacious backyards, fully equipped kitchens, and comfortable living spaces, making them ideal for families or groups. Some properties may even feature outdoor patios or decks, allowing guests to enjoy the beautiful surroundings while spending quality time with their pets.
Are there any remote work holiday rentals in Brewster?
In Brewster, Massachusetts, there is a substantial selection of remote work holiday rentals available, with approximately 349 options to choose from. This picturesque town, located along Cape Cod, offers a serene environment for those looking to blend work and leisure. Many properties come equipped with essential remote work amenities such as high-speed Wi-Fi, dedicated office spaces featuring desks and comfortable chairs, and even computer monitors in some cases, ensuring a productive work setting. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Brewster holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Brewster with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Brewster?
In Brewster, popular holiday rental amenities typically include kitchens equipped with essential cookware, dishware, and utensils, making it easy for guests to prepare their own meals. Many properties also feature patios, providing a lovely outdoor space to relax and enjoy the fresh air. Refrigerators are standard in these rentals, ensuring that guests can store food and beverages conveniently. Stovetops are commonly available as well, allowing for cooking during stays.
When is the best time to visit Brewster for a holiday rental?
July is the most popular time to visit Brewster, Massachusetts, making it an ideal choice for those seeking a vibrant holiday experience. During the peak season from June to August, the town comes alive with families and adventure seekers enjoying the beautiful beaches, charming shops, and delightful local cuisine. The warm weather, with daytime temperatures often reaching the low 20s Celsius, creates great conditions for outdoor activities like swimming, kayaking, and cycling along the scenic Cape Cod Rail Trail.

If you prefer a quieter atmosphere, consider visiting Brewster in November. This month offers a unique charm as the summer crowds dissipate, allowing for more peaceful strolls along the picturesque coastline and opportunities to soak in the beautiful autumn scenery. You can take advantage of lower rates for holiday rentals, making it a great time to enjoy the area without the hustle and bustle.
How early should I book a Brewster holiday rental?
Book your Brewster holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Brewster?
In Brewster, visitors can enjoy a variety of attractions that highlight the natural beauty and charm of Cape Cod. The town is renowned for its picturesque beaches, such as Breakwater Beach and Crosby Landing Beach, which are great for sunbathing, swimming, and enjoying stunning sunsets. Holiday rentals in these areas often provide easy access to the shore and family-friendly amenities.

The Cape Cod Rail Trail is another highlight, offering a scenic pathway for walking, cycling, and enjoying the surrounding nature. Many properties are situated near the trail, making it convenient for outdoor enthusiasts.

Brewster is also home to the Cape Cod Museum of Natural History, where visitors can learn about the local environment and participate in guided nature walks. The area boasts quaint shops and eateries, particularly along Main Street, where holiday rentals can be found within walking distance of local dining and shopping options.
Can I change or cancel my Brewster home rental booking on Vrbo?
To find Brewster holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Brewster holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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