
Cape Ann vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Cape Ann
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Cape Ann vacation rentals
Cape Ann beach vacation rentals

The Pearl, Apt. #2
Very nice apartment with a wonderful balcony with comfy chairs overlooking the gorgeous bay, with sandy beach and rocky coast. The apartment was clean and comfortable with nice amenities. Great kitchen and bathrooms. Beds are comfortable and extra blankets are in the closet. Plenty of storage for clothing. The upstairs bedroom area was up a ladder which precludes small children. It was okay for our 5 year old but not for the 3 year old. The town is lovely and the center of town just 4 or 5 minutes away on foot. Beach access is just a minute away. Mary was a wonderfiul host and helpful. This is one of the lovliest AirBNBs we've stayed in and highly recommended.

Cottage with stunning ocean view and private beach
Lovely location and beautifully renovated home. Kitchen well appointed. Beds comfortable. Host very responsive. Would return.

Robin's Nest - Apartment Near Town and Beach
Robin’s home was beautiful and the directions to get there were very clear and explicit. She was adorable and wrote us a personalized note. Rockport is a beautiful little town with gorgeous views and great individuals. We ate at a small cafe with views of the ocean. Would stay again if we ever revisit the area!

Rocky Neck Retreat
Kat is far and away the best host I've ever met. She gave us full tour of her home, and recommended many local shops and restaurants. She provided snacks, breakfast groceries, toiletries, beach towels and chairs, and more. It felt like more like we were visiting a family member's home than renting an airbnb. Her home is beautiful. The mattresses are comfy and she offers different types of sheets/blankets for whatever kind of sleeper you may be. She has a full kitchen with appliances/cookware. As the listing says, certain cars may have a hard time with parking. We rented a Rav 4 and it was a bit tight but we didn't have a problem. Anything larger than a Rav 4 would probably be incompatible with the narrow driveway. If I could rate our experience over a 5/5, I would.

Long Beach Suites: Steps Away From Surf!
This place was perfect for the 1 night stay that I needed while in the area for an event. Exactly as described and had everything I needed. Lucas was a great host and provided plenty of instructions & information beforehand with multiple reminders as my stay approached. I would stay here again.

Live Like a Local, Just Steps From The Beach
Sue's place is a find. It is lovely and comfortable inside with a terrific view of sunsets over the water. It was necessary for me to do some work while visiting and the WiFi was strong and reliable. The location is ideal: just a brief walk away from Plum Cove Beach and Lane's Cove and a short drive to Halibut Point State Park, Gloucester, and Rockport. Sue is a warm, welcoming host who strikes the perfect balance between being solicitous of and responsive to guest needs and interests and being respectful of guest privacy. I hope to return to Sue's place and highly recommend it to other travelers.

Life of Reilly at Back Beach
We had an amazing stay for a girls weekend away! The house was clean and Elizabeth was responsive when we had questions. The location is perfect being a quick walk from the beach and the town.

Gloucester Beach House, near Good Harbor Beach!
Cozy & comfortable house & convenient location for our visit to Gloucester for family wedding. Loved that it was walkable to market for coffee or lunch AND the beach. Weather not great while we were there but lots of games, puzzles, etc in the house to keep us entertained. Diane was very attentive, offered early check-in which we took advantage of. Highly recommend.
Cape Ann cottage rentals

Smokey Pines Camp
Smokey pines is the perfect getaway. It's private, secluded yet close to the towns and people we want to visit. It feels homey and comfortable and has all the amenities required. We'll definitely be back!

Charming Coastal Maine Cottage
The cottage was absolutely beautiful and we felt right at home. It's beautifully furnished, very clean and the surroundings are so peaceful. Loved that we were walking distance from the beach but with the nice screened in porch we didn't even feel the need to leave! David and his wife are very friendly, communicative and gave thorough instructions and recommendations for the local spots. We will definitely return the next time we want another peaceful weekend in Maine!

True North Cottage*Ocean side of Boat Basin!*
Located just a short walk to the beach this charming cottage offered the perfect blend of comfort and convenience for my whole family. The spacious cottage was clean and very well designed with everything we needed for a relaxing stay, including a fully equipped kitchen and cozy living area with modern amenities. The hosts, Elia and Rob, were incredibly welcoming and accommodating and we hope to visit again soon. I would highly recommend True North Cottage to anyone looking for a peaceful getaway near the beach and scenic, downtown Newburyport.

