Beach Home Rentals in Annisquam, MA: Compare 10+ Sites & Save

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40 Beach Home Rentals in Annisquam (Starting from $320)

Elegant Gloucester Beach Getaway with Ocean Views!
Elegant Gloucester Beach Getaway with Ocean Views!
House
Gloucester, MA, USA
1.3k from Annisquam center

Cheap, Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals

5 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$589
Average price / night
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Waterfront Living w Stunning Views, Beautiful Decor, Kayaks, Private drive
Waterfront Living w Stunning Views, Beautiful Decor, Kayaks, Private drive
House
Gloucester, MA, 01930, United States
0.4k from Annisquam center

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

3 Bedrooms6 Guests
10.0

Exceptional

66 reviews

$619
Average price / night
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VIEWS! Annisquam Bridge House at Lobster Cove. Booking Spring and Summer.
VIEWS! Annisquam Bridge House at Lobster Cove. Booking Spring and Summer.
Apartment
Gloucester, MA, 01930, United States
0.4k from Annisquam center

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

2 Bedrooms4 Guests
9.8

Exceptional

29 reviews

$320
Average price / night
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Squam Light: Nestled in the heart of Annisquam
Squam Light: Nestled in the heart of Annisquam
House
Gloucester, MA, 01930, United States
0.5k from Annisquam center

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

3 Bedrooms9 Guests
7.0

Good

2 reviews

$714
Average price / night
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Oceanfront Dock Escape ~ Kayaks & Paddleboards
Oceanfront Dock Escape ~ Kayaks & Paddleboards
House
Gloucester, MA, 01930, United States
0.7k from Annisquam center

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

4 Bedrooms10 Guests
10.0

Exceptional

5 reviews

$910
Average price / night
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Oceanside Estate: Main House & Apt w/beach access
Oceanside Estate: Main House & Apt w/beach access
House
Gloucester, MA, 01930, United States
0.9k from Annisquam center

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

4 Bedrooms10 Guests
New to Booking
$826
Average price / night
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Sunset Cove: Waterfront at Goose Cove
Sunset Cove: Waterfront at Goose Cove
House
Gloucester, MA, 01930, United States
0.9k from Annisquam center

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

2 Bedrooms6 Guests
8.8

Fabulous

22 reviews

$771
Average price / night
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Cape Ann, Annisquam panoramic ocean views from every room.
Cape Ann, Annisquam panoramic ocean views from every room.
House
Gloucester, MA, 01930, United States
1.1k from Annisquam center

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

4 Bedrooms11 Guests
9.6

Exceptional

43 reviews

$637
Average price / night
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Sunset Views, Waterfront Property, Dock - Sleeps 12
Sunset Views, Waterfront Property, Dock - Sleeps 12
House
Gloucester, MA, 01930, United States
1.2k from Annisquam center

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

4 Bedrooms12 Guests
10.0

Exceptional

97 reviews

$450
Average price / night
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Clean Waterfront Classic Cottage with Private Beach
Clean Waterfront Classic Cottage with Private Beach
House
Gloucester, MA, 01930, United States
1.2k from Annisquam center

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

4 Bedrooms7 Guests
9.8

Exceptional

25 reviews

$402
Average price / night
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Evensong: Oceanview Retreat with Dock
Evensong: Oceanview Retreat with Dock
House
Gloucester, MA, 01930, United States
1.2k from Annisquam center

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

3 Bedrooms8 Guests
10.0

Exceptional

50 reviews

$594
Average price / night
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Amazing Waterfront/Access 4BDRM in Riggs Point
Amazing Waterfront/Access 4BDRM in Riggs Point
Cottage
Gloucester, MA, 01930, United States
1.2k from Annisquam center

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

4 Bedrooms8 Guests
9.2

Superb

15 reviews

$504
Average price / night
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Elegant Bayview Victorian Home; walk to beach
Elegant Bayview Victorian Home; walk to beach
House
Gloucester, MA, 01930, United States
1.3k from Annisquam center

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

6 Bedrooms12 Guests
9.0

Fabulous

2 reviews

$600
Average price / night
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Timeless Seaside Estate: 4 Lodgings, Private Beach
Timeless Seaside Estate: 4 Lodgings, Private Beach
House
Gloucester, MA, 01930, United States
1.3k from Annisquam center

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

9 Bedrooms14 Guests
New to Booking
$3326
Average price / night
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Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit
Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit
House
Gloucester, MA, 01930, United States
1.3k from Annisquam center

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

4 Bedrooms7 Guests
9.8

Exceptional

12 reviews

$415
Average price / night
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Gull's Nest - Ocean Views from the Living Room
Gull's Nest - Ocean Views from the Living Room
House
Gloucester, MA, 01930, United States
1.4k from Annisquam center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

