Family-Friendly Vacation Rentals in Whitecrest Beach, MA: Compare 10+ Sites & Save

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Family Vacation Rentals
  3.  USA

  4.  Massachusetts

  5.  South Wellfleet
  6.  Whitecrest Beach

Refine your search

Price per night

Amenity Filter

Rating

208 Best Family Vacation Rentals in Whitecrest Beach (Starting from $211)

Walk to Oceanside Beach
Walk to Oceanside Beach
House
Wellfleet, MA, USA
0.9k from Whitecrest Beach center

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

5 Bedrooms10 Guests
8.0

Good

1 reviews

$509
Average price / night
Check Availability
Charming Handicapped Accessible 3-bedroom house in Welcoming Wellfleet
Charming Handicapped Accessible 3-bedroom house in Welcoming Wellfleet
House
Wellfleet, MA, 02667, United States
0.9k from Whitecrest Beach center

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

3 Bedrooms10 Guests
New to Booking
$1504
Average price / night
Check Availability
Stunning Waterfront Views Beach steps away
Stunning Waterfront Views Beach steps away
House
Wellfleet, MA, USA
1.2k from Whitecrest Beach center

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

3 Bedrooms6 Guests
New to Booking
$1281
Average price / night
Check Availability
Walk to Ocean Beach, Nat`l Seashore, WiFi, Bike Rail Trail
Walk to Ocean Beach, Nat`l Seashore, WiFi, Bike Rail Trail
Cottage
South Wellfleet, MA, 02663, United States
1.9k from Whitecrest Beach center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

68 reviews

$667
Average price / night
Check Availability
Walk 1 10 Mile to Lecount Hollow Beach
Walk 1 10 Mile to Lecount Hollow Beach
House
Wellfleet, MA, USA
1.3k from Whitecrest Beach center

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

1 Bedroom2 Guests
9.0

Fabulous

2 reviews

$373
Average price / night
Check Availability
Oceanside OSLIL COTTAGE - Walk to Lecount Hollow Beach
Oceanside OSLIL COTTAGE - Walk to Lecount Hollow Beach
House
Wellfleet, MA, 02667, United States
1.9k from Whitecrest Beach center

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

4 Bedrooms10 Guests
9.8

Exceptional

48 reviews

$549
Average price / night
Check Availability
Private Pool and Close to Marconi Beach
Private Pool and Close to Marconi Beach
House
Wellfleet, MA, USA
2.4k from Whitecrest Beach center

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

4 Bedrooms12 Guests
New to Booking
$1949
Average price / night
Check Availability
Serene Cape Escape: Cozy & Perfect for Star Gazing!
Serene Cape Escape: Cozy & Perfect for Star Gazing!
Villa
Wellfleet, MA, 02667, United States
1.9k from Whitecrest Beach center

AC, Barbecue, Crib, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$533
Average price / night
Check Availability
Drummers Cove Gem
Drummers Cove Gem
House
Wellfleet, MA, USA
2.4k from Whitecrest Beach center

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

1 Bedroom2 Guests
7.7

Good

3 reviews

$739
Average price / night
Check Availability
Waterfront, private beach on Great Pond.
Waterfront, private beach on Great Pond.
House
Wellfleet, MA, 02667, United States
2.1k from Whitecrest Beach center

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

4 Bedrooms8 Guests
10.0

Exceptional

33 reviews

$667
Average price / night
Check Availability
4 Mins to Wellfleet Village Screened sunroom
4 Mins to Wellfleet Village Screened sunroom
House
Wellfleet, MA, USA
2.4k from Whitecrest Beach center

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

3 Bedrooms8 Guests
New to Booking
$219
Average price / night
Check Availability
Relaxing clean cozy spacious artsy  S. Wellfleet home delightful inside and out
Relaxing clean cozy spacious artsy S. Wellfleet home delightful inside and out
House
South Wellfleet, MA, 02663, United States
2.4k from Whitecrest Beach center

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

4 Bedrooms7 Guests
9.8

Exceptional

29 reviews

$497
Average price / night
Check Availability
5 Min to Beach Yard w Fire Pit
5 Min to Beach Yard w Fire Pit
House
Wellfleet, MA, USA
2.5k from Whitecrest Beach center

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

3 Bedrooms7 Guests
New to Booking
$588
Average price / night
Check Availability
Rustic Marsh-side Summer Cottage on Blackfish Creek
Rustic Marsh-side Summer Cottage on Blackfish Creek
Cottage
Wellfleet, MA, 02667, United States
2.8k from Whitecrest Beach center

