Brewster holiday lettings

We found 4,312 holiday rentals — enter your dates for availability

Select from 243 houses, 83 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:2 Oct - 9 Oct

Image gallery for Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach

The private back yard is dominated by a dramatic 60 ft. oblong swimming pool
10 out of 10, Exceptional, (78 reviews)
Exceptional
(78 reviews)

Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach

Orleans

7% off
Price is £8,988
for 7 nights, 1 home
£1,284 per night
includes taxes & fees
Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach

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Why visit Brewster

  • Beautiful Beaches: Enjoy the family-friendly atmosphere of Breakwater Beach, perfect for relaxation and outdoor activities.
  • Scenic Landscapes: Explore picturesque parks and serene ponds that showcase Brewster's natural beauty.
  • Outdoor Adventures: Engage in golf and leisurely excursions amidst the tranquil surroundings of this charming town.
  • Rich Local Culture: Immerse yourself in the history and culture of Brewster through its charming neighbourhoods.
  • Comfortable Accommodations: Choose from a variety of delightful vacation rentals, including cosy cottages and condos.

Popular types of accommodation in Brewster

Welcome to Brewster, Massachusetts, a charming coastal town that offers an array of delightful vacation rentals, including private homes, cosy cottages, and comfortable condos. Nestled near stunning beaches and picturesque landscapes, Brewster invites you to explore its rich history and natural beauty. Discover local attractions such as scenic parks and serene ponds, making it the perfect destination for relaxation and adventure alike. Whether you seek a peaceful retreat or family fun, Brewster has the ideal accommodation for your getaway.

  • Houses: The top choice for visitors to Brewster, these homes offer spacious and comfortable living, perfect for families and groups.
  • Cottages: Second in popularity, these charming retreats provide a quaint and cosy atmosphere, ideal for a relaxing escape.
  • Condos: Offering modern amenities and convenient locations, condos rank third for a hassle-free stay.
  • Apartments: A versatile option, apartments are perfect for those wanting a home-like feel while exploring Brewster.
  • Cabins: Rounding out the list, cabins are a delightful choice for nature enthusiasts seeking a rustic experience.**

Top attractions in and around Brewster

Brewster, Massachusetts, offers an idyllic escape for those seeking outdoor adventures and stunning coastal scenery. Visitors can enjoy its beautiful beaches, engage in a round of golf, and explore charming neighbourhoods rich in culture. This quaint town is perfect for travellers looking to unwind by the shore or immerse themselves in nature, making it a delightful destination for a memorable vacation.

  • Ocean Edge Golf Club: A premier golf course set within picturesque grounds, offering a challenging experience for golfers of all levels. The club features stunning views and meticulously maintained fairways for a relaxing day on the greens.
  • Mayflower Beach: Renowned for its soft sands and gentle waves, this beach provides a perfect spot for sunbathing and enjoying coastal walks. The shallow waters make it ideal for families and beach lovers alike.
  • Nickerson State Park: A haven for outdoor enthusiasts, this park boasts scenic trails, serene ponds, and opportunities for hiking, biking, and kayaking amidst lush natural beauty.

Things to do recommended for couples

For a romantic getaway in Brewster, wander along the picturesque beaches at Cape Cod, enjoy a candlelit dinner at a quaint local restaurant, or take a sunset kayak trip on the tranquil waters. Embrace the charm of this coastal town for a perfect couples' retreat.

Things to do recommended for families

Families visiting Brewster can explore the captivating Cape Cod Museum of Natural History, where children can engage in hands-on exhibits and nature trails. Enjoy a delightful day at the local beaches or visit the charming shops and eateries in the area for a true taste of New England.

Things to do recommended for groups

Explore the scenic trails of Nickerson State Park or enjoy a group outing at the Brewster Coffee Shop for local brews. Discover the charm of the Cape Cod Rail Trail, perfect for cycling together, or indulge in a whale-watching tour from nearby towns for a memorable experience.

*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 travelling with a group, as a family, bringing your pets, or seeking longer stays, it’s essential to filter your options according to your specific needs. Here are some helpful Vrbo booking tips to assist you.

