Top 15 Vacation Rentals In Rockport, MA - Updated 2024

| 7 min read

With a population of just under 7,000 people, Rockport Massachusettes may be a small town but there’s more history here than most places in the U.S. Rockport is located about 40 miles (64 km) north of Boston and is situated at the tip of the Cape Ann peninsula surrounded by the Atlantic Ocean. Before the English colonization in 1623, French explorer Samuel de Champlain may have landed here and before that, it was home to native tribes. Today Rockport is home to many artists, tourists, and fishermen. With some of the best Airbnb vacation rentals and several interesting activities available here, it is the perfect holiday destination! So if you’re looking for a quaint seaside getaway, check out these great vacation rentals in Rockport, MA, USA.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on May 19, 2024.

1. Nature lovers' retreat (from USD 115)

Get back to nature with this beautiful home for rent in Rockport, MA, surrounded by trees. The home is connected to the main house and can accommodate up to two people making it a nice and romantic getaway location. There is a small area for guests to make coffee and tea as well as an area with a small refrigerator and microwave. Linens and towels are all included as well as free WiFi access. A variety of cupcakes and muffins are also available in the mornings for breakfast.

Tip from tour guide

Halibut Point State Park, MA Halibut Point State Park, MA Halibut Point State Park, MA

Head out to Halibut Point State Park, which lies next to this rental. Leave your gadgets behind and let nature lead you for once as you walk about the area and take in the cool breeze of the ocean. Carry a picnic basket if you wish and enjoy a glass of wine and cheese while you watch tides hit the rocky edges of the shore. Make sure to explore all the trails and tide pools here. Moreover, the park has a history with World War II and the Cape Ann granite industry, so take your time learning about the past. On days when visibility is high, try spotting Mount Agamenticus and the Isles of Shoals from the park.

Stayed at this property?
Rockport, Massachusetts, United States
615 reviews   Superhost Wifi Available
Entire guest suite 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
thoughtful amenities provided like breakfast fixings
nice little room with lovely furnishings
the house is nice little nook - cozy and warm- with all amenities one would want
the bed was extremely comfortable and there was a cozy couch along with a refrigerator and microwave
well appointed suite with nice touches like food and snacks for breakfast (and coffee )
everything was spotlessly clean and most comfortable
it was clean cozy and a very quiet retreat
the room was clean and so cozy
the space is nicely done clean and comfortable
the room was spotless and cozy and the bed was very comfortable
emily is a wonderful host
emily is a super host
emily is a kind and considerate host
emily is a wonderful and friendly host
emily is the best host i have had on airbnb
the location is excellent
great location for quiet time but also close to town
the location is perfect
a very cute spot close to the walking paths and a short drive to the downtown area
lovely location that abuts the state park
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2. Carriage house on historic property

Sitting right beside the main house on a historic property, this home comes with its own entrance and private patio as well as a private hot tub. The accommodation is a two-minute walk away from shops and stores as well as the beachfront. The home can accommodate up to four people and everything is included from towels and linens to WiFi and full kitchen space. TV, essentials and laundry facilities are also included.

Rockport, Massachusetts, United States
308 reviews   Wifi Available
ENTIRE HOME 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
very comfortable bright cheerful has full kitchen supplied with coffee maker coffee half and half
there is so much natural light in every room
fully functional kitchen made our trip more affordable and fun
the place is comfortable with anything you might need to have a relaxing stay even with small children
very nice space that was comfortable and clean
the carriage house spacious and clean as could be
well kept and very clean
lovely space very clean and comfortable
lovely clean central and comfortable
the house was very clean and tastefully furnished
lauren is a wonderful host
friendly and helpful hosts
lauren was a very welcoming host
lauren and paul were wonderful hosts
lauren was a wonderful host who made us feel right at home
great location in rockport to walk to everything down town
this location was a very short walk into town and also close to great places by car
great location easy walk to town and beaches
great location quiet and comfortable
location is perfect for downtown and the beach
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3. Studio apartment

Enjoy a little romantic space in the heart of Rockport at this lovely apartment. The home has French doors and a private balcony and is located near the Sahlin Liu performance center. The large, bright studio apartment for rent in Rockport, MA has a king-sized bed, sofas, chairs, smart TV as well as multiple books and games. WiFi is included as well as a simple kitchen setup and large windows allowing for lots of natural light. Coffee, tea as well as essentials are provided for your stay.

