
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 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.

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!

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.

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.

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!

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!

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.

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.

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.

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

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!

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
Apartment rentals with a patio

Peaceful suite in Boston with city views

Hipster Basecamp | fireplace • views • parking

Private Studio Near Downtown & Ocean

2b apt loft downtown Ipswich

City Loft | Group Getaway | King Downtown Location

Spacious & Modern House | close to BOS & Salem

Spooky Salem Townhome: Downtown Roof Deck&Tiki Bar

Newly renovated apartment close to downtown.
House rentals with a patio

Entire Apartment in Stoneham

Oceanfront Home Rockport

Stone Cottage with meadow view

Residential home ▪ Billerica ▪ quiet, clean & cozy

Haven by the Lake

Newly renovated, spacious, clean, 3 bedroom home.

Sea Forever - Oceanfront Home in Nahant!

Nothing Fancy Older Pet Friendly Home – near I-95
Condo rentals with a patio

Tufts 2 Bed & Office - Free Parking

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

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

Charming and Historic Apartment

Stunning South End 1BR - private roof deck

One bedroom apartment near Boston and Salem.

Stylish garden level studio with a private patio

Luxury Condo in Boston w/ backyard & parking
When is the best time to visit Gloucester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R3,454 ZAR | R3,299 ZAR | R3,437 ZAR | R3,609 ZAR | R4,421 ZAR | R5,181 ZAR | R5,820 ZAR | R6,044 ZAR | R5,026 ZAR | R5,095 ZAR | R4,041 ZAR | R3,540 ZAR |
| 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 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!
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- Rentals with a patio Essex County
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- Rentals with a patio United States
- Hampton Beach
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