Vacation rentals in Cape Ann - HomeToGo base64Hash

Vacation rentals in Cape Ann

Browse 657 available vacation homes and compared across 9 trusted 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 most Recommended Vacation Rentals in Cape Ann

Discover your ideal Cape Ann vacation rental with real-time comparisons of 657 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Vacation rentals and apartments with air conditioning

Vacation rentals with a balcony

Vacation Rentals With Fireplaces

Budget-friendly rental options

Enjoy affordable vacation rentals in Cape Ann offering exceptional value for money

Top-Rated Vacation rentals in Cape Ann

Book the highest-rated Cape Ann vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

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Popular Features & Amenities in Cape Ann

Pet-friendly (106)
Air conditioning (592)
WiFi (640)
Parking (18)
Pool (170)
Kitchen (367)
TV (558)
Balcony/patio (478)
Fireplace (263)
No smoking (640)
Grill (272)
Washing machine (294)

Many travelers spend more time comparing accommodations including pools. More than a quarter of the accommodations offer access to a pool. In addition, rentals with pools in Cape Ann have an average price of $403 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.

Price and Availability Index in Cape Ann

Click on any bar to see price and availability information

Vacation Rental Price Information in Cape Ann

We analyzed the annual nightly price trends of vacation homes and apartments in Cape Ann for the next twelve months. The most expensive time of the year to travel in Cape Ann is July (7/4 – 7/11) Usually, the most lowest prices for accommodations can be found in December (12/27 – 1/3) as the average price is only $500 per night.

Rental availability information in Cape Ann

Have a look at the above graph to see the average availability of vacation rentals in Cape Ann. The week with the least available rentals is in November (11/14 – 11/21), with only 11% of the rentals available. December (12/13 – 12/20) has got the highest percentage of available rentals.

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.

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	657 rentals
💳 Possible discounts	up to 25%
🌙 Nightly prices starting at	$101
⭐ Popular amenities	Pets allowed, Air conditioning and Internet
🐾 Pet friendly homes	107 homes
🏊 Vacation rentals with pools	172 homes

Frequently Asked Questions

What is the nightly price for a vacation rental in Cape Ann?

On average, vacation rentals in Cape Ann cost around $101 per night. $653 is the average nightly price for house rentals in Cape Ann. Apartment rentals in Cape Ann cost $402 per night on average.

How many vacation rentals are available for booking in Cape Ann?

There are 657 vacation homes from 9 different providers in Cape Ann.

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

Most travelers look for Pets allowed, Air conditioning, and Internet when booking a vacation rental in Cape Ann.

How many vacation homes with pools are there in Cape Ann?

Choose from 172 vacation rentals available in Cape Ann for renting.

Are dogs allowed in vacation rentals in Cape Ann?

Sure, there are 107 vacation homes in Cape Ann that allow pets and the average cost is $565 per night.

Vacation rentals in Cape Ann

Price per night

Accommodation types

Rating

Booking Options

Services

Accommodation type

Activities

Top 15 most Recommended Vacation Rentals in Cape Ann

Family-friendly ample house with hot tub, barbeque & terrace | Close to the beach

Family-oriented house with terrace, yard & jacuzzi | Perfect for remote work | Dogs allowed

Vacation home with terrace, barbeque & hot tub | Nature view

House | Suitable for remote work

House with terrace, barbecue & yard

Vacation home with barbecue & terrace | Suitable for remote work

Fully equipped vacation home with BBQ, garden & patio | City view | Next to the beach

Children-friendly beautiful house with terrace & barbeque | Nature view | Next to the beach | Pet-friendly

Family-friendly cottage with patio, barbecue & yard | City view | Close to the beach | Pets are welcome

House with barbecue, garden & terrace | Nature view | Good for workation

Vacation home with yard, barbeque & terrace

Rental apartment with patio, barbeque & yard | Nature view

Rental apartment with patio, garden & barbeque | Perfect for remote work

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

Vacation home with grill

Vacation rentals and apartments with air conditioning

Fully equipped wonderful apartment with patio | City view | Beach nearby

Vacation home with yard, barbeque & terrace | Nature view

Cottage with patio, grill & garden | Nature view

Vacation rentals with a balcony

House with patio, pool & barbeque | City view

House with BBQ & terrace

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

Vacation Rentals With Fireplaces

Cottage with patio & BBQ | Perfect for remote work

Child-friendly vacation home with yard, barbecue & terrace | Nature view | Good for workation

Rental apartment with patio, grill & yard | Good for workation