Compare Vacation Rentals & Airbnb in Brewster, MA

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

Best family friendly Brewster, MA vacation rentals

Among the 946 accommodations in Brewster, MA, here are the 4 best family friendly rentals

Enchanted Cottage - Brewster, MA
10 7 reviews
Brewster, MA
27/06 – 11/07
$675/nighttotal: $9450 (14 )

Enchanted Cottage

1 2
apartment , Orleans
This Orleans holiday home is situated 1.1 km from Main Street, 4 km from Skaket Beach, 4.8 km from Nauset Beach, and 7.6 km from Cape Cod National Seashore, offering easy access to local attractions.
The two-bedroom, two-bathroom property sleeps six, features a spacious layout with a cathedral ceiling, a fully equipped kitchen including a gas stove and dishwasher, plus a garden with a gas grill and fire pit.
Quiet 3br, 1.5ba Home On Dead-end Street, On Bike Trail And Near Beaches. - Brewster, MA
9.0 39 reviews
Brewster, MA
20/06 – 27/06
$700/nighttotal: $4900 (7 )

Quiet 3br, 1.5ba Home On Dead-end Street, On Bike Trail And Near Beaches.

3 2
apartment , Harwich
This family-friendly house is located in Harwich, just a short distance from Cape Cod Lavender Farm, Bud's Go Karts, and Cape Cod Baseball & Bumper Boats. The property is rated excellent by previous guests, making it a popular choice for families visiting the area.
The house offers 3 bedrooms and 2 bathrooms, providing space for up to 6 guests. You'll find everything you need for a comfortable stay, including a fully equipped kitchen, a patio, a fireplace, and a Smart TV, along with the added benefit of a private garden and parking.
Chatham Bliss - Dog Friendly Oasis With Ev Charging - Brewster, MA
10 2 reviews
Brewster, MA
22/06 – 27/06
$923/nighttotal: $4615 (5 )

Chatham Bliss - Dog Friendly Oasis With Ev Charging

2 2
apartment , Chatham
This Chatham holiday home is situated 1.7 km from the Chatham Chamber of Commerce and 2.1 km from Cape Cod beaches, with additional nearby beaches including Ridgevale and Cockle Cove within 3 km.
This 81 square metre property sleeps six guests and boasts two bedrooms, one bathroom, a fully equipped kitchen including a dishwasher, a washing machine, barbecue facilities, smart TV, and parking.
Custom House W Central Ac At The Heart Of The Cape - Brewster, MA
9.9 86 reviews
Brewster, MA
22/06 – 27/06
$756/nighttotal: $3780 (5 )

Custom House W Central Ac At The Heart Of The Cape

1 2
apartment , Brewster
This three-bedroom Cape house is situated in a desirable location near the centre of Orleans, offering easy access to all the attractions of the Cape.
The property features a spacious master suite with a private bathroom, two further bedrooms, a fully equipped kitchen, and a large private deck, ideal for enjoying al fresco dining.

Best Brewster, MA vacation rentals with a pool

Among the 946 accommodations in Brewster, MA, here are the 4 best rentals with a pool

Oakwood Trail Cottage - Brewster, MA
Brewster, MA
04/08 – 08/08
$1166/nighttotal: $4664 (4 )

Oakwood Trail Cottage

1 4
house , Eastham
Vacation rental. You will be based in Eastham.
Facilities and services: a barbecue, a washing machine and a fridge. Take advantage of the Free Parking with this accommodation.
Pool Privileges At Ocean Edge Resort! (Fees Apply) - Brewster, MA
Brewster, MA
27/06 – 11/07
$723/nighttotal: $10122 (14 )

Pool Privileges At Ocean Edge Resort! (Fees Apply)

