
Pet-friendly vacation rentals in Lanesborough
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Top-rated pet-friendly home rentals in Lanesborough
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Pet-friendly house rentals

Net Zero home with rustic Berkshire charm
We had a great stay during our work trip to the Berkshires! Our toddler loved playing in the enclosed front porch and fenced in yard, and the crib and baby gates were such nice amenities for my peace of mind. Everything was clean and comfortable and we appreciated that Chamaio reached out to let us know when the home was ready for us, and gave suggestions on local spots nearby. We would absolutely stay here again if (hopefully when!) we are back in the area!

Country house on Indian Creek
Alfredo's home was more peaceful than the photos could show. it was quiet, secluded and clean, inside and out. being close to stores and the town while having the feeling you're farther away from society was just what was needed for the stay.

Art House! Spacious Getaway By Mass Moca
Great location. Close to North Adams and Rt 2. Perfect set up for a family gathering. Several common rooms to enjoy together.

The Stone House
We enjoyed our stay at Kevin's place. As many others have said, the surroundings are even more beautiful in person. There is another rental unit right across the yard, which we didn't realize, but ultimately we found it nice knowing there were other people around. The kitchen and bathroom(s) were notably gorgeous and comfortable - though we didn't cook, I've never seen a better stocked kitchen in terms of cooking tools at an Airbnb. A spacious and peaceful retreat.

Modern Barn on 12 acres w Sauna, FirePit+swimming
Cozy home, on a beautiful property. The natural pool is really special, and we loved staying here. Hope to be back.

Bluff House
We spent the weekend in the area and Tim’s place was fantastic. It’s loaded with charm, comfortable and very well appointed and stocked (right down to treats for the dog). The location is beautiful and the views are amazing. Can’t wait to return!

The Gatehouse at Raspberry Ridge
Lawrence and Ilze are great hosts! They actually just live next to the house and they own a farm. We took our kid to visit their farms with lots of beautiful chickens and roosters. My son even has a chance to feed the chickens. We will definitely come back!

Rustic Swedish Barn/Featured in Airbnb Magazine
We enjoyed the perfect escape from the city in this magical barn with gorgeous antiques and pristine views. Definitely will be back for future celebrations!
Pet-friendly home rentals with a pool

“Elm” Cozy Pond-side Cabin w/wood stove
Even in the rain, this was the perfect getaway! A mix of summer camp and mountain cabin vibes made it feel warm and welcoming

Country Getaway Tiny House in woods w/Pool/Sauna
Robert was an excellent host. Proactively reached out with help to find the home, and a whole host of recommendations. Great space, very private, and had everything you could need.

The Creation Station
Very nice place, beautiful big deck, awesome creativity to the lighting around the property. A walking path, fire pit, hot tub, big deck to relax on, and a fully equipped stage. It is a step above camping but not quite glamping. A lot of fun, and Apple is a sweet bonus hostess.

Cozy cottage with pool, walking distance to lake
We really enjoyed our stay, it was perfect distance from family and friends. Would highly recommend this place.

Beautiful rustic woods and fields retreat.
This was my third time staying on Rosalind's property, but my first time in the "retreat" unit. The space is better in person than in the photos! It's a spacious two level unit with a huge bedroom/loft type area, perfect for setting up your yoga mat! The high ceilings and large forest facing windows in the bedroom were a highlight for me. Rosalind has always been a very responsive, thoughtful, and flexible host. I can't wait to stay again!

Cozy Vermont Antique Sugar House with Fireplace
Lenore's place was very cozy. We felt right at home. We added guests (including a dog) after initially making our reservation and it was no problem with the host. Just a note, it costs a fee to add more guests on Airbnb. Overall our stay was lovely and our hosts were very nice, responsive, and welcoming. 10/10, would recommend.

