House holiday rentals in Rockport

Oceanfront Home Rockport

Step into your own slice of paradise with our newly renovated beachfront haven, perfectly perched along the captivating Long Beach in Rockport. Picture yourself waking up to the soothing sounds of waves and the mesmerizing sight of the ocean stretching out before you. With five cozy bedrooms accommodating up to 14 of your nearest and dearest, along with two sparkling bathrooms and a gleaming, fully equipped kitchen, this is the ultimate spot for unforgettable getaways with family and friends.

Value · Family · Check-in

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…

Family · Location · Accuracy

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.

Value · Family · Indoor spaces

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.

Location · Family · Nearby

The Rockport Retreat-walk to beaches and downtown

Enjoy the sights and charm of Rockport from this inviting home, perfectly located just a few blocks from downtown shopping, restaurants, galleries, and sandy beaches. With plenty of room for family and friends, this property offers a fresh, comfortable interior and an ideal blend of convenience and relaxation with plenty of space for everyone to gather or unwind. Front Beach and Rockport's center are about 0.7 miles away. Commuter rail to Boston/Salem is about 0.5 miles away.

Family · Location · View

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.

Family · Location · Indoor spaces

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.

Value · Family · Checkout

Sea Vagabond - Watch the waves, stroll to the sand

"The Sea Vagabond House is an expanded 1932 summer cottage, with spectacular views of the ocean waves, with the tidal Saratoga Creek offering a mesmerizing and changing scenes from inside and outside this charming vacation home. The home sleeps eight comfortably in beds. Each level offers a full bathroom with a bathtub/shower. There are plenty of bath towels and beach towels for each guest. "Comfortable, clean and close to the beach, we will return."

Family · Value · Parking

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.

Family · Value · Hospitality

Ocean views! Welcome to Sea Breeze! Winter rates!

Sea Breeze offers a spacious, newly renovated, 4 bedroom escape, that smiles down upon Good Harbor beach. Take in the refreshing salt air breezes while enjoying the solitude of being situated at the end of a quiet cul de sac. A short 3-5 minute drive gets you into the Good Harbor parking lot or take a 20 minute walk instead. Close-by downtown Gloucester is teeming with spectacular restaurants and activities for the whole family.

Value · Family · View

Family Friendly Home|Walk to Ocean+Downtown RKPT

KEY FEATURES: ☀️Full home with 2 levels and private yard with BBQ ☀️New AC mini split system for hot summer days ☀️Newly remodeled bathroom with walk in shower ☀️Fully equipped kitchen ☀️Washer and dryer ☀️Hi-speed WiFi ☀️Family Friendly Amenities - pack and play, high chair, toys, and more! ☀️2 parking spots ☀️Beach essentials provided in the shed- chairs, beach towels, toys and more! ☀️Board games and books

Location · Family · Backyard

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.

Family · Location · View