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 4 best family friendly rentals

Beautiful Home In Orleans. Park, Beach, Lake & Ocean.  Telsa Charge - Brewster, MA
9.8 17 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.
Condo ∙ 2 Bedrooms ∙ 6 Guests - Brewster, MA
No reviews

Condo ∙ 2 Bedrooms ∙ 6 Guests

apartment, Brewster
This two-bedroom flat is situated in Susanna Village within the Ocean Edge Resort & Golf Club in Brewster, offering direct access to the Cape Cod Rail Trail and proximity to the Brewster Flats, approximately 1.5 kilometres away.
This family-friendly apartment accommodates up to six guests with an open loft, featuring a modern kitchen with a dishwasher, air conditioning, and parking, plus complimentary daily tickets for resort activities including golfing and boat trips.
Dennis Port Delight - Brewster, MA
No reviews

Dennis Port Delight

house, Dennis
Book this vacation rental. You will be in Dennis.
Services and facilities: a fridge, a dish washer and a swimming pool. This house is very convenient for families.
This Sunny, End Unit Apartment In Eaton Village Features A Nice Tree-lined View. - Brewster, MA
9.5 4 reviews

This Sunny, End Unit Apartment In Eaton Village Features A Nice Tree-lined View.

apartment, Brewster
This two-bedroom apartment is located in Eaton Village in Brewster, just a short distance from the Cape Cod Rail Trail, Brewster Flats, and Nickerson State Park. It has received excellent user ratings and is perfect for families or groups of up to four people.
The apartment has a fully equipped kitchen, a comfortable living room with a flat-screen TV, and a patio with a gas grill. Guests can enjoy the peace and privacy of an end-unit location, and the apartment is conveniently located close to many attractions.

Best Brewster, MA vacation rentals with a pool

Among the 1216 accommodations in Brewster, MA, here are the 4 best rentals with a pool

389 M² House ∙ 4 Bedrooms ∙ 12 Guests - Brewster, MA
8.0 1 review

389 M² House ∙ 4 Bedrooms ∙ 12 Guests

house, Brewster
This charming house is situated in Brewster, just 3 kilometres from Brewster Beach and 8 kilometres from Nauset Beach in Orleans, offering easy access to the stunning Cape Cod coastline. It's a great choice for families or groups seeking a relaxing beach getaway.
The property spans 389 square metres and comfortably accommodates up to 12 guests in its four bedrooms and two bathrooms. Amenities include a private pool, a fully equipped kitchen, laundry facilities, and air conditioning throughout, ensuring a comfortable stay for all.
Peaceful Retreat On Chilton Lane - Brewster, MA
10 1 review

Peaceful Retreat On Chilton Lane

apartment, Brewster
This Brewster apartment is conveniently located near Cape Cod beaches and attractions such as the Cape Cod Inflatable Park, offering easy access to other Cape Cod destinations.
The 87-square-metre (936 square feet) self-catering flat features two bedrooms, two bathrooms, sleeps five, and includes a fully equipped kitchen, balcony, free Wi-Fi, a swimming pool, fitness centre, and concierge service; on-site amenities also include a water park, indoor pool, and hot tub.
Olivia's Oasis: 006-hl - Stunning New Construction With Heated Pool & Hot Tub In Harwich - Brewster, MA
No reviews

Olivia's Oasis: 006-hl - Stunning New Construction With Heated Pool & Hot Tub In Harwich

apartment, Harwich
This newly constructed luxury residence in East Harwich offers a modern Cape Cod escape, located 1.6 kilometres from Red River Beach and a short drive to downtown Chatham's amenities.
This expansive 418 square metre property features five ensuite bedrooms accommodating up to 12 guests, a chef's kitchen, a heated saltwater swimming pool, a hot tub, and a gas fire pit.
111 M² Condo ∙ 3 Bedrooms ∙ 6 Guests - Brewster, MA
9.5 4 reviews

111 M² Condo ∙ 3 Bedrooms ∙ 6 Guests

apartment, Brewster
This Brewster condo, situated between Route 6A and Route 137, is 0.8km from the Cape Cod Rail Trail, offering easy access to cycling and walking routes.
The 110 square metre property features three bedrooms sleeping six, two bathrooms, a fully equipped kitchen with fridge and dishwasher, plus access to an on-site swimming pool, fitness centre and tennis court.

