Holiday rentals with outdoor seating in Whitingham

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

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Popular amenities for Whitingham outdoor seating rentals

Holiday House Rentals with Outdoor Seating

Superhost
Home in Whitingham
4.95 out of 5 average rating, 39 reviews

Rustic 1850s Barn. Updated and funky.

JessicaRating, 5 stars3 months ago
We had a fantastic time and the house was lovely! WE would 100% stay with Yvonne again. Thank you for a wonderful time.
Top Guest favourite
Home in Guilford
4.96 out of 5 average rating, 126 reviews

Green River Cottage-A Peaceful Country Retreat

KaylaRating, 5 stars3 months ago
we will definitely be back here in warmer/fall weather. it was so peaceful and the kids loved it, so did my husband and I. the home was beautiful and I loved the fully stocked spices and bathroom of things you may not think to bring with you on vacation.
Top Guest favourite
Home in Bennington
4.98 out of 5 average rating, 295 reviews

Cozy Modern Sugar House with spectacular views.

GailRating, 5 stars6 days ago
We had a delightful few days at this lovely home. It is comfortable, has fantastic views and was well stocked. We mostly just chilled, enjoying coffee on the deck, reading, watching the moon rise over the mountains and good conversation. Vermont is special and so is the sugar house, we would definitely return. I can imagine how beautiful and cozy it would be in winter time, watching the snow fall.
Guest favourite
Home in Londonderry
4.99 out of 5 average rating, 135 reviews

Modern 3-bedroom A-frame in Londonderry w/ Pond

GeorgiaRating, 5 stars1 week ago
We loved our stay here!! It was the perfect getaway for a long weekend. The property is beautiful and private but close to anything that you might need. The kitchen was super well stocked, beds were comfy, and we really appreciated the firewood supply. Nikki & Topher were great hosts - extremely responsive to all questions we had and proactive about check in/check out instructions. Would definitely come back!
Guest favourite
Home in Bennington
4.98 out of 5 average rating, 137 reviews

The Gate House--Experience Vermont!

VinolaRating, 5 stars4 days ago
Pictures don't do Peter & Monique's listing justice. The home, the grounds & the surroundings are gorgeous in a way that isn't just picturesque but is peaceful & rejuvenating. Our family of 4 were staying here to attend the Williams reunion so we didn't get as much time as we would have liked to take full advantage of all the hikes, walks etc that the property location offered & almost wish we'd had more time. The AirBnb is exceptionally stocked, we've stayed in AirBnbs in the country & abroad & rarely do hosts provide things (like linens, coffee supplies etc) in adequate amounts let alone in excess of what might be needed for the number of guests X days being spent there. Not only were the hosts extremely generous but the quality of everything was excellent. We have family in different parts of MA and we asked the hosts if it was OK for our family to visit us at the property during the day & they graciously allowed that. Peter was extremely responsive & thoughtful in communications.
Superhost
Home in Readsboro
4.86 out of 5 average rating, 127 reviews

June in Vermont! (Pet Friendly)

JudahRating, 5 stars6 months ago
This stay was an absolute gem! The host’s charming old house radiates character and warmth, with every detail carefully curated to make you feel at home. Her hospitality was unmatched—gracious, attentive, and genuine. Clear directions were thoughtfully placed everywhere, making the stay seamless and stress-free.
Top Guest favourite
Home in Whitingham
4.99 out of 5 average rating, 82 reviews

Gorgeous Vermont Lakefront with epic sunsets!

Christina Rating, 5 stars1 week ago
We've just been gone a day and I already miss this place. It was a beautiful home in the Green Mountains on a lake with mountain and sunset views. Now we want to come in the fall for the fall colors. It has a large yard, has privacy and we felt very safe. All 3 bedrooms had full bathrooms and outdoor space/decks with views in each room. Lots of outdoor space in general. The house and property were so great that we really didn't want to leave to do anything. We did take advice of a prior guest who mentioned downloading the directions ahead of time. Our Verizon coverage had some limitations in the area, but the home wifi was solid. We enjoyed seeing deer, turkey and the geese/goslings. It was so fun to watch the family of 13 (11 goslings) and another with 3 goslings on a daily basis. The dock by the lake is a great spot to chill out, use the kayaks, etc... We enjoyed taking day trips to cute towns, exploring the area and just relaxing. Love this place!!! Highly recommend.
Superhost
Home in Shaftsbury
4.89 out of 5 average rating, 153 reviews

Cheerful 1 bedroom cottage

EstellaRating, 5 stars2 weeks ago
Glenn was incredibly kind and responsive, and the cottage was exactly like the pictures. The space was perfect for a couple-day getaway before starting my MFA! Also, if you need good local recommendations, Glenn has you covered.

Apartment rentals with outdoor seating

Guest favourite
Apartment in Plainfield
4.97 out of 5 average rating, 271 reviews

Sunny, light filled loft in 1873 Colonial

DouglasRating, 5 stars2 weeks ago
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.
Guest favourite
Apartment in Marlboro Township
4.93 out of 5 average rating, 264 reviews

Shakespeare’s Folly Side Farm and AirBnB.

