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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 stars4 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
4.95 out of 5 average rating, 21 reviews

Beach House on a Private Beach!

RhiannonRating, 5 stars3 weeks ago
The stay was a lovely combination between relaxing and adventurous. My son thoroughly enjoyed a successful hunt for sea glass, while my husband and I were able to relax and enjoy the view in between adventures. Totally zen.
Guest favourite
Home in Ipswich
4.89 out of 5 average rating, 100 reviews

Hillside Ocean View 2BR with Private Beach Access

TaniaRating, 5 stars2 weeks ago
We love Ipswich and are so glad to find this gem of Airbnb. Mark's communications are topnotched and he proactively checked in with us to ensure that everything is alright. The house has everything we needed and more....not just for short stays but equally suitable for longer stays too. The bed and pillows were very comfortable. The house heating system is very efficient and heats up the whole house quickly and comfortably for the few cold days we were staying there. My husband loved having a dedicated work space which had a beautiful water view. There were plenty of supplies in the kitchen, bathroom and laundry. Everything is very well thought out. It might be an older house but it's very quaint, cosy and quintessentially New England. Although we had several days of lousy weather.... we still managed to do plenty out of the few half days when the skies cleared out. Oh and thank you for the very lovely cranberry banana bread... its one of the best that we've ever eaten.
Superhost
Home in Swampscott
4.96 out of 5 average rating, 27 reviews

Master Suite with magnificent views of the ocean

JaimeRating, 5 stars2 months 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
4.94 out of 5 average rating, 16 reviews

Hill House in Essex, Cape Ann

MarianRating, 5 stars1 month ago
The home was cozy and well furnished. There was ample seating for our group to gather and relax in the charming living room. The home has been remodeled and redecorated reflecting a very strong sense of design. The kitchen is well stocked with cooking utensils and new appliances. The beds were super comfortable and the linens/pillows all very luxurious. Peter responds to messages very promptly and is extremely accommodating. We all loved Peter's home and hope we have the opportunity to return at some point in the future. It was a great place to celebrate 70 years of friendship!
Guest favourite
Home in Reading
4.95 out of 5 average rating, 60 reviews

Charming Home in Reading with a Large Yard

JeffRating, 5 stars1 month ago
I recently stayed at Peter's place, and it was exactly as described in the posting. The pictures were accurate, and I was pleased to find the space clean and well-maintained upon arrival. The location is fantastic, as I grew up in the area. I truly couldn't have asked for a better experience. I wouldn’t hesitate to book again in the future. Highly recommend!
Guest favourite
Home in Woburn
4.96 out of 5 average rating, 117 reviews

Stone Cottage with meadow view

ChristopherRating, 5 stars6 days ago
This beautiful home is all you could ask for in a peaceful getaway. Every room was immaculate. Warm and inviting, it felt like home from the moment we walked in the door. Lauren's proactive communication put us at ease before we even arrived. Detailed entry instructions (with pictures!) made sure this was a stress-free process every step of the way. Every room was spotless and cozy. The pictures capture the rooms accurately, but they could d never show the hundreds of thoughtful touches that make this feel like home away from home. We loved the layout and only wish we had more time there. Whether watching a movie by the fireplace or eating dinner in the dinning room, this place was perfection. We spent a day in Concord and days in Boston and this location is ideally situated to explore both. If we're ever back in the area, we would love to go back. Thank you Lauren for sharing your lovely home with us!
Top Guest favourite
Home in Salisbury
5 out of 5 average rating, 13 reviews

The Main Residence

NormaRating, 5 stars5 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!

Apartment rentals with outdoor seating

Superhost
Apartment in Somerville
4.86 out of 5 average rating, 133 reviews

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

LiyingRating, 5 stars2 weeks ago
The community environment is elegant and clean. It is a very great experience. It would be more perfect if there was no dog poop in the yard.
Top Guest favourite
Apartment in Lakeside Marblehead
4.94 out of 5 average rating, 191 reviews

Two bedroom Apt with a deck

AlexisRating, 5 stars1 week ago
Rhona’s place was in a great location with places nearby and not too far from all of the places we wanted to go. Her home was as described in the pictures and description. For two people it was fairly comfortable, but we weren’t able to get very comfortable in the living room as furniture was too small for us to hang out. There was also no outlet in one of the bedroom, but we were able to find an extension cord that reached the other bedroom. Besides that, the place was great for us to come and go. The owner made our reservation special by providing a gift for my friend’a birthday and breakfast which was very thoughtful!
Guest favourite
Apartment in Rockport
4.95 out of 5 average rating, 130 reviews

Harborside Oasis | Harbor View | Heart of Downtown

JoseRating, 5 stars3 weeks ago
This is a beautiful apartment located in the heart of Rockport. Will definitely come back here if possible for another trip!
Guest favourite
Apartment in Winthrop
4.93 out of 5 average rating, 133 reviews

Newly Renovated Ocean View 2 Bdrm Apt

CarsonRating, 5 starstoday
Our first trip to the Boston area couldn’t have been better! This Airbnb was absolutely perfect for our family of four. The bedroom I stayed in had its own balcony with a beautiful ocean view—ideal for peaceful summer mornings or warm, relaxing nights. The open-concept living room and kitchen gave us plenty of space to unwind after a day of exploring. But what really sets this place apart are two unbeatable features: first, you won’t find easier access to public transportation—there’s a bus stop just a 30-second walk away that takes you right into Boston. Second, the hosts, Milan and Anna, were some of the kindest and most helpful we’ve ever met. Their local tips made our stay even better. Great amenities, smartTV, updated shower, dishwasher, laundry, grill available to use, etc. Right next to the house is a beautiful walkway that stretches down the beachfront of Winthrop. We’re already talking about coming back as the Boston area is second to none!
Superhost
Apartment in Gloucester
4.85 out of 5 average rating, 108 reviews

Amazing Ocean View In-Law Apt.

