Cottage
10.0(119 Reviews)
2 Bedrooms
7 Guests
Parking
Ocean View
Balcony/Terrace
View
US $319/Night
7 Nights - US $2,232
Cape Ann Holiday Rentals
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Compare Villas, Resorts, & Rentals in Cape Ann
10.0
Bed & Breakfast
10.0(10 Reviews)
3 Bedrooms
6 Guests
Breakfast- Parking
- Balcony/Terrace
- View
US $205/Night
7 Nights - US $1,435
Bed & Breakfast
9.8(423 Reviews)
1 Bedroom
- Parking
- Balcony/Terrace
Kitchen
Air Conditioner
US $230/Night
7 Nights - US $1,611
Condo
10.0(111 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
US $485/Night
7 Nights - US $3,393
Apartment
10.0(3 Reviews)
1 Bedroom
2 Guests
Oceanfront- Breakfast
- Parking
- Ocean View
US $194/Night
7 Nights - US $1,355
Bed & Breakfast
9.8(285 Reviews)
1 Bedroom
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $243/Night
7 Nights - US $1,699
Cottage
10.0(64 Reviews)
1 Bedroom
3 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
US $268/Night
7 Nights - US $1,877
Bed & Breakfast
9.4(165 Reviews)
1 Bedroom
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $204/Night
7 Nights - US $1,428
House
10.0(45 Reviews)
2 Bedrooms
5 Guests
- Parking
- Ocean View
- View
- Kitchen
US $527/Night
7 Nights - US $3,686
Apartment
10.0(2 Reviews)
4 Bedrooms
8 Guests
- Air Conditioner
Internet
Security/Safety
US $520/Night
7 Nights - US $3,640
Apartment
10.0(43 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- View
US $486/Night
7 Nights - US $3,405
US $331/Night
7 Nights - US $2,316
Apartment
10.0(38 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $303/Night
7 Nights - US $2,123
House
10.0(34 Reviews)
2 Bedrooms
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $542/Night
7 Nights - US $3,794
New
Apartment
10.0(34 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- View
US $425/Night
7 Nights - US $2,976
Cottage
10.0(32 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $585/Night
7 Nights - US $4,095
Cottage
10.0(28 Reviews)
2 Bedrooms
7 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $605/Night
7 Nights - US $4,233
Condo
10.0(28 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $249/Night
7 Nights - US $1,744
Apartment
10.0(23 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $319/Night
7 Nights - US $2,236
Cottage
10.0(21 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $202/Night
7 Nights - US $1,415
Apartment
10.0(20 Reviews)
1 Bedroom
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $426/Night
7 Nights - US $2,979
House
10.0(12 Reviews)
2 Bedrooms
5 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $478/Night
7 Nights - US $3,349
House
10.0(12 Reviews)
2 Bedrooms
6 Guests
Private Pool- Oceanfront
- Parking
Pool
US $447/Night
7 Nights - US $3,128
About Casai's Private Villas and Holiday Rentals in Cape Ann
Discover more than 347 vacation rentals available in Cape Ann. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Cape Ann.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Cape Ann, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Cape Ann.
With Casai, finding and comparing holiday rentals in Cape Ann is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
There are 347 Cape Ann, MA Holiday Rentals
- Prices for a holiday home in Cape Ann start at US $141
- Top rated vacation home in Cape Ann is Good Harbor Beach House - walk to beach, close to restaurants and shopping!
- Most popular short term in Cape Ann is Rockport Inn And Suites
- Cheapest place to stay in Cape Ann is Sea Glass House - Tranquil Retreat or Base for Adventure
- Most expensive holiday rental in Cape Ann is Emerson Inn By The Sea
Recently Booked Holiday Rentals in Cape Ann
Frequently Asked Questions About Cape Ann?
What are the top holiday rentals in Cape Ann?
With numerous options available in Cape Ann, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Cape Ann:
- Good Harbor Beach House - walk to beach, close to restaurants and shopping!
- "Absolutely lovely. The cottage, the beach, the town, the owners."
- Enchanting Harbor Views - Historic Bradley Wharf Bearskin Neck
- Walk to Good Harbor Beach. 3BR home, NEW Kitchen
- Ocean views just steps to Back Beach, Front Beach, and downtown Rockport
- Sea Mist Cottage, Rockport, MA
- Spectacular, luxury waterfront property directly overlooking Sandy Bay.
- Newly Renovated 2BR Rockport Home w/parking Steps to Back Beach+Bearskin Neck!
- The Bookstore · Private Parking · King Beds · Downtown Rockport
- Spectacular views of Thatcher Island and the Atlantic Ocean
How many Casai.com holiday rentals are available in Cape Ann?
As of 2026, Casai boasts over 347 properties listed in the Cape Ann area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Cape Ann.
Nearby Neighborhood (2)
| Neighborhood | Property Count |
|---|---|
| Great Neck Vacation Rentals in Rockport, Massachusetts | 35 |
| Annisquam Vacation Rentals in Rockport, Massachusetts | 346 |
