Vacation rentals in Rockport

A balcony view reveals a tranquil harbor filled with anchored boats, framed by vibrant flowers in a planter. The clear blue sky reflects on the water, while a bustling street lined with parked cars leads towards the waterfront.

4.96 out of 5 average rating, 136 reviews

Harborside Oasis | Harbor View | Heart of Downtown

Step into Coastal Bliss at Our Rockport Apartment! 🌊🏠 Perfectly positioned just steps from Bearskin Neck, immerse yourself in unique shops 🛍️, exquisite dining 🍽️, and serene beaches 🏖️. Revel in the spectacular views of iconic Motif Number 1 from your balcony, enjoy high-speed WiFi, and a 55" Smart TV in a fully stocked kitchen. Ideal for soaking in Rockport's vibrant yet relaxing atmosphere. Note: Requires climbing stairs and can get noisy! Book your unforgettable seaside retreat today! ⚓

A serene harbor scene is captured, featuring a variety of boats docked on calm waters. Colorful vessels line the foreground, while charming buildings and fishing equipment can be seen in the background against a clear blue sky.

4.89 out of 5 average rating, 225 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.

Rocky coastal formations are depicted in the foreground, gently meeting the blue water. In the background, vibrant seaside buildings line the shore under a clear blue sky, offering an inviting view of the New England town's charming architecture.

4.99 out of 5 average rating, 268 reviews

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

The image captures a serene waterfront view, featuring a calm blue harbor with boats docked along the pier. A stone wharf extends into the water, framed by lush greenery and a gravel area. Sunlight bathes the scene, creating a peaceful atmosphere.

4.98 out of 5 average rating, 187 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.

4.98 out of 5 average rating, 102 reviews

A serene harbor scene is captured, featuring several boats gently floating in calm waters. A red building with a circular wreath is visible in the background, surrounded by moored vessels. The bright blue sky reflects on the water, enhancing the coastal atmosphere.

Condo in Rockport

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, 114 reviews

The historic carriage house is presented in a charming turquoise color, surrounded by lush greenery and flowering plants. Tall windows provide ample natural light. A spacious yard is visible, framed by a low stone wall and iron fence.

Guesthouse in Rockport

Gingerbread 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!

The image shows a sandy beach with low tide, revealing rocks along the shore. A calm ocean extends into the distance, with a backdrop of quaint buildings and greenery on the hillside. The clear blue sky enhances the serene atmosphere of the coastal scene.

4.95 out of 5 average rating, 183 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

The exterior of the historic home is featured, showcasing a welcoming porch with three white rocking chairs. Hanging flower baskets add a touch of color, while a sign indicates reserved parking nearby. Natural light highlights the clean lines of the siding.

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, 109 reviews

A view of Rockport Harbor is captured through large window panes, showcasing boats sailing on the water. Several sailboats can be seen gliding by, while coastal homes line the harbor's edge, providing a picturesque backdrop. The scene reflects a peaceful aquatic environment.

Condo in Rockport

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, 187 reviews

A bright interior is showcased with large glass doors opening to scenic harbor views. A cozy seating area includes a gray sofa and armchair, while a circular table with turquoise chairs invites dining or leisure. Soft light hangs from a stylish ceiling fixture.

Condo in Rockport

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!

An aerial view captures the serene coastline, with sandy beach gently merging into clear blue waters. Quaint homes and greenery line the shore, showcasing a tranquil atmosphere. The surrounding hills create a natural backdrop, enhancing the peaceful coastal setting.

4.95 out of 5 average rating, 111 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!

4.98 out of 5 average rating, 690 reviews

A vine-covered deck features a small, round table surrounded by two woven chairs. Sunlight filters through the greenery, casting a soft glow on the wooden flooring. A potted plant adds a touch of nature to the inviting outdoor space.

Guest suite in Rockport

Halibut Point State Park. Nature Lovers Retreat

"Tween Coves Cottage" lies nestled next to breathtaking Halibut Pt. State Park. A short walk along wooded paths will lead to the ocean where you can picnic by the water, explore tidal pools, and enjoy a variety of wildlife and vegetation. Distance to the center of Rockport by car is under 10 minutes/ walking is approx. 50 minutes. Distance to the railway station is approx. 5 minutes by car/ walking is approx. 40 minutes.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Hotels

Stylish accommodations and amenities

Popular amenities for Rockport vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Rockport

4.97 out of 5 average rating, 454 reviews

A charming log cabin is nestled among trees, featuring a sloped roof covered in dark shingles. A wooden deck with steps leads to the entrance, while large windows allow natural light to illuminate the interior. The surrounding woodland is filled with natural greenery and rocks.

Cabin in Rockport

The Solar Powered Dogtown Cabin at Applecart Farm

A tranquil sunset view features soft orange and yellow hues reflecting off the calm ocean. A silhouette of a lighthouse and a nearby house are visible against the sky, creating a serene coastal scene.

4.97 out of 5 average rating, 108 reviews

The Crows Nest | Near Shops & Beaches

4.95 out of 5 average rating, 55 reviews

A serene harbor scene is depicted at sunset, showcasing vibrant hues of orange and purple reflected on the water. Silhouetted against the skyline, a dog is seen near a cylindrical stone structure on the pier, while boats are anchored in the gentle waves.

Home in Rockport

Charming waterfront home. Patio, AC, Shops, Dining

Superhost

A scenic view of a harbor filled with various sailboats, gently bobbing on the calm waters. Colorful buildings line the shore, with a distinctive red structure adding charm to the landscape. Lush greenery is visible in the background, depicting a tranquil coastal atmosphere.

Cottage in Rockport

4.72 out of 5 average rating, 87 reviews

Quaint Oceanfront Cottage in Rockport MA

4.97 out of 5 average rating, 133 reviews

Cottage in Gloucester

Sunny & private cottage in Lanesville Village

A row of colorful kayaks is docked along the water's edge, arranged in an array of reds, blues, greens, and oranges. Smooth rocks are visible in the foreground, while boats can be seen gently bobbing in the water beyond.

4.96 out of 5 average rating, 135 reviews

Robin's Nest - Apartment Near Town and Beach

4.9 out of 5 average rating, 199 reviews

The exterior of a charming cottage is shown, featuring wooden siding painted in earthy tones. A decorative barrel planter with vibrant flowers is positioned at the base of the wall. Lush greenery climbs along the structure, with a white picket fence creating a welcoming boundary.

Loft in Gloucester

Rocky Neck Studio/Loft, Gloucester, Mass.