House holiday rentals in Rockport

Walk to Beach & Shops at Historic Renovation

Are you dreaming of sun, sand and seafood?Stay at the 1767 Tuck House, where historic charm meets quintessential New England luxury! This is the perfect home for groups. Steps to the beach, shops, restaurants and arts. Home offers the privacy of boutique hotel with modern comforts: plush Casper mattresses, AC, 4K TV, laundry, heated floors, quartz counters, new appliances, 3BR, 3 Full Baths, 2 Kitchens, 2 Decks, Private Entries. A true Rockport gem, we promise a special stay.​​​​​​​​​​​​​​​​

The Fort Hideaway- top of Bearskin Neck

Enjoy a memorable stay at The Fort, a historic landmark atop Bearskin Neck. Experience the bustle of Bearskin neck with its shops, galleries and eateries while having a peaceful waterfront oasis stay. This rarely available space is on the lower level of a charming house with light and glorious water views at every angle... A cooks kitchen enhances this two bedroom unit, with an adjoining dining room and a living room. Enjoy an outside stone patio with dining and seating by the waters edge…

Wonderful Rocky Neck home on Gloucester harbor

2 Bedroom with Loft, 1 Bathroom fully furnished Home on Gloucester harbor. Dead end street with 3 off street parking spots. Restaurants, local art gallery's, the beach all just a short walk away. Wake up with the sweet smell of ocean air and the sound of seagulls calling. Enjoy your breakfast with a million dollar view on the 4 season porch with 8 sliding windows overlooking the harbor. You could spend hours watching the boats go by as you read a good book with your fur baby on your lap.

Walk to Old Garden Beach! 3 Bedroom Home!

Completely renovated seaside retreat in the charming town of Rockport! Our beautifully designed home offers modern amenities just a short walk away from the beach and town. Outside, you'll find 3 spacious decks that's perfect for enjoying a cup of coffee in the morning or a glass of wine in the evening. Inside the open & airy living space features plenty of natural light leading to French doors and three season deck. Fully equipped new kitchen, new baths and 3 bedrooms, come enjoy!

Waterfront Rockport Gem Steps to Shops and Beaches

Escape to our stunning oceanfront cottage in Rockport! This open-concept home has a spacious living area with large floor to ceiling windows that bring in natural light and breathtaking ocean views, a fully equipped kitchen, 1 bathroom, and 3 cozy bedrooms, sleeping 6. Spend your days relaxing on the two oceanfront balconies or at Bearskin Neck’s charming shops, dining, and beaches. Our home is the ideal spot for small families and groups of friends seeking a peaceful seaside getaway.

Historic gem in seaside village

Retreat to the tranquil village of Rockport and stay in this unique Colonial Period home built in 1623 conveniently situated on the fringe of everything. Preserved by a local architect, the Benjamin Tarr House offers a charming balance of antique character & modern comforts. It is conveniently located within short walking distance to Old Garden Beach & coastal pathways, Seaview Farmstand, restaurants & ice cream parlors, boutique shops & art galleries of Bearskin Neck, and much more!

Charming Toe-Hold, A Short Walk to Town and Beach

Toe-Hold is a wonderful year-round 1846 home with plenty of rooms, reading nooks and quiet spaces for family and friends of all backgrounds to eat and play together. The gorgeous beaches and picturesque downtown, great restaurants, art galleries and shops for the whole family, are within 10-15 minute walk. Rockport is one of the oldest art colonies in the US, and home to generations of fishermen. Day trips by car or train to Boston and other beautiful historic towns.

Historic Oceanfront Home - Walk to Downtown

Escape to the charm of Rockport, MA in this historic, light-filled, 4 bedroom, 1 1/2 bath well equipped home located across the street from Back Beach and just a short stroll from Bearskin Neck and the picturesque harbor. Enjoy breathtaking ocean views from nearly every room in the house. Whether you're here for a romantic weekend, a family vacation, or a peaceful retreat, this inviting space offers the perfect base to experience all the beauty of Cape Ann.

Pleasant Place

Pleasant Place is a spacious, clean and centrally located spot to spend time with your family and friends. It has two bedrooms, two full bathrooms and a pull out couch. Sun soaked in natural light, it boasts a newly renovated kitchen, granite island, large dining room and a charming family room with views of the Rockport harbor. Walk downtown, to the beach, or drive around town and take advantage of your own parking spot in the busy summer.

Seacoast Escape with a View

Enjoy the peace and tranquility of staying in Kittery Maine’s exclusive waterfront area. • Walk to downtown Portsmouth • Visit Fort McClary • Hike Cutts Island Trail • Visit Crescent and Seapoint beaches • Shop and dine in Kittery’s Wallingford Square, downtown Portsmouth, and the Kittery Outlets. Everything is within fifteen minutes away! See our other home and awesome reviews: airbnb.com/h/pepperrellparadise

Seaside Home|Sleeps 7|Plum Cove Beach+Rockport!

KEY FEATURES ☀️Cozy home with 3 floors of space ☀️10 minute drive to all the attractions of Downtown Gloucester ☀️Beach chairs at the home for your use ☀️Less than 2 miles from beautiful Halibut Point State Park ☀️Spacious and private fenced in backyard with outdoor furniture ☀️Hi-speed WiFi ☀️2 off street parking spots ☀️Dedicated workspace ☀️2 full bathrooms ☀️Washer/dryer ☀️Fully equipped + stocked kitchen

Charming waterfront home. Patio, AC, Shops, Dining

Discover your dream Rockport getaway! You'll stay nestled on Bearskin Neck, in this cozy harborside condo boasting stunning views, steps from shops, beaches, & galleries. Relax on your private patio overlooking the iconic Motif #1 for your morning coffee or evening happy hour. Book now for a fun getaway, year-round! There is one bedroom upstairs and a pullout sofa downstairs that can sleep 2.