
Holiday rentals with outdoor seating in Sherman
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Top-rated rentals with outdoor seating in Sherman
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.
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Popular amenities for outdoor seating rentals in Sherman
House rentals with outdoor seating

Beautiful Lakefront Retreat with Private Dock
A gem of a home if you’re looking for a waterfront property with great lake access. David’s home is well stocked with everything you need - from baking to cooking , from laundry to great choices of board games , a nice library if reading by the water is what you care to do . If you’re a bass fisherman like me , you have direct access to Squantz Pond, which can be a great fishing alternative to nearby Candlewood Lake. The property is close to the main road and traffic can be a nuisance to folks who are not used to it . City folks like me don’t mind it. David was a great host , very responsive . There was a slight miscommunication during check in , but that was taken care of right away . My family hopes to come back again . BTW, for those who don’t know how to play the piano , take some brief lessons before coming and impress your folks. Joe

Tranquil Tree-House on the beautiful Hudson River
Such an amazing stay with a beautiful view!! Had one of the best memorable day of my life with my girlfriend. All thanks to Roberta!

Private Hudson Valley Country Retreat
This beautiful property has a special place in our hearts. We stayed in the A frame during COVID and we always wanted to come back. This time we stayed in the main house and it was phenomenal. Wish the weather was better for us to use the pool, but next time! It well worth the price. Only an hr from the city and it feels like a full vacation. Wonderful way to lose time time for a few days. We will be back!

midcentury mod * POOL * walk out trail to mohonk
The house met all expectations everything is stylishly done, and the host is incredibly responsive and helpful 🤍
Woodstock Historic Artist Estate - The Pond House
No notes, incredible escape even in the pouring rain. The ambience, even down to the little things like walking through the door to classical music, was truly top notch.

Eagle Rock House
Edina and Glen's house was beautiful, spacious, and pristine. It was the perfect setting for a "girls weekend". The grounds were stunning, and made for a great setting. Very close to town, shopping, and wonderful restaurants. We really appreciated that our hosts were very proactive in reaching out and making all instructions clear. They were communicative and flexible. Thank you for having us in your beautiful home! Very memorable weekend.

Idyllic retreat on the water <1.5 hrs to NYC.
My family and I absolutely loved Jonathan's place and would highly recommend the stay. The place was beautiful inside and out, the pictures dont even do it justice! Jonathan was a wonderful host, responsive and friendly. One of my favorite airbnbs, amazing setting dont miss this one!

The Cottage at Cedar Spring Farm
Betsy's cabin was fantastic. It is even more charming in real life than in the photos. The directions getting there were perfect, the cabin was super clean, and Betsy had left snacks and water for us and for our dogs. We were in town for a family event, but did take some time to explore. We ate at the Oxford House, which had a patio that allowed our dogs to go with us. We had great hikes at Southford Falls State Park and Kettletown State Park (if you're from out of state, you have to pay a fee to enter Kettlewood). It was a quick trip; Betsy's cabin was a great spot for us to make home for 2 nights.
Apartment rentals with outdoor seating

West Main
Loved this little apartment. It has everything you need and more.

Top Floor 2BR - Just Renovated!
The apartment was beautiful and exactly as described. It was newly renovated, clean, easy to locate, and in a prime location. We met Graham when we got there. He was outside working on more renovations, and he became a friendly face and helpful resource throughout our stay. The patio was definitely worth it. It was so peaceful and serene to just sit in the hot tub and stare off at the creek and mountains. The less than 10 minute walk to town on the abandoned tracks was so easy, romantic, and fun. This is a great place to stay for couples or families!

Relaxing Spa Retreat~Gorgeous View~Walk to Village
Ami’s place was great! Stayed for my birthday and was surprised with a delicious tres leche cake upon my arrival! The view was incredible, amenities were amazing, overall it was everything I hoped for and more. Thanks Ami!

Spacious Cozy Guest Suite
We booked this place to be close the the festival downtown and it was. 1.3 miles or 25 minutes walk. Perfect for us. The Airbnb was clean and spacious. Shower is a little small but ok. King bed is very comfortable. Yummy welcome treats on the table was a nice touch. Keurig pods and maker available for your pleasure. Well lit and very secure. Felt safe at all times. Great place to book if you need to stay in this area.

