Brewster holiday lettings

We found 4,124 holiday rentals — enter your dates for availability

Select from 236 houses, 80 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:12 Jun - 19 Jun

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 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)
  • 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)
  • 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)
  • Follins Pond (6.5 mi / 10.4 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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