Family-Friendly Vacation Rentals in Whale-Watching, MA: Compare 10+ Sites & Save

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  3.  USA

  4.  Massachusetts

  5.  Provincetown
  6.  Whale-Watching

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185 Best Family Vacation Rentals in Whale-Watching (Starting from $93)

Summer Sun
Summer Sun
House
Whale-Watching, Provincetown, Massachusetts, USA
1.1k from Whale-Watching center

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

3 Bedrooms4 Guests
9.4

Superb

10 reviews

$93
Average price / night
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West End , Fabulous neighborhood with wooded back yard and patio
West End , Fabulous neighborhood with wooded back yard and patio
Condo
Provincetown, MA, 02657, United States
1.1k from Whale-Watching center

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

3 Bedrooms6 Guests
10.0

Exceptional

19 reviews

$812
Average price / night
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Fun in the Sun
Fun in the Sun
Apartment
Provincetown, MA, USA
1.2k from Whale-Watching center

Apartments, Cheap, Accommodations, Lodgings, Places to stay, Family

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$343
Average price / night
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2000sqft, renovated, central AC, 2bd+loft, 3ba, parking, basement, close to town
2000sqft, renovated, central AC, 2bd+loft, 3ba, parking, basement, close to town
Condo
Provincetown, MA, 02657, United States
1.1k from Whale-Watching center

AC, Arcade, Balcony, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$659
Average price / night
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Stylish Walk to Town and Beach
Stylish Walk to Town and Beach
House
Provincetown, MA, USA
1.2k from Whale-Watching center

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

2 Bedrooms4 Guests
New to Booking
$232
Average price / night
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1st floor of 2 story West End house with 3 Bedrooms with ample Parking & Patio!
1st floor of 2 story West End house with 3 Bedrooms with ample Parking & Patio!
House
Provincetown, MA, 02657, United States
1.2k from Whale-Watching center

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

3 Bedrooms7 Guests
9.8

Exceptional

95 reviews

$500
Average price / night
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Provincetown Vacation Rental Pet Friendly!
Provincetown Vacation Rental Pet Friendly!
Apartment
Provincetown, MA, USA
1.2k from Whale-Watching center

Apartments, Accommodations, Parking, Spa, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Beach rentals

1 Bedroom4 Guests
New to Booking
$317
Average price / night
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Fabulous Bungalow - Quiet Location Just Steps from Town - Pet Friendly
Fabulous Bungalow - Quiet Location Just Steps from Town - Pet Friendly
House
Provincetown, MA, 02657, United States
1.3k from Whale-Watching center

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

2 Bedrooms4 Guests
10.0

Exceptional

95 reviews

$456
Average price / night
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Modern, Private Patio, Walk to Town!
Modern, Private Patio, Walk to Town!
House
Provincetown, MA, USA
1.3k from Whale-Watching center

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

3 Bedrooms6 Guests
9.0

Fabulous

1 reviews

$623
Average price / night
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Elegant and Beautiful 3 Bedroom unit in West End. Three cars parking - tandem
Elegant and Beautiful 3 Bedroom unit in West End. Three cars parking - tandem
Condo
Provincetown, MA, 02657, United States
1.3k from Whale-Watching center

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

3 Bedrooms6 Guests
10.0

Exceptional

64 reviews

$899
Average price / night
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Sunset Serenade
Sunset Serenade
Apartment
Provincetown, MA, USA
1.3k from Whale-Watching center

Apartments, Accommodations, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$207
Average price / night
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Charming, Private, 1600SF 1860s West End Provincetown House and Garden
Charming, Private, 1600SF 1860s West End Provincetown House and Garden
House
Provincetown, MA, 02657, United States
1.3k from Whale-Watching center

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

3 Bedrooms6 Guests
10.0

Exceptional

45 reviews

$899
Average price / night
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Walk to Beach Shopping and Dining
Walk to Beach Shopping and Dining
Apartment
Provincetown, MA, USA
1.3k from Whale-Watching center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$207
Average price / night
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New Construction - Gorgeous 3 Level 3 Bed / 3 Bath Condo
New Construction - Gorgeous 3 Level 3 Bed / 3 Bath Condo
Condo
Provincetown, MA, 02657, United States
1.4k from Whale-Watching center