Barbecue, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space, Patio

2 Bedrooms4 Guests
9.8

Exceptional

49 reviews

$2403
Average price / night
Check Availability
Peace and Quiet & Spacious Back Deck
Peace and Quiet & Spacious Back Deck
House
Wellfleet, MA, USA
2.6k from Whitecrest Beach center

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

4 Bedrooms9 Guests
New to Booking
$301
Average price / night
Check Availability
Renovated Wellfleet Retreat: Comfort Amidst Pine Trees (2384)
Renovated Wellfleet Retreat: Comfort Amidst Pine Trees (2384)
House
Wellfleet, MA, 20814, United States
3.1k from Whitecrest Beach center

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

3 Bedrooms7 Guests
10.0

Exceptional

5 reviews

$504
Average price / night
Check Availability
Home Near Oceanside Beaches Dog Friendly
Home Near Oceanside Beaches Dog Friendly
House
Wellfleet, MA, USA
2.6k from Whitecrest Beach center

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

3 Bedrooms7 Guests
New to Booking
$303
Average price / night
Check Availability
The Post & Beam Cottage ~ Perfect Retreat near Great Pond & Cahoon Hollow Beach
The Post & Beam Cottage ~ Perfect Retreat near Great Pond & Cahoon Hollow Beach
House
Wellfleet, MA, 02667, United States
3.2k from Whitecrest Beach center

AC, Barbecue, Extra Bed, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

2 Bedrooms4 Guests
10.0

Exceptional

41 reviews

$464
Average price / night
Check Availability
Old Kings Hideout
Old Kings Hideout
House
Wellfleet, MA, USA
2.6k from Whitecrest Beach center

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

5 Bedrooms10 Guests
8.0

Good

2 reviews

$392
Average price / night
Check Availability
Breath taking water views & sunsets, a most appealing ambience throughout home
Breath taking water views & sunsets, a most appealing ambience throughout home
House
Wellfleet, MA, 02667, United States
3.3k from Whitecrest Beach center

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

4 Bedrooms8 Guests
10.0

Exceptional

32 reviews

$572
Average price / night
Check Availability
Peace Among the Pines
Peace Among the Pines
House
Wellfleet, MA, USA
2.6k from Whitecrest Beach center

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

3 Bedrooms7 Guests
9.0

Fabulous

1 reviews

$211
Average price / night
Check Availability
Near bay, ocean and Ponds and bike trail  Cent AC, Screen Room and linens
Near bay, ocean and Ponds and bike trail Cent AC, Screen Room and linens
House
Wellfleet, MA, 02667, United States
3.5k from Whitecrest Beach center

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

4 Bedrooms10 Guests
10.0

Exceptional

73 reviews

$638
Average price / night
Check Availability
Bayside cottage near Marconi and Bike Path
Bayside cottage near Marconi and Bike Path
Cottage
Wellfleet, MA, 02667, United States
3.6k from Whitecrest Beach center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$482
Average price / night
Check Availability
Gorgeous 4BR/3BA Wellfleet Cove-view home with Amazing Sunsets and Bay Views
Gorgeous 4BR/3BA Wellfleet Cove-view home with Amazing Sunsets and Bay Views
House
Wellfleet, MA, 02667, United States
3.8k from Whitecrest Beach center

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

4 Bedrooms10 Guests
10.0

Exceptional

9 reviews

$1049
Average price / night
Check Availability
Fully updated 4BR 2.5B Patio playset & fireplaces Great location AC Linens Incl.
Fully updated 4BR 2.5B Patio playset & fireplaces Great location AC Linens Incl.
House
Wellfleet, MA, 02667, United States
4.1k from Whitecrest Beach center

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

4 Bedrooms9 Guests
10.0

Exceptional

64 reviews

$500
Average price / night
Check Availability
Wellfleet Beach House
Wellfleet Beach House
House
Wellfleet, MA, 02667, United States
4.1k from Whitecrest Beach center

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

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$815
Average price / night
Check Availability
SECLUDED GEM IN THE VILLAGE - 2026 Calendar now posted
SECLUDED GEM IN THE VILLAGE - 2026 Calendar now posted
House
Wellfleet, MA, 02667, United States
4.4k from Whitecrest Beach center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
10.0

Exceptional

30 reviews

$257
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 Whitecrest Beach.

Whitecrest Beach Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 208 verified family-friendly vacation rentals in Whitecrest Beach. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Whitecrest Beach vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $211 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Whitecrest Beach 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 Whitecrest Beach 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 Whitecrest Beach 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.