Holiday rentals with outdoor seating in Essex County

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

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Popular amenities for Essex County outdoor seating rentals

Holiday House Rentals with Outdoor Seating

Superhost
Home in Beverly
4.86 out of 5 average rating, 178 reviews

Beverly Beach House- Upper Deck

RachelRating, 5 stars2 months ago
We stayed here for a week, and fell in love with it! The house has so much charm and character. We thoroughly enjoyed our stay, and want to stay there again. It was within walking distance to many places, including a beach. A definite charm in Beverly! The host was amazing! She was very responsive to our questions, and checked in a few times to see if we needed anything, which I appreciated. You are missing out if you don’t stay here!
Guest favourite
Home in Gloucester
4.94 out of 5 average rating, 18 reviews

Beach House on a Private Beach!

LauraRating, 5 stars6 months ago
Gaby’s place was an absolute gem. What gorgeous views! Our family really enjoyed the beach and paddling about the harbor as well. The house was very clean. Gaby was friendly and responsive. We plan to return in the future! Thank you Gaby!
Superhost
Home in Swampscott
4.96 out of 5 average rating, 27 reviews

Master Suite with magnificent views of the ocean

JaimeRating, 5 stars2 weeks ago
We had a lovely long weekend at Natasha's gorgeous home. Spotlessly clean, with modern upgrades and appliances. The layout is a bit unusual as the house has been renovated and split into at least 2 units. Located on main road into Swampscott, with a view of the ocean (across the road) out the front windows--very beautiful even in the middle of winter! We had snow 2 out of 3 nights, and on the first of these there was a gentleman outside shoveling the driveway and back steps around noon. But by our check out time (noon) on Monday, nobody had cleared the snow. Got our car out ok, and we cleared off the back steps so we could bring our luggage out. There was conflicting info between the listing and what we were told by the owner re check-in and check out times--we messaged owner (twice) to clarify check out time and never heard back from her, so called her on check out morning--she apologized and honored the original listing. Info in owner's instruction booklet at house needs updating.
Guest favourite
Home in Essex
4.93 out of 5 average rating, 15 reviews

Hill House in Essex, Cape Ann

SolanchRating, 5 stars3 months ago
This house was perfect for us. We just needed a place to stay while visiting salem without paying salem stay prices. Although we didn’t use most of the items in the home we did enjoy having so many amenities accessible in case we did need them. The house is just like the pictures. There’s not one room that’s not decorated. I did notice there was no lock on the room doors which was unusual but we didn't have any issues with that. Overall it was a great stay.
Guest favourite
Home in Reading
4.95 out of 5 average rating, 57 reviews

Charming Home in Reading with a Large Yard

DianaRating, 5 stars3 weeks ago
We had a fantastic stay at Peter and Maria’s place! They were wonderful hosts—quick to respond to any questions and incredibly thoughtful in ensuring my stay was as comfortable as possible. The house itself is absolutely adorable, with a cozy and inviting feel. It’s fully stocked with everything you could need—kitchen appliances, coffee, a kettle, utensils, and even a well-stocked shower. Whether you’re cooking, relaxing, or just settling in, you’ll have everything you need to feel at home. The neighborhood is welcoming, surrounded by beautiful nature, making it a peaceful and enjoyable place to stay. I highly recommend this Airbnb and will definitely be returning in the future!
Guest favourite
Home in Swampscott
5 out of 5 average rating, 22 reviews

The House by the Sea

AngelicaRating, 5 stars3 months ago
This was the PERFECT place for my family’s girls trip to Salem. It was only a 12 minute drive into town. The house is breathtaking!!! The pictures do not do it any justice. Everything is spotless and very welcoming. The private beach is a 3 minute walk up the road. The neighborhood is very peaceful and the neighbors were also very friendly. Tracy was an amazing host!!! 10/10 recommendation.
Guest favourite
Home in Salisbury
5 out of 5 average rating, 13 reviews

The Main Residence

NormaRating, 5 stars3 months ago
From the moment we booked this property the host was communicating and super helpful! She gave us recommendations and also when we told her we were going to Salem she sent us the T station schedule and told us what line we needed to get on! The house was absolutely breathtaking! So comfortable and we felt so at home that we didn’t want to leave. So thankful we found this place and can’t wait to stay again!
Guest favourite
Home in Gloucester
4.91 out of 5 average rating, 122 reviews

Gloucester Beach House, near Good Harbor Beach!