KathyRating, 5 stars6 days ago
Beautiful comfy cozy 🤩 setting chocked full of stunning sunrises and sunsets over the sea! 🌊 There were so many memories for us being back on the same street we’ve spent so much time enjoying for the funeral of a loved one who lived 3 doors down….. Comfort & closure resonated in the atmosphere as we walked the coastline & rest so sweetly in Susan’s lovely oceanside suite. 💝We will return my friend! Many Thanks!!!
Superhost
Apartment in Salisbury
4.86 out of 5 average rating, 114 reviews

Ocean Wave unit, Melo's Beach House Rentals

MeganRating, 5 stars8 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.
Top Guest favourite
Apartment in Winthrop
4.96 out of 5 average rating, 236 reviews

Oceanfront Pool. Close to Boston. Free Parking.

KellyRating, 5 stars1 day ago
This was a perfect location for a long weekend getaway! Proximity to public transportation makes this place an awesome option for Boston travels, the ocean is absolutely gorgeous! I ran the Boston marathon on my visit and the hot tub was incredible for recovery! The bed is so comfortable and even though we didn’t cook anything, we easily could have! Having a washer and dryer in the unit available meant that I don’t have piles of laundry to do when I get home!
Top Guest favourite
Apartment in Cambridge
4.99 out of 5 average rating, 115 reviews

Cambridge Retreat - Sunny 2BR - Close to Harvard

JennaRating, 5 stars1 week ago
Great host! Went above and beyond to make us feel welcome. Wonderful and well-equipped home and location.

Condo rentals with outdoor seating

Guest favourite
Condo in Lakeside Marblehead
4.94 out of 5 average rating, 123 reviews

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

JoshuaRating, 5 stars4 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.
Top Guest favourite
Condo in Salem
4.97 out of 5 average rating, 242 reviews

My Place - 2 Bedroom Condo with Parking

RachelRating, 5 stars6 days ago
This is such a beautiful place to stay in Salem! Kelly is a great host and keeps a clutter free and organized space! If you are looking for a place that is walkable and accessible then I would consider booking here! Essex street was only a 7 minute drive and one could easily walk. More than happy about this place
Top Guest favourite
Condo in Rockport
4.98 out of 5 average rating, 182 reviews

Bearskin Neck Rockport ★ Amazing Views ★ Parking

MollyRating, 5 stars5 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 Somerville
4.96 out of 5 average rating, 194 reviews

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

KellyRating, 5 stars1 week ago
Great neighborhood. Comfortable beds. Nice cafe across the street for coffee in the morning. Good parking. Easy to get in and out.
Top Guest favourite
Condo in Lakeside Marblehead
4.99 out of 5 average rating, 101 reviews

Samuel Tucker House - Downtown Luxury 2 Bed Condo

PeterRating, 5 stars2 weeks ago
Bryan's condo was everything he described and like the other reviews about the Samuel Tucker House noted, it was a pleasure to stay at from start to finish. We really enjoyed a great weekend visiting local sites and eating out at the local restaurants in the old town section of Marblehead. Despite some cold wet weather we had a great time. One especially nice amenity was the on premise and immediately adjacent parking spot.
Top Guest favourite
Condo in Lakeside Marblehead
4.99 out of 5 average rating, 174 reviews

Harbor Hideaway

SarahRating, 5 stars1 month ago
What a find! I came to Kristen's because some plans fell through last minute. Having never heard of Marblehead but keen to visit somewhere by the sea and easily accessible from Boston, wow did I get a pleasant surprise. It is absolutely beautiful there, I had to pinch myself - it was like living in a film! The apartment was absolutely perfect. I'd been staying somewhere a bit grubby and disorganised beforehand and Kristen's place was absolutely sparkling clean, I felt incredibly welcome and cared for right away. Furthermore, checking in early with my monstrous suitcase was no problem at all and the apartment is generously stocked with coffee, tea, snacks, a bottle of wine, cold drinks, a folder of local recommendations, comfortable, quality furnishings and linens, great lighting and more. This is what true hosting is all about if you ask me - making your guests feel as comfortable and welcome as possible and Kristen most certainly does this in spades.
Superhost
Condo in Lynn
4.94 out of 5 average rating, 230 reviews

High Rock Home-4BR, 2BA Modern, near downtown Lynn

ShantelRating, 5 stars2 weeks ago
This place was great, very spacious and clean. Couldn’t ask for a better 3 day weekend.
Superhost
Condo in Salisbury
4.83 out of 5 average rating, 116 reviews

Namaste at the Beach

AmyRating, 5 stars1 month ago
We very much enjoyed our stay. We had a wonderful girls weekend. The open layout was great for our group to dine together and play games. I had a few questions here and there and the hosts were very responsive. Easy walk to the ocean, clean bright and inviting. We would definitely stay again. Thanks!

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