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

Charming Cape Apartment Walk To Beach & Town - Brewster, MA
No reviews

Charming Cape Apartment Walk To Beach & Town

apartment, Harwich
This Harwich Port flat offers a prime location, just 200 metres from Bank Street Beach and within easy walking distance of local shops and dining.
This 109 square metre apartment accommodates up to four guests, featuring a modern coastal design with a private deck, a well-equipped kitchen with GE Café Series appliances, a dedicated den with a queen-size sleeper sofa, and complimentary access to $750 worth of daily free tickets through Xplorie, including Island Cruises and Whale Watch.
Cozy Family Retreat With Kayaks, Board Games, Ac, And Beach Access - Brewster, MA
10 3 reviews

Cozy Family Retreat With Kayaks, Board Games, Ac, And Beach Access

apartment, Brewster
This apartment is located in the South Hill district of Brewster, a short walk from the private, no-motor-boat Sheep Pond beach.
This 296 square meter dwelling accommodates up to 8 guests across 4 bedrooms and 3 bathrooms, offering direct beach access, a dog-friendly environment, and a spacious deck with a gas grill.
Beachside Harwich Port Apartment Near Town - Brewster, MA
No reviews

Beachside Harwich Port Apartment Near Town

apartment, Harwich
This Harwich Port flat is located in a residential area, 7 minutes' walk from Bank Street Beach and 19 kilometres from Cape Cod Gateway Airport.
This 72 square metre, one-bedroom flat accommodates up to seven guests and features a fully equipped kitchen, air conditioning, free WiFi, a balcony, and on-site parking, with Nauset Lighthouse 27 kilometres away.
Waterfront Escape With Gas Grill, Furnished Deck, Fast Wifi, Beach Access Nearby - Brewster, MA
No reviews

Waterfront Escape With Gas Grill, Furnished Deck, Fast Wifi, Beach Access Nearby

apartment, Dennis
This waterfront holiday flat in Dennis Port provides direct access to the water with views, offering seclusion via a private drive and proximity to Cape Cod Beaches, Mayflower Beach, and Hyannis Harbour.
Spanning 127 square metres, this family-friendly accommodation accommodates up to six guests with three bedrooms, two bathrooms, a full kitchen featuring stainless steel appliances and a Keurig coffee maker, air conditioning, a terrace, garden, and an outdoor deck with a gas grill.

Best Brewster, MA vacation rentals with parking

Sunny Days - Brewster, MA
No reviews

Sunny Days

house, Brewster
This Brewster detached house is located a 13-minute walk from Breakwater Beach, and is within 20 kilometres of Nauset Lighthouse, Wellfleet Bay Wildlife Sanctuary, and Cape Cod National Seashore.
This property offers accommodation for up to 11 guests, featuring 3 bedrooms, 3 bathrooms, 155 square metres of floor space, air conditioning, free WiFi, a fully equipped kitchen with a washing machine and dishwasher, and on-site parking.
Ocean Edge - Pool Access - Linens Not Provided - Brewster, MA
No reviews

Ocean Edge - Pool Access - Linens Not Provided

house, Brewster
This 2-bedroom, 1-bathroom holiday cottage is located within the family-friendly Ocean Edge resort in Brewster, Massachusetts, offering easy access via Route 137 and close proximity to Billington village.
This resort property accommodates up to 4 guests and features internet, air conditioning, a kitchen, a swimming pool, and a Jacuzzi, with resort amenities readily available for a convenient stay.
The Mansion At Ocean Edge Resort & Golf Club - Brewster, MA
8.2 96 reviews

The Mansion At Ocean Edge Resort & Golf Club

manor house, Brewster
The Mansion at Ocean Edge, a resort in Brewster, offers direct beach access and is located 15.8 kilometres from Mayflower Beach and 1.2 kilometres from Ocean Dunes Golf Club.
This family-friendly resort provides an on-site spa, multiple dining options including a restaurant with garden views and a bar, a swimming pool, a fitness centre, and tennis courts, with complimentary parking available.
Condo ∙ 2 Bedrooms ∙ 6 Guests - Brewster, MA
No reviews

Condo ∙ 2 Bedrooms ∙ 6 Guests

apartment, Brewster
This two-bedroom townhouse in Brewster's Billington Village offers a peaceful escape, situated a few hundred metres from the Cape Cod Rail Trail and close to Cape Cod Bay beaches.
This family-friendly apartment sleeps six and features a separate living/dining area with a half-bath, two bedrooms and a full bathroom upstairs, air conditioning, Wi-Fi, a swimming pool, and complimentary daily activities including bike and kayak rentals.
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