Vacation rentals in Cape Ann - HomeToGo base64Hash

Vacation rentals in Cape Ann

Find 980 available house rentals from 10 partners

Price per night
- Up to $100
- $100 - $199
- From $200
Accommodation types
- Condo
- House
- Apartment
Rating
- 4.5+
- 4+
Booking Options
- Instant Booking
Services
- Air conditioning
- WiFi
- Parking
- Pool
- Kitchen
- TV
- Balcony/patio
- Fireplace
- Washing machine
- Yard
- Microwave
- Dishwasher
- Hot tub
- Crib
Show more
Accommodation type
- Pet-friendly
- No smoking
- No pets
- Wheelchair access
Activities
- Grill
- Fishing

Top 15 Recommended vacation rentals in Cape Ann

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

Vacation rentals and apartments with air conditioning

Vacation houses with Balconies or Patios

Vacation rentals with a balcony

Best Vacation Home Deals in Cape Ann

Save up to 12%

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

Top-Rated Rentals and Accommodations in Cape Ann

Book Vacation Rental Offers with the Highest User Rating

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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.

Oceanfront Vacation Rentals in Cape Ann

Looking for the ideal beachfront rental in Cape Ann?

Try out the 'distance to water' filter while searching and see only the perfect beachfront homes for your trip. You can choose from a number of accommodations in Cape Ann that are within walking distance from the ocean. From dog-friendly rentals by the beach to waterfront offers with jacuzzis, the perfect accommodation in Cape Ann is out there - book it now through HomeToGo.

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.

Vacation rentals in Cape Ann

Price per night

Accommodation types

Rating

Booking Options

Services

Accommodation type

Activities

Top 15 Recommended vacation rentals in Cape Ann

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

House with terrace & barbecue

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

Family-oriented house with patio & grill | Nature view

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

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

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

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

House with terrace, BBQ & garden

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

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

Vacation home with barbecue, garden & patio

Vacation home with yard, barbeque & terrace | Nature view

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

Apartment with yard, BBQ & terrace | Nature view

Vacation rentals and apartments with air conditioning

Vacation home with barbecue & patio

Vacation home with garden, terrace & barbeque | Nature view

Vacation home with garden, terrace & barbeque | River view

Vacation houses with Balconies or Patios

Cottage with yard, barbeque & terrace | Nature view

Vacation home with barbeque, terrace & yard

Cottage with patio

Vacation rentals with a balcony

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

House with terrace, barbeque & yard

House with patio, pool & barbeque | City view

Best Vacation Home Deals in Cape Ann

House with barbecue & patio