  • 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 gatherings. Thankfully, you can easily filter for all these options and 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 amenities like a private swimming pool. Additionally, it's wise to think about your closeness to family-friendly attractions.
  • Taking your pets with you to Brewster: For many families, a holiday wouldn’t feel complete without their furry companion by their side. If that resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Brewster: If you're in search of holiday rentals with discounts for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include features such as 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 charming escape with its stunning saltwater beaches and picturesque landscapes. Visitors can unwind at Breakwater Beach, known for its family-friendly atmosphere and open spaces. The town's tranquil vibe is perfect for relaxation, making it an ideal spot for outdoor enthusiasts. Explore the scenic beauty and enjoy leisurely excursions in this delightful vacation town, where friendly locals enhance the inviting experience.

  • Dennis: Situated a mere 10km from Brewster, Dennis is a charming coastal town that beckons visitors with its stunning beaches and picturesque scenery. Known for its outdoor experiences, you can spend your days relaxing at the local beaches or enjoying activities like golf at one of the many nearby courses. Family-friendly facilities, such as playgrounds and theatres, add to its appeal, making it an ideal spot for a delightful day out. Don't miss the chance to explore the Cape, where breathtaking views and natural beauty await.
  • Harwich: A short 6km from Brewster, Harwich is a delightful town famed for its beautiful beaches and outdoor adventures. With an array of golf courses and theatres, Harwich offers a perfect blend of relaxation and entertainment. Visitors can unwind on the sandy shores or partake in various outdoor activities that highlight the region’s scenic charm. As you explore, you'll find family-friendly beaches perfect for spending quality time with loved ones amidst the stunning Cape Cod backdrop.
  • Orleans: Located just 8km from Brewster, Orleans is a vibrant town that captures the essence of Cape Cod with its stunning coastline and outdoor offerings. Known for its picturesque beaches and lush scenery, Orleans provides a plethora of activities such as golfing and theatre performances. This family-friendly destination invites you to explore the local landmarks, including beautiful family beaches where you can create lasting memories against the backdrop of the scenic Cape.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 upcoming journey? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, you may enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient area for you to plan new trips, manage your existing arrangements, or review and organise your bookings. Your saved or booked properties are now neatly categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please 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. Cape Cod Beaches and Cape Cod National Seashore are just a couple of the must-see attractions in the area. 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 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)
  • Rail Trail Bike Shop (0.9 mi / 1.4 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:

  • Cape Cod Beaches (7.9 mi / 12.8 km)
  • 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)
  • First Encounter Beach (5.6 mi / 9.1 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 the best area to stay in Brewster, Massachusetts for a holiday rental, the charming neighbourhoods of East Brewster and the vicinity of Cape Cod Bay come highly recommended. East Brewster is particularly appealing, offering a serene atmosphere with beautiful landscapes and easy access to the coastline. This area is well-known for its proximity to attractions such as Nickerson State Park, which boasts picturesque trails and lovely ponds, great for hiking and enjoying nature.

Another delightful option is the area around Cape Cod Bay, where you can find stunning beaches and scenic views. This region is ideal for those who enjoy water activities, with opportunities for kayaking, swimming, and beachcombing. The local shops and eateries provide a taste of the region's culinary delights, and the warm, welcoming community adds to the overall experience.

In terms of accommodation, Brewster offers a diverse array of properties, suiting various preferences and budgets, ensuring that visitors can find something that suits their needs.
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 boasts several lovely neighbourhoods that provide easy access to the stunning coastline of Cape Cod. The scenic beaches along the Cape Cod Bay are particularly popular, with homes available near locations like Paine's Creek Beach and Breakwater Beach. These properties often feature amenities such as outdoor decks or porches, superb for enjoying the coastal breeze, as well as fully equipped kitchens for self-catering convenience.

In Brewster's Nickerson State Park area, visitors can find charming cottages that are not only close to the beach but also surrounded by nature trails and ponds, ideal for outdoor enthusiasts. Many of these rentals come equipped with kayaks or bicycles, allowing guests to explore the beautiful surroundings at their leisure.

Moreover, the proximity to local shops and restaurants adds to the overall convenience, enabling travellers to enjoy fresh seafood and other local delicacies. 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 holiday rental, with approximately 956 available throughout the charming coastal town. These properties often feature multiple bedrooms, spacious living areas, fully equipped kitchens, and outdoor spaces such as decks or patios, making them ideal for families or larger groups. Additionally, there are around 320 condos that provide a more compact option, usually with amenities like swimming pools and fitness centres, situated close to the beach. For those seeking a more quaint experience, about 100 cottages are spread across scenic locations, offering a rustic charm with a homely atmosphere.
Are there any family house rentals in Brewster?
In Brewster, Massachusetts, there is a substantial selection of family-friendly homes, with around 260 options available. This charming town is known for its beautiful beaches and tranquil atmosphere, making it an excellent choice for families. Many properties feature spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces where children can play and enjoy the fresh air.

