Holiday rentals with a patio in Gloucester

Shore Cottage • Peaceful Coastal Retreat

Tucked away in a quiet, private residential neighborhood, our cozy cottage offers the ideal home base for your Gloucester getaway. Located just steps from the city’s famous boulevard, beautiful beaches, and a variety of local hotspots, you’ll have the best of Cape Ann at your fingertips. The cottage sits behind the main house on the property, offering a peaceful retreat with all the comforts of home. Whether you’re out exploring or simply kicking back and relaxing, this is your place to unwind.

KeyWest Vibe, PrivatePatio, Close2Salem, WalkDWNTN

Looking for the perfect Gloucester retreat for your group or family? Look no further than this spacious and inviting 2-bedroom unit, ideal for families and groups seeking comfort, style, and ample room to relax. Step inside and be greeted by a bright and spacious living area, perfect for gathering together after a day of exploring all that Gloucester has to offer. With its comfortable furnishings and modern amenities, this unit is designed to provide you with the ultimate vacation experience.

Oceanfront Retreat

Seacoast, NH’s popularity is well-earned, with museums, the finest restaurants, spas and shopping that blend perfectly with the Seacoast landscape. From our beautiful beaches and coastline combined with plentiful outdoor recreation, including fishing and whale watching, kite flying and more with Portsmouth, Rye, Exeter and Kittery Maine, all a short ride our beachfront condo has something for all. After a day of outdoor activity and exploring, come retire and rest in our place with a view.

Harbor House with Ocean Views

Welcome to our charming Airbnb in Gloucester, MA! Steps from Stacy Boulevard, our home offers breathtaking views of Gloucester Harbor. Enjoy a stroll to nearby downtown restaurants, shops, and Pavilion Beach, just a 5-minute walk away. We provide private parking for two cars. Stage Fort Park is walkable for kids, and Good Harbor beach and Wingaersheek beach are a short drive away. Whether relaxing by the water or exploring the local scene, our Harbor House is the perfect retreat.

House with Pool, 4 Houses from Harbor, Fort Sewall

Marblehead Harbor is just 4 houses away from this beautiful antique home with a backyard pool in Old Town Marblehead. This quaint cottage is surrounded by a beautiful garden and is just steps away from The Barnacle Restaurant. Walkable to attractions like Fort Sewall, Fort Beach, Gas House Beach and local shops and restaurants. Car-free convenience in Old Town Marblehead. Perfect for couples or families seeking a charming and convenient getaway that offers off-street parking.

CbytheSea - Ocean View Penthouse

Welcome to C by the Sea, our stunning penthouse apartment located in the heart of Gloucester, MA. This beautifully renovated 1 bedroom, 1 bathroom 3rd floor unit boasts breathtaking views of the Gloucester Harbor and Ten Pound Island and features stunning skylight windows, which flood the space with natural light. C by the Sea is located in a charming historic building, built in 1865, sleeps up to 4 people, and is just steps away from all that Gloucester has to offer.

Retro summer cottage - walk to the beach!

A peaceful beach retreat that's close to all the action, this one-bedroom cottage is the oldest in the neighborhood and is full of retro charm. The house is within walking distance of Nantasket Beach and is set back from the road in a large, quiet yard. Don't worry about beach parking—the driveway is big enough to park two cars. Hull has plenty of restaurants and activities. Grab a post-swim ice cream in the summer and watch the sunset on the secluded patio.

The Salem House | First floor 2 bedroom apartment

Historic 1850 built colonial house with restored exterior and interior odes to Doric order architecture. Originally built for a leather factory owner named Thomas Looby, The Salem house is now a beautiful opportunity to visit Salem in a distinguished space. Exactly one mile from downtown with off street parking, staying here allows being away from the craziness of the city center while intimately experiencing Salem by staying in a historic colonial home.

Rare Waterfront Luxury Penthouse|Bearskin Neck

☀ Waterfront deck with lots of outdoor seating ☀ 1 bedroom, 2 full size sleeper sofas ☀ Renovated modern bathroom with spacious tiled shower ☀ Modern and well-equipped kitchen with large island that seats 6 ☀Central AC for hot summer days ☀ Hi-Speed WiFi, 2 large Smart TVs, and Sonos speaker for entertainment ☀ Washer/dryer in unit ☀ Rare California King Bed ☀ Directly next to the famous Shalin-liu theater and steps away from scenic downtown Rockport