Vacation Rentals in Cape Ann, MA: Compare 10+ Sites & Save

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  6.  Cape Ann

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354 Best Vacation Rentals in Cape Ann (Starting from $238)

Willow Cove
Willow Cove
House
Rockport, MA, USA
1.6k from Cape Ann center

Security/Safety, Barbecue/Outdoor Cooking, Balcony/Terrace, Air Conditioner, Sports/Activities, Guest Services, Fireplace/Heating

3 Bedrooms6 Guests
8.4

Very Good

5 reviews

$452
Average price / night
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Oceanview Kingsize South End Studio NO FINAL CLEANING FEE
Oceanview Kingsize South End Studio NO FINAL CLEANING FEE
Apartment
Rockport, MA, 01966, United States
0.1k from Cape Ann center

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

1 Bedroom4 Guests
9.8

Exceptional

200 reviews

$249
Average price / night
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Olde New House
Olde New House
Apartment
Rockport, MA, USA
2.0k from Cape Ann center

Apartments, Accommodations, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Accessible hotels, Beach rentals

1 Bedroom3 Guests
7.0

Good

4 reviews

$247
Average price / night
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Beautiful Newly Built Custom Home, Spectacular Ocean Views
Beautiful Newly Built Custom Home, Spectacular Ocean Views
House
Rockport, MA, 01966, United States
0.1k from Cape Ann center

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

3 Bedrooms6 Guests
10.0

Exceptional

32 reviews

$562
Average price / night
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The Crow's Nest @ Rockport's Sail Loft
The Crow's Nest @ Rockport's Sail Loft
Apartment
Rockport, MA, USA
2.2k from Cape Ann center

Apartments, Accommodations, Lodgings, Beach, Places to stay

1 Bedroom2 Guests
New to Booking
$483
Average price / night
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Artistic guest suite with beautiful outdoor spaces, walk to town & beaches
Artistic guest suite with beautiful outdoor spaces, walk to town & beaches
Apartment
Rockport, MA, 01966, United States
0.4k from Cape Ann center

Free Parking, Heater, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space, Patio, Toys

1 Bedroom2 Guests
9.2

Superb

5 reviews

$263
Average price / night
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Walk to Front Beach Dtwn Rockport Retreat!
Walk to Front Beach Dtwn Rockport Retreat!
House
Rockport, MA, USA
2.2k from Cape Ann center

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

3 Bedrooms8 Guests
New to Booking
$1053
Average price / night
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Twin Lights Coastal Cottage
Twin Lights Coastal Cottage
Cottage
Rockport, MA, 01966, United States
0.4k from Cape Ann center

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

1 Bedroom2 Guests
10.0

Exceptional

23 reviews

$532
Average price / night
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Cozy Downtown Gem
Cozy Downtown Gem
House
Rockport, MA, USA
2.3k from Cape Ann center

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

2 Bedrooms4 Guests
8.3

Very Good

6 reviews

$268
Average price / night
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Peaceful and magical, full ocean view cottage at Rocky Shores by the sea.
Peaceful and magical, full ocean view cottage at Rocky Shores by the sea.
Cottage
Rockport, MA, 01966, United States
0.6k from Cape Ann center

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

2 Bedrooms3 Guests
New to Booking
$271
Average price / night
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High Street Hideaway
High Street Hideaway
House
Rockport, MA, USA
2.3k from Cape Ann center

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

4 Bedrooms9 Guests
8.0

Good

3 reviews

$497
Average price / night
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A Beautiful \"WEE \" Place By The Sea in Rockport
A Beautiful \"WEE \" Place By The Sea in Rockport
Cottage
Rockport, MA, 01966, United States
0.6k from Cape Ann center

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

2 Bedrooms5 Guests
8.6

Fabulous

41 reviews

$238
Average price / night
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Ocean Front Cottage - Long Beach
Ocean Front Cottage - Long Beach
House
Rockport, MA, USA
2.6k from Cape Ann center

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

5 Bedrooms10 Guests
9.0

Fabulous

6 reviews

$570
Average price / night
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Seacroft: Gracious Rockport Living
Seacroft: Gracious Rockport Living
House
Rockport, MA, 01966, United States
0.6k from Cape Ann center

