Compare Vacation Rentals & Airbnb in Brewster, MA

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Brewster, MA vacation rentals
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1216 Rentals and Airbnb in Brewster, MA

Best family friendly Brewster, MA vacation rentals

Among the 1216 accommodations in Brewster, MA, here are the 1 best family friendly rentals

Steps To Skaket Beach - Brewster, MA
10 3 reviews

Steps To Skaket Beach

apartment, Orleans
This Cape Cod home is located on a quiet dirt road, just a short walk (less than 1km) from the beautiful Skaket Beach. The property offers a peaceful escape from the hustle and bustle of Orleans, while still being close to the beach and local amenities.
The house has a unique layout with the living area on the upper floor, offering stunning views and ample natural light. The house can comfortably accommodate up to eight guests, making it ideal for families or groups of friends. The property features a well-equipped kitchen, a large multi-story deck, a private backyard, basement storage and two bathrooms.

Best Brewster, MA vacation rentals with a pool

Among the 1216 accommodations in Brewster, MA, here are the 1 best rentals with a pool

Ocean Edge, Bay Pines Villa Two Bedroom - Brewster, MA
9.1 21 reviews

Ocean Edge, Bay Pines Villa Two Bedroom

house, Brewster
The Presidential Bay Villa is situated in the Ocean Edge Resort, a short walk from the private beach in Brewster, Cape Cod.
The villa offers 1200 square feet of living space with a king-size bed in the master bedroom, a queen-size bed in the second bedroom, and a pull-out sofa in the living room, comfortably accommodating a family or group of friends, and includes access to all Ocean Edge Resort amenities, including 5 pools, 3 restaurants, a golf course, tennis courts, a fitness centre, a beach bar, and more.

Frequently Asked Questions about vacation rentals in Brewster, MA

  • What are some interesting places to visit in or near Brewster, MA?

    Brewster is a lovely place to visit. You can explore the Cape Cod Rail Trail, which runs through Brewster, or visit the charming shops and restaurants in the town centre. If you're looking for some history, the Dr. William Brewster House and the Cape Cod Museum of Natural History are great options. A short drive away, you can also visit the Cape Cod National Seashore, where you can see the beautiful beaches and dunes.
  • What are the best Airbnb and vacation rentals in Brewster, MA?

    Blue Skyes Brewster, Charming Antique Cape Cod Cottage and Shining Sea Condo are the most popular Airbnb and vacation rentals in Brewster, MA among travelers.

  • Which walking or cycling routes are the best in Brewster, MA?

    The Cape Cod Rail Trail is a great option for walking or cycling. It runs for 35km and passes through Brewster, offering scenic views of the countryside. You can also explore the quiet, scenic roads around town, taking in the beautiful scenery and stopping at some of the local cafes and shops along the way.
  • What are the most popular Airbnbs in Brewster, MA?

    Among the Airbnbs in Brewster, MA, Blue Skyes Brewster, Charming Antique Cape Cod Cottage and Shining Sea Condo are the most popular ones.

  • What sports or outdoor activites can visitors enjoy in and around Brewster, MA?

    Brewster is a great place for outdoor activities. You can enjoy swimming, sunbathing, and surfing on the beautiful beaches. There are also opportunities for kayaking, paddleboarding, and fishing. If you're looking for something more adventurous, you can go hiking in the nearby Nickerson State Park or go birdwatching at the Cape Cod National Seashore.
  • What are the best vacation rentals with a pool in Brewster, MA?

  • What other towns or cities can be easily accessed from Brewster, MA?

    Brewster is well-connected to other towns and cities on Cape Cod. You can easily reach the bustling town of Provincetown by car or bus. Other nearby towns include Chatham, Orleans, and Harwich, all of which offer their own unique charm and attractions.
  • What are the best rentals for families and kids in Brewster, MA?

  • What amenities are commonly available in vacation rentals in Brewster, MA?

    Vacation rentals in Brewster typically offer a range of amenities, including fully equipped kitchens, comfortable bedrooms, and private bathrooms. Many also have outdoor spaces like patios or decks, and some might even have access to a swimming pool or hot tub. You can often find rentals with laundry facilities, Wi-Fi, and cable TV.
  • What are the best rentals or Airbnbs with a jacuzzi in Brewster, MA?

  • What time of year is best to rent a vacation rental Brewster, MA?

    The best time to visit Brewster is during the summer months, from June to August, when the weather is warm and sunny. However, if you're looking for a quieter experience, you can visit during the shoulder seasons, in May or September, when the crowds are smaller and the prices are lower.
  • What are the local dishes in Brewster, MA region?