1 2
apartment , Brewster
This one-bedroom apartment is situated within the Ocean Edge Resort in Brewster, just off Route 6A/Main Street and Route 137, offering easy access to local shops, restaurants, and beaches. The apartment is a short drive from Cape Cod National Seashore, Cape Cod Museum of Natural History, and Orleans Bowling Center.
The apartment sleeps up to six guests across two levels, with a queen bed in the main bedroom and a loft with a daybed, trundle, and twin beds. Guests can enjoy a fully equipped kitchen, a private patio with a gas grill, and access to the resort's amenities, including swimming pools, tennis courts, a fitness centre, and the Jack Nicklaus designed golf course.
Luxury Renovated 5br Retreat W/ Heated Pool, A/c & Near Beaches + Nickerson Park - Brewster, MA
9.8 55 reviews
Brewster, MA
20/06 – 27/06
$1770/nighttotal: $12390 (7 )

Luxury Renovated 5br Retreat W/ Heated Pool, A/c & Near Beaches + Nickerson Park

5 2
apartment , Brewster
This charming house is located in a peaceful cul-de-sac in Brewster, just a short drive from Nickerson State Park and several beautiful beaches. It has received excellent user ratings, making it a popular choice for families and groups. The property spans 260 square metres and comfortably accommodates up to 12 guests. This spacious home boasts a private heated pool, a large outdoor area with a fire pit and grills, a well-equipped kitchen, comfortable living spaces, and a basement with entertainment options.
Ocean Edge Cape House With Beach, Pool, And Ac - Brewster, MA
9.7 113 reviews
Brewster, MA
27/06 – 11/07
$1771/nighttotal: $24794 (14 )

Ocean Edge Cape House With Beach, Pool, And Ac

1 2
house , Brewster
This charming Cape Cod cottage is situated in Brewster, just a short walk from shops, restaurants, and the Cape Cod Rail Trail, offering a peaceful and convenient location for your stay. The property has consistently received excellent ratings for user experience, location, and cleanliness, ensuring a comfortable and enjoyable experience.
The cottage has three bedrooms and two bathrooms, comfortably accommodating up to seven guests. Enjoy amenities such as private beach access, a swimming pool, tennis courts, and a spacious garden, perfect for relaxing and enjoying the beautiful Cape Cod surroundings.

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!

Destinations nearby

Best Brewster, MA vacation rentals with a balcony

Fire Pit, Sun Room, Central Ac, And Games! - Brewster, MA
10 1 review
Brewster, MA
22/06 – 27/06
$1528/nighttotal: $7640 (5 )

Fire Pit, Sun Room, Central Ac, And Games!

4 2
apartment , Harwich
This Harwich holiday let is situated 800 metres from Jackknife Beach, with Red River Beach and the Cape Cod Rail Trail also a short drive away.
This spacious 232 square metre holiday home offers accommodation for up to nine guests, featuring four bedrooms, five bathrooms, a games room with a bar and darts, a screened porch, and an expansive garden with a fire pit.
Waterfront Home With Lovely Lake Views, Great Deck, Sun Porch & Fireplace - Brewster, MA
10 1 review
Brewster, MA
27/06 – 11/07
$934/nighttotal: $13076 (14 )

Waterfront Home With Lovely Lake Views, Great Deck, Sun Porch & Fireplace

3 2
apartment , Chatham
This waterfront property in South Chatham offers direct access to Mill Pond with scenic views, and is located 6 kilometres east of downtown Chatham, 1.6 kilometres from Hawksnest State Park, 3.2 kilometres from the Old Colony Rail Trail, and 4.8 kilometres from Forest Beach and Ridgevale Beach.
This spacious 193 square metre residence, ideal for up to 10 guests, features an open layout, a sun porch, an eat-in kitchen, a living room with a 60-inch HDTV, three bedrooms, central air conditioning, a washer/dryer, complimentary WiFi, and a lake-facing deck with a gas grill.
140 M² Apartment ∙ 3 Bedrooms ∙ 6 Guests - Brewster, MA
Brewster, MA
04/08 – 08/08
$1381/nighttotal: $5524 (4 )