Stayed at this property?
Rockport, Massachusetts, United States
109 reviews  
Entire apartment 1 Bed 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
the place was very well decorated with nice amenities like the library behind the bed and the kitchenette
comfortable bed and super quiet for good sleeping
the place was cozy spacious and had plenty of windows for fresh air & natural light
this place is wonderful spacious interior with comfortable furnishings
the studio apartment was lovely as in the photos
it was very clean and quiet
it was very clean and comfortable
it was clean and tastefully furnished
very clean spacious and the bed was super comfortable
this studio was just as described clean and comfortable
mary was a fantastic host
mary and jim were wonderful hosts
mary is the perfect host
mary is a wonderful host
she and jim were fantastic hosts
the location is ideal
the location is ideal
close to the downtown area the location is perfect
it's located on a peaceful street near town which is within walking distance
great location in a quiet neighborhood
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4. Charming cottage

The owners of the Periwinkle cottage have been doing this for over ten years so they know hospitality. This unit offers accommodation for up to two people making it a nice spot for a little romantic getaway. The bedroom comes with a queen size bed and the apartment has a fully equipped kitchen as well as private outdoor area, WiFi and free parking for up to two vehicles.

Stayed at this property?
128 reviews   Wifi Available
cottage 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
The place was adorable clean quaint and organized
The cottage was beautiful as was the city
We were so pleased to have a bottle of Prosecco in the fridge and glasses for two
This cozy cottage was absolutely wonderful and one of the best few days away
and we look forward to returning
My parents loved their long weekend at Periwinkle Cottage and plan to return The cottage was clean and tastefully furnished and
The cozy comfortable rooms were thoughtfully furnished with great attention to detail and guests possible needs
Rosemary was a great communicator and helped us out with several special requests I would love to come back next summer
I cannot wait to visit again next summer
She thinks of so many things large and small to make your stay comfortable easy and relaxing
Rose made sure we had everything we needed
We love the artwork and everything about this cottage Hope to return and thank you so much Don and GailJohnstown PA(We love Rosemarie)
Quaint little cottage with nice personal touches Perfect location for walk to the shops and little beaches
The location is also stellar - the cottage is only a 5-minute walk from downtown Rockport which is especially convenient during the crowded summer months
Periwinkle cottage is charming and cozy It is within walking distance of all the shops and Rockport restaurants
We had a wonderful time at Periwinkle Cottage Many generous and adorable details throughout the place Super close to downtown and in easy walking distance from the train
I didn't want to leave Amazing location
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5. Warm and welcoming unit

This charming little cottage can accommodate up to two people and has a queen size bed for maximum comfort. The home is equipped with everything you’ll need to enjoy a great stay in Rockport from a fully equipped kitchen to a lovely outdoor space to enjoy. The train, beach and town are all within walking distance and there are security cameras on the property for safety. Lots of natural light and artwork adorn this home giving it a unique feel and amenities like WiFi, parking and TV are included.

Stayed at this property?
145 reviews   Wifi Available
cottage 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
the spiral staircase to the second floor with the bathroom and bedroom may be difficult to navigate
Was everything we expected and wanted
Very easy to rent straight forward
the character charming Make note of the spiral staircase to the upper level
The kitchenette is well equipped with everything you might need
every linen was crisp and clean
Rosemarie is a gracious accomodating host
EVERYTHING you needed or wanted was there Loads of info about things to do and the owner was available at all times to help out in any way We will definitely use this property again
The hostess was professional and quick to respond to our initial inquiries She more than exceeded our expectations as many other reviewers indicated
A wonderful surprise of a bottle of champagne greeted us on our arrival
Great location with all the amenities of home
Periwinke Cottage #2 is a delightful retreat in a quiet residential area just a short walk to the village
The gardens were beautiful and every away from home convenience was provided
We loved the fact that the property is walking distance to downtown but also quiet and tucked away into a more secluded area
Other little treats were to be found in the refrigerator and about the cottage
The skylights and the amount of natural light was a treat
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6. Spacious studio with ocean views (from USD 150)

