Vacation rentals with a patio in Gloucester

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Top-rated patio rentals in Gloucester

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Top guest favorite

A serene sunset is captured over the horizon, with a vibrant gradient of orange and yellow hues illuminating the sky. Smooth, dark stones dot the foreground, reflecting the warm colors of the sunset, creating a calm, tranquil atmosphere at the water's edge.

Condo in Hampton Beach

4.97 out of 5 average rating, 290 reviews

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.

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, 167 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, 132 reviews

Gingerbread House | Downtown | 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!

Top guest favorite

Guest suite in Gloucester

5 out of 5 average rating, 53 reviews

The Artist Suite by Toi Moi

Welcome to Toi Moi's latest addition to AirBnb. This art-filled and chic suite with its own entrance and parking area blends influences from the Wabi-sabi philosophy, minimalist design, and old world treasures collected from our trips to create a unique aesthetic experience unavailable anywhere else on the North Shore. The Artist Suite is attached to our private home deep in the woods, creating a space for the solo traveler or romantic couple looking for serenity and inspiration.

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

4.98 out of 5 average rating, 46 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.

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

4.99 out of 5 average rating, 136 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.

Guest favorite

The living room features a spacious sectional couch with dark throw pillows, complemented by a wooden coffee table adorned with coastal decor. A cedar shingle wall is illuminated by decorative lighting, and a modern kitchen area is visible in the background, showcasing a center island and bar seating.

Apartment in Gloucester

4.97 out of 5 average rating, 65 reviews

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.

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 cozy living area features a green-tiled fireplace framed by two botanical prints. A wooden bench table with a dark finish is positioned nearby, enhancing the cottage's retro charm. Accent chairs and a patterned rug complete the warm, inviting space.

Cottage in Hull

4.97 out of 5 average rating, 126 reviews

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.

Top guest favorite

The historic colonial house is framed by blooming trees, showcasing a classic exterior in dark blue with white accents. A stone walkway leads to the grand entrance, featuring large windows and an inviting front door. The surrounding greenery enhances the home's stately appearance.

Apartment in Salem

4.99 out of 5 average rating, 148 reviews

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.

Guest favorite

Condo in Gloucester

4.95 out of 5 average rating, 127 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!

Superhost

The open living space features a modern kitchen equipped with stainless steel appliances and a white countertop. Two upholstered stools are positioned at the counter. A light-furnished sofa, adorned with decorative pillows, complements the neutral tones, while natural light streams in through a window.

Tiny home in Gloucester

5 out of 5 average rating, 11 reviews

Smith Cove Cottgage

Escape to the charming Smith Cove Cottage, a beautifully restored boutique, haven situated at the gateway to historic Rocky Neck in East Gloucester, just steps from the picturesque Smith Cove and the Outer Harbor. This seaside gem has been meticulously renovated to seamlessly blend modern comforts with traditional charm, offering the perfect location for relaxation and adventure.