Cape Ann vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Cape Ann vacation rentals

Cape Ann beach vacation rentals

Guest favorite
Apartment in Rockport
5 out of 5 average rating, 10 reviews

The Pearl, Apt. #2

RobertRating, 5 stars5 days ago
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.
Guest favorite
Cottage in Rockport
5 out of 5 average rating, 25 reviews

Cottage with stunning ocean view and private beach

MarciaRating, 5 stars9 months ago
Lovely location and beautifully renovated home. Kitchen well appointed. Beds comfortable. Host very responsive. Would return.
Top guest favorite
Apartment in Rockport
4.96 out of 5 average rating, 135 reviews

Robin's Nest - Apartment Near Town and Beach

TylerRating, 5 stars7 months ago
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!
Top guest favorite
Home in Gloucester
4.99 out of 5 average rating, 194 reviews

Rocky Neck Retreat

RyanRating, 5 stars6 days ago
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.
Superhost
Apartment in Gloucester
4.85 out of 5 average rating, 99 reviews

Long Beach Suites: Steps Away From Surf!

SamRating, 5 stars5 days ago
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.
Top guest favorite
Guest suite in Gloucester
4.94 out of 5 average rating, 88 reviews

Live Like a Local, Just Steps From The Beach

kateRating, 5 stars2 weeks ago
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.
Top guest favorite
Cottage in Rockport
4.91 out of 5 average rating, 105 reviews

Life of Reilly at Back Beach

HaleyRating, 5 stars5 days ago
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.
Guest favorite
Home in Gloucester
4.91 out of 5 average rating, 126 reviews

Gloucester Beach House, near Good Harbor Beach!

SuzanneRating, 5 stars2 weeks ago
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

Guest favorite
Cottage in Epsom
4.97 out of 5 average rating, 215 reviews

Smokey Pines Camp

CaryRating, 5 stars2 weeks ago
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!
Top guest favorite
Cottage in Kittery
4.96 out of 5 average rating, 299 reviews

Charming Coastal Maine Cottage

ClaraRating, 5 stars1 week ago
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!
Guest favorite
Cottage in Newburyport
4.99 out of 5 average rating, 165 reviews

True North Cottage*Ocean side of Boat Basin!*

ErikRating, 5 stars8 months ago
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.
Guest favorite
Cottage in Essex
4.96 out of 5 average rating, 102 reviews

Lakefront cottage for a fun, relaxing getaway.

ValerieRating, 5 stars1 month ago
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.
Top guest favorite
Cottage in Kittery
4.95 out of 5 average rating, 157 reviews

Cozy Maine Cottage by the Sea

CaitlinRating, 5 stars7 months ago
Linda was a great host! The cottage was cozy and in a peaceful neighborhood close to the beach.
Guest favorite
Cottage in Gloucester
4.86 out of 5 average rating, 173 reviews

SeaHaven Cottage at Stage Fort Park

ChristianRating, 5 stars7 months ago
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.
Guest favorite
Cottage in Newburyport
4.93 out of 5 average rating, 118 reviews

Sunset Waterfront Privacy Beach

KelseyRating, 5 stars2 weeks ago
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!!
Top guest favorite
Cottage in Lakeside Marblehead
4.98 out of 5 average rating, 118 reviews

House with Pool, 4 Houses from Harbor, Fort Sewall

KimRating, 5 stars1 week ago
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

Guest favorite
Home in Gloucester
4.92 out of 5 average rating, 106 reviews

Aerie, 2 king beds, large space, AC, 2 beaches!

KimRating, 5 stars1 week ago
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.
Guest favorite
Home in Gloucester
4.95 out of 5 average rating, 133 reviews

Views over Lobster Cove! Book spring weekends

CarolRating, 5 stars8 months ago
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.
Guest favorite
Home in Rockport
4.95 out of 5 average rating, 55 reviews

Charming waterfront home. Patio, Shops & Dining

LyndaRating, 5 stars1 week ago
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.
Guest favorite
Home in Gloucester
4.97 out of 5 average rating, 34 reviews

Harbor House with Ocean Views

JustinRating, 5 stars2 weeks ago
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
Top guest favorite
Home in Rockport
5 out of 5 average rating, 10 reviews

Whale Cove Waterview

SusanRating, 5 stars7 months ago
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.
Top guest favorite
Home in Gloucester
5 out of 5 average rating, 7 reviews

Stay at Rocky Neck

KrisRating, 5 stars4 days ago
Great location and beautiful views. We will for sure look to stay here again on any future visits to Gloucester.
Guest favorite
Home in Gloucester
4.83 out of 5 average rating, 190 reviews

Gloucester Private Contemporary 4 bedrooms

AimeeRating, 5 stars1 week ago
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.
Guest favorite
Home in Gloucester
4.93 out of 5 average rating, 156 reviews

Wonderful Rocky Neck home on Gloucester harbor

DebraRating, 5 stars2 weeks ago
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

  1. Airbnb
  2. United States
  3. Massachusetts
  4. Essex County
  5. Rockport
  6. Cape Ann