House vacation rentals in Lanesborough
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Top-rated house rentals in Lanesborough
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Popular amenities for Lanesborough house rentals
House rentals with a pool
Home in Germantown
4.98 out of 5 average rating, 50 reviewsColumbia County Farmhouse with Pool
We had the most delightful four days at this wonderful farm. The house was cozy, beautifully decorated and had everything we needed. The grounds were magnificent. Greeting the farm animals each day was an extra treat.
Home in Hudson
4.96 out of 5 average rating, 136 reviewsHudson Retreat w/ Hot Tub, Fireplace + Fire Pit
The house was clean, comfortable and well-provisioned (especially the kitchen). We had a great time watching a movie on the pull down screen next to the fireplace and taking a dip in the hot tub. Would definitely recommend staying in this cozy house!
Home in Ghent
4.88 out of 5 average rating, 306 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Loved our stay at Amanda’s place. Highly recommended. The property was exactly as described—clean, comfortable, and thoughtfully equipped with everything we needed. Amanda and Kelcey were incredibly quick to respond to any questions, making the entire experience stress-free. I’d happily recommend it to anyone looking for a great Airbnb stay!
Home in Canaan
5 out of 5 average rating, 23 reviewsCozy Log Cabin Retreat with Pool on 4 Acres
This was a very nice and secluded place located in a very quiet and picturesque part of the state that's a little off the beaten path. We quite enjoyed the large yard and the well equipped kitchen during our stay. The host was very friendly and quick to respond to any inquiries we had during our stay. Would love to stay again during the summer months when the pool is open, it looked like a very nice setup. It's clear that a lot of work has been done to make the place feel comfortable and accommodating.
Home in Ghent
4.9 out of 5 average rating, 10 reviewsFarmhouse and Guesthouse w Pool, Pond and Sauna!
Donna was an amazing host and extremely responsive. The property was beautiful and exactly as described in the listing. The pool, pond, sauna’s made the entire experience feel like a special escape from the city. I highly recommend this property and can’t wait to go back!
Home in East Chatham
4.86 out of 5 average rating, 7 reviews10 Acre Country Estate with Pool, Hot Tub & Views!
A wonderful experience - house was well laid out with enough privacy for remote work and gathering spaces to socialize. Furnishings were comfortable and had everything you needed. grounds were quiet peaceful and pristine. Will return in the future for sure! Close to north adams Mass Moca for an outing.
Home in Williamsburg
4.8 out of 5 average rating, 5 reviewsValley View Farms Home Pool Hot Tub EV Charger
Katie's house was perfect for our get together. It was clean, cozy, and we especially loved the backyard with pool and hot tubs. Katie was very responsive and helpful. We would definitely stay again!
Home in Great Barrington
4.98 out of 5 average rating, 41 reviewsSix-bedroom country house with pool and hot tub
Derek's place is great for a family get together! So many beds/bedrooms and spread out for privacy! There are so many sitting areas throughout the house and a great pool and hot tub area. The backyard is beautiful. It is so peaceful and relaxing there. The owners give you a booklet of the many places to go nearby, which is a great reference. The town of Great Barrington has a wonderful farmer's market and unique stores. So much to look at. Can't wait to go back!!
Weekly house rentals
Home in Stockbridge
4.93 out of 5 average rating, 41 reviewsStockbridge Cape Near Tanglewood!
Very nice accommodations in a great location. A vehicle needed to get around to plentiful hiking, shops in nearby towns, and cultural sites. Very nice home for family gatherings and with all necessary amenities.
Home in Hudson
4.92 out of 5 average rating, 197 reviewsHudson New York Grey Victorian
We felt very lucky to happen upon this listing. We were a group of 4 adults, 2 kids and one baby. The location is great- walkable to town, easy access to places of interest. There is some road noise that folks should be aware of but we did not find it to be intrusive. Andrew was a terrific host- friendly and accessible. The bathrooms and kitchen were stocked well with very nice products and there were oodles of extra linens and kitchen towels etc. Kitchen is very well stocked and we were able to easily get our group around the table to share meals. All was very clean when we arrived and cleaning products are available for use if needed. The washer/dryer was easy to use and in good working order. We very much appreciated the use of this space and would come again if the opportunity arises.
Home in Ancram
4.82 out of 5 average rating, 109 reviewsSecluded Post-And-Beam Retreat
Us and our pups loved staying at Tim's home! It felt like a truly well-loved home with tons of books and art. Being able to open the door to let the dogs run loose in the private backyard was huge for us and settling in for the night to watch shows on the pull down projector was so cozy. Couldn't recommend this stay more!
