Vacation Rentals in Brewster, MA

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Brewster, MA holiday rentals
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946 Holiday rentals and Airbnb in Brewster, MA

Best family friendly Brewster, MA holiday rentals

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

Coastal Fun In Chatham  Your Cape Cod Escape - Brewster, MA
Brewster, MA
22/06 – 27/06
A$1062/nighttotal: A$5310 (5 )

Coastal Fun In Chatham Your Cape Cod Escape

3 2
apartment , Chatham
This South Chatham holiday home is a 14-minute walk from the Chatham Chamber of Commerce and a 5-minute drive from Cape Cod Beaches.
This 235 square meter apartment offers accommodation for up to 7 guests with 3 bedrooms and 2 bathrooms, featuring a full kitchen, air conditioning, Wi-Fi, an outdoor living space with a barbecue, and in-unit laundry.
Peaceful West Dennis Cape Cod Retreat+beach+spacious+cozy - Brewster, MA
Brewster, MA
04/08 – 08/08
A$1464/nighttotal: A$5856 (4 )

Peaceful West Dennis Cape Cod Retreat+beach+spacious+cozy

3 4
apartment , Dennis
This West Dennis flat offers a coastal retreat in a quiet residential area, conveniently located less than 1 kilometre from the beach and within easy reach of the Bass River, Dennis Port, and Harwich.
This spacious accommodation sleeps up to 8 guests across three bedrooms and features a fully equipped kitchen, a garden with outdoor dining, and a private outdoor shower, with amenities including air conditioning and Wi-Fi, making it ideal for family getaways and exploring the surrounding areas of Chatham and Sandwich.
Cape Escape Harwich - Brewster, MA
Brewster, MA
26/06 – 29/06
A$1058/nighttotal: A$3174 (3 )

Cape Escape Harwich

1 6
apartment , Harwich
This family-friendly Cape Cod property is located a short drive from Harwich and Chatham, providing convenient access to venues such as Wequassett Inn, Wychmere, and Chatham Bars Inn.
This spacious 3-bedroom apartment accommodates up to 8 guests and features a large garden, deck with an outdoor shower, a well-equipped kitchen, and complimentary baby gear, with beach chairs and towels provided for easy access to nearby shores.
Slate & Salt | Beach Walk · Fire Pit & Kids Ready - Brewster, MA
Brewster, MA
18/07 – 25/07
A$1202/nighttotal: A$8414 (7 )

Slate & Salt | Beach Walk · Fire Pit & Kids Ready

1 6
apartment , Brewster
This renovated Brewster cape, located less than 1 kilometre from Point of Rocks Beach and Cape Cod Bay, offers convenient access to the Cape Cod Rail Trail and Nickerson State Park.
This family-friendly, single-storey holiday home sleeps up to nine guests and features three bedrooms, two bathrooms, a fully equipped kitchen, air conditioning, a private garden with a fire pit and gas grill, and parking for seven cars.

Best Brewster, MA holiday rentals with a pool

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

Charming West Harwich Pool Escape Rpam111 - Brewster, MA
Brewster, MA
22/06 – 27/06
A$1833/nighttotal: A$9165 (5 )

Charming West Harwich Pool Escape Rpam111

4 2
apartment , Harwich
This West Harwich property, a beautifully restored 1835 home, is situated minutes from pristine beaches and local amenities.
This four-bedroom, four-bathroom house, boasting 247 square metres of floor space across a main house, in-law suite, and carriage house, sleeps up to 10 guests and includes a heated pool, private garden, and parking; nearby attractions include Mayflower Beach and Cape Cod Inflatable Park.
Pelham On Earle - Brewster, MA
8.5 152 reviews
Brewster, MA
22/06 – 27/06
A$612/nighttotal: A$3060 (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.
Riviera Beach Resort - Brewster, MA
8.2 1394 reviews
Brewster, MA
04/08 – 08/08
A$974/nighttotal: A$3896 (4 )

Riviera Beach Resort

1 4
resort , Yarmouth
The Riviera Beach Resort is located on a private beach in Yarmouth, Cape Cod, with stunning views of Nantucket Sound and easy access to the Blue Rock Golf Course. The resort has received very good user ratings, an excellent location rating and a good cleanliness rating.
The resort offers a range of amenities for a comfortable stay. Guests can enjoy a swimming pool, a jacuzzi, a spa, a restaurant, a bar, a fitness centre, room service, valet parking and a private beach.
Condo ∙ 2 Bedrooms ∙ 6 Guests - Brewster, MA
Brewster, MA
18/07 – 25/07
A$766/nighttotal: A$5362 (7 )

Condo ∙ 2 Bedrooms ∙ 6 Guests

2 6
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.

