Holiday rentals with outdoor seating in Lanesborough

Find and book unique rentals with outdoor seating on Airbnb

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Popular amenities for outdoor seating rentals in Lanesborough

House rentals with outdoor seating

Top guest favourite
Home in Dalton
4.99 out of 5 average rating, 156 reviews

Cleveland House - renovated Berkshires' gem.

InessaRating, 5 stars4 days ago
We had a lovely stay at Elizabeth's place. The house was big enough for our large group, the kitchen was well stocked with anything we might need, and the area was peaceful and beautiful.
Guest favourite
Home in Lanesborough
4.97 out of 5 average rating, 67 reviews

Cozy Cottage in Berkshires: Minutes to Jiminy Peak

JasperRating, 5 stars4 months ago
As soon as I entered I contacted Anne-Marie and said it is exactly what Airbnb should was when it started—a family home that we were able to stay in. It was cozy and homey and everything was very clear and easy to use. Both Anne-Marie and Patrick were friendly and professional. The location is great as it straddles North and South Berkshires. One night we are in Williamstown and another in Lenox. Both were right along route state route 7. You are also right next to fantastic skiing at Jiminy Peak or Mount Bousquet.
Top guest favourite
Home in Bennington
4.98 out of 5 average rating, 295 reviews

Cozy Modern Sugar House with spectacular views.

GailRating, 5 stars1 week 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.
Top guest favourite
Home in Lanesborough
5 out of 5 average rating, 20 reviews

Berkshire Mountain House

ScottRating, 5 stars1 week ago
This property was fantastic. It was great for adults and kids. The inground pool and hot tub were used all day and night. The house had many amenities for everyone. We have 3 grand children, (ages 5-7), the hosts had all kind of spaces and toys for them to utilize. Excellent place for kids inside and out! House was very well appointed and very user friendly. We loved our family time there and would not hesitate to return. Thank you!!!
Guest favourite
Home in Hudson
4.96 out of 5 average rating, 156 reviews

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

ChristopherRating, 5 stars3 weeks ago
Very enjoyable time here! Instructions, accommodations, and overall experience was perfect!
Guest favourite
Home in Dalton
4.93 out of 5 average rating, 195 reviews

Brooksong, the perfect Berkshires getaway

JoannaRating, 5 stars3 weeks ago
Thank you, Salome, for a wonderful stay. Our extended family felt very relaxed and comfortable in your lovely home. It was a rainy weekend, so it was especially nice that there was a pool table, a fuzeball table, and lots of places in the house to hang out together. The bedrooms and bathrooms were lovely and the shared space was large and inviting. We enjoyed making meals together in the open kitchen. And the neighbor was so picturesque! We loved staying next door to the horses and donkeys, and taking walks on your beautiful farm-filled road. Thanks so much for making our stay such a special weekend. We all hope to ba back again! Very best to you and yours, Joanna and family
Top guest favourite
Home in Lanesborough
5 out of 5 average rating, 56 reviews

Guest Fave, 15 Min Jiminy, Large Open LR, Hot Tub

KarleneRating, 5 stars2 weeks ago
Kristine was great! She was responsive to any concerns, candidly answered questions and gave recommendations, and the house and location were beautiful. Would love to go back, and cannot recommend enough!
Guest favourite
Home in Pittsfield
4.96 out of 5 average rating, 55 reviews

Charming lake home with amazing sunset views

EdRating, 5 stars4 months ago
My family and I had a great stay here. The property was well kept and matched the description. And the host was responsive and helpful. Would stay again if we're in the area.

Apartment rentals with outdoor seating

Top guest favourite
Flat in Shelburne Falls
4.98 out of 5 average rating, 561 reviews

In town, newly renovated studio with private deck

JoelleRating, 5 stars4 days ago
Our experience at Carrie's studio apartment was just what we needed after a busy day attending to a family project. The apartment is spacious and nicely appointed with a comfortable bed, couches and lounging chair. The kitchen is well-equipped and the bathroom neat and clean. Although we didn't have much time to enjoy it, a small outside porch overlooking a lower garden and an expanse of a neighbor's green lawn was an added perk. The apartment is a short walk into the village of Shelburne Falls with its diverse shops, many eateries, pharmacy (good spot for an ice cream soda), small grocery store (an organic oriented store is just across the bridge), bookstore, and very nice wine store (near the Pot Holes). Don't miss Gypsy Apple, a culinary treat for a special occasion (check for the evenings open as they are limited). Our respite at Carrie's was peacefully quiet and restorative. I have no reservations about recommending Carrie's lodging.
Guest favourite
Flat 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.
Top guest favourite
Flat 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.
Guest favourite
Flat in North Adams
4.98 out of 5 average rating, 195 reviews

Overlooking the city in a quiet 7 unit building.