TashaRating, 5 stars1 month ago
Our stay at the Gloucester Beach House was great. It is a nice walk down to Good Harbor Beach, The Common Place Market and the neighborhood is peaceful. Its about a 10-minute drive to anywhere you want to go in Gloucester. Diane was responsive with any communication we had with her, and stayed in contact with us throughout the trip. We were grateful to be able to check in early after traveling all night to rest before beginning our trip adventures. For anyone interested, the Rhumb Line currently offers live music every night and its a variety of music. We went there several times and the musician's were top notch, and this is a place where the locals gather. We ended up visiting with friends and family and looking forward to another trip out to explore more of North Shore! Thank you so much for the wonderful home and stay.

Apartment rentals with outdoor seating

Superhost
Apartment in Somerville
4.86 out of 5 average rating, 126 reviews

Stunning Union Square 2 bed/2 bath w/ shared patio

ChristineRating, 5 stars2 weeks ago
The place was lovely, and we would definitely stay here again. The reviews we read before making our reservation that spoke of the noise from people living upstairs was definitely accurate. However, we knew it going in, and we were okay with it. It would be helpful if a loose leaf with instructions was provided on how to use appliances such as the TV, dishwasher and washer/dryer. Jay was readily available to help, but we felt badly having to contact him.
Guest favourite
Apartment in Marblehead
4.94 out of 5 average rating, 190 reviews

Two bedroom Apt with a deck

JenniferRating, 5 stars1 month ago
Rhona could not have been a more gracious host! We were traveling back east for the holidays and needed a place to stay. In addition to the many treats she left for us, she bought a little Christmas tree! The apartment is perfect with everything you could ever need or want. We could walk to stores and restaurants. If we had questions she was very responsive. Marblehead is a beautiful town. I highly recommend a visit to Rhona’s AirBnB!!
Guest favourite
Apartment in Rockport
4.96 out of 5 average rating, 123 reviews

Harborside Oasis | Harbor View | Heart of Downtown

CindyRating, 5 stars2 weeks ago
We had some difficulty finding the apartment because our GPS took us to a different location. Gigi’s son was very helpful and responded quickly to my email to help us find the correct address. The apartment is centrally located and very cozy. It had everything we needed for the duration of our stay. I was pleasantly surprised that when I asked about an item for the kitchen that we wished was there, but wasn’t totally necessary, a bag with the item showed up at the door. My husband said he wished there had been a comfortable arm chair for reading, but I found the sofa to be sufficient. The shower has excellent water pressure and the bed is comfortable. We visited in the winter and parking was free and readily available. In the busy season, this may not be the case. If a person has problems climbing steep stairs, this may not be the best place to stay. It was perfect for us (in our 70s and healthy). We’d suggest visiting in the fall. Many businesses close in the winter. Great rental!
Guest favourite
Apartment in Winthrop
4.94 out of 5 average rating, 130 reviews

Newly Renovated Ocean View 2 Bdrm Apt

ColetteRating, 5 stars2 months ago
Visiting a large family for Thanksgiving can always be hectic but staying at Anna's and Milan's house provided that 'calm base camp' it is always nice to come home too. Since the T stops literally at the front door you really don't need a car. But if you do have one there is parking spot in the driveway so what more can you ask for in Boston in regards to transportation. The view is beautiful from the second floor apartment and I literally only had to go across the street to gather my most important collectible on each trip, native beach stones. there's no better place to stay in Winthrop
Guest favourite
Apartment in Gloucester
4.86 out of 5 average rating, 105 reviews

Amazing Ocean View In-Law Apt.

CortneyRating, 5 stars3 months ago
Susan’s place was stunning. I grew up close to this area so I knew what to expect, but in all honesty, the back yard was still a bit unreal. You can’t beat open ocean views, a hammock, and sitting area, and a porch/deck with levels leading down to the ocean. The space itself was more than enough room, very clean and comfortable. We had everything we needed and our young son had the space to enjoy himself. We would definitely book with Susan again!
Superhost
Apartment in Salisbury
4.86 out of 5 average rating, 114 reviews

Ocean Wave unit, Melo's Beach House Rentals

MeganRating, 5 stars6 months ago
We came in from out of town for a few days and were so pleased with our stay. The house was clean and comfortable. It was very close to the beach and walkable to the center for entertainment and restaurants. We would absolutely book again. Thank you for a wonderful weekend.
Guest favourite
Apartment in Winthrop
4.96 out of 5 average rating, 229 reviews

Oceanfront Pool. Close to Boston. Free Parking.

