Vacation rentals with a patio in Gloucester

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Top-rated patio rentals in Gloucester

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Top guest favorite

The open kitchen features a large island with seating for several guests. A cozy living area is visible, with a comfortable seating arrangement and large windows allowing natural light and ocean views. Warm wood flooring complements the airy atmosphere.

Apartment in Rockport

4.99 out of 5 average rating, 132 reviews

4 Bed 2.5 Bath Water view Downtown with Parking

Your family and friends will be close to everything when you stay at this centrally-located home. Steps to the Ocean and walk into historic Bearskin Neck. Enjoy panoramic coastal views from the family room, kitchen and master bedroom. Deck space to enjoy outdoor dining, glass of wine, or a morning cup of coffee. Everything to do in Rockport is a short walk from this downtown home. Restaurants and coffee shops, Art Galleries, shopping and the town beaches are steps away. Parking spots included.

Top guest favorite

The entrance to the carriage house is framed by a welcoming black door, adorned with a seasonal wreath. Soft lighting from a lamp illuminates the pathway, while lush greenery and flowers create a serene atmosphere around the doorway.

Guesthouse in Beverly

4.98 out of 5 average rating, 161 reviews

Adorable 1-bedroom carriage house

Kick back and relax in this quaint refurbished carriage house, centrally located in Beverly, Massachusetts. The first floor offers a kitchen space (complete with a toaster oven and mini fridge) and a dining area, as well as a spacious living room set that is perfect for nights in after a day of exploring. If you prefer, the patio also has cozy outdoor seating! Upstairs, you can find a comfortable Queen-sized bed, a private bathroom, and a desk space that's perfect for working from home.

Top guest favorite

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

4.99 out of 5 average rating, 124 reviews

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!

Guest favorite

This bedroom features a queen bed with a soft cover and quality bedding. A wall-mounted mirror and a desk are positioned near the window. Natural light illuminates the space, highlighting the peaceful views of the Green Landing Salt Marsh.

Apartment in Gloucester

4.96 out of 5 average rating, 47 reviews

Cozy Apartment at Green Landing (No Cleaning Fee)

We want your departure to feel easy and hassle free without a cleaning fee! Enjoy 2 floors of living space overlooking the changing tides and natural wildlife of the Green Landing Salt Marsh. This stylish and cozy one bedroom apartment is located on a scenic edge of Central Gloucester, just a short drive to Gloucester’s iconic beaches. Being within easy walking distance to the train station means guests can access Gloucester, as well Rockport, Salem and Boston, with or without a car.

Top guest favorite

The porch of a charming home is framed by white columns and vibrant flower baskets hanging overhead. A peaceful seating area is visible, accompanied by lush greenery and a flower bed filled with daisies, enhancing the inviting appearance of the property.

Condo in Salem

5 out of 5 average rating, 151 reviews

The Salem Porch House

The Salem Porch House is a beautiful, comfortable one bedroom condo and relaxing porch with views of the Salem Common on a residential side street. The condo has a spacious primary bedroom with a king bed, full eat in kitchen with a farmhouse table, small bathroom with a sunken claw foot shower/tub and a peaceful living room with a queen bed for additional guests. The space is ideally located right downtown... everything is walking distance and many things literally 1-5 minutes away!

Guest favorite

A modern kitchen is highlighted by a large central island with seating for four. White cabinetry contrasts with a tiled backsplash in soft green tones. A sleek range hood is positioned above a gas cooktop, while steps lead to the upper level to the right.

Home in Gloucester

4.97 out of 5 average rating, 39 reviews

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.

Guest favorite

An outdoor patio area is illuminated with string lights, featuring a seating arrangement with a sectional sofa and a dining table surrounded by black chairs. A grill is located nearby, and a decorative border of gravel and plants enhances the space.

Apartment in Salem

4.92 out of 5 average rating, 111 reviews

Newly renovated apartment close to downtown.

Newly renovated apartment walking distance from downtown Salem. Enjoy the privacy of your own apartment with plenty off street parking only 1 mile from the heart of downtown Salem and less than a mile from the commuter rail. There’s also a neighborhood market with beer/wine and some groceries 1 minute walk from the apartment. Plenty of street parking. Take a 5 minute Uber ride or 15-20min walk into downtown Salem and enjoy its rich history. Easy access to Rt. 128 and Rt. 1.

Top guest favorite

The inviting backyard features a clear pool reflecting a serene atmosphere. A patio with seating is visible near the pool. The house, with large windows, provides a bright indoor space that overlooks the outdoor area, surrounded by lush greenery and charming landscaping.

Cottage in Lakeside Marblehead

4.98 out of 5 average rating, 124 reviews

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.

Top guest favorite

A cozy bedroom is presented with warm wooden walls and ceiling. A spacious bed is adorned with a colorful blanket, complemented by decorative pillows. Natural light filters in through several windows, offering views of the surrounding greenery. A door leads to an outdoor area.

Guesthouse in Annisquam

4.94 out of 5 average rating, 80 reviews

Charming Guesthouse with Access to Private Beach

Private guest cottage in the village of Annisquam, just a 5-minute walk from private Lighthouse Beach. The guest house is separate but adjacent to the main house (which is also available for seasonal rental, including the cottage). Perfect for a couple seeking a quiet stay near friends or family. You will have 1 bedroom and 1 full bath with shower, and access to an outdoor shower. Dedicated onsite parking. The guest house has both heat and an air conditioning unit.

Top guest favorite

A two-story red house is viewed from the front, surrounded by greenery and trees. The property features a gravel driveway and a fenced backyard. Kayaks are seen by the water, which is just beyond the fence, providing a glimpse of the lake access.

Vacation home in Derry

4.96 out of 5 average rating, 159 reviews

Little Lake House-fishing, relaxation, waterfront

Welcome to our home away from home. This cozy lake get away just minutes over the border from Massachusetts is the perfect place to connect with friends and family. Enjoy days out on the water which is right outside your back door! Or nights at the fire pit enjoying the stars. We have wifi, tv w/ streaming services, laundry, a/c & heat, and kayaks to make your stay as comfortable and fun as possible. We're family friendly and have a crib for infant/baby.

Top guest favorite

A modern kitchen features a spacious quartz countertop with a view through three large windows overlooking Sandy Bay. The cabinetry is a deep blue, complemented by decorative items and a stainless-steel sink. Natural light brightens the area, enhancing the open and airy feel.

Apartment in Rockport

4.94 out of 5 average rating, 32 reviews

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

Guest favorite

A cozy outdoor deck is presented with natural wood planks, leading to sliding glass doors framed by blue siding. Potted plants and decorative items are positioned near the entrance. A nearby patio chair adds to the inviting setting surrounded by landscaped greenery.

Condo in Gloucester

4.95 out of 5 average rating, 117 reviews

Luxurious beach house w/ harbor views & near beach

There isn't a better location on Cape Ann! Rocky Neck is the oldest art colony in the US. This luxurious 1br boasts ocean views & was updated w/ designer & custom features. Not only can you walk to the beach, there are amazing restaurants across the street and a wine & cheese bar featuring local art you can peruse while having a cocktail. Come and enjoy sunsets from the deck and everything else Gloucester has to offer!