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Aug 15 - Aug 17
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Browse Select Pine Plains Cottages

Charming Cottage in Private Lake Community (Pet-Friendly!)
Experience rural living at this serene farmstead, surrounded by open fields and a simple, functional architecture.

Charming Cottage in Private Lake Community (Pet-Friendly!)

10.0 out of 10, Exceptional, (31)
"We enjoyed ourselves,relaxed,visited had a very enjoyable bisit"
Charming Cottage in Private Lake Community (Pet-Friendly!)
Rose Cottage
Escape to a serene cabin nestled in a wooded area, surrounded by lush greenery and a charming front porch.

Rose Cottage

9.6 out of 10, Exceptional, (5)
"It's so peaceful there. It was lovely."
Rose Cottage
Pet-friendly Cottage at Historic Millbrook Farm Estate
Stroll through the charming garden, surrounded by lush greenery and trees, to this traditional two-story house with a gabled roof.

Pet-friendly Cottage at Historic Millbrook Farm Estate

9.4 out of 10, Exceptional, (8)
"Stayed in this renovated farmhouse for a very snowy weekend. Nicely redone and furnished with spacious living/dining area. Could have fit 2 more adults or 2-3 kids. Hosts were lovely and introduced us to the goats. Too snowy and icy to get outdoors or explore much but local village has shops and kitchen was stocked with pantry staples and bottled water, milk/creamers for coffee so arrival day grocery run was not needed. Bonus large picture window let us enjoy the abundant snow from the warmth of...
Pet-friendly Cottage at Historic Millbrook Farm Estate
Be in Nature at this Gorgeous Riverfront Cabin
Steps lead to a front door flanked by large windows, set amidst a beautifully manicured lawn and lush greenery.

Be in Nature at this Gorgeous Riverfront Cabin

10.0 out of 10, Exceptional, (18)
"Property was as advertised. Clean and nearby places we wanted to visit while, still being out of the way and quiet."
Be in Nature at this Gorgeous Riverfront Cabin
Reset and Relax in Luxury Cottage
Guests can enjoy a serene forest view from this deck with a sturdy railing.

Reset and Relax in Luxury Cottage

10.0 out of 10, Exceptional, (40)
"Amazing floors, bathroom showers (wow!), and an awesome kitchen."
Reset and Relax in Luxury Cottage
Idillic summer getaway in Litchfield Hills, CT.
Situated in a serene park-like setting, this house features a two-story facade and a garage, surrounded by a stone wall and a winter landscape.

Idillic summer getaway in Litchfield Hills, CT.

10.0 out of 10, Exceptional, (13)
"Great spot close to Limerock Raceway - private, cute, and a perfect spot to stay! The owners are so nice and accommodating - I couldn’t say nicer things about this place and will be back!"
Idillic summer getaway in Litchfield Hills, CT.
Summer Lake Cottage, private beach, Berkshire Hills, small village
Escape to a serene lakeside retreat surrounded by trees and a tranquil atmosphere.

Summer Lake Cottage, private beach, Berkshire Hills, small village

9.4 out of 10, Exceptional, (81)
"Amazing cabin, thank you for a beautiful stay! We came in for a wedding and this was a great location to where the wedding was held. "
Summer Lake Cottage, private beach, Berkshire Hills, small village
Charming Artist's Retreat
Exterior

Charming Artist's Retreat

9.8 out of 10, Exceptional, (140)
"Enjoyed our stay!"
Charming Artist's Retreat
Private Woodstock cottage. Don't forget your dog!
Relax in this stylish room with a large bed, sofa, and dining table, perfect for unwinding and enjoying your stay.

Private Woodstock cottage. Don't forget your dog!

10.0 out of 10, Exceptional, (9)
"The property was Great! It was close to town, but far enough away for a little peace and quiet. The place itself was very clean, comfortable, and great for a couples weekend retreat."
Private Woodstock cottage. Don't forget your dog!
4 Mi to Dtwn Catskill: Mtn-view Home
House (4 Bedrooms) | Front of property

4 Mi to Dtwn Catskill: Mtn-view Home

3.0 star property
4 Mi to Dtwn Catskill: Mtn-view Home
Waterfall, Back Yard, and Fire Pit!
Exterior

Waterfall, Back Yard, and Fire Pit!