Visitors can expect amenities such as Wi-Fi, air conditioning, and laundry facilities, ensuring a comfortable stay. The location provides easy access to nearby attractions like Nickerson State Park, which offers hiking trails and opportunities for picnicking, as well as the stunning Brewster beaches, great for a day of sun and sand. Additionally, families can explore local shops and restaurants, enriching their experience in this picturesque coastal town.
Can I rent a holiday home with a pool or hot tub in Brewster?
In Brewster, there are many holiday homes available for rent that feature pools and hot tubs, with around 93 options to choose from. This charming town on Cape Cod offers a variety of properties, particularly in the picturesque neighbourhoods near the Cape Cod National Seashore. These rentals often come equipped with private pools, hot tubs, spacious outdoor decks, and fully equipped kitchens, making them ideal for families or groups looking to relax and enjoy the coastal setting.

Travellers can also expect amenities such as air conditioning, Wi-Fi, and comfortable living spaces, which enhance the overall experience.
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, giving travellers plenty of options to choose from. Many of these holiday homes are situated close to the Cape Cod National Seashore, which offers a stunning backdrop for both relaxation and outdoor activities with pets. These rentals often come equipped with amenities such as spacious backyards, outdoor seating areas, and fully fitted kitchens, making them ideal for families or groups travelling with furry companions.

The lovely Brewster area is known for its beautiful beaches, such as Breakwater Beach and Crosby Landing Beach, where pets are welcome during certain seasons, providing opportunities for fun-filled days by the sea. Additionally, the nearby Nickerson State Park offers walking trails and scenic spots for picnics, allowing guests to enjoy nature alongside their pets.
Are there any remote work holiday rentals in Brewster?
In Brewster, Massachusetts, there are numerous options for remote work holiday rentals, with around 1,332 properties available to choose from. This charming town on Cape Cod offers a peaceful environment ideal for productivity, surrounded by beautiful natural scenery. Many of the rentals feature essential amenities such as free Wi-Fi and internet services, ensuring that guests can stay connected while enjoying a tranquil getaway.

Accommodations often include spacious living areas with work-friendly setups, fully equipped kitchens for convenient meal preparation, and outdoor spaces for relaxation during breaks. Brewster's proximity to local attractions like the Cape Cod National Seashore and its picturesque beaches also provides an excellent balance of work and leisure. 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, allowing guests to prepare their own meals, and decks or patios for outdoor relaxation. Many properties also feature coffee and tea makers, great for enjoying a warm beverage while taking in the scenic views. Onsite parking is a common convenience, making it easy for guests to explore the area.
When is the best time to visit Brewster for a holiday rental?
The peak season for visiting Brewster, Massachusetts, falls between June and August, with July being the most popular month. This vibrant time attracts families and beach enthusiasts keen to enjoy the sun-drenched shores of Cape Cod. Warm temperatures, typically ranging from 20 to 30 degrees Celsius, create an inclusive setting for outdoor activities, including swimming, kayaking, and exploring the picturesque beaches.

During these summer months, Brewster buzzes with life, offering a wide array of local events, farmers' markets, and opportunities for whale watching. The charming coastal scenery, combined with the convenience of nearby attractions, makes this period particularly appealing for holiday rentals.

If you are looking for a more budget-friendly option, consider visiting Brewster in November. This month provides a quieter experience, superb for those who appreciate the peacefulness of the off-season. You can enjoy serene walks along the beach, admire the stunning autumn colours, and partake in local attractions without the crowds.

Ultimately, the best time to book your holiday rental in Brewster hinges on your preference for lively summer activities or a tranquil retreat amidst nature's beauty.
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, Massachusetts, visitors can enjoy a range of attractions that highlight the natural beauty and historical charm of the area. One of the main draws is the Cape Cod National Seashore, which offers stunning beaches such as Breakwater Beach and Nickerson State Park, superb for swimming, hiking, and picnicking. The picturesque Brewster Historical Society and the nearby Cape Cod Museum of Natural History provide insights into the region's rich maritime history and local wildlife.

For those interested in marine life, the Cape Cod Bay area is ideal for whale watching and exploring tidal pools. The charming town centre offers quaint shops and eateries, allowing visitors to experience local cuisine and culture.
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 cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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