Vacation rentals in Cape Ann - HomeToGo base64Hash Vacation rentals in Cape Ann - HomeToGo

Vacation rentals in Cape Ann

Find 980 available house rentals from 10 partners
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Top 15 Recommended vacation rentals in Cape Ann

Find your perfect vacation rental in Cape Ann from just $83 per night!

House Cape Ann
House ∙ 9 guests ∙ 4 bedrooms

Children-friendly vacation home with terrace, barbeque & garden | City view

Cape Ann, North Shore, Massachusetts, United States
from $381
per night
Outstanding(69 ratings)
from $381
per night
View deal
House Cape Ann
House ∙ 6 guests ∙ 3 bedrooms

House with terrace & barbecue

Cape Ann, North Shore, Massachusetts, United States
$208 from $181
per night
Excellent(147 ratings)
$208 from $181
per night
View deal
House Cape Ann
House ∙ 10 guests ∙ 5 bedrooms

Family-friendly lovely vacation home with patio, BBQ & garden | Pets allowed

Cape Ann, North Shore, Massachusetts, United States
$338 from $294
per night
Very good(72 ratings)
$338 from $294
per night
View deal
House Cape Ann
House ∙ 10 guests ∙ 6 bedrooms

Family-oriented house with patio & grill | Nature view

Cape Ann, North Shore, Massachusetts, United States
from $602
per night
Outstanding(79 ratings)
from $602
per night
View deal
House Cape Ann
House ∙ 7 guests ∙ 4 bedrooms

Vacation home with terrace, barbecue & yard | Perfect for remote work

Cape Ann, North Shore, Massachusetts, United States
from $402
per night
Outstanding(31 ratings)
from $402
per night
View deal
House Cape Ann
House ∙ 11 guests ∙ 5 bedrooms

Children-friendly vacation home with patio, grill & yard | Pets are welcome

Cape Ann, North Shore, Massachusetts, United States
from $589
per night
Outstanding(28 ratings)
from $589
per night
View deal
House Cape Ann
House ∙ 15 guests ∙ 6 bedrooms

Family-friendly big vacation home with hot tub, yard & grill | Nature view | Next to the beach

Cape Ann, North Shore, Massachusetts, United States
from $1,074
per night
Excellent(36 ratings)
from $1,074
per night
View deal
House Cape Ann
House ∙ 12 guests ∙ 4 bedrooms

Family-oriented nice vacation home with patio, grill & yard | City view | Close to the beach | Pets are welcome

Cape Ann, North Shore, Massachusetts, United States
from $340
per night
Outstanding(114 ratings)
from $340
per night
View deal
House Cape Ann
House ∙ 6 guests ∙ 3 bedrooms

House with terrace, BBQ & garden

Cape Ann, North Shore, Massachusetts, United States
from $324
per night
Outstanding(38 ratings)
from $324
per night
View deal
House Cape Ann
House ∙ 14 guests ∙ 8 bedrooms

Family-oriented spacious vacation home with garden & barbecue | Close to the beach | Good for workation

Cape Ann, North Shore, Massachusetts, United States
from $917
per night
Outstanding(64 ratings)
from $917
per night
View deal
House Cape Ann
House ∙ 10 guests ∙ 5 bedrooms

Fully equipped vacation home with terrace, BBQ & garden | Nature view | Beach nearby

Cape Ann, North Shore, Massachusetts, United States
from $670
per night
Outstanding(67 ratings)
from $670
per night
View deal
House Cape Ann
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with barbecue, garden & patio

Cape Ann, North Shore, Massachusetts, United States
from $299
per night
Outstanding(80 ratings)
from $299
per night
View deal
House Cape Ann
House ∙ 10 guests ∙ 5 bedrooms

Vacation home with yard, barbeque & terrace | Nature view

Cape Ann, North Shore, Massachusetts, United States
from $438
per night
Outstanding(48 ratings)
from $438
per night
View deal
House Cape Ann
House ∙ 6 guests ∙ 3 bedrooms

Child-friendly wonderful house with barbeque | City view | Good for workation

Cape Ann, North Shore, Massachusetts, United States
from $265
per night
Excellent(50 ratings)
from $265
per night
View deal
Apartment Cape Ann
Apartment ∙ 6 guests ∙ 3 bedrooms

Apartment with yard, BBQ & terrace | Nature view

Cape Ann, North Shore, Massachusetts, United States
from $391
per night
Outstanding(10 ratings)
from $391
per night
View deal

