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Compare 97 Cottages in Pine Plains with updated reviews, rates, and availability.

Reset and Relax in Luxury Cottage
Interior
Reset and Relax in Luxury Cottage
10.0 out of 10, Exceptional, (31)
"Beautiful place about a 15 minute drive out of Rhinebeck. Great views, well equipped kitchen and spacious living quarters. Bed is a king and super comfy. The hosts were so kind and accommodating with lots of great suggestions for what to do and where to eat. You’ll love it!"
Reset and Relax in Luxury Cottage
Peaceful Goshen Cottage w/ Screened Porch & Views!
Goshen Vacation Rental | 3BR | 1.5BA | 1,500 Sq Ft | Stairs Required for Entry
Peaceful Goshen Cottage w/ Screened Porch & Views!
9.0 out of 10, Wonderful, (29)
"Enjoyed our stay very much. The accommodations suited our needs. Appreciated the cleanliness of the property and the ease of checking in/out."
Peaceful Goshen Cottage w/ Screened Porch & Views!
Idillic summer getaway in Litchfield Hills, CT.
Property grounds
Idillic summer getaway in Litchfield Hills, CT.
10.0 out of 10, Exceptional, (13)
"The place was as described and very comfortable. We enjoyed our stay!"
Idillic summer getaway in Litchfield Hills, CT.
Rose Cottage
Private kitchen
Rose Cottage
10.0 out of 10, Exceptional, (3)
"It was a beautiful location which gave me a chance to reset and decompress I had access to all the nearby attractions such as Wyndham Hunter and castigger falls"
Rose Cottage
Loblolly Cottage - Enchanting Retreat set among towering pines.
Exterior
Loblolly Cottage - Enchanting Retreat set among towering pines.
10.0 out of 10, Exceptional, (37)
"Was a wonderful little cottage , we both enjoyed our stay and had a gracious host"
Loblolly Cottage - Enchanting Retreat set among towering pines.
Country Cottage with beautiful views and easy access to Catskills activities.
Terrace/patio
Country Cottage with beautiful views and easy access to Catskills activities.
10.0 out of 10, Exceptional, (6)
"We had a very comfortable stay for the second time. Amazing spot with seating behind the cabin overlooking the meadow. Panoramic views of the mountains and the changing colors in the leaves. "
The price is AED 404
AED 641 total
includes taxes & fees
11 Dec - 12 Dec
Country Cottage with beautiful views and easy access to Catskills activities.
Experience Peace in this Beautiful country cottage nestled beneath the mountains
Living area
Experience Peace in this Beautiful country cottage nestled beneath the mountains
10.0 out of 10, Exceptional, (3)
"Nice house, well stocked and nice outdoor area/deck."
The price is AED 547
AED 1,300 total
includes taxes & fees
15 Nov - 16 Nov
Experience Peace in this Beautiful country cottage nestled beneath the mountains
Saugerties Cabin Rental w/ Fire Pit & Creek Access
Living area
Saugerties Cabin Rental w/ Fire Pit & Creek Access
3.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful, clean and peaceful property close to all the hikes we wanted to do. Deer in the yard evening & morning. We also saw small, cotton tale rabbits. "
Saugerties Cabin Rental w/ Fire Pit & Creek Access
Charming Cottage in the Heart of Catskill & Pet Friendly
Interior
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
Esopus Creek Cottage
Esopus Creek Cottage
Esopus Creek Cottage
Saugerties Cottage - relaxing home in nature, close to downtown, HITS & hikes
Living room with L shaped couch + love seat (not featured)
Saugerties Cottage - relaxing home in nature, close to downtown, HITS & hikes
10.0 out of 10, Exceptional, (5)
"quiet sanctuary close to Woodstock and saugerties"
Saugerties Cottage - relaxing home in nature, close to downtown, HITS & hikes
Stylish Pine Plains Home Near Parks & Hiking!
Living area
Stylish Pine Plains Home Near Parks & Hiking!
3.0 star property
Stylish Pine Plains Home Near Parks & Hiking!
West Cornwall Cabin ~ 4 Mi to Covered Bridge!
Living area
West Cornwall Cabin ~ 4 Mi to Covered Bridge!
3.0 star property
West Cornwall Cabin ~ 4 Mi to Covered Bridge!
Charming cottage with lake access, wood burning fire place, and WiFi
Sun room with pull out sofa bed.
Charming cottage with lake access, wood burning fire place, and WiFi
2.0 star property
Charming cottage with lake access, wood burning fire place, and WiFi
Charming Artist's Retreat
Exterior
Charming Artist's Retreat
9.8 out of 10, Exceptional, (129)
"Escaped Long Island’s noise, traffic and overall stress . Listened to owls, watched birds soaring, kicked up leaves and gazed at the periwinkle colored mountains while perched on a bench. Felt safe enough knowing civilization was near enough, would have liked a landline phone just in case of an emergency "
Charming Artist's Retreat
Charming Cottage in Private Lake Community (Pet-Friendly!)
Welcome to White Bunny Cottage
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!
The gorgeous view from our back yard and note the firepit!
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
Exterior
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
LAKE FRONT COTTAGE - YEAR ROUND HOT TUB
Private Hot Tub overlooking Lake
LAKE FRONT COTTAGE - YEAR ROUND HOT TUB
9.4 out of 10, Exceptional, (40)
"came here with my partner to celebrate my birthday. it was the perfect place to relax & wind down from living in the city. i would love to come back during warmer months!"
LAKE FRONT COTTAGE - YEAR ROUND HOT TUB
Cozy cottage with kettle pond lake 2 minutes away. FYI - No air conditioning!
Exterior
Cozy cottage with kettle pond lake 2 minutes away. FYI - No air conditioning!
9.0 out of 10, Wonderful, (2)
"This is a lovely property in a perfect, serene location. Highly recommend!"
Cozy cottage with kettle pond lake 2 minutes away. FYI - No air conditioning!
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 Pine Plains

Micosta Leisure Inn
Terrace/patio
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 Farm at Hyde Park
Exterior
The Farm at Hyde Park
9.8 out of 10, Exceptional, (63)
"Quiet spot out of the city but not too far from Hudson Valley sites. Large vaulted space, fresh eggs from the hen house next door, sky full of stars at night. Great host!"
The Farm at Hyde Park
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
The Cabin Overlooking Chloe's Lake
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
8.2 out of 10, Very Good, (42)
"We had a great time at the cabin! It was the perfect escape from the city. The view was gorgeous, and the cabin had everything we needed. We also tried to use the canoe but the padlock is stuck, it might be rusted/need to be replaced. Otherwise everything was perfect!"
The price is AED 459
AED 533 total
includes taxes & fees
17 Nov - 18 Nov
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
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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