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

3 Bedrooms6 Guests
10.0

Exceptional

106 reviews

$767
Average price / night
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Short walk to Provincetown shopping
Short walk to Provincetown shopping
House
Provincetown, MA, USA
1.3k from Whale-Watching center

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

3 Bedrooms6 Guests
New to Booking
$685
Average price / night
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West End Water View Townhome -
West End Water View Townhome -
House
Provincetown, MA, 02657, United States
1.4k from Whale-Watching center

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

2 Bedrooms4 Guests
10.0

Exceptional

44 reviews

$566
Average price / night
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West End Nest
West End Nest
Apartment
Whale-Watching, Provincetown, Massachusetts, USA
1.3k from Whale-Watching center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay

2 Bedrooms4 Guests
9.8

Exceptional

4 reviews

$277
Average price / night
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Amazing WEST END location, steps away from all the action!
Amazing WEST END location, steps away from all the action!
Condo
Provincetown, MA, 02657, United States
1.4k from Whale-Watching center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

20 reviews

$865
Average price / night
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Private Home Great Location Dog Friendly
Private Home Great Location Dog Friendly
House
Provincetown, MA, USA
1.4k from Whale-Watching center

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

3 Bedrooms6 Guests
9.0

Fabulous

1 reviews

$683
Average price / night
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Prime West End location — steps to gym, Commercial St, beach, and Tea Dance
Prime West End location — steps to gym, Commercial St, beach, and Tea Dance
Condo
Provincetown, MA, 02657, United States
1.4k from Whale-Watching center

AC, Arcade, Barbecue, Dryer, Extra Bed, Fitness Equipment, Heater, Internet, Kitchen

3 Bedrooms4 Guests
10.0

Exceptional

23 reviews

$547
Average price / night
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Best Patio on Commercial-Tropical Garden-Prime Location
Best Patio on Commercial-Tropical Garden-Prime Location
Condo
Provincetown, MA, 02657, United States
1.5k from Whale-Watching center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

146 reviews

$257
Average price / night
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Walk to Commercial Street! Water-View Retreat
Walk to Commercial Street! Water-View Retreat
Apartment
Provincetown, MA, 02657, United States
1.5k from Whale-Watching center

AC, Balcony, Barbecue, Free Parking, Heater, Kitchen, Microwave, No Smoking, Patio

2 Bedrooms4 Guests
10.0

Exceptional

37 reviews

$582
Average price / night
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Private West End Penthouse - Large Sun Deck - Sleeps 6, Pet Friendly
Private West End Penthouse - Large Sun Deck - Sleeps 6, Pet Friendly
Condo
Provincetown, MA, 02657, United States
1.5k from Whale-Watching center

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

3 Bedrooms6 Guests
10.0

Exceptional

21 reviews

$835
Average price / night
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Waterfront Condo with Stunning Harbor Views!!
Waterfront Condo with Stunning Harbor Views!!
Condo
Provincetown, MA, 02657, United States
1.5k from Whale-Watching center

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

1 Bedroom2 Guests
10.0

Exceptional

45 reviews

$985
Average price / night
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Vibrant 4bd Waterfront Boatyard Apartment! Beach access just steps away!
Vibrant 4bd Waterfront Boatyard Apartment! Beach access just steps away!
Apartment
Provincetown, MA, 02657, United States
1.6k from Whale-Watching center

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

4 Bedrooms8 Guests
9.8

Exceptional

136 reviews

$743
Average price / night
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Beautiful Historic Home Centrally Located
Beautiful Historic Home Centrally Located
House
Provincetown, MA, 02657, United States
1.6k from Whale-Watching center

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

4 Bedrooms8 Guests
10.0

Exceptional

70 reviews

$1344
Average price / night
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Modern Luxury In Provincetown With Amenities Galor ~ Hot Tub!
Modern Luxury In Provincetown With Amenities Galor ~ Hot Tub!
House
Provincetown, MA, 02657, United States
1.6k from Whale-Watching center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms8 Guests
10.0

Exceptional

38 reviews

$1848
Average price / night
Check Availability

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 Whale-Watching.

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Frequently Asked Questions

You can explore 185 verified family-friendly vacation rentals in Whale-Watching. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Whale-Watching vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $93 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Whale-Watching 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 Whale-Watching 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 Whale-Watching 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.