140 M² Apartment ∙ 3 Bedrooms ∙ 6 Guests

3 4
apartment , Dennis
This West Dennis, Massachusetts property is a short 0.8-1.6 km walk from West Dennis beaches.
The 140 square metre house sleeps six, boasting three bedrooms, one bathroom, a fully equipped kitchen, and a spa, plus parking and internet access; nearby attractions include restaurants and shops.
Pelham On Earle - Brewster, MA
8.5 152 reviews
Brewster, MA
22/06 – 27/06
$601/nighttotal: $3005 (5 )

Pelham On Earle

1 2
resort , Harwich
Pelham On Earle is a charming hotel located in West Harwich, a short drive from Hyannis and Provincetown, offering a peaceful escape from the hustle and bustle of nearby towns. It has consistently received excellent ratings for its location, cleanliness and overall experience.
The hotel offers a range of amenities and activities, including a swimming pool, a private patio for each room, and a shuffleboard court. Guests can also enjoy a restaurant, bar, and fitness centre, along with room service and parking.

Best Brewster, MA vacation rentals with parking

3 Bedroom Home In West Harwich, Sleeping 6 - Brewster, MA
10 2 reviews
Brewster, MA
20/06 – 27/06
$579/nighttotal: $4053 (7 )

3 Bedroom Home In West Harwich, Sleeping 6

3 2
apartment , Harwich
This Harwich holiday home, situated in Northwest Harwich on a quiet cul-de-sac less than 1.6km from Belmont Road Beach and a 3-minute drive from restaurants including The Red Nun Bar and Grill, offers peace and privacy.
The 135 square metre property features three bedrooms sleeping up to six guests, a fully equipped kitchen with fridge, microwave, and dishwasher, air conditioning, a garden, parking, and a back deck with firepit; nearby attractions include the Cape Cod Theatre Company.
Captain Alexanders Spa & Putting Green Not A Vacation Home But A Destination. - Brewster, MA
9.3 84 reviews
Brewster, MA
04/08 – 08/08
$815/nighttotal: $3260 (4 )

Captain Alexanders Spa & Putting Green Not A Vacation Home But A Destination.

2 4
apartment , Harwich
This Harwich property is just a short walk from Cape Cod Beaches and Earle Road Beach, offering a peaceful escape from the hustle and bustle of town. The house has received excellent guest ratings, making it a popular choice for travellers.
This three-bedroom holiday home provides ample space for families or groups. Guests can enjoy a range of amenities including a fully equipped kitchen, a private garden, a swimming pool, a Jacuzzi and a spa, as well as free Wi-Fi access.
Charming Beach House ~ Beautifully Updated & Immaculate. Walk To Sandy Beaches - Brewster, MA
9.6 24 reviews
Brewster, MA
27/06 – 11/07
$846/nighttotal: $11844 (14 )

Charming Beach House ~ Beautifully Updated & Immaculate. Walk To Sandy Beaches

2 2
apartment , Chatham
This South Chatham holiday home is situated 0.8km from Forest Street Beach and the Cape Cod Rail Trail, and within 4.8km of Harwichport and 4km of Chatham Lighthouse Beach.
The 1,230 sq ft property boasts three bedrooms, three bathrooms, and sleeps five, offering a fully-finished basement with extra living space, a private multi-tiered deck, and plentiful amenities including a gas grill, beach supplies, and proximity to numerous activities such as shopping, dining, and various beaches.
Swan River Cottage - Near Beach, Water View, Kayak, - Brewster, MA
9.0 2 reviews
Brewster, MA
04/08 – 08/08
$857/nighttotal: $3428 (4 )

Swan River Cottage - Near Beach, Water View, Kayak,

2 4
apartment , Dennis
This waterfront house in Dennis is located just 3.2km from Jericho House and Barn Museum, Cape Cod Beaches, and Cape Cod Theatre Company. The surrounding area is peaceful and offers easy access to local attractions.
The house has two bedrooms and a sofa bed, comfortably sleeping up to five people. Guests can enjoy a fully equipped kitchen, a private fenced yard, a terrace, and parking.
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