Vacation rentals and apartments with air conditioning

House  Cape Ann
from $208
per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with barbecue & patio

4.5
Excellent(147 ratings)
Cape Ann, North Shore, Massachusetts, United States
Air conditioning
View deal
House  Cape Ann
from $338
per night
House ∙ 10 guests ∙ 5 bedrooms

Vacation home with garden, terrace & barbeque | Nature view

4.3
Very good(72 ratings)
Cape Ann, North Shore, Massachusetts, United States
Air conditioning
View deal
House  Cape Ann
from $200
per night
House ∙ 5 guests ∙ 2 bedrooms

Vacation home with garden, terrace & barbeque | River view

4.7
Excellent(110 ratings)
Cape Ann, North Shore, Massachusetts, United States
Air conditioning
View deal
See all offers

Vacation houses with Balconies or Patios

Cottage  Cape Ann
from $207
per night
Cottage ∙ 7 guests ∙ 3 bedrooms

Cottage with yard, barbeque & terrace | Nature view

5.0
Outstanding(119 ratings)
Cape Ann, North Shore, Massachusetts, United States
Balcony/Patio
View deal
House  Cape Ann
from $358
per night
House ∙ 9 guests ∙ 4 bedrooms

Vacation home with barbeque, terrace & yard

4.9
Outstanding(45 ratings)
Cape Ann, North Shore, Massachusetts, United States
Balcony/Patio
View deal
Cottage  Cape Ann
from $155
per night
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage with patio

4.6
Excellent(112 ratings)
Cape Ann, North Shore, Massachusetts, United States
Balcony/Patio
View deal
See all offers

Vacation rentals with a balcony

House  Cape Ann
from $561
per night
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped wonderful house with grill & patio | Nature view | Close to the beach

5.0
Outstanding(38 ratings)
Cape Ann, North Shore, Massachusetts, United States
Balcony
View deal
House  Cape Ann
from $326
per night
House ∙ 6 guests ∙ 3 bedrooms

House with terrace, barbeque & yard

4.7
Excellent(16 ratings)
Cape Ann, North Shore, Massachusetts, United States
Balcony
View deal
House  Cape Ann
from $520
per night
House ∙ 8 guests ∙ 4 bedrooms

House with patio, pool & barbeque | City view

Cape Ann, North Shore, Massachusetts, United States
Balcony
View deal
See all offers

Best Vacation Home Deals in Cape Ann

Save up to 12%

House Cape Ann
-12%
$362
from $318
per night
House ∙ 10 guests ∙ 5 bedrooms

House with barbecue & patio

4.1
Very good(46 ratings)
Cape Ann, North Shore, Massachusetts, United States
View deal

980 unique vacation homes from 10 vacation rental websites are available in Cape Ann, with prices beginning at $83 per night. HomeToGo immediately features the best offers by comparing all of the listed properties in Cape Ann from its various partners.

Budget-friendly Vacation Rentals in Cape Ann

Find Fantastic yet Inexpensive Offers

House Cape Ann
from $661
per night
House ∙ 12 guests ∙ 5 bedrooms

Child-friendly house with BBQ & patio | City view | Suitable for remote work

5.0
Outstanding(2 ratings)
Cape Ann, North Shore, Massachusetts, United States
View deal
House Cape Ann
from $397
per night
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped charming vacation home with patio, yard & grill | Close to the beach

4.5
Excellent(15 ratings)
Cape Ann, North Shore, Massachusetts, United States
View deal
Cottage Cape Ann
from $427
per night
Cottage ∙ 8 guests ∙ 4 bedrooms

Cottage with terrace, barbeque & garden | Nature view | Perfect for remote work

4.5
Excellent(22 ratings)
Cape Ann, North Shore, Massachusetts, United States
View deal

Top-Rated Rentals and Accommodations in Cape Ann

Book Vacation Rental Offers with the Highest User Rating

Cottage Cape Ann
from $210
per night
Cottage ∙ 3 guests ∙ 2 bedrooms

Cottage with patio, grill & garden | Nature view

5.0
Outstanding(140 ratings)
Cape Ann, North Shore, Massachusetts, United States
View deal
Apartment Cape Ann
from $184
per night
Apartment ∙ 5 guests ∙ 3 bedrooms

