
Holiday rentals with a patio in Gloucester
Find and book unique rentals with patio on Airbnb
Top-rated rentals with patio in Gloucester
Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.

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.

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!

Pirates Hideaway - Sanctuary on the Marsh
Ahoy, adventurers! Discover our exceptional hideaway, a true marvel nestled on the edge of the serene marshland, a sanctuary for bird enthusiasts. Hosted by seasoned Superhosts with a consistent 5-star rating, our luxurious, modern home promises an unforgettable retreat. Despite its tranquil location, you're merely a leisurely 15-minute stroll from the vibrant heart of Salisbury Beach, a sought-after summer haven. Yet, the world you return to is one of unparalleled peace, beauty, and comfort.

Nothing Fancy Older Pet Friendly Home – near I-95
Enjoy your very own country living retreat! Our pet friendly home sleeps 8 with a large fenced in yard, so bring the kids & furry friends. There is a big backyard and lots of trees providing privacy. The fence is older but secure enough for your pets. Guests please know this is an older house inside. The finishes are older and cheaper. We are 1 min from I-95 & within 15 minutes of restaurants, golf course, & wedding venues. Guests that are very sensitive to smell should not book this place

Charming 1 BR private entrance apt commuters dream
Newly renovated, spacious 1 B/R apartment. Featuring a private entrance, kitchen with all new stainless-steel appliances, eating/office area, living room and separate bedroom with a Queen-sized bed, streaming cable & WIFI connections, exclusive outdoor space and off-street-parking. Minutes to Rt 95, Rt 128, Rt 93. Easy drive to all major local business, hospitals, mass transportation , airport & commuter rail less than 2 miles. Minutes to Woburn center, Winchester center, shopping & dining.

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!

Stylish and Cozy at Revere Beach
Unwind in the stylish Studio apt in the heart of Revere. Enjoy the apartment all to yourself and your family. The city is full of award-winning restaurants, bars, shops, historic landmarks, and attractions. Adventure through Revere and the metro Boston region easily from this prime location with very close walking distance to Blue Line subway station and Revere Beach. ✔ Fully Equipped Kitchen ✔ Comfortable Bedroom w/ Full Bed ✔ Office Desk ✔ High-Speed Wi-Fi ✔ Free Parking ✔ Pool ✔ Gym

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

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.

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!

Private Studio Near Downtown & Ocean
Take advantage of the thriving communities of the north shore with this cozy space just steps away from downtown Beverly. This room comes with a queen size bed, its own 3/4 bath, kitchenette and a private entrance in the back of our family home. Enjoy easy walking to the beach, multiple parks and restaurants and the train station to travel anywhere including Boston and downtown Salem.
Popular amenities for rentals with patio in Gloucester
Flat rentals with a patio

3 Bedroom Apartment in Downtown Derry

The Garret at The Dowager Countess

1 BR Gem 5min to Train & Airport explore the city

Coastal Home Walk to Beach

Luxury suite with room divider near downtown

City Loft | Group Getaway | King Downtown Location

2b apt loft downtown Ipswich

Spacious & Luxury House |Overlooking Boston Harbor
House rentals with a patio

Entire Apartment in Stoneham

Chic Coastal Retreat

Beaut private close univ+hospital

Harbor House with Ocean Views

Stone Cottage with meadow view

Residential home ▪ Billerica ▪ quiet, clean & cozy

The Nest | A peaceful retreat in the city

Antique Home - Walk to Gas House Beach & Old Town
Apartment rentals with a patio

Studio Getaway

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

South End 1800sqft 2BR Audiophile Paradise

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

Boston Townhouse - 3bd / 2.5ba - Central Location

Charming and Historic Apartment

One bedroom apartment near Boston and Salem.

Seacoast Getaway
When is the best time to visit Gloucester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $254 SGD | $243 SGD | $253 SGD | $266 SGD | $325 SGD | $381 SGD | $428 SGD | $445 SGD | $370 SGD | $375 SGD | $297 SGD | $260 SGD |
| 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 holiday rentals with a patio in Gloucester

Total holiday rentals
Explore 390 holiday rentals in Gloucester

Nightly prices starting at
Gloucester holiday rentals start at $76 SGD per night before taxes and fees

Verified guest reviews
Over 22,310 verified reviews to help you choose

Family-friendly holiday rentals
280 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 110 rentals that welcome pets

Rentals with dedicated workspaces
200 properties have a dedicated workspace

Wifi availability
380 of Gloucester holiday rentals include wifi 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 firepit Gloucester
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- Waterfront rentals Gloucester
- Rentals with a patio Essex County
- Rentals with a patio Massachusetts
- Rentals with a patio United States
- Hampton Beach
- TD Garden
- Fenway Park
- Ogunquit Beach
- Boston Common
- Harvard University
- Wells Beach
- Revere Beach
- MIT Museum
- New England Aquarium
- Long Sands Beach
- Boston University
- Freedom Trail
- York Harbor Beach
- Canobie Lake Park
- Crane Beach
- Boston Seaport
- Duxbury Beach
- Boston Convention and Exhibition Center
- Museum of Fine Arts
- Quincy Market
- North Hampton Beach
- Prudential Center
- Roxbury Crossing Station