Cozy Apartment with Sauna in Historic Stone Ridge
Very convenient location close by to everything we needed! We did have an issue with something in our unit, but Aaron communicated very quickly and was able to let us use the other available unit for the night. Both Air bnbs at the property were very well stocked and spotless. Felt very much at home here!

Gateway to the Berkshires
The place was beautifully decorated and everything from the plants to the antiques was wonderful to see. This is the perfect place for any stay and they only ask that you respect the possessions. John was very responsive in helping us for a late check in.

Private space, with yard
Skye was really helpful and always responded quickly. This is a private location but if you're looking for stuff to do, Carmel is a short drive to Beacon and Cold Spring. It is very pretty in this area and very woodsy. The space is in the lower level and cool and opens to a private yard with seating.

Cozy Apartment with Water View of Brook
We were recently in town to visit family, staying at Traci’s made our visit enjoyable and relaxing. Check-in was easy, the apartment was clean with a comfortable bed and a peaceful view of the brook. Overall, we had a pleasant stay, thank you Traci!
Apartment rentals with outdoor seating

Pacer's Pasture
Pacers Pasture is on a quiet road giving it a cute country experience in a great small town. The space has an amazing unfenced yard which was great for the dogs. Easy access inside with key entry, and we loved the door entry being toward the back of house for added privacy. The house has very comfortable linens, tons of parking, and the hottest water ever - which was perfect after a cold day adventuring. Aaron provides toiletries, some nice kitchen basics likes spices and teas/coffee, fast wifi-TV streaming, and a cozy space perfect for relaxing. Bonus points for being tastefully decorated and not overly cluttered. Would stay again!

Trailside At Hunter-Phase II-Hunter NY
This condo is absolutely beautiful and comfy! We especially love the bed and pillows.

Scenic Getaway with Private Deck
Daria and Justin were lovely, responsive hosts. It’s a great little apartment — super clean, well equipped with all the basic necessities, tasteful, well thought out decor, a really pleasant place to be, right on the mountain. Small, but perfect for a couple or small family ski weekend. I would definitely recommend and would love to go back.

Bright & Cozy | Walk to Rail Trail
Well designed, well maintained modern style home. Love the warm toned interior. Quick drive to lots of hiking spots which was what brought us here. Management team was very professional and easy to communicate. Will consider for any future trips to Minnewaska/Mohonk.

Cozy West Point Hide Away and Cadet’s Get Away
Great Airbnb! Great Host! Perfect for visiting West Point

Hunter Mountain 2BR Condo - Steps to Slopes!
This is my second stay at Daniel’s, and it was just as good as the first! I love the location of his place in relation to the mountain. It’s a quick walk up the parking lot to the trails/lifts. Most importantly, my pups feel right at home, and they know his place now! His home is always clean and the linens/towels always smell fresh! I told him I will be coming back multiple times throughout the snow season to go boarding. He is very responsive and helpful and would go out of his way if need be! Overall, 12/10 recommend Daniel’s spot!

Perfect Catskills hiking getaway with fireplace
5 stars, 5 stars, 5 stars!! I would just like to say I’ve stayed in many Air B&Bs before, and this one is by far one of my favorites. The hosts are absolutely amazing. They are proactive in responding and really want you be be comfortable and making sure you have no issues. The price was 100% worth it. I love that they included board games as a part of the space, such a nice touch. The bathrooms and bedrooms were also so clean, and we enjoyed our stay. You can really tell the hosts put a lot of love and care into this place. I can’t say enough good things about them!

Slopeside Condo with wood fireplace
Loved the house! I don’t drive, but there are local cabbies in the area. You will see a bear or two as expected so try to take garbage out during the day, not in the evening or at night. The neighbors were pleasant, and I felt very safe. Loved how quiet the community is and really appreciated having a washer and dryer. Bed is super comfy. My only note is that the couch has some spots on it that give me the ick, but I used the extra sheets to cover it up and was fine. Plenty of linens, blankets etc. I love the area so much. I stayed a month for a writing retreat.
Quick stats about holiday rentals with outdoor seating in Sherman
Total rentals
30 properties
Nightly prices starting at
$90 SGD before taxes and fees
Total number of reviews
1.8K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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