
Holiday rentals with outdoor seating in Plum Island
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Top-rated Holiday Houses with Outdoor Seating in Plum Island
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
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Holiday House Rentals with Outdoor Seating

4bd/2bth on Plum Island - 2 min walk to Beach
This was a great house for our annual girls weekend. Our group of 5 had plenty of space to hang out in the kitchen/dining area and living room and had our own beds (2 people shared the upstairs room and everyone else had their own room). The house looked just like in the photos and was very clean. It was a short walk to the beach, and a short drive to nearby restaurants. We would absolutely rent it again!

Northridge View
my friend and I from Tennessee were looking for a place to relax for a few days in New England. Ipswich was a delightful location, but we found it hard to leave the lovely view from the upper level of the home!

Beach House on a Private Beach!
Oh my goodness. This place was a DREAM. Such a beautiful home with a view you can’t top. My husband and I stayed with our children and two friends for an east coast summer getaway and we could not have found a better place. Awesome setup, view, and Gaby could not have been more helpful. We would love to stay here again.

Eden Cove
The views this home offers are beautiful. It is a nice neighborhood for walking a dog. The home has everything you would need. The host is very responsive.

Waterfront House on Plum Island with Great View
We had a great mini-vacation at Mary Lou's airbnb! Everything was comfortable. The beach was so close and we could also walk to breakfast and lunch. Nice not to have to drive everywhere. If we get the opportunity we will definitely stay here again. Offered early check in when available and even late check out! We couldn't take advantage of that but so nice of her to offer! Great place!

A water view slice of heaven at Pepperrell Cove
Beautiful home with water views, amazing location to walk or drive into Portsmouth or the outlets in Kittery.

Luxurious Oceanfront Property
Spectacular location and home. We’ve come to Maine for 40 years. The experience is always amazing - enhanced by the luxury of this Airbnb home.

Stay at Rocky Neck
Great location and beautiful views. We will for sure look to stay here again on any future visits to Gloucester.
Apartment rentals with outdoor seating

3 Bedroom Apartment with parking on Bearskin Neck
We rented this air BNB for my daughters wedding weekend located in Gloucester. 20 minute drive so super convenient. We had 5 people staying at the house, and there was more than enough comfortable space for sleeping, showering, relaxing, and socializing. Owners were available downstairs in their shop if we needed anything. Beautiful home, views, and scenery. Enough parking for 3 vehicles. More than enough supplies available in the home. Towels, showering supplies, blankets, cleaning supplies, waters in each bedroom, washer and dryer with detergent, ironing board, many board games, cooking supplies, and I could go on! This home is better supplied than my home is now! Outside, furnished deck is large and comfortable. Very clean and comfortable. Also has a smaller covered deck. Our down time was enjoying the many, many shops right outside our door and walking the small street. We enjoyed this home tremendously and would re-visit and recommend to future guests! Darlene

Cozy Carriage House Studio
Great place to stay, and hosts were very friendly and responsive. One note.. not related to the unit or the hosts but to navigation to the unit ... our GPS had us drive right past it and then drive around the block and attempt to pull in from behind which is impossible. So if you choose to stay here, and you should :-) , be aware..

Harborside Oasis | Harbor View | Heart of Downtown
The location of Gigi’s place cannot be beat. Centrally located in Rockport, and above/adjacent to great restaurants. Apartment was immaculate and tasteful. Gigi provides very clear instructions and is very responsive. Would definitely stay here again. We flew into Boston and did not rent a car for this stay. The apartment is about a 15 minute walk from the commuter train station, and a minute or two walk from the Dock Square CATA bus stop that can bring you to the train station as well as other places like Halibut Point State Park.

Beautifully remodeled unit in heart of Gloucester
The reserved parking place at the church really made a difference. It was nice being able to walk to the Beauport Hotel and downtown waterfront Gloucester.

2b apt loft downtown Ipswich
This apartment served for a pleasant stay! I reserved the stay for four adults and it was exactly what we needed. The amenities made it easy to feel at home and the walkable surroundings felt safe. We thoroughly enjoyed our stay! The hosts were also nice and responsive which is very reassuring as a guest.

Ocean Wave unit, Melo's Beach House Rentals
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.