    Cape Cod is known for its fresh seafood, so be sure to try some local favourites like clam chowder, lobster rolls, and oysters. Another regional specialty is cranberry sauce, often used in both sweet and savoury dishes. And don't forget to try a slice of Cape Cod cranberry pie for dessert!

Popular destinations

Best Brewster, MA vacation rentals with a balcony

Beach Walk To Dennis Port Beach/restaurants/bars - Brewster, MA
9.7 83 reviews

Beach Walk To Dennis Port Beach/restaurants/bars

apartment, Dennis
This apartment is located near the beach in Dennis, within a 10-minute walk of Sea Street Beach and Cape Cod Beaches, and within 2 miles of the Cape Cod Theatre Company and Swan Pond River. The property has received excellent ratings for user experience, location, and cleanliness.
The apartment is a one-bedroom, one-bathroom property with a floor area of 56 square meters. Guests can enjoy a fully equipped kitchen, internet access, and a terrace or balcony, as well as parking, a garden, and a range of other amenities.
The Villages At Ocean Edge Resort & Golf Club - Brewster, MA
8.3 2653 reviews

The Villages At Ocean Edge Resort & Golf Club

resort, Brewster
The Mansion at Ocean Edge Resort and Golf Club is located in Brewster, a short drive from the Cape Cod Museum of Natural History and the Wellfleet Drive-In Theater & Cinemas. It has consistently received very good ratings for location, cleanliness, and overall user experience.
The resort offers a range of accommodation options, including guest rooms with patios or balconies and villas with full kitchens and living rooms. Guests can enjoy a private beach, two swimming pools, a spa, a fitness centre, tennis courts, and a variety of dining options, including a pub, a tavern, and a seasonal terrace.
Beautiful Home In Orleans. Park, Beach, Lake & Ocean.  Telsa Charge - Brewster, MA
9.8 18 reviews

Beautiful Home In Orleans. Park, Beach, Lake & Ocean. Telsa Charge

apartment, Orleans
This seven-bedroom house is located on a river in Orleans, just 0.16 kilometers from Nickerson State Park and within 5 kilometers of Orleans Bowling Center, Stony Brook Grist Mill, Skaket Beach, and Jonathan Young Windmill. The property has received excellent user ratings, indicating a high level of satisfaction from previous guests.
The house comfortably accommodates up to 26 guests and features a fully equipped kitchen, a garden, barbecue grills, and a terrace. Guests can enjoy stunning river views, relax in the tranquil surroundings, and explore the diverse ecosystem of Nickerson State Park, all within easy reach of Orleans' attractions and activities.

Best Brewster, MA vacation rentals with parking

Quiet Getaway In A Unique Area Of Cape Cod - Brewster, MA
10 5 reviews

Quiet Getaway In A Unique Area Of Cape Cod

apartment, Brewster
This one-bedroom flat in Brewster, MA, is situated 2.6 kilometres from Pleasant Bay, 7.1 kilometres from Nauset Beach and its summer concert venue, and 11.1 kilometres from Chatham, known for its shark sightings and fishing village.
This property offers a private deck with a fire pit, a pull-out sofa in the open-plan living area, a full kitchen and bathroom, and parking for up to four guests, including space for a boat and trailer, with access to the National Seashore beaches and trails within 20 kilometres.
Nehemiahs Nest: Healing Cape Cod Pond View Cottage - Brewster, MA
9.9 65 reviews

Nehemiahs Nest: Healing Cape Cod Pond View Cottage

apartment, Dennis
This Dennis, Cape Cod holiday home is situated on the edge of Bakers Pond, offering tranquil waterfront views and proximity to other Dennis attractions (distances vary).
The single-bedroom, single-bathroom cottage sleeps two guests and features a newly renovated kitchen and bathroom, new flooring throughout, plus free internet access, air conditioning, and parking.
Coastal Cottage Bayside - Brewster, MA
10 6 reviews

Coastal Cottage Bayside

apartment, Brewster
This furnished house in Brewster is situated on a quiet cul-de-sac, 0.6 kilometres from the beach and conveniently close to local dining, art galleries, museums, and antique shops.
This 3-bedroom, 1-bathroom property accommodates up to 5 guests and features a screened-in porch, patio, private garden, and an outdoor shower, with flexible rental terms available.
Charming Chatham Bungalow-mins To Downtown+beaches - Brewster, MA
9.9 14 reviews

Charming Chatham Bungalow-mins To Downtown+beaches

apartment, Chatham
This three-bedroom Chatham bungalow enjoys a prime North Chatham location, minutes from the town centre and beaches, and directly opposite Ryder's Cove Marina.
The property offers a fully equipped kitchen with granite worktops and stainless-steel appliances, air conditioning, laundry facilities, parking for 3-4 cars, and sleeps up to six guests.
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