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.

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…

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.

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.

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.

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."

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.

Nana-tucket Inn

Charming historic town, home of Brooks School and Phillips Academy, 30 minutes to Boston and Seacoast. Families will enjoy our children’s park and town park, just a short walk from property. Enjoy pastural views while relaxing poolside (availability May 1 - Oct 1)in a quiet & private backyard setting. Hot tub is also open May 1 til Nov 1. Seven minutes to commuter rail for those who desire traveling into Boston, no hassle!

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

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.

Pleasant Place Parking • Walk to Downtown

Stay in the heart of Rockport, just a short walk from the harbor, downtown, Front Beach & Old Garden Beach —with your own off-street parking. Pleasant Place is a bright 2-bedroom, 2 full bath home, three beds(including the pullout), a renovated kitchen and space for up to four guests. It's a perfect spot to settle in for summer fun!

Walk to DNTN~Beach~Beauport~Boat Island~New Home

⚓ The Captain’s Quarters! | Walk to Beach & Downtown Gloucester Welcome to The Captain’s Quarters! — a beautifully updated coastal retreat in the heart of Gloucester, Massachusetts. Perfectly located within walking distance to downtown, beaches, and the harbor, this spacious home blends classic New England charm with modern comfort.