Family-Friendly Vacation Rentals in Harris-Black House and Higgins Farm Windmill, MA: Compare 10+ Sites & Save

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402 Best Family Vacation Rentals in Harris-Black House and Higgins Farm Windmill (Starting from $154)

In-Ground Plunge Pool Dog Friendly!
In-Ground Plunge Pool Dog Friendly!
House
Brewster, MA, USA
0.9k from Harris-Black House and Higgins Farm Windmill center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms9 Guests
New to Booking
$1188
Average price / night
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Walk to Beach! 3 bedrooms, huge yard, bay views, AC
Walk to Beach! 3 bedrooms, huge yard, bay views, AC
House
Brewster, MA, 02631, United States
0.3k from Harris-Black House and Higgins Farm Windmill center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms7 Guests
10.0

Exceptional

44 reviews

$948
Average price / night
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Central A C Mins to Beach Dog Welcome
Central A C Mins to Beach Dog Welcome
House
Brewster, MA, USA
1.4k from Harris-Black House and Higgins Farm Windmill center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

3 Bedrooms8 Guests
New to Booking
$646
Average price / night
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HISTORIC LUXURY! PET OK! 1 mile to beach! Patio-firepit-2KingSuites
HISTORIC LUXURY! PET OK! 1 mile to beach! Patio-firepit-2KingSuites
House
Brewster, MA, 02631, United States
0.4k from Harris-Black House and Higgins Farm Windmill center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$399
Average price / night
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Walk to Beach Dog Welcome
Walk to Beach Dog Welcome
House
Brewster, MA, USA
1.4k from Harris-Black House and Higgins Farm Windmill center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
8.0

Good

1 reviews

$436
Average price / night
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Authentic Cape Cod Saltbox - Antique home with modern conveniences
Authentic Cape Cod Saltbox - Antique home with modern conveniences
House
Brewster, MA, 02631, United States
0.7k from Harris-Black House and Higgins Farm Windmill center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

2 Bedrooms3 Guests
10.0

Exceptional

106 reviews

$206
Average price / night
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Huge Deck Outdoor Shower Dog Friendly
Huge Deck Outdoor Shower Dog Friendly
House
Brewster, MA, USA
1.4k from Harris-Black House and Higgins Farm Windmill center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

4 Bedrooms8 Guests
New to Booking
$599
Average price / night
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Cottage near bay beach- 1 Bd/1Ba
Cottage near bay beach- 1 Bd/1Ba
Cottage
Brewster, MA, 02631, United States
0.9k from Harris-Black House and Higgins Farm Windmill center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom4 Guests
9.4

Superb

11 reviews

$154
Average price / night
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Water Views Walk to Beach Dogs Welcome
Water Views Walk to Beach Dogs Welcome
House
Brewster, MA, USA
1.5k from Harris-Black House and Higgins Farm Windmill center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$1078
Average price / night
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Spacious, Comfortable 1700s Home - Close to Cape Cod Bay Beaches
Spacious, Comfortable 1700s Home - Close to Cape Cod Bay Beaches
House
Brewster, MA, 02631, United States
1.1k from Harris-Black House and Higgins Farm Windmill center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

12 reviews

$417
Average price / night
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Elegant Coastal Cottage
Elegant Coastal Cottage
House
Brewster, MA, USA
1.8k from Harris-Black House and Higgins Farm Windmill center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$459
Average price / night
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Large and Luxurious Cape Cod Escape at Rocky Hill
Large and Luxurious Cape Cod Escape at Rocky Hill
House
Brewster, MA, 02631, United States
1.5k from Harris-Black House and Higgins Farm Windmill center

AC, Arcade, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

7 Bedrooms10 Guests
New to Booking
$1015
Average price / night
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Less Than 1 Mile to Beach with Custom Fire Pit
Less Than 1 Mile to Beach with Custom Fire Pit
House
Brewster, MA, USA
1.9k from Harris-Black House and Higgins Farm Windmill center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

2 Bedrooms5 Guests
9.3

Superb

7 reviews

$467
Average price / night
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Historic 1785 Cape Cod Home w/ Modern Comfort, <1 Mile from Brewster Beaches
Historic 1785 Cape Cod Home w/ Modern Comfort, <1 Mile from Brewster Beaches
House
Brewster, MA, 02631, United States
1.5k from Harris-Black House and Higgins Farm Windmill center

AC, Barbecue, Dryer, Fireplace, Free Parking, Internet, Kitchen, Laundry, Living Area

4 Bedrooms10 Guests
10.0

Exceptional

7 reviews

$946
Average price / night
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Stunning Home with Wet Bar Dog Welcome!
Stunning Home with Wet Bar Dog Welcome!
House
Brewster, MA, USA
2.4k from Harris-Black House and Higgins Farm Windmill center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