Home in Hudson
4.95 out of 5 average rating, 365 reviewsRushing Rapids Cottage – a birdwatcher's paradise
What a peaceful space to claim for the week. I felt taken care of in Jeffrey and Juan’s home thanks to their dedication to craft and attention to detail. I’m counting the weeks until I can come back for my next dose of R&R in this gem. Xx
Home in Cheshire
4.81 out of 5 average rating, 152 reviewsLarge Secluded Berkshire Home
We thoroughly enjoyed our stay and the accommodations were exactly as stated, comfortable, roomy, very clean and convenient to amenities. The sleeping accommodations were perfect and the beds were comfortable even for older adults and children. The surroundings were incredibly picturesque, beautiful yard for outdoor activities and lovely mountainous views. The host was very accommodating to our needs and for that we are very thankful. We would definitely stay again.
Home in Hudson
4.91 out of 5 average rating, 117 reviewsHudson BoHo
Our group of 3 felt right at home! Nice decorator touches - Dash and Albert linens and rugs & lovely soaps added a luxurious feel. We were too busy exploring Hudson to miss the TV, but if that’s important to you, take note. Hosts were super responsive. We can’t wait to return!
Home in Lee
5 out of 5 average rating, 105 reviewsModern and spacious Berkshires 5bdr retreat.
Good location for a fall weekend in the Berkshires. Plenty of room. Very clean and everything you need is provided.
Home in Hudson
4.95 out of 5 average rating, 158 reviewsEclectic Queen Anne Retreat in Downtown Hudson
Wonderful stay! It was exactly what we were looking for in terms of a spacious home for our extended family right in the middle of Hudson so we could walk to everything. Very convenient for what we needed! Thanks again.
Private house rentals
Home in Egremont
4.96 out of 5 average rating, 113 reviewsThe Berkshires Mountain Terrace LUX Home Sleeps 7
Natalia’s home is exactly as shown. It’s a beautiful home and extremely clean and well maintained.
Home in Monterey
4.97 out of 5 average rating, 30 reviewsHupi House - A Peaceful, Wooded, Lakeside Retreat
We had a great stay over thanksgiving. The place was clean and welcoming. The decor is very stylish and I’m obsessed with the wallpaper haha! My kids loved their bunk bed suite. The location was secluded and the large windows gave beautiful views of the woods. Would love to stay here again sometime!
Home in Colebrook
4.96 out of 5 average rating, 74 reviewsLog Cabin sleeps 30 bunk style on 350 acres
Beautiful time, we can't wait to come again.
Home in Otis
4.93 out of 5 average rating, 14 reviewsSpacious Lake Front Home
Beautiful location in Otis, right on the lake and so peaceful. The house is very spacious and easily accommodated our family ( 7 adults and 2 children). All the windows in the house provided great views of the lake, especially from the deck. Our host Nick was very responsive when we had questions or any concerns. Would be nice to come for a stay during the summer.
Home in Canaan
4.96 out of 5 average rating, 72 reviewsPeaceful Berkshire Getaway (A/C, Lake Access)
Becky’s house was exactly as listed with plenty of space to relax and enjoy the area. Her gardens are beautiful and the house is convenient to the Berkshires without the stress of the downtown areas. We are extremely appreciative of all that was provided!
Home in Catskill
4.95 out of 5 average rating, 152 reviewsBest of Both Worlds! Nature in the Village!
Marc and Joe were fantastic hosts and their place was so cozy and perfect for our peaceful weekend without kids! We enjoyed breakfast on the back porch and played games on the comfy couch. It was so close to downtown Hudson which has so many cute stores and restaurants. It was also an easy drive to hiking. We had a wonderful time.
Home in Craryville
4.92 out of 5 average rating, 110 reviewsThe Gatehouse at Raspberry Ridge
Very nice place and I loved their comfortable blankets so cozy! I loved how pet friendly they were! 100% would stay again here thank you!
Home in Wilmington
4.89 out of 5 average rating, 27 reviewsBrand new, 5 BR, next to Hermitage Club&Hermt Inn
We loved this house! And plan to come back again soon! Beautiful home with great amenities. Host was very responsive. We had a great visit!
Quick stats about house rentals in Lanesborough
Total rentals
50 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
1.9K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
20 properties have a pool
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