Vacation rentals with outdoor seating in Essex County

Find and book unique outdoor seating rentals on Airbnb

Top-rated outdoor seating rentals in Essex County

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Guest favorite

Guest suite in Winchester

5.0 out of 5 average rating, 106 reviews

Warm and cozy 1st flr sweet guest suite w parking

Easy living at this peaceful and centrally-located guest suite. Winchester is the quintessential New England town located just 8 miles from Boston with an easy drive or 16 minute by train from Winchester Center or Wedgemere. Or check out historic Lexington and Concord next door, bustling Arlington Center or hip Davis Square. Tufts University, Harvard Square, Harvard University and MIT nearby. Your comfortable home away from home for fun excursions, get aways, business meeting or college visits

Mar 22 – 29

G$21,053 GYD per night

Guest favorite

Apartment in Beverly

4.92 out of 5 average rating, 449 reviews

Private apartment 10 min to Salem!

This private entrance basement apartment is within a 1/2 mile to several beautiful Beverly beaches. Downtown Beverly is about a 10 to 15 minute pleasant walk. It offers great restaurants and cafes. Live entertainment is happening almost nightly at the Larcom and Cabot theaters. Endicott College is 1 mile away. Downtown Salem is about a ten minute drive from here. The train to Boston, Salem, or Rockport is about a mile away. Plenty of safe street parking is available in front of my house.

Sep 1 – 8

G$29,303 GYD per night

Guest favorite

Apartment in Ipswich

4.98 out of 5 average rating, 122 reviews

Charming 2 Bedroom Apartment in Historic Ipswich.

In the heart of historic downtown Ipswich, the John Brewer house has been a family home since 1680! This fully renovated apartment features many modern amenities, like hi-speed internet, 50" and 55" televisions with streaming channels. There is parking for two cars, and we are a short walk to Market Street, the commuter rail to Boston, a large park for children, and many fantastic local restaurants. Drive to Boston or Maine in 45 mins; Salem or Gloucester in 30 mins; Crane Beach in 10 mins!

Mar 4 – 11

G$31,384 GYD per night

Guest favorite

Guest suite in Gloucester

4.98 out of 5 average rating, 377 reviews

SplashLanding Private Beach Getaway in Gloucester

Jan-March 2024 open for monthly rentals. Must Book Summer 2024 via Airbnb website not the APP! *Our 2nd unit SquishInn has openings beginning April 2024 airbnb.com/h/squishinn-gloucester-ma Long walks on a private beach. Get sun-kissed; toes in the sand. Romantic dinners on the deck. Cozy in Winter (Energy Star home and Radiant heat throughout). TRAVELING WITH ANOTHER COUPLE? Book Private Beach Getaway SquishInn. Our 2nd unit for adult couples. Now another 2 friends can join you!

Apr 10 – 17

G$59,837 GYD per night

Guest favorite

Guest suite in Peabody

4.98 out of 5 average rating, 177 reviews

Cozy West Peabody Guest Suite

Come enjoy this renovated studio guest suite in the quiet neighborhood of West Peabody! An easy drive to Salem or Boston, close to a woodsy bike trail, and a short drive to local shops and restaurants. Features a fully equipped kitchenette and an outdoor space with a fire pit and charcoal grill. Make use of a Roku TV and fast, reliable WiFi to keep yourself entertained. This is a great space whether you are looking to explore the Boston North Shore or simply embark on a quiet getaway.

Aug 9 – 16

G$24,931 GYD per night

Guest favorite

Guest suite in Marblehead

4.97 out of 5 average rating, 263 reviews

Private Loft Right on Atlantic Avenue

PETS ARE NOT ALLOWED - CHILDREN UNDER 12 NOT ALLOWED . This is due to Insurance requirements. This private suite is located in the heart of our historic seaside town. Very close walking distance to all Marblehead has to offer, including Devereaux Beach, Seaside Park, historical sites, galleries, multiple restaurants, and shops. Ten minute drive to downtown Salem. This suite is separate from the main house. When my granddaughters stayed over night, they called it their apartment.

Aug 27 – Sep 3

G$29,666 GYD per night

Guest favorite

Apartment in Beverly

4.94 out of 5 average rating, 621 reviews

Beverly Farms Apartment “Homeport”

"Homeport" - A nautical themed apartment, nestled in the small coastal village of Beverly Farms. The village has cafes, restaurants, beaches and nearby to “Witch City” Salem MA. Homeport has a private entrance, den, two bedrooms, 1.5 baths with essential amenities and guest parking. The local area is famous for beaches, museums, galleries, eateries and many historic attractions. Explore the North Shore or take a commuter train to explore Boston, saving time and expense of driving.

Jan 19 – 26

G$34,872 GYD per night

Guest favorite

Apartment in Beverly

4.84 out of 5 average rating, 282 reviews

Salem/Beverly last minute opening for April!

April Vacation only 100 per night. This cozy renovated barn in historic Beverly is perfect for family visits or get aways. Minutes from Salem, steps from the harbor. Watch the boats while you sip coffee in bed! Enjoy your private patio with a grill. Walk to a vibrant downtown or to the depot and train to Salem, Boston & Cape Ann. There is a lot to do at any time of year on the North Shore. And there is more to see than Salem! I can give you great ideas!

Feb 6 – 13

G$24,186 GYD per night

Guest favorite

Home in Lynn

4.91 out of 5 average rating, 227 reviews

Clean, spacious In-Law Suite -Near Everything

Immaculately furnished, clean and spacious In-Law Suite features: 1 bedroom, 1 full bath, dining kitchen, and living room located steps from Lynn Woods Reservation (over 30 miles of picturesque New England trails perfect for hiking, running, mountain biking and cross-country skiing) and short drives from beaches, Boston and North Shore. Kids toys, a baby crib and access to a large beautiful upstairs deck and bbq are available upon request.

Dec 29 – Jan 5

G$30,418 GYD per night

Guest favorite

Apartment in Andover

4.92 out of 5 average rating, 114 reviews

Villa Ricci

Come stay in our private, cozy garden level apartment in the lower level of our home in Andover MA. We are in a quiet neighborhood within walking distance to Andover Landing at Brickstone Square and a short ride to Philips Andover, downtown Andover, Merrimack College, and 16 miles to Boston. We are close to 93 and 495 for quick access to NH, ME and Boston. Enjoy your own driveway, outdoor space, and entrance. Come stay with us.

Sep 3 – 10

G$27,716 GYD per night

Guest favorite

Guest suite in Rockport

4.99 out of 5 average rating, 611 reviews

Halibut Point State Park. Nature Lovers Retreat

"Tween Coves Cottage" lies nestled next to breathtaking Halibut Pt. State Park. A short walk along wooded paths will lead to the ocean where you can picnic by the water, explore tidal pools, and enjoy a variety of wildlife and vegetation. Distance to the center of Rockport by car is under 10 minutes/ walking is approx. 50 minutes. Distance to the railway station is approx. 5 minutes by car/ walking is approx. 40 minutes.

Dec 31 – Jan 7

G$26,289 GYD per night

Guest favorite

Guest suite in Rockport

4.87 out of 5 average rating, 197 reviews

Charming Studio in the Pines

This is a first floor, above ground, garden apartment in a private home and is located in a quiet neighborhood with the backyard nestled in the woods, just out side your sliding door. Flower gardens and bird feeders adds ambiance for relaxing in a private setting. The studio offers a kitchenette, dining nook, a full bathroom, a queen bed, plus a sofa. Also available is CableTV, Netflix and Wi Fi.

Jan 6 – 13

G$24,874 GYD per night