Vacation rentals with a patio in Gloucester

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Top-rated patio rentals in Gloucester

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Guest favorite

Apartment in Rockport

5.0 out of 5 average rating, 29 reviews

Little Apartment by the Sea

Small completely furnished apt. for 1 or 2. Beautiful scenic Rockport, MA. Seconds from Back Beach & min. from Front Beach. 10 min. walk to Train to Boston. Small kitchen. Living/ bedroom combo. 2 twin beds. 43" flat screen. Dishwasher. A/C. Washer/dryer. Parking for 1 car. Patio table & chairs for picnicking. 5 minutes to Bearskin Neck for shopping, restaurants & art galleries. No pets. No smoking. No handicapped access. Stairway with railings to walk down to the yard & apt. 3 night minimum.

Jun 20 – 27

ﺩ.ﺇ515 per night

Guest favorite

Apartment in Gloucester

5.0 out of 5 average rating, 20 reviews

Cozy Apartment at Green Landing in Gloucester

Take it easy at this unique, tranquil and cozy getaway in Gloucester. Enjoy two floors of living space overlooking the changing tides and natural wildlife of the Green Landing Salt Marsh. This stylish and cozy one bedroom apartment is centrally located within a short drive to both of Gloucester’s iconic beaches. A 1-2 minute drive to route 128, and walking distance to the Train Station means guests can easily access all of Gloucester, as well Rockport, Salem and Boston, with or without a car.

Nov 1 – 8

ﺩ.ﺇ541 per night

Guest favorite

Condo in Essex

5.0 out of 5 average rating, 11 reviews

Marshside one-bedroom with stunning view

Convenient and sparkling clean, this fully furnished apartment is minutes from everything Cape Ann has to offer, but you might choose to stay put and enjoy the scenery instead! Enjoy the stunning marsh view with deer, hawks, osprey, and more, or head out to enjoy Cape Ann's other treasures. Located just off Rt. 133 in Essex, we're a short walk from the Essex County Greenbelt headquarters, a slightly longer walk from Conomo Point, and an easy drive to clam shacks, antiques, beaches, and more.

Feb 28 – Mar 7

ﺩ.ﺇ638 per night

Guest favorite

Guesthouse in Beverly

4.98 out of 5 average rating, 112 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.

Jan 10 – 17

ﺩ.ﺇ664 per night

Guest favorite

Guest suite in Gloucester

5.0 out of 5 average rating, 44 reviews

Sunsets at the Seawall - A Coastal Hideaway

Beautiful, serene studio apartment steps from the water & colorful sunsets of Lane’s Cove in Gloucester. Includes kitchen, bathroom & comfortable bedroom with separate sitting area. A private patio just outside has a tabletop grill & an outdoor dining area. A short walk to Lane’s Cove, Plum Cove Beach, or the North Woods. A 10-20 min drive will take you to downtown Rockport , or Gloucester, for great seafood, art, and shopping! Enjoy a restful retreat or find adventure on Cape Ann!

Jan 6 – 13

ﺩ.ﺇ697 per night

Guest favorite

Guesthouse in Gloucester

4.94 out of 5 average rating, 35 reviews

Charming Guesthouse with Access to Private Beach

Private guest cottage in the village of Annisquam, just minutes from private Lighthouse Beach. Cottage is separate but adjacent to the main house (which is also available for seasonal rental, including the cottage). Perfect for a couple seeking a quiet stay near friends or family. You will have 1 bedroom and 1 bath, and private outdoor seating area and access to an outdoor shower. Dedicated onsite parking. Cottage has both heat and air conditioning.

Apr 4 – 11

ﺩ.ﺇ928 per night

Guest favorite

Apartment in Beverly

4.93 out of 5 average rating, 136 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

Apr 3 – 10

ﺩ.ﺇ495 per night

Superhost

Apartment in Rockport

5.0 out of 5 average rating, 3 reviews

NEW Rare Waterfront Luxury Penthouse|Bearskin Neck

Absolutely stunning "Penthouse" unit - in the heart of downtown Rockport. Take in this quintessential New England town in luxury and style. You'll have a large exclusive deck overlooking the ocean. Inside you'll enjoy conveniences like central AC, Hi-Speed Wifi and a 65" HDTV with cable and streaming. Next to Shalin Liu Theater 10 Min Drive to downtown Gloucester Experience this luxury Penthouse escape With Us & Learn More Below!

Sep 28 – Oct 5

ﺩ.ﺇ1,379 per night

Guest favorite

Condo in Gloucester

4.95 out of 5 average rating, 61 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!

Sep 27 – Oct 4

ﺩ.ﺇ760 per night

Superhost

Apartment in Ipswich

4.82 out of 5 average rating, 117 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.

Feb 16 – 23

ﺩ.ﺇ592 per night

Guest favorite

Vacation home in Gloucester

4.97 out of 5 average rating, 38 reviews

On the Water Gem - 2 BR -The Cove Lanesville

Enjoy our immaculate 2 BR at The Cove Lanesville, on lovely Ipswich Bay. Two spacious decks overlook spectacular sunsets. You can be as active...or as chill as you desire; great restaurants, world-renowned beaches, shopping, Everything in the Arts, woodland quarry walks. No matter what the season the beauty of this special island does not disappoint.

Feb 2 – 9

ﺩ.ﺇ1,811 per night

Guest favorite

Loft in Gloucester

4.98 out of 5 average rating, 102 reviews

Downtown, Shops, Beach, Deck, Coffee Bar

Escape to the charming heart of Gloucester with this quaint and comfortable one-bedroom retreat, perfect for couples seeking for a rejuvenating getaway. Nestled in the heart of downtown, this enchanting home boasts a prime location just moments from the city's finest restaurants, shops, and attractions.

Oct 31 – Nov 7

ﺩ.ﺇ1,055 per night