Modern Upstate Cabin, near Rhinebeck NY
Our second time staying at Maitopia with our cat, just as wonderful in a different warmer season. Tina was super responsive as usual and even accommodated a late checkout. We enjoyed feasting in the kitchen as well as grilling in the yard, floating around in the pool when it was warm enough out, "hiking" with our cat on a leash around the forest on the property, taking baths, streaming music. We didn't leave the property much, but it was a fun highlight to get a few local produce items at nearby Greig farm and meet the adorable goats. One tip- bring an eyemask if you're sensitive to light in the mornings- there aren't any window shades in the bedroom.

Hollywood Bungalow in the Berkshires #C0191633410
We had a great stay at the Hollywood Bungalow. House was described accurately and had so many thoughtful touches to make us feel welcome. Diana met us upon arrival and walked us around the property and the house. Such a great host! She had generously provided snacks, treats and gave a thorough overview for our stay. We were primarily focused on skiing at Jiminy Peak which was a short 20 minute drive. We also brought our 5 year-old rescue who had the best vacation of her life. She was able to use the fenced-in backyard to run around off leash and even meet a new friend when Jackson's dog visited. Diana even shoveled walking paths in the yard throughout our stay so we could get around in the high snow. The Screening Room is awesome and provided hours of entertainment. Quiet street and picturesque location. We will definitely return.
Private, pet-friendly home rentals

Berkshire Lakehouse - 3 bedrooms - sleeps 5
Wonderful place on the lake with a great host. Janice was very responsive, offered an early check-in and set up a baby gate. Great place for dogs and kids.

Cozy Log Cottage in Berkshires on 1.6 Acres!
I would recommend this cabin to everyone! Beautiful place and great host !!

Beautiful Jiminy Peak Townhome Family Friendly
Stayed at the place with wife and our toddler daughter and we enjoyed our stay! The place in a quiet beautiful setting. I would recommend the place to anyone looking for a quiet getaway and beautiful scenery.

Berkshire Cottage Queen Bd-Jiminy Peak 3 mi
Renee was always responsive when we messaged. The Airbnb was super clean and the bed was very comfortable. Check in was so easy! At the end all Renee asked of us is to take the trash out which was super easy. I would definitely recommend this place. It is an especially good location for people who are attending a wedding at Bloom Meadows which is about 2 minutes away.

Luxury A-Frame Cabin w/ Hot Tub
Fil & Ellie’s place was the perfect stay for our getaway. Their home is amazing. We were very impressed by the amenities, the cleanliness and attention to detail. This place has everything you’ll need for a great stay. The hosts were also very helpful in answering our questions and assisting us with check-in. I would highly recommend staying here if you have the chance.

Mount Greylock View Retreat,3 bedroom,2 1/2 bath.
We had two large dinners at Jay's house and it was perfect for hosting 22 people. THe beds were comfortable, there were all the knives and kitchen gadgets we needed to serve dinner to 22 people two nights in a row. The property is beautiful: lush and green.

Luxury Cabin | Breathtaking Views & Outdoor Fun
The space is luxurious and stunning even more beautiful than the photos, so thoughtfully designed and really helped us feel at home at once. Matt and Sarah were so helpful whenever we had any questions. We had such a relaxing stay and feel so grateful to have been able to enjoy the space!

Guest Fave, 15 Min Jiminy, Large Open LR, Hot Tub
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!
Quick stats about vacation rentals that are pet-friendly in Lanesborough
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ367 before taxes and fees
Total number of reviews
1.8K reviews
Family-friendly rentals
30 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Stratton Mountain
- Six Flags New England
- Saratoga Race Course
- John Boyd Thacher State Park
- Jiminy Peak Mountain Resort
- Albany Center Gallery
- Bash Bish Falls State Park
- Stratton Mountain Resort
- Taconic State Park
- Catamount Mountain Ski Resort
- Zoom Flume
- Mount Snow Ski Resort
- Saratoga Spa State Park
- Mount Greylock Ski Club
- Berkshire East Mountain Resort
- Norman Rockwell Museum
- Mohawk Mountain Ski Area
- Bright Nights at Forest Park
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Bousquet Mountain Ski Area
- Naumkeag
- Hildene, The Lincoln Family Home
- Brignole Vineyards