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Search Cottages in Spencertown

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Compare 88 Cottages in Spencertown with updated reviews, rates, and availability.

Quiet rustic cottage with shared lake access
10.0 out of 10, Exceptional, (102)
"This delightful cottage is exceptional in every regard - comfort, cleanliness, and location! And the hosts, Lindsey and Steven, are by far the best hosts in the Berkshires! "
Quiet rustic cottage with shared lake access
Charming Cottage in the Heart of Catskill & Pet Friendly
10.0 out of 10, Exceptional, (12)
"We loved everything about this stylish and super clean cottage! The decor is lovely, it is well stocked with everything you need, and is in a quiet neighborhood, perfect for dog walking. We walked each morning up the hill to the convent and enjoyed looking at the older homes and gardens. You could walk into town from this place but we drove and parked along the street. There is a waterfront park nearby too. The hosts were wonderful and provided such clear instructions. The house looks completely...
Charming Cottage in the Heart of Catskill & Pet Friendly
Cozy Berkshire cottage with fireplace.
10.0 out of 10, Exceptional, (22)
"We had a wonderful experience- house was clean and very comfy with all the amenities. Hosts went out of their way both before and during our stay to provide information and make sure all our needs were met! We enjoyed relaxing in the house and the location was also very close to many great Berkshires sights!! Highly recommend this listing! "
Cozy Berkshire cottage with fireplace.
Rustic Berkshires Cottage at Lake Buel w/ Kayaks!
9.0 out of 10, Wonderful, (37)
"My husband, dog and I enjoyed a long weekend here to celebrate our 8th wedding anniversary- the property was beautiful and quaint! Perfect for exploring on walks, or nearby to the Norman Rockwell museum. Would stay here again."
Rustic Berkshires Cottage at Lake Buel w/ Kayaks!
Welcome to the Red Bridge Cottage!
10.0 out of 10, Exceptional, (1)
"Good experience. Love the front porch"
Welcome to the Red Bridge Cottage!
Perfect Vacation Get Away - Historical New Marlborough
9.4 out of 10, Exceptional, (54)
"It was a pleasure to find this gem of a cabin available for a night so we could attend a concert at Tanglewood, despite living out of state. The location was lovely, convenient and quiet; the cabin was impeccably appointed (thanks for the fresh flowers in every room and bottle of Riesling!) and very clean with every possible amenity; and the hosts were communicative, friendly and helpful. Overall, this was an idyllic mix of quaint/cute/unique and function/comfort/ease. I will absolutely seek out...
Perfect Vacation Get Away - Historical New Marlborough
Charming Cottage in Private Lake Community (Pet-Friendly!)
9.8 out of 10, Exceptional, (24)
"The White Bunny Cottage is a charming place. It is beautifully decorated and spotless! We enjoyed making dinner and using the tableware and baskets. Perfect for entertaining family. The country setting was perfect. Very quiet. Grocery and wine shop near by. Easy access to points of interest along the Hudson River. I would highly recommend the White Bunny Cottsge. "
Charming Cottage in Private Lake Community (Pet-Friendly!)
Sunset Cottage: 3 bedrooms, sleeps 6, views, pet friendly, firepit, media room!
9.8 out of 10, Exceptional, (6)
"Our family of four stayed here for the weekend after picking up our daughter from Hawthorne Valley Farm Camp, and this property was perfect for us! The home was immaculate and cool when we arrived. Rudy communicated a few days ahead of time about an issue with the fridge and provided coolers and ice for us to use. We loved eating dinner out on the porch and playing board games down in the media room. The beds were clean and comfortable without being too soft. It made a huge difference that our...
Sunset Cottage: 3 bedrooms, sleeps 6, views, pet friendly, firepit, media room!
The Blue Elm - A Historic Berkshire Cottage
10.0 out of 10, Exceptional, (6)