The price is CA $497
CA $713 total
includes taxes & fees
Aug 12 - Aug 13
Waterfall, Back Yard, and Fire Pit!
THE HIDDEN COTTAGE Private, Relaxing, Great Location, Has Everything You Need
Cozy cabin with a central double door and two smaller windows, set amidst a serene natural landscape.

THE HIDDEN COTTAGE Private, Relaxing, Great Location, Has Everything You Need

9.0 out of 10, Wonderful, (8)
"We really enjoyed our stay and will definitely come back. Highly recommended!"
THE HIDDEN COTTAGE Private, Relaxing, Great Location, Has Everything You Need
Two Bedroom Cottage Close To Town
Surrounded by mature trees, this single-story house offers a serene environment and a covered outdoor area.

Two Bedroom Cottage Close To Town

9.2 out of 10, Wonderful, (23)
"We enjoyed three nights at the cottage. It's beautifully decorated, comfortable, warm and welcoming - a perfect home base for nearby hikes and exploring the area. The large yard was perfect for playing soccer with our child. Renters note: we also had a fabulous meal at nearby restaurant Fern. "
Two Bedroom Cottage Close To Town
Hits Adjacent | Pet Friendly | Caraway Cottage
Cozy single-story house with a gabled roof, featuring a front door with glass panels and a small window above.

Hits Adjacent | Pet Friendly | Caraway Cottage

10.0 out of 10, Exceptional, (9)
"It was super cozy and very comfortable. It really is a lovely cottage. Perfect getaway. "
The price is CA $303
CA $619 total
includes taxes & fees
Aug 31 - Sep 1
Hits Adjacent | Pet Friendly | Caraway Cottage
Cozy Hudson Valley Lake Cottage :4 Kayaks + a Canoe, 400 acre Lake
Enjoy a serene outdoor space with a table, two chairs, and a rocking chair, overlooking a tranquil body of water surrounded by trees.

Cozy Hudson Valley Lake Cottage :4 Kayaks + a Canoe, 400 acre Lake

10.0 out of 10, Exceptional, (7)
"Very clean, cute house right on the lake. We enjoyed our time there. "
Cozy Hudson Valley Lake Cottage :4 Kayaks + a Canoe, 400 acre Lake
West Cornwall Cabin ~ 4 Mi to Covered Bridge!
House (2 Bedrooms) | Interior

West Cornwall Cabin ~ 4 Mi to Covered Bridge!

3.0 star property
West Cornwall Cabin ~ 4 Mi to Covered Bridge!
Creekside Cottage The Fitz House Red Hook NY
Cozy cabin surrounded by trees, featuring a small porch with two chairs and a table.

Creekside Cottage The Fitz House Red Hook NY

10.0 out of 10, Exceptional, (4)
"We had a wonderful stay. Communication with host was excellent. Highly recommend the location for a couple."
Creekside Cottage The Fitz House Red Hook NY
Saugerties Cottage - relaxing home in nature, close to downtown, HITS & hikes
Stroll up to the inviting front porch and enter through the main entrance.

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
Country Cottage with beautiful views and easy access to Catskills activities.
Situated in a wooded area, this charming cottage features a gravel path leading to the front door, a wooden deck with outdoor seating, and a sign reading 'The Cottage'.

Country Cottage with beautiful views and easy access to Catskills activities.

10.0 out of 10, Exceptional, (10)
"Great spot!"
The price is CA $136
CA $245 total
includes taxes & fees
Aug 18 - Aug 19
Country Cottage with beautiful views and easy access to Catskills activities.
The Blue Elm - A Historic Berkshire Cottage
Enjoy outdoor dining or relaxation on the porch, surrounded by a serene lawn and mature trees.

The Blue Elm - A Historic Berkshire Cottage

10.0 out of 10, Exceptional, (8)
"Housing is just as beautiful as the pictures show and the residential neighborhood is quiet, conveniently situated. Hosts are very responsive. We really enjoyed our stay!! "
The price is CA $275
CA $567 total
includes taxes & fees
Aug 11 - Aug 12
The Blue Elm - A Historic Berkshire Cottage
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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Top Pine Plains Hotel Reviews

Holiday Inn Express & Suites Kingston-Ulster by IHG

Holiday Inn Express & Suites Kingston-Ulster by IHG

10/10 Excellent
"Very clean. Great staff. Always willing to help I’d stay there again. "
Steve 6-night trip
Posted 2 days ago
Holiday Inn Express & Suites Kingston-Ulster by IHG