DanRating, 5 stars2 weeks ago
William is an excellent host and his place is wonderful. I’ve stayed with him. Multiple times. Recommended!
Top Guest favourite
Apartment in North Adams
4.99 out of 5 average rating, 111 reviews

Historic Victorian - Entire 3rd floor

LaurenRating, 5 stars3 weeks ago
Our stay couldn’t have been better. The listing matched reality perfectly—stairs and all—and the hosts stayed a step ahead with friendly, detailed messages and a useful house guide. The location is superb: an easy stroll to everything in North Adams and a great jumping-off point for exploring the Berkshires. The home itself was spotless, cozy, and wonderfully quiet. The hosts were extremely understanding of a minor issue (our fault) that occurred. We thoroughly enjoyed our visit and would gladly return.
Top Guest favourite
Apartment in Brattleboro
4.9 out of 5 average rating, 369 reviews

Quiet St in Town, gardens, terrace

CicilyRating, 5 stars6 days ago
I made the right decision when I chose to stay at Jaki's place. The kitchen was fully equipped so that I could prepare my meals at home and the private deck was a bonus. The location was quiet and felt tucked away, while only being a five-minute walk to downtown. The check-in process was super easy and Jaki made it her priority to ensure I had everything I needed for a pleasant stay.
Guest favourite
Apartment in Guilford
4.89 out of 5 average rating, 412 reviews

Apartment with a view

JohnRating, 5 stars1 week ago
Excellent place, great hosts. Easy. Just what we wanted.
Top Guest favourite
Apartment in Charlemont
4.99 out of 5 average rating, 158 reviews

Suite 23 - Spacious Sunny 2-BR with Mountain view

MichelleRating, 5 stars3 months ago
We had another wonderful weekend at Barbara & Chad's suite. We've stayed there multiple times and love it for our family of four. The hosts are always responsive and so very helpful. We also love the nearby Berkshire East Mountain resort and nearby local towns. Looking forward to our next visit!
Top Guest favourite
Apartment in Petersburgh
4.88 out of 5 average rating, 185 reviews

The Beer Diviner Brewery Apartment

JohnRating, 5 stars1 week ago
Cute room above the brewery was a nice get away for my wife, our little dog, and I. John was friendly and so were all of the other employees and guests. The Irish band was great and the patio by the brewery was very cozy the beers were also delicious too. The room itself was spacious and well furnished with a good size bed and additional day bed. Fun weekend get away for all ages.
Top Guest favourite
Apartment in Plainfield
4.95 out of 5 average rating, 271 reviews

Sunny carriage house apartment

EllieRating, 5 stars2 weeks ago
We had a great time at this lovely spot! Erin was a very kind and responsive host, and the apartment was just as described :)

Condo rentals with outdoor seating

Top Guest favourite
Condo in Ludlow
4.98 out of 5 average rating, 124 reviews

Main St Escape | Explore Downtown Ludlow

RobertoRating, 5 stars3 months ago
Clean, great location, easy check in/out, and friendly host - would definitely stay again.
Guest favourite
Condo in Dover
4.83 out of 5 average rating, 108 reviews

Mount Snow Ski Chalet

BarryRating, 5 stars3 months ago
Great place to stay. There are no Ubers the week we stayed there and we should have rented a car. But the place was great.
Guest favourite
Condo in Dover
5 out of 5 average rating, 16 reviews

Slopes N Seasons | Trailside Condo at Mount Snow

OferRating, 5 stars1 week ago
This place is so welcoming and tasteful. Lots of in-house activities for the evening, when it's raining, or just when you feel like staying in. An easy recommendation.
Top Guest favourite
Condo in Dover
4.99 out of 5 average rating, 120 reviews

Summer Dream! The Handle Lodge at Snowtree Condos

MarkRating, 5 stars3 months ago
Our family enjoyed our stay at Rafael's condo. The space was very clean and comfy, and exactly matched the description and photos posted here. The fireplace was a great draw, too. If you're planning on skiing at Mt. Snow, the Moover shuttle bus stop is located right outside of this building, which made for a very convenient and quick way to get to Mt. Snow for my family of 4. We would certainly stay here again in the future.
Guest favourite
Condo in Dover
4.95 out of 5 average rating, 61 reviews

Condo w/ great amenities 4-seasons! Ski in Ski out

BrianRating, 5 stars4 days ago
Christine was a great host. The condo was as described. The place was clean and well organized, very cute and cozy. Christine was very responsive and helpful. I will definitely stay here again.
Guest favourite
Condo in Stratton
4.94 out of 5 average rating, 103 reviews

Great 2 bedroom condo at Stratton Mountain

KatieRating, 5 stars3 months ago
Great place to stay conveniently located by the mountain base! We enjoyed walking into the village after skiing. Very clean and cozy and had everything we needed and more. Dana was very responsive! Hope to come again next year!!
Guest favourite
Condo in West Dover
4.9 out of 5 average rating, 52 reviews

Ski Condo 5 Min from Mt Snow

JadeRating, 5 stars1 month ago
Lovely home, looked just as described, very responsive/ accommodating host. Stunning Mountain View’s whichever direction you drive. Will definitely be coming back here!
Superhost
Condo in Dover
4.8 out of 5 average rating, 110 reviews

Cozy Mount Snow 1 Bed : Hot tub, Sauna, Deck

BrendanRating, 5 stars3 months ago
Perfect location to mt snow.. right across the street. It's an older complex but had everything we needed for a few days of skiing.. would rent again

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