"This cottage was both architecturally interesting and exceptionally well maintained, unlike most of VBRO rental properties. The screened-in porch, king-sided bed, and master bathroom were incredibly comfortable. The host was very personable and helpful. The location was quiet, yet convenient to towns and sites in the Berkshire mountains. Highly recommended as an exceptional property. "
The price is AED 735
AED 1,526 total
includes taxes & fees
2 Dec - 3 Dec
The Blue Elm - A Historic Berkshire Cottage
Fun Getaway Lakehouse in the Hudson Valley
10.0 out of 10, Exceptional, (13)
"Nicely done lake house. Clean and spacious. Fire pit was a nice addition. Great communication with the host. The location was perfect for our needs. "
Fun Getaway Lakehouse in the Hudson Valley
Monterey Haven < 1/2 Mi to Lake Garfield w/ Kayaks
10.0 out of 10, Exceptional, (3)
"Nestled among luxe lakefront properties, this tidy cabin was perfectly suited to relaxing in kayaks and family dinners. Near Great Barrington and lovely hikes. Exceeded all expectations for a last minute getaway."
Monterey Haven < 1/2 Mi to Lake Garfield w/ Kayaks
Cozy Hudson Valley Lake Cottage :Kayaks Included, great swimming, near Hudson!
10.0 out of 10, Exceptional, (5)
"Very clean, cute house right on the lake. We enjoyed our time there. "
Cozy Hudson Valley Lake Cottage :Kayaks Included, great swimming, near Hudson!
Beachwood Cottage
10.0 out of 10, Exceptional, (3)
"We had a great week at this cottage and Daryl was a responsive and helpful host. Our kids are already asking to return next year."
Beachwood Cottage
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
3.0 star property
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
Modern Cozy Cottage on 5-acre woods. Pet friendly. 20 min to Hudson
10.0 out of 10, Exceptional, (2)
"My family of four stayed at this house for a wedding in the area. The house was more than we expected. Very comfortable, good feel, and just an overall good experience."
Modern Cozy Cottage on 5-acre woods. Pet friendly. 20 min to Hudson
Spacious Historic Home in the Berkshires!
3.0 star property
Spacious Historic Home in the Berkshires!
A Charming Cottage - Secluded in Nature and Relaxing
10.0 out of 10, Exceptional, (3)
"The rental was nice. It was convenient for viewing the fall foliage and just enjoying the countryside. "
A Charming Cottage - Secluded in Nature and Relaxing
Waterfalls and Trails at 'the Mills At Green Hole'
3.0 star property
Waterfalls and Trails at 'the Mills At Green Hole'
Underhill Cottage
Underhill Cottage
Cottage in the Clouds With Mountain Views
9.4 out of 10, Exceptional, (3)
"A nice place to relax. A bit toasty on warm days but otherwise enjoyed our stay."
Cottage in the Clouds With Mountain Views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Spencertown

Micosta Leisure Inn
3.0 star property
9.2 out of 10, Wonderful, (89)
"Fantastic place to stay! So homey, comfortable, and peaceful. Steven was a fabulous host, and his property is wonderful - in a beautiful garden. The room is large and beyond well equipped. No reason to pay more to stay downtown Hudson. We’re on a month-long New England road trip, and this has been our favorite stay! "
The price is AED 477
AED 515 total
includes taxes & fees
17 Nov - 18 Nov
Micosta Leisure Inn
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
10.0 out of 10, Exceptional, (31)
"We loved the Freeman estate for our wedding!! Daniel and Anna were super helpful and the property was amazing! The house had so many amenities it was beyond our expectations. Our guests were astounded by the home and the surrounding property, would HIGHLY recommend to anyone and everyone. "
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
Berkshires Cabin 2 Mi to Appalachian Trail!
9.8 out of 10, Exceptional, (9)
"Enjoyed the foliage and some nice hikes. House was comfortable and clean. Owner was responsive and helpful. We arrived at night and had trouble locating the property when our gps failed. Owner was helpful guiding us to the house. I suggest arriving in the light of day. "
Berkshires Cabin 2 Mi to Appalachian Trail!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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