Frequently asked questions about holiday rentals in Brewster, MA

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Best Brewster, MA holiday rentals with a balcony

Charming Retreat Near The Ocean With W/d, Games, & Trails - Brewster, MA
10 4 reviews
Brewster, MA
26/06 – 29/06
A$1657/nighttotal: A$4971 (3 )

Charming Retreat Near The Ocean With W/d, Games, & Trails

5 6
apartment , Eastham
This five-bedroom Eastham holiday home offers direct access to the Cape Cod National Seashore and is a short walk to the beach and the Cape Cod Rail Trail, ideal for cycling and walking.
This 190 square metre property accommodates up to ten guests with four bathrooms, a well-equipped kitchen including a dishwasher, and a screened porch, alongside outdoor games and a deck with a grill for entertainment.
Spacious Home With Direct Pond Access! - Brewster, MA
9.8 18 reviews
Brewster, MA
22/06 – 27/06
A$1653/nighttotal: A$8265 (5 )

Spacious Home With Direct Pond Access!

6 2
apartment , Chatham
This South Chatham holiday home provides direct access to Ministers Pond, situated approximately 2.7 kilometres from Chatham Lighthouse and near Chatham Windmill.
This expansive 261 square metre residence offers six bedrooms accommodating up to twelve guests, featuring a well-equipped kitchen, multiple living areas, an elevated deck, a private yard with a gazebo and fire pit, and is dog-friendly.
Harwich Getaway By Leavetown Vacations - Brewster, MA
Brewster, MA
26/06 – 29/06
A$982/nighttotal: A$2946 (3 )

Harwich Getaway By Leavetown Vacations

3 6
house , Harwich
This Harwich holiday home is situated approximately 26 kilometres from Nauset Lighthouse, 29 kilometres from Wellfleet Bay Wildlife Sanctuary, and 31 kilometres from Cape Cod National Seashore.
This spacious property boasts 663 square metres of floor area, offering three bedrooms, three bathrooms, and sleeps up to eleven guests, complete with a fully equipped kitchen, private garden, free Wi-Fi, parking, and an on-site restaurant.
West-facing Pure Waterfront Home In Orleans, Overlooking Arey's Pond - Brewster, MA
9.4 24 reviews
Brewster, MA
26/06 – 29/06
A$980/nighttotal: A$2940 (3 )

West-facing Pure Waterfront Home In Orleans, Overlooking Arey's Pond

4 6
apartment , Orleans
This Orleans waterfront property offers exceptional privacy on Arey's Pond, with Nauset and Skaket Beaches and a bike trail approximately 6.4 kilometres away, and freshwater lakes within 1.6 kilometres.
This 128 square metre flat accommodates up to eight guests, featuring four bedrooms, two bathrooms, air conditioning, a kitchen equipped with a fridge, microwave, and dishwasher, and a screened porch, providing direct access to Pleasant Bay for sailing.

Best Brewster, MA holiday rentals with parking

52 M² Condo ∙ 1 Bedroom ∙ 4 Guests - Brewster, MA
Brewster, MA
27/06 – 11/07
A$384/nighttotal: A$5376 (14 )

52 M² Condo ∙ 1 Bedroom ∙ 4 Guests

1 2
apartment , Brewster
This Fletcher condominium in Brewster offers a recently refurbished one-bedroom, one-bathroom unit with modern kitchen appliances, a queen-size bed, and a Murphy bed in the living area, providing peaceful golf course views and convenient access to bay beaches, local shops, Nickerson State Park, and the Cape Cod Rail Trail.
This 52 square meter flat sleeps up to four guests, featuring air conditioning, a fully equipped kitchen with a dishwasher, and on-site parking, making it ideal for families exploring the area's outdoor pursuits like kayaking and cycling.
Swan River Cottage - Near Beach, Water View, Kayak, - Brewster, MA
9.0 2 reviews
Brewster, MA
04/08 – 08/08
A$851/nighttotal: A$3404 (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.
Lovely Home Close To Bike Path And Beach! - Brewster, MA
9.8 103 reviews
Brewster, MA
22/06 – 27/06
A$935/nighttotal: A$4675 (5 )

Lovely Home Close To Bike Path And Beach!

3 2
apartment , Eastham
This charming house is located just 3.2km from the beautiful Cape Cod Beaches, offering easy access to the sand and surf, as well as the nearby Cove Burying Ground and Cape Cod National Seashore. The property has received excellent ratings for user experience, location, and cleanliness.
The house is spread across 153 square metres and can accommodate up to 9 guests. Amenities include a fully equipped kitchen, a fireplace, two bathrooms, a washing machine, barbecue grills, and internet access.
Peaceful Retreat On Chilton Lane - Brewster, MA
Brewster, MA
04/08 – 08/08
A$944/nighttotal: A$3776 (4 )

Peaceful Retreat On Chilton Lane

2 4
house , Brewster
This Brewster holiday home, situated on Chilton Lane, is 2.1 kilometres from Ellis Landing Beach and 24 kilometres from Cape Cod Gateway Airport.
The 87-square-metre property boasts two bedrooms, two bathrooms, sleeps nine guests, and includes a swimming pool, Jacuzzi, tennis court, and on-site restaurant and bar.
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