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Vacation Homes in Millerton

The Farm at Hyde Park

9.8 out of 10, Exceptional, (70)
"Great location to the historic sites and the areas that I wanted to for me personally. Host was great, kind and informative."
The Farm at Hyde Park

4 Mi to Great Barrington: Berkshires Retreat!

10.0 out of 10, Exceptional, (1)
"We had a great experience hiking the AT & enjoying the Berkshires and surrounding area. The home had everything we needed, was nicely decorated, and well stocked with all things from cookware to linens. Plenty of spaces in the home to gather as a group or family or separate for privacy. House is very convenient to Sheffield & Barrington where you’ll find plenty of restaurants & shopping. Brooks was great to quickly address any questions we had about the house or the area. Great home!"
4 Mi to Great Barrington: Berkshires Retreat!

Large Barn styled vacation home that fits groups with space to spare.

10.0 out of 10, Exceptional, (61)
"Another excellent experience stay at this house!"
Large Barn styled vacation home that fits groups with space to spare.

Charming 1870 cape cottage in Litchfield

10.0 out of 10, Exceptional, (51)
"Property was great and the owners thought of everything. Instructions were clear and helpful! Didn’t want for a thing, such a lovely space to spend a few days and so close to Litchfield and Bantam shops and restaurants. We loved it!! "
Charming 1870 cape cottage in Litchfield

Stay Lakeside This Summer!

9.8 out of 10, Exceptional, (73)
"Great location near town and on a pretty lake. Owners easy to deal with and very responsive. Our family had a great trip to the Berkshires!"
Stay Lakeside This Summer!

Spectacular views and close to Great Barrington.

10.0 out of 10, Exceptional, (1)
"A beautiful place for our grown family to congregate. Easy commute to Tanglewood, a pool to keep us cool, and a wonderful kitchen to cook in. There are lots of other houses within view but not bothersome. Had a great stay here."
Spectacular views and close to Great Barrington.

Rustic 3bd Lake Front Country Cottage

9.4 out of 10, Exceptional, (3)
"Enjoy our hikes and lake front view as well as kayaking around lake. Pretty area."
Rustic 3bd Lake Front Country Cottage

Mountain View Getaway

10.0 out of 10, Exceptional, (53)
"Such a magical place…always enjoy our stay. The home is so comfy - the hosts are amazing. "
Mountain View Getaway

Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

7.2 out of 10, Good, (44)
"The property was great overall. I was not impressed with finding cobwebs around furniture, or with the hair in the shower and the toothpaste on the sink, mirror mirrorandbehind behind"
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

Lakefront Summer Spectacular in New England Just 2 Hours From NYC

9.8 out of 10, Exceptional, (70)
"The host was great and the property had everything we wanted and more. We will be back."
Lakefront Summer Spectacular in New England Just 2 Hours From NYC

Spacious New Luxurious holiday house in lovely Hudson Valley

9.8 out of 10, Exceptional, (9)
"We had a wonderful time in this beautiful home with lots of room and amenities!"
The price is SARĀ 1,783
SARĀ 3,112 total
includes taxes & fees
14 Jul - 15 Jul
Spacious New Luxurious holiday house in lovely Hudson Valley

Home w/ Fire Pit, Near Downtown Hudson + Skiing!

2.0 star property
10.0 out of 10, Exceptional, (6)
"This spacious and beautiful home provided the perfect setting for a family gathering! The host was extremely attentive and went out of her way to check that we had everything we needed. We’d definitely stay here again and recommend this house to our friends! "
Home w/ Fire Pit, Near Downtown Hudson + Skiing!

Cozy home close to Catamount, State Parks and the Harlem Valley Rail Trail.

10.0 out of 10, Exceptional, (19)
"We stayed here for skiing over a holiday weekend. The place was *very* clean and Tara was very responsive to helping with the only issue we had (which was weather related and not related to the house). The house is well outfitted and they also left a few basics for us in the kitchen which was a nice touch."
Cozy home close to Catamount, State Parks and the Harlem Valley Rail Trail.

Great Barrington Lakeside Getaway w/ Kayak & Grill

8.6 out of 10, Excellent, (9)
"The house was clean, comfortable, and had everything we needed. One of our best VRBO rentals to date! Will definitely stay here again."
Great Barrington Lakeside Getaway w/ Kayak & Grill

Water-View Home in the Berkshires

9.6 out of 10, Exceptional, (21)
"Nice house on a serene pond. Convenient location to all Berkshires attractions and NW CT."
Water-View Home in the Berkshires

Special Second Day November discounts @ the River. Text host for discount

9.8 out of 10, Exceptional, (12)
"Spacious, solid home with great views of the Hudson. Host made us feel like we were visiting relatives (in the best way!). We will definitely be renting this property again- highly recommend!!"
Special Second Day November discounts @ the River. Text host for discount

Spacious 5-bedroom house in lake community, fireplace, hot tub, washer/dryer

10.0 out of 10, Exceptional, (2)
"The house was even more beautiful than the photos. Best hot tub ever, well-equipped kitchen (everything we needed and more), comfortable beds, quality linens and towels. I appreciated the labeling of light switches, as well. The owner responded to my questions quickly and graciously accommodated a few requests. I would rebook this house in a heartbeat the next time in the area. "
Spacious 5-bedroom house in lake community, fireplace, hot tub, washer/dryer

Charming Sharon Dwelling w/ Deck & Fire Pit!

9.6 out of 10, Exceptional, (8)
"We loved the house and the property and surrounding area. Plenty to do and see."
Charming Sharon Dwelling w/ Deck & Fire Pit!

Pet-Friendly Hudson Home Near Won Dharma Center!

9.0 out of 10, Wonderful, (7)
"Everything about this house was as described. Kitchen was well equipped and fridge was huge. Bathrooms were spotless. We knew we'd have to get used to walking up and downstairs, and we did. Bed super comfortable. Plenty of towels. Would have loved rockers on the porch. Lots of closet space - we were there for ten days so we needed more than just a weekend's worth of space. We loved the house and the location. Aces."
Pet-Friendly Hudson Home Near Won Dharma Center!

Charming Home with Fireplace and Indoor Pool in Sharon, CT

10.0 out of 10, Exceptional, (1)
"Our family had a wonderful stay at the beautiful, clean, peaceful Hoyt House. There was plenty of space to gather together as well as spread out. The daffodils were beginning to bloom and there is the sight and sound of a running stream behind the home. We were close to fun things to explore like the Audubon, covered bridge, and Kent waterfalls. Great bakery, restaurants, grocery a short drive away. The heated indoor swimming pool was the biggest hit. We hope to have the opportunity to...
Charming Home with Fireplace and Indoor Pool in Sharon, CT
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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