
Holiday rentals with outdoor seating in Hampshire County
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Hampshire County
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

Beautiful, quiet and cozy home in Becket!
A beautiful serene home set up with everything you need. We loved the space, both inside and out. There was a country store right down the road that had amazing food. Enjoyed relaxing on the deck after a great day of hiking. With so much hiking in the surrounding area, we are already looking forward to booking again.

Victorian house near Smith college and downtown
I could not recommend this enough. The right mix of updated and original. Kitchen was fully redone and lots of space. The back gardens were great and we would walk into town daily. Very close to Smith College. 4 out of 4 stars!

An 18th century farmhouse
What a beautiful, idyllic getaway Susan offers for her guests. A kind welcoming soul who provides a stay that brings you back in history – we had the most lovely time!

Lovely 2BR Home Close to Downtown
I've stayed at many air bnb's and this is my favorite. The house is inviting, warm, beautiful and comfortable. It provided a wonderful environment to rest and renew. The kitchen is filled with light and looks out onto the yard which is green and host to lovely birds and bird song. The patio was also inviting and comfy for a meal or to sit with a cup of tea/glass of wine and unwind or read a book. The neighborhood is vibrant, safe and within easy walking distance to downtown. The host Louisa has paid attention to every detail to ensure an easy and very comfortable stay. i highly recommend!!!

The Farmhouse - Hot tub eclectic farmhouse 3 br
This is our second time staying in The Farmhouse, and our 5th or 6th time booking with Ginny. This property is very relaxing, we brought our three dogs and they loved the backyard. The house was clean and organized. We enjoyed breakfast on the farmers porch. The hot tub was nice. It’s a quick drive to downtown NoHo, Florence and EastHampton. So much to do in this area. We highly recommend.

Real Estate:Therapy - Lake, Laundry, Love it
We had a good time, and the lake was very nice. Thank you!

Stone n' Sky Lodge
We needed a place for our family - 3 couples and 2 young children - to stay for the wedding of our daughter. Sarah's house was great. It had plenty of room for the kids to play inside as it rained a good part of our visit. (Fortunately the rain held off for the wedding.) Sarah provided eggs fresh from her chickens - they were delicious. She also gave us information about local restaurants. We saw wild turkeys walking outside the house. All in all a delightful stay.

Little House Inn - Private House - Secluded
We were very comfortable and felt very home like at Brodys place. The muffins were delicious and the house was clean and comfortable. Would be best suited for a family with younger children. Two bedrooms with one bedroom has a queen bed and one bedroom has bunk beds. The yard was manicured very nicely and we felt welcome. Wish we could have spent a little more time and enjoyed the outdoor space more. Bedrooms are on the second story. Recommend to anyone who needs a place to stay in this neck of the woods. There was a bit of a plumbing problem which wasn't the owners fault at all. We hope it all worked out.
Apartment rentals with outdoor seating

Briggs Cove: Private & Lovely 1st floor apartment
This first floor apartment is wonderful- homey, well equipped, on a quiet friendly street with lots of greenery, peaceful and easy. Parking was a breeze in a well marked space and the location is convenient to all things in and around Easthampton and Northampton, with good walking destinations, restaurants, and more. Rocky has many thoughtful touches and the kitchen was so well outfitted, I was sorry I didn't stay longer to do some cooking there!

Sunny, light filled loft in 1873 Colonial
Peter and the apartment were great! Peter was super responsive, friendly, and had nice touches like homemade granola with milk and coffee provided. After my original AirBNB fell through at check-in at 6pm, I was relieved (and saved) by Peter’s responsiveness.

Cozy, Private, Central 1 Bdrm, Large Yard
We had such a great stay! The house was incredibly comfortable—spacious, peaceful, and beautifully maintained. It felt private and tucked away, but was still just minutes from family on Christian Lane and so many fun local spots. The yard and gardens were absolutely lovely. We visited Tree House Brewery for amazing beer and pizza, made a stop at Tom’s Hot Dogs, and couldn’t resist a trip to Yankee Candle. It was the perfect mix of cozy, quiet, and convenient. We’d absolutely love to come back!

Quiet getaway in the Berkshires
Our second stay here! Had fresh coffee available for the morning and eggs in the fridge. Thank you Joy!!

Sunny carriage house apartment
We had a great time at this lovely spot! Erin was a very kind and responsive host, and the apartment was just as described :)

Woodsy hideaway apartment
Deborah was a fantastic host! Very responsive and helpful. The place was cute, private, clean, and cozy. Highly recommended!

Florence ctr 1br apt near town, trails, river!
We will never stay at a hotel again. For the price of a hotel we stayed in a cozy one bedroom apartment that was perfect for two. Bed was comfortable. We watched Netflix after seeing a show to wind down, and with one of us being a night owl and one being an early bird it gave us the space to relax without disturbing the other. We asked for a fan when we arrived as my husband liked a breeze and the owner delivered one very quickly. Highly recommend.

Tree Top Suite, cozy downtown apartment
The Tree Top Suite was exactly as described and the perfect location for my trip. I was in traveling with my dog for a dog show. Northampton is very walkable and I always saw people out walking and I was able to walk to the fairgrounds and dog friendly patios on Main Street. The place was clean, Susan provided clear instructions and I appreciate the dog friendly touches like poop bags right by the door and a trash can outside the front door.
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- Six Flags New England
- Monadnock State Park
- TPC River Highlands
- Bushnell Park
- Jiminy Peak Mountain Resort
- Taconic State Park
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- Bash Bish Falls State Park
- Mount Greylock Ski Club
- Mount Snow Ski Resort
- Brimfield State Forest
- Norman Rockwell Museum
- Dinosaur State Park
- The Shattuck Golf Club
- Beartown State Forest
- Mohawk Mountain Ski Area
- Hartford Golf Club
- Bright Nights at Forest Park
- Bigelow Hollow State Park
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Naumkeag
- Brignole Vineyards