Lakefront cottage for a fun, relaxing getaway.
Extremely clean lake house with stunning views and all the comforts of home. Many sweet touches throughout the three bedroom house and fully appointed kitchen. Wishing we had more time to stay, relax, and enjoy the water, but would highly recommend this Air B&B! PS. I appreciated the railings along the steps down to the house, having had a recent knee replacement.

Cozy Maine Cottage by the Sea
Linda was a great host! The cottage was cozy and in a peaceful neighborhood close to the beach.

SeaHaven Cottage at Stage Fort Park
We had an incredible stay! From the moment we arrived, it was clear our host had gone above and beyond to make us feel welcome. The home was spotless, beautifully decorated, and had everything we needed to feel comfortable and relaxed. The location was perfect close to the beach, yet peaceful and quiet. Our host was fantastic with communication, providing clear check-in instructions and local recommendations that made our experience even better. We can’t recommend this Airbnb enough and would love to return in the future.

Sunset Waterfront Privacy Beach
We absolutely loved staying here for the weekend! This place is even more gorgeous in person, the views are top notch! We loved the little walk down to the beach even though it was a bit chilly the weekend we visited. We will absolutely stay here again!!

House with Pool, 4 Houses from Harbor, Fort Sewall
Didn't want to leave!!! The house was beautiful and I loved the beachy style. It was tastefully decorated. The furnishings were so comfy. I felt right at home. The pool was perfect. I hope to visit again in the future! Thank you for everything!
Cape Ann house rentals

Aerie, 2 king beds, large space, AC, 2 beaches!
My son was graduating from Landmark High School. He is a boarding student so we needed a place close by. There was room for his extended family. The kids loved the games and activities.

Views over Lobster Cove! Book spring weekends
Property was just as pictured, which I find extremely important. This spot is off the beaten path and quiet with a nice little walking bridge for a stroll. Close enough by car, to all the attractions of Glouchester when your ready to get out and about.

Charming waterfront home. Patio, Shops & Dining
I can’t thank you enough for letting me stay in this beautiful location. I’ve been going through chemo treatment and trying to find beautiful places in between treatment to enjoy. This place was a fav. Which I sort of want to keep to myself. I didn’t have a lot of energy to do a lot but it was exactly what I needed. Parked my car and left it behind. Watched the tide, walked around a beautiful place with my dog. I couldn’t ask for more.

Harbor House with Ocean Views
Harbor House is a great place, conveniently located near downtown, shops, restaurants, and bars are walkable, nice ocean view from the upstairs living room, its an excellent choice for your visit to Gloucester

Whale Cove Waterview
Beautiful place just a one minute ride to the Rockport Golf Club where my daughter was getting married. We had plenty of room for all six of us. A nice big kitchen with a very large center island so we could share many meals and prepare food and platters for the wedding. The living room has a lovely gas fireplace and we had many cozy evenings there as we destressed from all the wedding festivities. We spent quite a lot of time outdoors, walking down to the ocean and sitting on the deck, watching the stars. October is a lovely time to visit Rockport. Less traffic, pretty autumn colors, no big crowds at restaurants so short wait for tables. If we needed to come back for another event, I would choose this home again. *for those with back issues- all of the beds were cozy but not supportive and very soft.

Stay at Rocky Neck
Great location and beautiful views. We will for sure look to stay here again on any future visits to Gloucester.

Gloucester Private Contemporary 4 bedrooms
Beautiful spacious home, tucked away by in quiet cove. The home was clean, comfortable and the kitchen was well stocked. Communication with the host was very easy and pleasant.
Wonderful Rocky Neck home on Gloucester harbor
This house has an exquisite view and setting - so picturesque, one of us who’s an amateur watercolor painter sat in the sunroom one day and painted the harbor channel scene right out the large bay windows! Ray was a helpful, responsive host and the house was clean and well-appointed. A beautiful, quiet, relaxing stay!
Destinations to explore
- Portland Vacation rentals
- Pocono Mountains Vacation rentals
- Jersey Shore Vacation rentals
- New York Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Plainview Vacation rentals
- Long Island Vacation rentals
- The Hamptons Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- Québec City Vacation rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Hampton Beach
- Ogunquit Beach
- Wells Beach
- Boston Common
- Revere Beach
- Fenway Park
- TD Garden
- Harvard University
- Lynn Beach
- Duxbury Beach
- York Harbor Beach
- North Hampton Beach
- New England Aquarium
- Long Beach
- Faneuil Hall Marketplace
- Freedom Trail
- Crane Beach
- Canobie Lake Park
- Prudential Center
- Long Sands Beach
- MIT Museum
- Good Harbor Beach
- Rye North Beach
- Museum of Fine Arts, Boston