4 Bedrooms10 Guests
New to Booking
$1160
Average price / night
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Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam
Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam
House
Gloucester, MA, 01930, United States
1.4k from Annisquam center

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

6 Bedrooms15 Guests
9.4

Superb

61 reviews

$1020
Average price / night
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Wingaerchic: Woodsy retreat in West Gloucester
Wingaerchic: Woodsy retreat in West Gloucester
House
Gloucester, MA, 01930, United States
1.4k from Annisquam center

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

3 Bedrooms6 Guests
7.6

Good

4 reviews

$847
Average price / night
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Stroll to SeaView/Beach; Great Yard
Stroll to SeaView/Beach; Great Yard
House
Gloucester, MA, 01930, United States
1.5k from Annisquam center

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

4 Bedrooms7 Guests
9.6

Exceptional

5 reviews

$537
Average price / night
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Beautiful Oceanfront Home in Estate Setting, Gloucester
Beautiful Oceanfront Home in Estate Setting, Gloucester
House
Gloucester, MA, 01930, United States
1.5k from Annisquam center

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

4 Bedrooms9 Guests
10.0

Exceptional

58 reviews

$1170
Average price / night
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Helena House: Close to Plum Cove Beach
Helena House: Close to Plum Cove Beach
House
Gloucester, MA, 01930, United States
1.5k from Annisquam center

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

3 Bedrooms7 Guests
8.2

Very Good

12 reviews

$678
Average price / night
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Beautifully renovated OCEAN-FRONT luxury home on private beach
Beautifully renovated OCEAN-FRONT luxury home on private beach
House
Gloucester, MA, 01930, United States
1.5k from Annisquam center

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

5 Bedrooms8 Guests
New to Booking
$1362
Average price / night
Check Availability
Wingaersheek, Private & Public Beach, Beautiful Luxury Home, Ext'd Family
Wingaersheek, Private & Public Beach, Beautiful Luxury Home, Ext'd Family
House
Gloucester, MA, 01930, United States
1.6k from Annisquam center

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

6 Bedrooms15 Guests
9.4

Superb

26 reviews

$988
Average price / night
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Gloucester: 5 Bedroom Summer Cottage with Sunset Views and Private Beach Access
Gloucester: 5 Bedroom Summer Cottage with Sunset Views and Private Beach Access
House
Gloucester, MA, 01930, United States
1.6k from Annisquam center

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

5 Bedrooms11 Guests
9.8

Exceptional

22 reviews

$595
Average price / night
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Steps to Wingaersheek's Private 1.5 Mile White Dune Beach
Steps to Wingaersheek's Private 1.5 Mile White Dune Beach
House
Gloucester, MA, 01930, United States
1.6k from Annisquam center

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

4 Bedrooms8 Guests
9.8

Exceptional

39 reviews

$623
Average price / night
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Private Beach!  Dream vacation at your private beach in Gloucester
Private Beach! Dream vacation at your private beach in Gloucester
House
Gloucester, MA, 01930, United States
1.6k from Annisquam center

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

3 Bedrooms7 Guests
9.8

Exceptional

12 reviews

$897
Average price / night
Check Availability
Discover Your Perfect Cape Ann Getaway - A Charming Bayview Retreat
Discover Your Perfect Cape Ann Getaway - A Charming Bayview Retreat
Apartment
Gloucester, MA, 01930, United States
1.7k from Annisquam center

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

3 Bedrooms6 Guests
9.8

Exceptional

122 reviews

$376
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 Beach Rentals in Annisquam.

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Frequently Asked Questions

You can explore 40 verified beach rentals in Annisquam. Our listings are sourced from trusted booking providers, giving you access to a wide selection of oceanfront homes, seaside condos, and coastal stays—all in one place.

Beach rental prices in Annisquam vary depending on the season, property size, and distance from the shoreline. Rates typically start from around $320 per night, with beachfront properties and peak summer dates often priced higher. Comparing available options can help you find the best fit for your budget.

Many beach rentals in Annisquam offer direct access to the sand or are located within a short walking distance of the shoreline. You can use filters to find properties with beachfront locations, private walkways, or unobstructed ocean views.

Yes, many beach rentals in Annisquam welcome pets. Currently, 14 listings allow pets, although policies may vary by property. It’s also a good idea to check local beach regulations for any restrictions on pets during your stay.

For peak travel periods such as summer holidays or spring break, it’s recommended to book your beach rental 90 to 120 days in advance to secure the best options. During off-peak seasons, you may find more flexibility and availability closer to your travel dates.

Beach rentals in Annisquam often include amenities designed for coastal living, such as Ocean View, View, and Fireplace/Heating. These features help enhance comfort and make it easier to enjoy time by the water.

Some beach rentals provide extras like chairs, umbrellas, or beach gear, but this can vary by property. It’s best to review the amenities section of each listing to confirm what is included and plan accordingly.