This newly remodeled Rockport, MA beach rental is spacious and can sleep up to four people making it a great option for people traveling with some friends or a small family. The lovely suite has guests perched above the trees allowing for an amazing view of the surroundings in Rockport. The home has a full kitchen as well as a queen-sized bed, a double bed, and a futon. Everything is within walking distance like shopping and restaurants and there is a parking space available for one vehicle. WiFi, TV, and air conditioning are available.

Stayed at this property?
113 reviews   Wifi Available
studio 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4
Minimum Nights: 1
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
walk down a footpath to the rocky coastline
Quiet cozy place Close to the ocean and town
And the price for a family around the 4th was great
Lovely spot listening to the birds instead of traffic while strolling along an ocean view Really appreciated the resident parking pass
Everything you need in the studio and clean
The host was very responsive to questions and instructions were clear
but the studio is nicely furnished & well appointed
Lovely neighborhood & our hostess was friendly & helpful
Such a lovely unit Lots of privacy good provisions nicely decorated fantastic views
Private quiet quintessential Rockport
the location couldn't be better Minutes driving to the main street
I have to admit we mostly just used this place as a place to crash but in the morning we did walk to a scenic lookout and it was very beautiful
The location was perfect and how nice it was to take a short walk to the bend in the road
Would recommend to anyone Easy biking to Bearskin Neck Walk to a rocky shoreline with outstanding views
Make sure you walk (3 min) down the street and around the bend to the public path to the rocks and the water's edge WOW
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7. Rockport home (from USD 179)

Guest will feel at home, spending a week or a weekend here in this lovely Rockport home. This newly built cottage is located in Sandy Bay and is close enough to get to all the galleries, shops and restaurants that the town of Rockport has to offer. Meditate in the peaceful rock garden with a seasonal waterfall or cook up something delicious in the fully equipped kitchen or grill. The queen size bed is super comfy and there is also a sleeper couch making it a home that can accommodate up to three people.

Stayed at this property?
58 reviews   Wifi Available
cottage 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
the ceiling is awkward over the bed
the town was very quiet
We enjoyed our coffee in the am and wine in the pm on the balcony enjoying the water view
The upstairs was cute and the bed comfortable
The decorating adds to the coastal charm
The bed and pillows were extremely comfortable
The property was clean and well maintained
The owners are awesome and thought of everything
Working with the owner was as easy as can be
We would definitely recommend this to family and friends We traveled with our teenage son which made a total of 3 Occupancy of three is OK
The owner's provide quick responses and are available but allow for privacy
new and nicely arranged building with all amenities required for a stay for two or small family of three
The owners home is on the same property and although they were very responsive and easy to work with
Right around corner from Little Parker Pit public swimming hole
Short drive to just about everything else
It is in a good location within walking distance of the town
Easy walk to downtown Rockport
(Nate's is great for take out breakfast on the beach)
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8. Picturesque sea views (from USD 235)

This beautiful little vintage cottage has been recently renovated and offers some amazing views of the seaside in a quiet estate-like setting. Walk on over to the beach and take in the scenic coast or head into town and visit one of its many galleries, shops and restaurants. The train to Boston is also nearby for those who want to take a trip into the city. The accommodation is fully equipped with TV, satellite, WiFi, air conditioning and a free parking space.

