Vacation rentals with a patio in Gloucester

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Top-rated patio rentals in Gloucester

Guests agree: these patio rentals are highly rated for location, cleanliness, and more.

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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, 156 reviews

4 Bed 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 wooden boardwalk stretches over a serene body of water towards a sandy beach. The calm sea, with gentle waves, meets a cloudy sky, and a rocky outcrop is visible in the distance. A figure can be seen walking along the shore.
Apartment in East Gloucester
4.88 out of 5 average rating, 57 reviews

East Gloucester Beach house

Beaches, vibrant art colony, museums, galleries, boutiques, sailing charters, whale watch, historic landmarks, seaside restaurants, ocean front tennis, bocce ball, pickle ball and so much more! Ideally located near Rocky Neck Art Colony, Niles Beach, Good Harbor Beach, The space Whale watching, boat charters, walk, drive or water taxi to lighthouses, museums, art galleries, restaurants and live music abound. Also famous white sandy beaches Good Harbor, Wingaersheek, Singing, and Crane's Beach

Top guest favorite
The exterior of the three-story townhome is presented, featuring a modern design with multiple large windows and balconies. The property is surrounded by well-maintained grass and a paved driveway leading to garages. Nearby beach homes are visible in the background.
Townhouse in East Gloucester
5 out of 5 average rating, 23 reviews

Luxury Portside Townhome Steps to Niles Beach

Escape to Niles Beach and experience the ultimate coastal getaway in our inviting 3 bedroom 3 1/2 bath townhome, just a short walk away from the serene Niles Beach in Gloucester. Perfectly situated for families, couples or friends looking to unwind by the sea. Explore Gloucester's historic harbor and waterfront, discover local seafood dining options and charming shops in downtown or take a scenic walk along Cape Ann's beautiful coastline. Book NOW and Experience the Magic of Gloucester!

Top guest favorite
Condo in Hampton Beach
4.98 out of 5 average rating, 322 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 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, 149 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!

Superhost
A spacious private deck overlooks the tidal Annisquam River, featuring comfortable outdoor seating with blue cushions. A small table is placed beside the seating area. String lights illuminate the space, enhancing the inviting atmosphere for relaxation while enjoying scenic water views.
Home in Gloucester
4.85 out of 5 average rating, 27 reviews

PVT Waterfront Deck|Firepit|Workspace|Free Parking

Welcome to your waterfront escape in Gloucester! Nestled along the a portion of the tidal Annisquam River, this professionally designed 3-bedroom home offers the perfect mix of relaxation and functionality for families and business travelers. Enjoy stunning tidal views, a private desk for remote work, and a fully loaded kitchen. Unwind by the electric fireplace, gather on the large private deck with a gas firepit, or explore nearby shops, restaurants, and beaches. Free parking included!

Top guest favorite
A private outdoor deck is visible, featuring a round table and two chairs with aqua cushions. Scenic ocean views extend beyond the railing, framed by lush greenery and boats in the harbor. The serene setting invites relaxation and outdoor dining.
Vacation home in Rockport
4.96 out of 5 average rating, 110 reviews

Dreamy Oceanfront Deck 1 Bed Apt *No Cleaning Fee

Dreaming of a magical seaside getaway this Halloween? Our romantic eco-apartment in the Dream House awaits you! This October we'll have the Halloween spirit for you to enjoy. Rockport is a short drive or train ride to Salem and offers an alternative classic New England vibe for your North Shore visit. Located directly on the ocean in the heart of downtown. Watch the sunset every night from your private deck. Steps to shopping, dining and art galleries. Come stay with us, if you dare!

Top guest favorite
A cozy family room is filled with natural light from multiple large windows, offering views of the outside. A comfortable gray sofa and two white chairs are arranged around a glass coffee table. Decorative pillows and a fresh flower arrangement enhance the inviting setting.
Home in Rockport
4.96 out of 5 average rating, 105 reviews

Pleasant Place

Pleasant Place is a spacious, clean and centrally located spot to spend time with your family and friends. It has two bedrooms, two full bathrooms and a pull out couch. Sun soaked in natural light, it boasts a newly renovated kitchen, granite island, large dining room and a charming family room with views of the Rockport harbor. Walk downtown, to the beach, or drive around town and take advantage of your own parking spot in the busy summer.

Top guest favorite
The living area features exposed brick walls and wooden beams, creating a modern yet cozy ambiance. A large leather sectional couch offers ample seating, while a 75" TV is mounted on the wall. Natural light fills the space through multiple windows.
Apartment in Newburyport
4.98 out of 5 average rating, 262 reviews

City Loft | Group Getaway | King Downtown Location

AMAZING downtown location boasting a modern feel + open-plan living, high ceilings, exposed brick + beams, cozy with ample room for 6 overnight guests. Downtown views from a natural light-filled living room + rooftop deck. Logan airport 45 min, 1/2 mile to train, 5 miles to Plum Island Beach + steps away from fabulous food + nightlife. Ideal base! Come stay for a night or a week at the best of what NBPT has to offer.

Guest favorite
Condo in East 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!

Guest favorite
The outdoor patio features a dining table with four chairs and a grill. A large umbrella provides shade, while greenery is visible in the background. The deck is furnished with light-colored flooring, offering an inviting space for outdoor gatherings.
Apartment in Ipswich
4.82 out of 5 average rating, 190 reviews

2b apt loft downtown Ipswich

When you get in to this apt/loft you will be amazed by the comfort and cozy set up. This unit is located downtown Ipswich on the third floor with a beautiful view where you can enjoy sunsets and have a place to hang out. NOT RECOMMENDED for elderly people because of the stairs. there are three sets of stairs, also if you are traveling with young children or toddlers need to be aware of the height and the whereabouts.

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 Marblehead
4.99 out of 5 average rating, 147 reviews

Steps from Harbor, Pool, Backyard Garden, Parking

HIGHLIGHTS: • Marblehead Harbor - 4 houses away • The Barnacle Restaurant - 4 houses away • Private backyard pool • 0.2 Miles to Fort Sewall • 0.3 Miles to Gas House beach • 0.4 Miles to Old Town Marblehead • 300 Feet to The Barnacle Restaurant • Walkable to restaurants and shopping • Beautiful private garden • 1 King, 2 Twin and 1 Sofa Bed • 2-car off-street tandem parking spaces

Popular amenities for Gloucester patio rentals

When is the best time to visit Gloucester?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$41,827 GYDG$39,945 GYDG$41,618 GYDG$43,709 GYDG$53,539 GYDG$62,741 GYDG$70,479 GYDG$73,197 GYDG$60,858 GYDG$63,786 GYDG$52,284 GYDG$49,774 GYD
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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 G$12,548 GYD per night before taxes and fees

  • Verified guest reviews

    Over 22,310 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

    380 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!