Holiday rentals in Rockport

4.89 out of 5 average rating, 222 reviews

Charming Rockport Studio Apt

10 min walk to Town, Bearskin Neck, Tuna Wharf & Rockport's world famous Motiff #1. Old Garden Beach 5 min walk. 15 min walk to Front Beach & Rockport Train Station (Rockport Line from Boston (North Station). Studio Apt has all amenities to cook yummy meals, cozy bed, wash clothes, WIFI, Cable TV in quiet peaceful neighborhood w/ off-street parking. Hardwood floors, high ceilings, lots of windows make this studio apartment an ideal launchpad from which to explore Rockport, Gloucester & Cape Ann.

4.98 out of 5 average rating, 266 reviews

Loft in Rockport

Chic Downtown Loft ☆ Private Parking ☆ Ocean View

Enjoy the coastal and seaside views from the renovated and bright "jewel" located in the charming seaside New England town of Rockport on Cape Ann. The loft is centrally located is literally steps to the beaches, the Bearskin Neck cafes, restaurants, boutiques, art shops, and the Shalin Liu. 1-min walk to Bearskin Neck & Motif No.1 5-min walk to Front Beach + easy access to many others 8-min drive to Halibut Point Park 25-min drive to Salem 1-hour drive to Boston 15-min walk MBTA Train Station

4.98 out of 5 average rating, 184 reviews

Waterfront Escape! In-town with onsite parking

Brand new waterfront apartment in historic home with onsite parking & private entrance in the heart of town. Views and access to historic harbor from private deck. Beaches, galleries, restaurants, coffee shops, live music and shopping on Bearskin Neck are steps away. Features full kitchen and bathroom with new applicances and fixtures. Living room has a loveseat, swivel chair, dining table, coffee table, roku TV, games, puzzles & books. Kitchen has a fridge, stove, oven, microwave and Keurig.

4.96 out of 5 average rating, 301 reviews

Harbor Retreat | Ocean View | Heart of Downtown

Discover Rockport's Harbor View Apartment! 🌊 This newly renovated 1-bedroom on the second level boasts stunning harbor views from a private deck. Steps from Bearskin Neck, enjoy proximity to unique shops 🛍️, fine dining 🍽️, and beaches 🏖️. Equipped with high-speed WiFi, a 55" Smart TV, and a Murphy couch. Perfect for experiencing Rockport's vibrant atmosphere. Note: Guests must climb stairs and the downtown location can be lively and noisy 🌆. Book your unforgettable seaside escape today! ⚓

4.98 out of 5 average rating, 101 reviews

1 Bedroom 1 Bath Waterview Downtown w/ Parking

Steps to ocean, steps to restaurants and shops. Quiet and quaint. Enjoy this centrally-located unit with all the town of Rockport has to offer right out the front door. Clean and fresh, with ocean views from the kitchen and living room. Unit has been renovated and updated with fresh paint, new appliances, new mattress and new sleeper sofa for guests. Enjoy the town shops, restaurants, sights, and beach all with a short scenic walk. This is Main Street, USA. Desirable Downtown Parking spot.

4.99 out of 5 average rating, 112 reviews

Guest house in Rockport

Carriage House | Steps to Beach| Dog Friendly

Our historic carriage house in Downtown Rockport has everything you need for the perfect getaway, all year long! A two-minute walk to beaches, shops, galleries, parks, and playground. A peaceful family and pet-friendly space with all the amenities you need for a comfortable stay: laundry, full kitchen, queen sized bed with en-suite bathroom and a sun room that converts to an extra sleeping space perfect for kids. A 5 minute walk to the train for day trips to Salem, Gloucester, and Boston!

4.94 out of 5 average rating, 181 reviews

Mary's By The Sea

A unique 650 square foot ground floor apt across the street from Front Beach. 6 minute walk from the Rockport MBTA . There is a separate bedroom with a queen mattress and a pullout sofa bed in the living area. The pullout sofa is best for teens or smaller kids . There is a bathroom with a sink and toilet. There is another room with a sink and shower. The kitchen area is more like a kitchenette than a full-size kitchen. We provide one parking spot next door at The Cove parking lot.

4.98 out of 5 average rating, 127 reviews

Guest suite in Rockport

Historic Rockport Large Suite, Entire Third Floor.

This 3rd floor suite is the entire top floor of a Historic home. Jack and Jill bathroom. Enjoy a short walk to Old Garden Beach , Front beach, Shalin Liu Performance Center and all of downtown shops, restaurants and art galleries. You will enter your suite via a keyless door up a private “good morning” staircase. Extra bedroom available- A second bedroom off of your private staircase on the second floor landing. Message for pricing. This is not included if no prior arrangement.