56 reviews   Wifi Available
cottage 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
The cottage was cozy and comfortably accommodated the 4 of us
It is very quiet at night in the cottage
It was nice not to have to worry about bringing sheets towels or kitchen items
Small comfortable 2 bedroom cottage set in grounds around large stately home Views across beach aby to light house
so we wouldn't miss it over the lighthouses
The cottage was welcoming and clean Beautiful view and large windows which let in lots of sunshine
Susan Owner was so helpful on the telephone and replied to any questions quickly
Nice set up with cottage close to
We had a wonderful experience
She checked in with us a few times just to make sure we were not in need of anything and to let us know we were there during a rare full harvest moon
the owner was welcoming and helpfully available to answer any questions we had Highly recommend this this great getaway
what a lovely cottage Loved the view of the water and lighthouses Central location in Rockport mad it easy to get to many different places around Cape Ann
We travelled by train to Boston for a day - very doable
It is the perfect place if you love to walk by the sea
We found great places to walk along the ocean and found great enjoyment on rocks off a public path
The location is close to a grocery store & package store (2 miles)
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9. Newly refurbished cottage (from USD 343)

Ideal for six guests, this newly remodeled three-bedroom cottage boasts panoramic views of the harbor right from its patio. The spacious cottage has two queen-size beds and two twin or single beds, a full kitchen, two bathrooms, a cozy living room area, a patio, and a garden with herbs and flowers. Cook up delicious meals for the family or for yourself, and lounge in the patio with its comfortable outdoor furniture. The property’s superb amenities, open floor plan, and parking spaces on-site make it an ideal vacation home for a small family or a group of friends. Its convenient location means you’re just a stroll away from downtown and Bearskin Neck.

60 reviews   Wifi Available
cottage 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
unit is well stocked and sparkling clean
the cottage is clean and tastefully decorated and includes games books puzzles and extra blankets and sheets
great location clean and updated
the rental was fully stocked and extremely clean
we had a wonderful time and the property was clean and conveniently located
host was very responsive
the owners were very responsive
owners are very helpful and responsive
ellie and jon were responsive kind and very helpful
the owners jonathan and ellie made us feel like we were visiting friends not renting from landlords
great location able to walk to everything in town or the station for commuter line into boston
we had a wonderful time - walking distance to everything
perfect rental plenty of room walking distance to bear neck
great location we could walk to shops beaches and ice cream ( )
the cottage is a great property within walking distance of great shops and restaurants
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10. Property with views of Rockport Harbor (from USD 350)

With a fantastic view of Rockport Harbor, this second story condo in Rockport, Massachusetts is a great choice for a vacation retreat. With the entire unit to yourself, a full kitchen, a bedroom, and a bathroom allows you to treat it as your home-away-from-home. Free WiFi, a TV, parking, towels, and a dishwasher are just some of the amenities provided. The condo is elegantly designed, with a wide glass window and balcony overlooking the harbor. A gorgeous beach is a quick stroll down the road, as are an assortment of boutiques, eateries, and other commercial shops. The iconic Motif #1 is visible from the terrace while popular destinations like Gloucester or Salem are an easy drive away. For a simple and relaxing beach and waterfront vacation, definitely check out this condo in Rockport, Massachusetts.

Rockport, Massachusetts, United States
146 reviews   Superhost Wifi Available
ENTIRE CONDO 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the balcony is probably the best part of the apartment
we would absolutely stay here again if not just for the view definitely for the bed (also need)
christina’s place was adorable the views were amazing the apartment was spotless and cozy
christina has thought of everything to equip the apartment for a comfortable and relaxing stay
we loved the location and the views from this stylish little apartment
a beyond amazing space spotless cozy homey convenient to everything
having a parking spot was great and the place was very clean
christina's place was great clean thoughtfully furnished and in a great location
fabulous location super clean attentive host amazing deck to relax on
the kitchen is very user friendly and nicely inclusive with the living space
christina is a wonderfully hospitable host welcoming and very responsive to texts
christina runs the ship downstairs - she was lovely and a great host
this place is full of friendly locals and gorgeous art
christina was also a wonderful host - very quick to respond and available but never hovering
enjoyed walking around downtown rockport which is literally right outside the door
we had the best weekend in rockport walking distance to everything
the apartment is central to awesome restaurants and galleries
super quaint and cute lots of shops and outdoor dining
christina’s place was wonderful such a cute little condo
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11. Well-kept studio apartment (from USD 130)

Ideal for three guests, this one-room vacation home boasts beautiful French doors that open on to an expansive mahogany deck with stunning views of the ocean. With Back Beach well within walking distance, it is a conveniently located vacation rental. This cozy home has simple but tasteful interiors, with high ceilings. It is equipped with skylights, heating, air-conditioning as well as modern appliances. The charming antique stove lends character to the home and complements the rustic pine floors. Guests can enjoy cooking hearty meals in the well-equipped kitchen or enjoy a barbecue meal on the deck. On-premises parking is provided too.

