Owner Direct Vacation Rentals in Gray Beach

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226 Gray Beach Vacation Homes From $261

Looking for the ideal vacation rental in Gray Beach? Discover an extensive gallery of private rentals offering space, comfort, and authentic local character. Owner Direct simplifies your search by matching you with verified property options.

Magnolia Tides
Magnolia Tides
House
Gloucester, MA, USA
1.2k from Gray Beach center

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

3 Bedrooms6 Guests
New to Booking
$943
Average price / night
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Stunning Views from Beachfront House in Manchester-by-the-Sea!
Stunning Views from Beachfront House in Manchester-by-the-Sea!
House
Manchester-by-the-Sea, MA, 01944, United States
0.2k from Gray Beach center

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

5 Bedrooms11 Guests
10.0

Exceptional

78 reviews

$1380
Average price / night
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Point Radio Cottage
Point Radio Cottage
Apartment
Gloucester, MA, USA
3.9k from Gray Beach center

Apartments, Accommodations, Serviced apartments, Cottages, Pet-friendly, Lodgings, Places to stay, Accessible hotels

1 Bedroom2 Guests
9.0

Fabulous

2 reviews

$338
Average price / night
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Magnolia By The Sea-Attractive home, large yard & deck. Walk to Magnolia Beach
Magnolia By The Sea-Attractive home, large yard & deck. Walk to Magnolia Beach
House
Gloucester, MA, 01930, United States
0.6k from Gray Beach center

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

4 Bedrooms10 Guests
10.0

Exceptional

18 reviews

$856
Average price / night
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1 Mi to Beach Manchester-by-the-Sea Retreat!
1 Mi to Beach Manchester-by-the-Sea Retreat!
House
Manchester, MA, USA
4.2k from Gray Beach center

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

3 Bedrooms6 Guests
New to Booking
$697
Average price / night
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Blue Magnolia - A quiet apartment in a quaint Gloucester MA village
Blue Magnolia - A quiet apartment in a quaint Gloucester MA village
Apartment
Gloucester, MA, 01930, United States
0.7k from Gray Beach center

AC, Dryer, Free Parking, Heater, Internet, Laundry, Microwave, No Smoking, TV

2 Bedrooms6 Guests
9.8

Exceptional

9 reviews

$322
Average price / night
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Beach Gem
Beach Gem
House
Gloucester, MA, USA
4.4k from Gray Beach center

Air Conditioner, Security/Safety, Parking, Ocean View, View, Oceanfront, Internet

3 Bedrooms5 Guests
8.6

Fabulous

11 reviews

$482
Average price / night
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Modern oceanfront home with scenic deck, grill, games, chef's kitchen, & W/D
Modern oceanfront home with scenic deck, grill, games, chef's kitchen, & W/D
House
Gloucester, MA, 01930, United States
1.2k from Gray Beach center

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

3 Bedrooms6 Guests
9.0

Fabulous

7 reviews

$1318
Average price / night
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Little River Retreat
Little River Retreat
House
Gloucester, MA, USA
4.5k from Gray Beach center

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

2 Bedrooms4 Guests
6.0

Review score

1 reviews

$342
Average price / night
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Oceanfront Castle on 40 Acres - 10 bedrooms, AC, & WiFi in Manchester-by-the-Sea
Oceanfront Castle on 40 Acres - 10 bedrooms, AC, & WiFi in Manchester-by-the-Sea
House
Manchester-by-the-Sea, MA, 01944, United States
2.0k from Gray Beach center

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

10 Bedrooms20 Guests
New to Booking
$1937
Average price / night
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Gloucester Home with Large Yard 1 Mi to Beach!
Gloucester Home with Large Yard 1 Mi to Beach!
House
Gloucester, MA, USA
4.6k from Gray Beach center

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

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$474
Average price / night
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Oceanfront mid-century modern bungalow with floor-to-ceiling windows
Oceanfront mid-century modern bungalow with floor-to-ceiling windows
House
Manchester-by-the-Sea, MA, 01944, United States
2.0k from Gray Beach center

Dryer, Fireplace, Free Parking, Heater, Internet, Laundry, Living Area, No Smoking, Washer

2 Bedrooms6 Guests
New to Booking
$835
Average price / night
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Gloucester Getaway
Gloucester Getaway
House
MA, USA
5.0k from Gray Beach center

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

3 Bedrooms7 Guests
New to Booking
$302
Average price / night
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Comfortable 4-bedroom house in exclusive Manchester-by-the-Sea near beach
Comfortable 4-bedroom house in exclusive Manchester-by-the-Sea near beach
House
Manchester-by-the-Sea, MA, 01944, United States
2.0k from Gray Beach center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

4 Bedrooms8 Guests
New to Booking
$656
Average price / night
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The Buoys
The Buoys
House
Gloucester, MA, USA
5.0k from Gray Beach center

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

3 Bedrooms6 Guests
10.0

Exceptional

7 reviews

$396
Average price / night
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Grafton Estate: Ultimate Luxury With Private Beach
Grafton Estate: Ultimate Luxury With Private Beach
House
Manchester-by-the-Sea, MA, 01944, United States
2.2k from Gray Beach center

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

8 Bedrooms13 Guests
10.0

Exceptional

26 reviews

$2858
Average price / night
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Oceanfront 6BR Cottage on Historic 40 acre estate in Manchester-by-the-Sea
Oceanfront 6BR Cottage on Historic 40 acre estate in Manchester-by-the-Sea
House
Manchester-by-the-Sea, MA, 01944, United States
2.3k from Gray Beach center

Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Laundry, Microwave, No Smoking

6 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$1406
Average price / night
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Gloucester Ocean View Escape! Calm, Design-Forward & Minutes to Downtown
Gloucester Ocean View Escape! Calm, Design-Forward & Minutes to Downtown
House
Gloucester, MA, 01930, United States
2.4k from Gray Beach center

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

4 Bedrooms7 Guests
10.0

Exceptional

80 reviews

$621
Average price / night
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Elegant Italian Villa On The Scenic Coast of New England
Elegant Italian Villa On The Scenic Coast of New England
House
Manchester, MA, 01944, United States
2.4k from Gray Beach center

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

10 Bedrooms18 Guests
9.4

Superb

125 reviews

$1788
Average price / night
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Bluebird | Walk to town, Beach Passes, Pickelball
Bluebird | Walk to town, Beach Passes, Pickelball
House
Manchester-by-the-Sea, MA, 01944, United States
3.1k from Gray Beach center

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

4 Bedrooms8 Guests
9.6

Exceptional

8 reviews

$626
Average price / night
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Ocean and Woods! Best of both seaside delights in Gloucester!
Ocean and Woods! Best of both seaside delights in Gloucester!
Apartment
Gloucester, MA, 01930, United States
3.1k from Gray Beach center

AC, Barbecue, Breakfast Included, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

62 reviews

$261
Average price / night
Check Availability

Pro Tip:
OwnerDirectVacationRental 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 Vacation Rentals in Gray Beach.

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From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.

Frequently Asked Questions

There are a lot of options in Gray Beach. If you plan on staying in the Gray Beach area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Gray Beach

You can explore 226 verified vacation rentals in Gray Beach. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Gray Beach vary depending on the season, property size, and location. Rates typically start from around $261 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Gray Beach include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Gray Beach welcome pets. Currently, 23 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it's recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Gray Beach often include amenities such as Fireplace/Heating, Laundry, and View. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.