4 Bed 2.5 Bath Water view Downtown with Parking
Great location for our group. Lots of shops and restaurants within walking distance. Highly recommend!

Comfortable house, close to beach and downton IPSW
We had a great stay! The space was nice, clean, and very quiet. Parking was convenient, and the location was fantastic— since it was just a short drive the Crane Estate (where we attended a wedding). Communication with the host was great—we received quick and helpful responses. Highly recommend to anyone looking for a peaceful, well-kept place in a great area!
Condo rentals with outdoor seating

My Place - 2 Bedroom Condo with Parking
Located in a lovely neighborhood, this place is a gem! So well appointed, there was nothing we could have needed that wasn’t there! The decor was beautiful and Kelly provided so many extra touches. The kitchen was well equipped, including spices, Keurig Cup Pods, tons of dishes, and utensils. The bedrooms were lovely and very comfortable beds. We can’t wait to come back!!!

KeyWest Vibe, PrivatePatio, Close2Salem, WalkDWNTN
What more can I say that hasn't already been said by other guests? The place was perfect for our 35th anniversary get-a-way. Darryl was so on top of things. We had a question and it was answered within 2 minutes. He really is a SUPER HOST.

Bearskin Neck Rockport ★ Amazing Views ★ Parking
We loved our stay! Christina’s condo was comfortable, peaceful and perfectly located. We were walkable to the entire downtown area, museums, the concert venue, walking paths, shopping and restaurants. But the best thing was sitting outside on our private deck overlooking the harbor, with Motif #1 just across the inlet. We almost didn’t want to leave the condo…so gorgeous! And Christina is lovely, making sure we were okay, had everything we needed, so responsive. After the condo coffeemaker stopped working, she kindly offered a gift card to a nearby coffee shop, and before night fell, a new coffeemaker was delivered to the condo! Such a thoughtful host… we will be back!

Harbor View Suite
This was the second time we had stayed at Kristin’s. We loved it so much last year we had to come back! Nothing beats the view from the rooftop deck. Everything you need, to include ample public water access, is just a short walk. We plan on making this a yearly stay. The fact you can bring your pup is an added bonus!

Samuel Tucker House - Downtown Luxury 2 Bed Condo
Lovely trip back to Marblehead for my granddaughter’s graduation. This home was comfortable and great care taken to provide more than the basics making it welcoming and like home!

Summer bliss in our oceanfront 2BR condo awaits!
Excellent condo, clean and felt like we were at home. I would stay here again in a minute. Highly recommended. Thank you Jose.

3BR Salem Home: Parking, Terrace, Walk to Downtown
Very comfortable place with deck where our dogs could be outside with us while we enjoyed the weather and a glass of wine. Kitchen well-equipped with everything we needed to cook and enjoy ourselves. The nespresso machine was wonderful. Also, Starbucks was just a short walk. The in-unit laundry was very convenient. The college was also a short walk where our pups could enjoy some green space. There is a park by the beach which is also a short walk, it was a little harder to get there because one must cross a busy street but, well worth it, once you got there. Downtown was a bit of a hike but, again well worth it once you were there and you did not have to worry about parking. We really enjoyed our stay and highly recommended this condo.

Luxurious beach house w/ harbor views & near beach
Seriously, this was a super find! Perfect for a couple who wants to stay and explore the area! It was so centrally located to drive to town and Rockport and walk to galleries, the beach, and more! The kitchen had everything, not your typical Airbnb with 4 dishes and 4 spoons. EVERYTHING we needed/wanted was already there, laundry detergent, sunscreen, welcome binder, hangers, etc... We wish we had planned more than 3 days. And it was wonderful to have a dedicated parking space and private entrance as well as a GIANT deck with a table and cornhole too. We had a great stay and hope you do too!
Destinations to explore
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- Hampton Beach
- Ogunquit Beach
- Wells Beach
- Boston Common
- Fenway Park
- Revere Beach
- TD Garden
- Harvard University
- Lynn Beach
- York Harbor Beach
- Duxbury Beach
- North Hampton Beach
- New England Aquarium
- Faneuil Hall Marketplace
- Long Beach
- Freedom Trail
- Canobie Lake Park
- Crane Beach
- Long Sands Beach
- Good Harbor Beach
- Prudential Center
- MIT Museum
- Rye North Beach
- Museum of Fine Arts, Boston