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, 144 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.

Guest favorite
A spacious living area is highlighted by framed windows that provide ample natural light and offer views of the sky. A modern couch and an antique roll-top desk are present, accompanied by a cozy armchair. A decorative star design in the area rug adds a unique touch.
Condo in Peabody
4.94 out of 5 average rating, 101 reviews

Peabody Penthouse Top of the World Sunset View

Enjoy sunrise/sunset panoramic view from the new 6th floor Penthouse Sanctuary, the highest point in Peabody! This thoughtfully decorated spacious Penthouse open floor plan is a place to retreat, recharge, write, envision, and to enjoy the best of life. A walk away from the NS Mall/Borders Books where the Logan Express arrives. Also a mile away are the running trails, lovely ponds and apple picking at the city run Brooksby farm and six miles away from historic Salem. You will love it here!

Top guest favorite
Condo in Hampton Beach
4.97 out of 5 average rating, 303 reviews

Seacoast Getaway

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, 182 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, 147 reviews

Gingerbread House | Hot Tub | 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
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, 166 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 private outdoor area features a spacious hot tub surrounded by wooden walls and deck flooring. Soft lighting is provided by string lights overhead. A small table sits nearby for convenience, and a patterned rug adds a touch of comfort to the space.
Apartment in Woburn
4.93 out of 5 average rating, 180 reviews

Your Cozy 1 BR Apt & Relaxing Retreat

Welcome to your romantic 1-bedroom apartment in Woburn, the ultimate escape for couples looking for relaxation and charm. Enjoy a private jacuzzi 🛁 and a cozy fire pit 🔥—ideal for creating unforgettable memories. Step right out from the bedroom to the jacuzzi and outdoor space, allowing you to unwind in the soothing waters while enjoying the warm ambiance of the fire pit. Perfect for a romantic retreat, this intimate space provides everything you need for a truly enchanting stay.

Guest favorite
An open-concept living area is showcased, featuring floor-to-ceiling windows that provide ample natural light and views. A spacious gray sofa is positioned alongside accent chairs, with a circular glass coffee table on a patterned area rug. Scenic outdoor access is available through the glass doors leading to the private deck.
Apartment in Peabody
4.87 out of 5 average rating, 165 reviews

Penthouse w/Private Deck| Panoramic Views |Sunsets

Welcome to Daniella’s Suites! This stunning one-bedroom Penthouse offers panoramic sunset views from a 500 sq. ft. private deck, floor-to-ceiling windows, 9' ceilings, and two bathrooms for added comfort. Daniella’s Ristorante on-site offering take-out or dine-in. Includes parking w/ EV charging and easy access to highways & public transport. Located across from Northshore Mall & Lifetime Athletic Club, just 10 minutes from Salem and 30 minutes to Boston.

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, 161 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.

Top guest favorite
A functional kitchen is equipped with wooden cabinets and modern appliances. A stove with an oven is positioned next to a microwave and kettle. Natural light enters through a window adorned with sheer curtains, pairing with decorative items on the countertop.
Apartment in Beverly
4.95 out of 5 average rating, 214 reviews

Entire 1st floor apt in charming seaside Beverly

Enjoy a stylish experience at this centrally-located place. Easy access to downtown Beverly, Salem, local beaches, and commuter rail to Boston. Apartment features a fully furnished living room, bedroom, and kitchen, along with extra amenities including a/c, 𝖶𝗂𝖥𝗂, cable, front and back porch, and outdoor fireplace and patio. Walking distance to all that downtown Beverly has to offer One train stop or 5 minute drive to downtown Salem

Guest favorite
Condo in Gloucester
4.95 out of 5 average rating, 139 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!

Top guest favorite
The exterior of a charming two-story house is visible, surrounded by a white picket fence and pathways of red bricks. Lush greenery and climbing vines adorn the walls, while an American flag hangs proudly from the front. The entrance is framed by well-maintained plants.
Guest suite in Salem
4.95 out of 5 average rating, 232 reviews

2BR Apartment - Rooftops of Historic Salem!

Convenience, comfort and charm in a 2-bedroom, 1-bathroom suite perched on the third floor of the 1774 Josiah Woodbury house. Enjoy splendid views of the backyard garden and sunsets across the chimneys and rooftops of Salem. Only 5-10 minutes on foot to historic houses, tours, shopping, restaurants, museums, the waterfront, and the MBTA station with service to Boston.

Popular amenities for Gloucester patio rentals

When is the best time to visit Gloucester?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR3,454 ZARR3,299 ZARR3,437 ZARR3,609 ZARR4,421 ZARR5,181 ZARR5,820 ZARR6,044 ZARR5,026 ZARR5,095 ZARR4,041 ZARR3,540 ZAR
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Quick stats about vacation rentals with a patio in Gloucester

  • Total vacation rentals

    Explore 390 vacation rentals in Gloucester

  • Nightly prices starting at

    Gloucester vacation rentals start at R1,554 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 21,530 verified reviews to help you choose

  • Family-friendly vacation rentals

    280 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 110 rentals that welcome pets

  • Rentals with dedicated workspaces

    200 properties have a dedicated workspace

  • Wi-Fi availability

    390 of Gloucester vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Gloucester rentals

  • 4.9 Average rating

    Gloucester stays are highly rated by guests—averaging 4.9 out of 5!