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

7 Bedrooms16 Guests
9.4

Superb

9 reviews

$1623
Average price / night
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Made for Beach Other
Made for Beach Other
House
Rockport, MA, USA
2.7k from Cape Ann center

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

3 Bedrooms8 Guests
4.7

Review score

3 reviews

$322
Average price / night
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Lovely Oceanfront 4-Bedroom on Private Road
Lovely Oceanfront 4-Bedroom on Private Road
House
Rockport, MA, 01966, United States
0.6k from Cape Ann center

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

4 Bedrooms6 Guests
10.0

Exceptional

12 reviews

$857
Average price / night
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Vintage Rockport Escape
Vintage Rockport Escape
House
Rockport, MA, USA
2.8k from Cape Ann center

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

3 Bedrooms6 Guests
8.3

Very Good

20 reviews

$364
Average price / night
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Gladview Rockport Apt #gladview#thacher
Gladview Rockport Apt #gladview#thacher
Apartment
Rockport, MA, 01966, United States
0.7k from Cape Ann center

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

1 Bedroom2 Guests
10.0

Exceptional

135 reviews

$249
Average price / night
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Lovely Rockport Apartment, Walk to Beaches!
Lovely Rockport Apartment, Walk to Beaches!
Apartment
Rockport, MA, USA
2.8k from Cape Ann center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Beach rentals

2 Bedrooms4 Guests
8.3

Very Good

10 reviews

$425
Average price / night
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Newly renovated! Beautiful private cottage in quiet area near Old Garden Beach.
Newly renovated! Beautiful private cottage in quiet area near Old Garden Beach.
House
Rockport, MA, 01966, United States
0.8k from Cape Ann center

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

2 Bedrooms5 Guests
9.8

Exceptional

37 reviews

$315
Average price / night
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Spectacular views of Thatcher Island and the Atlantic Ocean
Spectacular views of Thatcher Island and the Atlantic Ocean
House
Rockport, MA, 01966, United States
0.9k from Cape Ann center

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

3 Bedrooms6 Guests
10.0

Exceptional

36 reviews

$622
Average price / night
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Cozy 2BR ocean breeze cottage, AC, wifi, streaming tv, parking.
Cozy 2BR ocean breeze cottage, AC, wifi, streaming tv, parking.
Cottage
Rockport, MA, 01966, United States
1.2k from Cape Ann center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$349
Average price / night
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Straitsmouth Cove: Oceanfront Rockport Grandeur
Straitsmouth Cove: Oceanfront Rockport Grandeur
House
Rockport, MA, 01966, United States
1.2k from Cape Ann center

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

5 Bedrooms9 Guests
9.4

Superb

9 reviews

$1007
Average price / night
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Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed
Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed
House
Rockport, MA, 01966, United States
1.2k from Cape Ann center

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

2 Bedrooms4 Guests
10.0

Exceptional

14 reviews

$454
Average price / night
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STUNNING OCEAN VIEWS FROM OUR COZY 2 BEDROOM COTTAGE! WEEKLY- SUNDAY TO SUNDAY
STUNNING OCEAN VIEWS FROM OUR COZY 2 BEDROOM COTTAGE! WEEKLY- SUNDAY TO SUNDAY
Cottage
Rockport, MA, 01966, United States
1.3k from Cape Ann center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

2 Bedrooms4 Guests
10.0

Exceptional

15 reviews

$386
Average price / night
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Home w/firepit l Walk to Bearskin Neck+Beach
Home w/firepit l Walk to Bearskin Neck+Beach
House
Rockport, MA, 01966, United States
1.5k from Cape Ann center

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

3 Bedrooms8 Guests
9.4

Superb

3 reviews

$725
Average price / night
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Breathtaking Newly Renovated Rockport Retreat
Breathtaking Newly Renovated Rockport Retreat
House
Rockport, MA, 01966, United States
1.5k from Cape Ann center

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

10.0

Exceptional

2 reviews

$633
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 Vacation Rentals in Cape Ann.

Cape Ann Vacation Rentals on the Map

Frequently Asked Questions

You can explore 354 verified vacation rentals in Cape Ann. 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 Cape Ann vary depending on the season, property size, and location. Rates typically start from around $238 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 Cape Ann 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 Cape Ann welcome pets. Currently, 26 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 Cape Ann often include amenities such as Fireplace/Heating, View, and Ocean 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.