4 Bedrooms10 Guests
9.0

Fabulous

1 reviews

$769
Average price / night
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Brewster Historic Homestead -Main House, Carriage House, Heritage Barn/Game Room
Brewster Historic Homestead -Main House, Carriage House, Heritage Barn/Game Room
House
Brewster, MA, 02631, United States
1.8k from Harris-Black House and Higgins Farm Windmill center

AC, Arcade, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$1214
Average price / night
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Pond Front Home with Private Dock
Pond Front Home with Private Dock
House
Brewster, MA, USA
2.4k from Harris-Black House and Higgins Farm Windmill center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$683
Average price / night
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Hidden paradise in Quivet Neck
Hidden paradise in Quivet Neck
House
Dennis, MA, 02660, United States
1.9k from Harris-Black House and Higgins Farm Windmill center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

40 reviews

$522
Average price / night
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5 Quivet Drive East Dennis Cape Cod- - NEED A NAME
5 Quivet Drive East Dennis Cape Cod- - NEED A NAME
House
East Dennis, MA, USA
2.6k from Harris-Black House and Higgins Farm Windmill center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

1 Bedroom10 Guests
New to Booking
$792
Average price / night
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Private Beach.  Fabulous Bay Views. WIFI
Private Beach. Fabulous Bay Views. WIFI
Cottage
Brewster, MA, 02631, United States
2.1k from Harris-Black House and Higgins Farm Windmill center

AC, Barbecue, Free Parking, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

2 Bedrooms4 Guests
New to Booking
$872
Average price / night
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Charming 3-bedroom pondfront house on cul de sac in Brewster, Mass NEW LISTING
Charming 3-bedroom pondfront house on cul de sac in Brewster, Mass NEW LISTING
House
Brewster, MA, 02631, United States
2.3k from Harris-Black House and Higgins Farm Windmill center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms7 Guests
9.0

Fabulous

2 reviews

$680
Average price / night
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Private Beach, Cottage in the Dunes, Pet Friendly
Private Beach, Cottage in the Dunes, Pet Friendly
Cottage
Dennis, MA, 02641, United States
2.3k from Harris-Black House and Higgins Farm Windmill center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

5 Bedrooms8 Guests
New to Booking
$2165
Average price / night
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Secluded Family/Pet Friendly Home in E. Dennis, Near Beaches
Secluded Family/Pet Friendly Home in E. Dennis, Near Beaches
House
Dennis, MA, 02641, United States
2.5k from Harris-Black House and Higgins Farm Windmill center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
New to Booking
$794
Average price / night
Check Availability
Beautiful 4 Bedroom Home with Central A/C near Sea Street Beach
Beautiful 4 Bedroom Home with Central A/C near Sea Street Beach
House
East Dennis, MA, 02641, United States
2.6k from Harris-Black House and Higgins Farm Windmill center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub, Kitchen

4 Bedrooms10 Guests
10.0

Exceptional

33 reviews

$594
Average price / night
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Peaceful Haven, Brewster Walk to The Brewster Store & Breakwater Beach
Peaceful Haven, Brewster Walk to The Brewster Store & Breakwater Beach
House
Brewster, MA, 02631, United States
3.0k from Harris-Black House and Higgins Farm Windmill center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

12 reviews

$557
Average price / night
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Classic Bayside cottage, Near Northside Beaches, Private, Close to Sesuit harbor
Classic Bayside cottage, Near Northside Beaches, Private, Close to Sesuit harbor
House
Dennis, MA, 02660, United States
3.0k from Harris-Black House and Higgins Farm Windmill center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms5 Guests
9.6

Exceptional

16 reviews

$374
Average price / night
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Large Brewster home on historic 5 acre property, close to beach w club access
Large Brewster home on historic 5 acre property, close to beach w club access
House
Brewster, MA, 02631, United States
3.1k from Harris-Black House and Higgins Farm Windmill center

AC, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

5 Bedrooms10 Guests
9.6

Exceptional

5 reviews

$969
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Family Vacation Rentals in Harris-Black House and Higgins Farm Windmill.

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Harris-Black House and Higgins Farm Windmill Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 402 verified family-friendly vacation rentals in Harris-Black House and Higgins Farm Windmill. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Harris-Black House and Higgins Farm Windmill vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $154 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Harris-Black House and Higgins Farm Windmill offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Harris-Black House and Higgins Farm Windmill are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Harris-Black House and Higgins Farm Windmill often include amenities such as Child Friendly, Fireplace/Heating, and View. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.