4.98 out of 5 average rating, 108 reviews

Harbor Place - Airy hideaway over Rockport Harbor

Enjoy stunning views of Rockport Harbor and the Atlantic from Harbor Place, a breezy, quiet open-floorplan bnb on Tuna Wharf, steps from the galleries, shops and restaurants of bustling Bearskin Neck. You'll be within easy strolling distance of several beaches, the train station, the Shalin Liu Performance Center, kayak rentals, walking paths, parks and boat tours. Relax and enjoy the view, eat in or out, lounge on our private beach! Access to Harbor Place is via staircase.

4.98 out of 5 average rating, 186 reviews

Bearskin Neck Rockport ★ Amazing Views ★ Parking

From the deck of this New England vacation retreat enjoy amazing views of Rockport Harbor and the iconic Motif #1. Steps from delightful shops, restaurants, and ice cream/coffee, this recently updated 1-bedroom, 1-bathroom condo with rare, on-site parking is located in the heart of Rockport on Bearskin Neck. Enjoy beautiful ocean breezes with coffee or cocktails on the deck of this sweet beach retreat nestled on the N.E. coast. Come fall in love with charming Rockport!

4.97 out of 5 average rating, 454 reviews

Cabin in Rockport

The Solar Powered Dogtown Cabin at Applecart Farm

Beautiful hand built very private cabin with master bedroom and large loft located deep in the woods of Cape Ann. Walking distance to down town Rockport and waterfront. Friendly miniature horses just 200 feet away that children love to visit. Applecart Farm is happy to have guests of diverse backgrounds and interests. Pets are allowed only with advanced request to ensure safety of guest and residents pets. NEM 1450 plug for EV charging.

4.95 out of 5 average rating, 106 reviews

Downtown Rockport|King Bed w/Parking|Walk to Train

• Newly remodeled and professionally furnished space! • Steps to Beaches, Bearskin Neck cafes, restaurants, boutiques, art shops, and the Shalin Liu • Private off street parking spot for 2 cars • High Speed Wi-Fi and AC • 10 minute walk from commuter rail to Boston • Smart TV equipped to stream all your favorites • Fully stocked and renovated kitchen • Comfortable KING size memory foam bed • Convenient EV charging right across the street!

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Popular amenities for Rockport holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Rockport

4.97 out of 5 average rating, 108 reviews

The Crows Nest | Near Shops & Beaches

HayleyRating, 5 stars7 months ago

We had such a wonderful stay at the Crows Nest! We used Carl & Julie's beautiful home as a "home base" during our adventures through Salem and greater Boston and it was such a wonderful place to come back to. Everything was easy to find, the place was very clean and accommodated myself and my friends perfectly! Rockport is also very cute with a generous beach. Cannot recommend enough!

Superhost

Cottage in Rockport

4.72 out of 5 average rating, 87 reviews

Quaint Oceanfront Cottage in Rockport MA

CindyRating, 5 stars9 months ago

Great little place for two! Sandy the neighbor was great along with her dog! 😊 great walking distance to shopping and restaurants! View is beautiful and breathtaking 😎will be back again in two years! Cindy and Gary from Ontario

5 out of 5 average rating, 25 reviews

Cottage in Rockport

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.

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!

Superhost

4.89 out of 5 average rating, 177 reviews

Sweet short term rental in Rockport

AmandaRating, 5 stars3 weeks ago

My husband and I booked with Gina for a weekend getaway with our 2 dogs. Gina was not only accommodating with us, she also put so much thought in our pups as well, setting up gates around the deck so they could run around without a worry. The space was beautiful, quaint, quiet, and out right beautiful. We can’t wait to come back!

4.91 out of 5 average rating, 104 reviews

Cottage in Rockport

Life of Reilly at Back Beach

NormanRating, 5 stars2 weeks ago

Our third time staying here and although the weather was lousy, it was nice to have such a great cottage to hunker down in when needed

4.9 out of 5 average rating, 198 reviews

Loft in Gloucester

Rocky Neck Studio/Loft, Gloucester, Mass.

ShanonRating, 5 stars1 week ago

Mary and Dave’s place was the perfect little spot for our visit to Cape Ann. Small but everything you need. The neighborhood was so peaceful, they really have a gem here. The hosts were very welcoming and gave lots of local recommendations. Loved getting to pet Penny and Indy in the mornings too! We would definitely stay again.