Family-Friendly Vacation Rentals in Head of the Meadow Trail, MA: Compare 10+ Sites & Save

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

  4.  Massachusetts

  5.  North Truro
  6.  Head of the Meadow Trail

Refine your search

Price per night

Amenity Filter

Rating

220 Best Family Vacation Rentals in Head of the Meadow Trail (Starting from $169)

Home with Stunning Views in North Truro!
Home with Stunning Views in North Truro!
House
Provincetown, MA, USA
0.1k from Head of the Meadow Trail center

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

4 Bedrooms8 Guests
New to Booking
$656
Average price / night
Check Availability
Deck w/ Water View: Coastal Escape Near P-Town!
Deck w/ Water View: Coastal Escape Near P-Town!
House
North Truro, MA, 02652, United States
0.1k from Head of the Meadow Trail center

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

4 Bedrooms8 Guests
9.4

Superb

11 reviews

$414
Average price / night
Check Availability
Water-View Beach House in Truro, Great for Groups!
Water-View Beach House in Truro, Great for Groups!
House
MA, USA
0.2k from Head of the Meadow Trail center

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

4 Bedrooms10 Guests
New to Booking
$435
Average price / night
Check Availability
North Truro Pet-friendly home, near Secluded Beach
North Truro Pet-friendly home, near Secluded Beach
House
Truro, MA, 02652, United States
1.1k from Head of the Meadow Trail center

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

2 Bedrooms4 Guests
8.4

Very Good

12 reviews

$549
Average price / night
Check Availability
Coastal Truro Cottage - Close to Beaches and Ptown!
Coastal Truro Cottage - Close to Beaches and Ptown!
House
MA, USA
0.2k from Head of the Meadow Trail center

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

2 Bedrooms6 Guests
9.3

Superb

3 reviews

$170
Average price / night
Check Availability
One bedroom home located Directly on Private Beach with A/C
One bedroom home located Directly on Private Beach with A/C
House
North Truro, MA, 02652, United States
1.2k from Head of the Meadow Trail center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

1 Bedroom5 Guests
10.0

Exceptional

3 reviews

$984
Average price / night
Check Availability
Walk to Water-Dazzling Sunsets on the Bay
Walk to Water-Dazzling Sunsets on the Bay
House
Truro, MA, USA
0.8k from Head of the Meadow Trail center

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

4 Bedrooms9 Guests
10.0

Exceptional

1 reviews

$1139
Average price / night
Check Availability
Top Mast Resort- Shore House! Beach, Pool, Housekeeping and more!
Top Mast Resort- Shore House! Beach, Pool, Housekeeping and more!
House
North Truro, MA, 02652, United States
1.3k from Head of the Meadow Trail center

AC, Arcade, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub

4 Bedrooms14 Guests
10.0

Exceptional

33 reviews

$429
Average price / night
Check Availability
Ocean-View Cape Cod Condo in Truro!
Ocean-View Cape Cod Condo in Truro!
Apartment
Truro, MA, USA
0.9k from Head of the Meadow Trail center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Beach, Places to stay, Beach rentals, Condos

2 Bedrooms5 Guests
New to Booking
$171
Average price / night
Check Availability
Modern & Chic Oceanfront Beach Home in Historic N Truro
Modern & Chic Oceanfront Beach Home in Historic N Truro
House
Provincetown, MA, 02666, United States
1.3k from Head of the Meadow Trail center

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

1 Bedroom4 Guests
10.0

Exceptional

38 reviews

$589
Average price / night
Check Availability
Capacious North Truro Beachfront Home
Capacious North Truro Beachfront Home
House
Provincetown, MA, USA
1.1k from Head of the Meadow Trail center

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

4 Bedrooms10 Guests
New to Booking
$1175
Average price / night
Check Availability
DIRECT OCEANFRONT YEAR ROUND!!! \nPRIVATE BEACH 2bedrm/2bath sleeps 6 park/4 cars
DIRECT OCEANFRONT YEAR ROUND!!! \nPRIVATE BEACH 2bedrm/2bath sleeps 6 park/4 cars
Condo
Provincetown, MA, 02657, United States
1.4k from Head of the Meadow Trail center

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

2 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$486
Average price / night
Check Availability
Lovely Oceanview 2 Bed 2 Bath with sleeper sofa, outdoor shower & rooftop deck!
Lovely Oceanview 2 Bed 2 Bath with sleeper sofa, outdoor shower & rooftop deck!
House
North Truro, MA, 02652, United States
1.4k from Head of the Meadow Trail center

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

2 Bedrooms5 Guests
10.0

Exceptional

58 reviews

$572
Average price / night
Check Availability
Nautical Haven at Seaside
Nautical Haven at Seaside
Apartment
North Truro, MA, USA
1.3k from Head of the Meadow Trail center

Apartments, Cheap, Accommodations, Lodgings, Vacation rentals, Beach, Places to stay, Family, Accessible hotels

1 Bedroom4 Guests
8.8

Fabulous

4 reviews

$289
Average price / night
Check Availability
Relax and Unwind at your Private Waterfront Beach Bungalow
Relax and Unwind at your Private Waterfront Beach Bungalow
Cottage
Truro, MA, 02652, United States
1.5k from Head of the Meadow Trail center