EmilyRating, 5 stars1 month ago
Carol and John were great hosts and very attentive. They have a beautiful view of the water as well!
Guest favourite
Apartment in Cambridge
4.99 out of 5 average rating, 107 reviews

Cambridge Retreat - Sunny 2BR - Close to Harvard

BethRating, 5 stars1 week ago
Shelley's unit was lovely and well appointed. Great location for our time in Boston. The apartment was decorated beautifully and had everything we needed. Shelly added several welcoming touches like snacks, fresh flowers and beverages. She had even asked us if we would like milk or creamer for hot drinks and provided that. We especially appreciated her letting us check in a little early on the day of our arrival. We can't say enough good things about our stay. We will definitely try to book again next time we were in town.

Condo rentals with outdoor seating

Guest favourite
Condo in Somerville
4.84 out of 5 average rating, 206 reviews

A Cozy 3 Bedroom Home Close To Boston & Parking

LauraRating, 5 stars1 month ago
I needed a last minute place to stay with my two cats that was close to home and work. Shirley and Marie's place was perfect and they were very accommodating to my last minute request. And the bonus was that they had off-street parking which is rare in my city. Check-in was very easy, the home was exactly as described, comfortable and at a great rate. It was very easy to communicate with the hosts. I would definitely return if the situation comes up again.
Guest favourite
Condo in Marblehead
4.95 out of 5 average rating, 122 reviews

Luxury 2 Bed, 2 Bath, Plus Loft, Modern Condo

JoshuaRating, 5 stars2 months ago
Our family really enjoyed our long weekend at Donald’s place. The location is great, right in the middle of Marblehead, walkable to old town and the various shops and restaurants that dot the area— a great base for visiting friends and family on the north shore. We’ll definitely look to stay here again if available the next time we’re in the area.
Guest favourite
Condo in Somerville
4.89 out of 5 average rating, 128 reviews

Bright & Spacious Home in Davis Sq, Somerville

AmandaRating, 5 stars3 weeks ago
We were looking for a place near Tufts and Cayla's place was perfect! A very quick walk to the college and Davis Square (plus the T station), on a cute quiet street that felt very safe. The apartment was spacious and comfortable. We didn't drive but Cayla has parking available, and was extremely flexible and accommodating when we had some last minute requests.
Guest favourite
Condo in Salem
4.97 out of 5 average rating, 229 reviews

My Place - 2 Bedroom Condo with Parking

MichelleRating, 5 stars2 weeks ago
Kelly's place was perfect for myself and my husband and two year old daughter. It's a gorgeous and tastefully updated older home. Everything was very comfortable, very clean, and in a great location only a mile or so from downtown Salem and walkable to coffee and restaurants. Kelly was super responsive and helpful before, during, and after our visit.
Guest favourite
Condo in Rockport
4.98 out of 5 average rating, 182 reviews

Bearskin Neck Rockport ★ Amazing Views ★ Parking

MollyRating, 5 stars3 months ago
Christina's property was a wonderful place to escape to for a few days! It is the perfect size for 1-2 people, has everything you need, and the view is unbeatable. The parking space is incredibly convenient and the location of the property provides easy access to the rest of Bearskin Neck and Rockport proper. I hope to stay here again in the future!
Guest favourite
Condo in Salem
5 out of 5 average rating, 139 reviews

The Salem Porch House

WhitneyRating, 5 stars1 month ago
I took my wife to Salem for her 40th birthday and Alex's place stood out when I was looking for a place to stay. Her room had all of the amenities we were looking for and was conveniently located in downtown Salem. Alex was very responsive and helped us find fun things to do during our trip. Highly recommended.
Guest favourite
Condo in Somerville
4.96 out of 5 average rating, 187 reviews

Boston 2Bd Kg&Qn - Harvard MIT Subway w/parking -2

JuliaRating, 5 stars6 days ago
Owners are very responsive & helpful, the property was beautiful & perfect for my group
Guest favourite
Condo in Marblehead
4.99 out of 5 average rating, 172 reviews

Harbor Hideaway

CynthiaRating, 5 stars3 months ago
This is my absolute favorite place to stay in Marblehead! And there is parking!! (Which is a huge deal in Marblehead). Kristin is an incredible host and responds pretty much immediately. A wonderful place to stay!!

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