Family-oriented apartment | City view | Beach nearby

4.7
Excellent(117 ratings)
Cape Ann, North Shore, Massachusetts, United States
View deal
Apartment Cape Ann
from $239
per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Holiday apartment with patio & BBQ

4.9
Outstanding(36 ratings)
Cape Ann, North Shore, Massachusetts, United States
View deal

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Popular Rental Amenities in Cape Ann

  • Pet-friendly (173)
  • Air conditioning (862)
  • WiFi (958)
  • Parking (22)
  • Pool (190)
  • Kitchen (639)
  • TV (823)
  • Balcony/patio (531)
  • Fireplace (338)
  • No smoking (923)
  • Grill (322)
  • Washing machine (490)

Many travelers spend more time comparing accommodations including pools. A few of the accommodations offer access to a pool. In addition, rentals with pools in Cape Ann have an average price of $442 per night. Most of the listed accommodations with pools are hotel room. In Cape Ann, more than half of the accommodations providing a pool are situated close to the water.

Enjoy fresh Atlantic air with a Cape Ann vacation rental

Just under an hour away from Boston, Cape Ann, Massachusetts, juts out into and overlooks the wide, glittering expanse of the Atlantic. Opt for a vacation home here to enjoy the beach setting, see whales play, and visit historical ports and some of America's most definitive Boston establishments.

What are the best activities for families in Cape Ann?

Go whale watching

Gloucester is ideally placed for whale watching, and the top observation spot is undoubtedly Stellwagen Bank National Marine Sanctuary. The area is a great place for diving expeditions, and there are cruises throughout the summer that grant you a good chance at spotting the region’s great whales. Kids love Cape Ann's most spectacular beach, Wingaersheek, overlooked by Annisquam Harbor Light Station, a historic lighthouse. You could also make a day trip to Stage Fort Park, which has two beaches and a recreation area with picnic tables, a playground, and hiking trails.

What are the best places to discover the arts and culture of Cape Ann?

Discover a 400-year-old port

Gloucester Harbor, a fishing port for 400 years, inspired works of fiction by Rudyard Kipling and the novel The Perfect Storm. Fishing boats still bob in the harbor, swamped in nets and other boating paraphernalia, just as they did in 1623 when the town was founded. Visit the Maritime Heritage Center, which restores wooden boats, and the popular Rocky Neck Art Colony, which boasts over a dozen galleries, studios, and restaurants. The artistic tradition of the community stems from that of Luminist painter and printmaker Fitz Henry Lane, a Gloucester inhabitant. See his works at the Cape Ann Museum.

Where are the unique attractions in Cape Ann?

Beautiful Boston

Boston is within easy reach. Come and see the country's first Ivy League school, Harvard. You can also learn about the city’s seminal role in gaining independence from Britain, which is commemorated along the Freedom Trail. Watch the mighty Red Sox play at Fenway Park, the nation's oldest ballpark. Alternatively, dine on local seafood and soak up the rich culture of the city.

Information about vacation rentals in Cape Ann

🏡 Vacation rentals available 980 rentals
💳 Possible discounts up to 12%
🌙 Nightly prices starting at $83
⭐ Popular amenities Pets allowed, Air conditioning and Internet
🐾 Pet friendly homes 172 homes
🏊 Vacation rentals with pools 190 homes
79,100 reviews
Cape Ann vacation rentals have an average rating of 4.6/5 on 79,100 reviews left by travelers.

Frequently Asked Questions

What is the average price per night for a vacation rental in Cape Ann?

The price of a night's stay in Cape Ann starts at $83. $640 is the average nightly price for house rentals in Cape Ann. Apartment rentals in Cape Ann cost on average $409 per night.

How many vacation rentals are available to book in Cape Ann?

Currently there are 980 vacation rentals available for booking for your upcoming trip.

What are the most popular amenities for vacation homes in Cape Ann?

The most popular amenities for vacation home rentals in Cape Ann include accommodations that have: Pets allowed, Air conditioning, and Internet.

How many vacation homes with a pool are there in Cape Ann?

Discover 190 vacation rentals available in Cape Ann.

Are pets allowed in vacation rentals in Cape Ann?

If you are traveling with a pet in Cape Ann - 18% of vacation rentals are pet-friendly.

What are the best months to travel to Cape Ann?

When choosing a vacation home in Cape Ann, keep in mind that rainy season is typically in December or February, with September often being the driest.

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