BethRating, 5 stars1 week ago
We enjoyed our stay at Tom's place. It was spacious, well appointed and clean. The birds and squirrels in the nearby trees were entertaining. The location was excellent for exploring North Adams on foot and nearby towns/parks. Tom was helpful and responded quickly to all our questions. I would highly recommend staying here.
Guest favourite
Flat 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 :)
Guest favourite
Flat in North Adams
4.91 out of 5 average rating, 456 reviews

Private guest apartment. One block from downtown.

KelseyRating, 5 stars3 weeks ago
Jennifer’s place was lovely - extra touches like snacks and fresh flowers were very much appreciated! Great location easy to walk to town!
Guest favourite
Flat in North Adams
4.92 out of 5 average rating, 109 reviews

Frankie’s Place - A Mass MoCA Neighborhood 2BR APT

FrancesRating, 5 stars1 week ago
Great spot, very well-appointed, with beautiful views. Frank was a great host and I highly recommend.
Top guest favourite
Flat in North Adams
4.99 out of 5 average rating, 138 reviews

Whiteley Hideaway- walk to Mass MoCA and Downtown

SeanRating, 5 stars8 months ago
Brent's place was everything we were looking for! We were hoping to have a cozy base to explore Mt. Greylock, Mass MOCA, and Williamstown, and this spot couldn't have been better. Plus, the property itself was fantastic -- spacious, incredible views, and a wonderful outdoor kitchenette/sitting area. Brent is also a very responsive, very nice host.

Apartment rentals with outdoor seating

Guest favourite
Apartment in Hancock
4.95 out of 5 average rating, 59 reviews

Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base

EladRating, 5 stars2 months ago
A Perfect Stay at Elisa's! Elisa's place was absolutely magical! Located in a charming yet convenient resort, this beautifully designed space instantly felt like home. Sunlight streams through the windows, illuminating tasteful décor that balances style and comfort. What truly stands out is Elisa's hospitality. Her communication was warm and helpful, and her local recommendations led us to hidden gems throughout the area. The spotless cleanliness and private garden oasis for morning coffee or evening drinks made everything perfect. This place represents exceptional value—not just accommodation but an experience connecting you to the local community.
Guest favourite
Apartment 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
Apartment in Dover
5 out of 5 average rating, 17 reviews

Slopes N Seasons | Trailside Condo at Mount Snow

ConoRating, 5 stars1 day ago
I had a great experience at Erin's place. Everything about the experience was enjoyable. The home was well-stocked and beautifully decorated. Great little touches like a Bluetooth radio and record player were appreciated. The gym and pool amenities were pristine. We look forward to staying there again.
Guest favourite
Apartment in Lenox
4.97 out of 5 average rating, 35 reviews

Spacious 3 bedroom apt in Lenox historic downtown

JamieRating, 5 stars3 weeks ago
Yulia's place was the perfect spot for a Memorial Day weekend getaway. Was even great for an infant! It was comfy and cozy! Loved the patisserie downstairs and the town. Highly recommend!
Top guest favourite
Apartment 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
Apartment in Dover
4.95 out of 5 average rating, 61 reviews

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

BrianRating, 5 stars5 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.
Top guest favourite
Apartment in Northampton
4.97 out of 5 average rating, 63 reviews

Lovely 1bedrom apartment with screened in porch

LauraRating, 5 stars1 month ago
Beautiful and very clean space! We had the most wonderful long weekend at Goran's apartment. He was so responsive and super friendly... cannot recommend enough. We will be back!
Superhost
Apartment in Hancock
5 out of 5 average rating, 4 reviews

Wyndham Bentley Brook

Ashley And NathanielRating, 5 stars16 months ago
We had a wonderful time staying at Paul’s place! We had easy access to the mountain for skiing. It was wonderful to have a ski locked to store our stuff outside of the room. In addition to the wonderful accommodation our kids loved the indoor/outdoor pool after a long day on the slopes. Highly recommend Paul and his accommodation!!!

Quick stats about holiday rentals with outdoor seating in Lanesborough

  • Total rentals

    80 properties

  • Nightly prices starting at

    ₹7,809 before taxes and fees

  • Total number of reviews

    3.3K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    40 properties have a pool

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