Oceanfront Rentals in Head of the Meadow Trail, MA: Compare 10+ Sites & Save

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  1. VBOR
  2. Oceanfront Rentals
  3.  USA

  4.  Massachusetts

  5.  North Truro
  6.  Head of the Meadow Trail

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564 Best Oceanfront Rentals in Head of the Meadow Trail (Starting from $169)

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
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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
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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
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Close to Beach & P-Town! Cottage w/ Bay Views
Close to Beach & P-Town! Cottage w/ Bay Views
Cottage
Truro, MA, 02666, United States
0.2k from Head of the Meadow Trail center

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

2 Bedrooms6 Guests
9.6

Exceptional

15 reviews

$351
Average price / night
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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
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Walk to Water, Dazzling Sunsets on the Bay!
Walk to Water, Dazzling Sunsets on the Bay!
House
Truro, MA, 02652, United States
0.8k from Head of the Meadow Trail center

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

4 Bedrooms9 Guests
10.0

Exceptional

28 reviews

$691
Average price / night
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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
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2BD Waterfront Cottage--Amazing Bay Views & Sunsets, End Unit, Direct Beach Access, A/C
2BD Waterfront Cottage--Amazing Bay Views & Sunsets, End Unit, Direct Beach Access, A/C
Cottage
North Truro, MA, 02652, United States
0.9k from Head of the Meadow Trail center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
9.4

Superb

6 reviews

$428
Average price / night
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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
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Now booking for 2026.
Now booking for 2026.
Condo
Provincetown, MA, 02657, United States
0.9k from Head of the Meadow Trail center

Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, TV

1 Bedroom2 Guests
10.0

Exceptional

4 reviews

$253
Average price / night
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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
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2BD Waterfront Cottage--RIGHT ON THE WATER--Amazing Bay Views & Sunsets, Direct Beach Access, A/C
2BD Waterfront Cottage--RIGHT ON THE WATER--Amazing Bay Views & Sunsets, Direct Beach Access, A/C
Cottage
North Truro, MA, 02652, United States
0.9k from Head of the Meadow Trail center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
9.2

Superb

13 reviews

$428
Average price / night
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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
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Iconic Bay Front Cottage #3 (2404)
Iconic Bay Front Cottage #3 (2404)
Cottage
North Truro, MA, 02653, United States
1.1k from Head of the Meadow Trail center

Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking, TV

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$412
Average price / night
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Cozy Beach Bungalow
Cozy Beach Bungalow
House
Truro, MA, USA
1.9k from Head of the Meadow Trail center

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

1 Bedroom4 Guests
8.0

Good

1 reviews

$172
Average price / night
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Spacious North Truro Beachfront Home
Spacious North Truro Beachfront Home
House
Truro, MA, 02652, United States
1.1k from Head of the Meadow Trail center

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

4 Bedrooms10 Guests
10.0

Exceptional

33 reviews

$1485
Average price / night
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Truro Beachfront House For a Group
Truro Beachfront House For a Group
House
Truro, MA, USA
1.9k from Head of the Meadow Trail center

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

4 Bedrooms10 Guests
New to Booking
$863
Average price / night
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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
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North Truro Beachfront Cottage with Cozy Backyard
North Truro Beachfront Cottage with Cozy Backyard
House
Truro, MA, USA
2.1k from Head of the Meadow Trail center

Ocean View, Oceanfront, Air Conditioner, Security/Safety, Pet Friendly, View, Fireplace/Heating

2 Bedrooms6 Guests
New to Booking
$306
Average price / night
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Water Front Days Cottage #2 (2257)
Water Front Days Cottage #2 (2257)
Cottage
North Truro, MA, 02652, United States
1.1k from Head of the Meadow Trail center

Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, No Smoking, Tennis Court

2 Bedrooms6 Guests
10.0

Exceptional

5 reviews

$458
Average price / night
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Sandbars Inn - Beachside Cottage
Sandbars Inn - Beachside Cottage
House
North Truro, MA, USA
2.1k from Head of the Meadow Trail center

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

2 Bedrooms4 Guests
8.2

Very Good

14 reviews

$776
Average price / night
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Beachfront 1BD--A/C, Amazing Water Views & Sunsets, Direct Beach Access
Beachfront 1BD--A/C, Amazing Water Views & Sunsets, Direct Beach Access
Condo
North Truro, MA, 02652, United States
1.2k from Head of the Meadow Trail center

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

1 Bedroom2 Guests
9.8

Exceptional

7 reviews

$262
Average price / night
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Breezy 2bd! 25 steps to ocean! On Ptown bus route, outdoor shower, private beach
Breezy 2bd! 25 steps to ocean! On Ptown bus route, outdoor shower, private beach
Condo
Truro, MA, 02652, United States
1.2k from Head of the Meadow Trail center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$476
Average price / night
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Waterfront 2BD Condo--RIGHT ON THE BEACH, Stunning Water Views, Balcony Deck, A/C, Association Beach
Waterfront 2BD Condo--RIGHT ON THE BEACH, Stunning Water Views, Balcony Deck, A/C, Association Beach
Condo
North Truro, MA, 02652, United States
1.2k from Head of the Meadow Trail center

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

2 Bedrooms4 Guests
10.0

Exceptional

5 reviews

$700
Average price / night
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Bright 1BD Bayfront Condo--RIGHT ON THE BEACH, Amazing Sunsets, Waterfront & Provincetown Views, A/C
Bright 1BD Bayfront Condo--RIGHT ON THE BEACH, Amazing Sunsets, Waterfront & Provincetown Views, A/C
Condo
North Truro, MA, 02652, United States
1.2k from Head of the Meadow Trail center

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

1 Bedroom2 Guests
9.8

Exceptional

10 reviews

$295
Average price / night
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Beautiful bayfront condo with WiFi & washer/dryer - near beaches, lighthouses
Beautiful bayfront condo with WiFi & washer/dryer - near beaches, lighthouses
Condo
Truro, MA, 02666, United States
1.3k from Head of the Meadow Trail center

AC, Balcony, Dryer, Extra Bed, Free Parking, Heater, Kitchen, Laundry, Living Area

1 Bedroom4 Guests
9.2

Superb

49 reviews

$249
Average price / night
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PANORAMIC VIEWS!! Front Studio Unit Beach Across Street.
PANORAMIC VIEWS!! Front Studio Unit Beach Across Street.
Apartment
North Truro, MA, 02652, United States
1.3k from Head of the Meadow Trail center

AC, Barbecue, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

1 Bedroom4 Guests
10.0

Exceptional

76 reviews

$243
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 Oceanfront Rentals in Head of the Meadow Trail.

Head of the Meadow Trail Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 564 verified oceanfront rentals in Head of the Meadow Trail. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Head of the Meadow Trail vary depending on the property size, exact beachfront location, and season. Rates typically start from around $169 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Head of the Meadow Trail offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Head of the Meadow Trail welcome pets. Currently, 15 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Head of the Meadow Trail often include features designed for a comfortable coastal stay, such as Oceanfront, View, and Ocean View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.