
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.

4 Bed Water View w/ 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.

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.

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.

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!

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.

Shoreview Studio Lounge
This historic Victorian residence, is today host to this seaside studio lounge. Once inside, you’ll fall captive to the seascape off Independence Park. The Atlantic panorama provides an awe-inspired sunrise daily. From its elevated perch, the studio has a contemporary feel with its private observation deck to its sophisticated lighting and wet bar design. Comforts include heated floors, air conditioning and powered room-darkening blinds.

Ocean views! Welcome to Sea Breeze! Winter rates!
Sea Breeze offers a spacious, newly renovated, 4 bedroom escape, that smiles down upon Good Harbor beach. Take in the refreshing salt air breezes while enjoying the solitude of being situated at the end of a quiet cul de sac. A short 3-5 minute drive gets you into the Good Harbor parking lot or take a 20 minute walk instead. Close-by downtown Gloucester is teeming with spectacular restaurants and activities for the whole family.

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.

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!

Downtown Cottage-DeckツParkingツOceanツBeachesツShopsツ
Discover coastal charm at this historic Rockport, MA gem! Breathtaking seaside views, beaches, cafes, art shops, and the Shalin Liu Performance Center nearby. Walk to iconic Motif #1, kayak, hike, or unwind at the beach. Explore nearby Salem, MA, known for its witch trials history, or take a day trip to bustling Boston, just a short drive or train ride away. Experience the best of New England coastal living. Book now!

Oceanfront 4BR Newly Renovated Modern Home
KEY FEATURES: ☀️4 parking spaces on site ☀️Modern and fully equipped kitchen ☀️High-speed wifi ☀️4 spacious bedrooms ☀️2 newly remodeled bathrooms ☀️Large deck with lots of outdoor furniture and a BBQ overlooking the ocean ☀️Private outdoor shower ☀️Lots of games and books ☀️Beautifully maintained yard ☀️Washer/dryer in the home ☀️EV Charger ☀️Nespresso coffee maker with complimentary pods

Pool Is Open! Steps from Harbor + Walk to Old MHD
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
Apartment rentals with a patio

Entire 1st floor apt in charming seaside Beverly

Hipster Basecamp | Modern • Roofdeck • Parking

Romantic Getaway w/private Jacuzzi• Fire Pit•

Private Studio Near Downtown & Ocean

Modern yet Historic Pad steps from Derby Street

2b apt loft downtown Ipswich

Spacious & Luxury House |Overlooking Boston Harbor

Danvers spacious apt near mall/ Hospital/Salem
House rentals with a patio

Stone Cottage with meadow view

Sanctum by the Lake

Large, Comfortable & Conveniently located Home

Stay at Niles Beach

Cheerful 3-bedroom home with easy access to beach

Pirates Hideaway - Sanctuary on the Marsh

The Brickhouz at Arlington !

Twin Shores Poolside Haven
Condo rentals with a patio

BC/BU - Beautifully Renovated Penthouse 3-BR/2-BA

Spacious Luxury 3 BR, Spotless, W/D, Parking

The Merchant's Carriage House - Downtown Salem

Boston Townhouse - 3BR/2.5BA - Seaport BCEC

Charming and Historic Apartment

One bedroom apartment near Boston and Salem.

Stunning South End 1BR - private roof deck

The Day-Burrill-Wadsworth-La Voix House
When is the best time to visit Gloucester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ804 | ﺩ.ﺇ845 | ﺩ.ﺇ826 | ﺩ.ﺇ768 | ﺩ.ﺇ940 | ﺩ.ﺇ1,102 | ﺩ.ﺇ1,238 | ﺩ.ﺇ1,285 | ﺩ.ﺇ1,069 | ﺩ.ﺇ1,120 | ﺩ.ﺇ918 | ﺩ.ﺇ874 |
| Avg. temp | -1°C | 0°C | 4°C | 9°C | 15°C | 20°C | 23°C | 23°C | 19°C | 13°C | 7°C | 2°C |
Quick stats about vacation rentals with a patio in Gloucester

Total vacation rentals
Explore 380 vacation rentals in Gloucester

Nightly prices starting at
Gloucester vacation rentals start at ﺩ.ﺇ294 per night before taxes and fees

Verified guest reviews
Over 22,800 verified reviews to help you choose

Family-friendly vacation rentals
280 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 120 rentals that welcome pets

Rentals with dedicated workspaces
210 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!
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