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

1 Bedroom2 Guests
10.0

Exceptional

102 reviews

$480
Average price / night
Check Availability
Beachfront with Stunning Views
Beachfront with Stunning Views
House
Truro, MA, USA
1.5k from Head of the Meadow Trail center

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

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$532
Average price / night
Check Availability
Cozy Beach-Front Cottage ON the Sand
Cozy Beach-Front Cottage ON the Sand
Cottage
North Truro, MA, 02657, United States
1.5k from Head of the Meadow Trail center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Microwave, Patio, Toys

1 Bedroom2 Guests
9.6

Exceptional

116 reviews

$428
Average price / night
Check Availability
Horizons Beach Resort
Horizons Beach Resort
Apartment
North Truro, MA, USA
1.6k from Head of the Meadow Trail center

Fireplace/Heating, Pool, Oceanfront, Private Beach, Ocean View, Guest Services, View

58 Bedrooms37 Guests
8.8

Fabulous

31 reviews

$169
Average price / night
Check Availability
LUXURIOUS DIRECT OCEANFRONT,PRIVATE BEACH,AC,2BD2BA,BONUS LOFT,END UNIT,KAYAK
LUXURIOUS DIRECT OCEANFRONT,PRIVATE BEACH,AC,2BD2BA,BONUS LOFT,END UNIT,KAYAK
House
North Truro, MA, 02652, United States
1.7k from Head of the Meadow Trail center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Free Parking, Heater

2 Bedrooms7 Guests
10.0

Exceptional

91 reviews

$522
Average price / night
Check Availability
12218 - Beautiful Views of Cape Cod Bay Access to Private Beach Easy Access to P-Town
12218 - Beautiful Views of Cape Cod Bay Access to Private Beach Easy Access to P-Town
House
Truro, MA, USA
1.8k from Head of the Meadow Trail center

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

2 Bedrooms4 Guests
7.0

Good

1 reviews

$243
Average price / night
Check Availability
Townhouse Beach Front Living - 2BD 3BA - Central AC - Linen Towels provided
Townhouse Beach Front Living - 2BD 3BA - Central AC - Linen Towels provided
House
North Truro, MA, 02652, United States
1.7k from Head of the Meadow Trail center

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

2 Bedrooms7 Guests
9.8

Exceptional

42 reviews

$384
Average price / night
Check Availability
WATERFRONT COTTAGE WITH PRIVATE BEACH! On Beach Point in Truro... Not a condo...
WATERFRONT COTTAGE WITH PRIVATE BEACH! On Beach Point in Truro... Not a condo...
Cottage
Truro, MA, 02652, United States
1.8k from Head of the Meadow Trail center

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

1 Bedroom2 Guests
10.0

Exceptional

70 reviews

$615
Average price / night
Check Availability
HANDICAP ACCESSIBLE SPECTACULAR VIEWS OCEAN FRONT 4 BEDROOM 3 BATH SLEEPS 8-10
HANDICAP ACCESSIBLE SPECTACULAR VIEWS OCEAN FRONT 4 BEDROOM 3 BATH SLEEPS 8-10
House
North Truro, MA, 02652, United States
2.1k from Head of the Meadow Trail center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Internet

4 Bedrooms10 Guests
10.0

Exceptional

46 reviews

$751
Average price / night
Check Availability
25x42 heated pool, pets, ADA, EV car charger, 4 ensuite, private beach
25x42 heated pool, pets, ADA, EV car charger, 4 ensuite, private beach
House
North Truro, MA, 02652, United States
2.2k from Head of the Meadow Trail center

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

5 Bedrooms8 Guests
9.8

Exceptional

54 reviews

$1207
Average price / night
Check Availability
North Truro  Condo W/Private Balcony and 2 Queen Beds
North Truro Condo W/Private Balcony and 2 Queen Beds
Condo
North Truro, MA, 02652, United States
2.2k from Head of the Meadow Trail center

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

1 Bedroom4 Guests
9.8

Exceptional

36 reviews

$344
Average price / night
Check Availability
Sweet Escape...only 5 minutes from Provincetown and beaches!
Sweet Escape...only 5 minutes from Provincetown and beaches!
Condo
Truro, MA, 02666, United States
2.3k from Head of the Meadow Trail center

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

2 Bedrooms4 Guests
10.0

Exceptional

22 reviews

$434
Average price / night
Check Availability
Cape Cod Cottage, 2 Bedroom, Walk Thru Dunes to Sandy Beach
Cape Cod Cottage, 2 Bedroom, Walk Thru Dunes to Sandy Beach
Cottage
Truro, MA, 02652, United States
2.4k from Head of the Meadow Trail center

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

2 Bedrooms4 Guests
10.0

Exceptional

29 reviews

$371
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 Head of the Meadow Trail.

Head of the Meadow Trail Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 220 verified family-friendly vacation rentals in Head of the Meadow Trail. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Head of the Meadow Trail vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $169 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Head of the Meadow Trail 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 Head of the Meadow Trail 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 Head of the Meadow Trail 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.