Rockport, Massachusetts, United States
Apartment 3 Guests 1 Bathroom

Top guest reviews
Amenities & Room:
murphy bed was so comfortable - our first time sleeping on one
we cannot wait to come back also super comfy bed
very clean and well organized
beautiful studio and very very clean and comfortable
the lttle red house was imaculately clean and sally was fantastic and very flexible
the studio was spotless well-stocked and ready at check-in
hosts were very kind and helped with recommendations
the owners thought of everything and were very welcoming and accommodating
the host sally was great to communicate with
our hosts were kind welcoming and had prepared the unit perfectly
we had a wonderful week at motif#2 sally and frank were fantastic hosts from our arrival through departure
cute cottage was perfect for 3 friends and close to all shopping and restaurants
and there are wonderful restaurants very close to the rental
area was great - as was the location of the property
we do recommend this place
hey rockport is great in the winter and this place made it more so
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12. Pet-friendly waterfront home (from USD 597)

This impressive Andrews Point home by the ocean is ideal for big families with children or groups of friends who have pets. This spacious home located in a sought-after neighborhood called ‘The Avenues’. It easily accommodates up to 12 persons. It has fully furnished interiors, including kid-friendly furniture like a crib, a highchair, a portable playpen, a changing table, and booster seat. With a well-equipped kitchen and a grill on the beautiful deck, guests can cook sumptuous meals or just enjoy a barbecue dinner right by the water. They also provide free WiFi, a washing machine, clothes dryer, and even a parking space for four vehicles.

21 reviews  
House 10 Guests 5 Bedrooms 4 Bathrooms

Accommodates: 10
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
the rocks in the back yard are awesome to explore but no place to safely swim
there are 4 bathrooms which is amazing
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13. Authentic Rockport experience

If you’re looking to get a real Rockport experience this is the place. Located right next to the wharf, the accommodation is constituted of two floors. The first of which has a little boutique in it with a lobster shop next door. There are two bedrooms located at opposite ends of the condo and a dining area that can seat up to four people. The rental is equipped with a full kitchen space as well as a living room with TV, WiFi and couches.

Stayed at this property?
Rockport, Massachusetts, United States
70 reviews  
Entire apartment 2 Beds 2 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
this apartment had all of the amenities we needed inside and the perfect views and location outside
we all did a puzzle together on the coffee table and that was fun
big comfortable beds with a beautiful marina view to wake up to in the morning
beds are comfortable and the addition of a washer and dryer is very convenient
bedding kitchenware furniture electronics everything was great quality and not the regular mismatched "stuff for renters"
+ extremely clean and well-kept
everything was clean and clearly marked
the apartment was clean modern and very functional
yes condo was sparkling clean and exactly as described
the apartment was very clean cheery and comfortable
justin was a courteous host
justin is a great host
justin is an amazing host and great communicator
host very nice and accommodating
justin was an accommodating host who made sure we were settled and comfortable before leaving us
the location is terrific
i love the location
right in the heart of the little village with the charming shops and awesome restaurants just steps away
we had a fabulous time great place located in the heart of the cultural district
if you are looking for a fantastic place in a great location-this is the place for you
Read more reviews

Sea coast village

Rockport is a beautiful little town surrounded by the splendor of the Atlantic. It’s a quaint little town with a lot of history longer than the country it’s located in. The little shops, galleries, and restaurants offer a really beautiful and unique side to this coastal town on Cape Ann. Still wondering where to stay in Rockport? Just check out and book one of the vacation rentals mentioned above.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
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Alex is a Canadian university graduate with degrees in English literature and History. He was born in Montreal and when he's not traveling he enjoys movies, video games, playing the drums and...Read more

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