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Check prices for these dates

In two weeks
10 Oct - 12 Oct
In two months
21 Nov - 23 Nov
In three months
19 Dec - 21 Dec
In four months
16 Jan - 18 Jan

Cottages in Poughkeepsie

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (122)
"It has an incredible mountain and water view. "
The price is AED 691
AED 1,130 total
includes taxes & fees
30 Sep - 1 Oct
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Charming Cottage in the Heart of the Shawangunks
Exterior

Charming Cottage in the Heart of the Shawangunks

10.0 out of 10, Exceptional, (16)
"The gatehouse was a perfect spot for a girls trip getaway. Secluded enough, but close to some local activities and restaurants! Cozy vibe and place had everything we needed!"
Charming Cottage in the Heart of the Shawangunks
Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven
Property grounds

Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven

9.8 out of 10, Exceptional, (7)
"We loved our stay at the Carriage House. Patrick and Kathryn were wonderful hosts. They provided information in a timely manner, and were quick to respond to any questions. Our accommodations were clean, comfortable and well appointed, and Patrick and Kathryn included truly thoughtful touches. The location was perfect for exploring Croton-on-Hudson and the Hudson Valley. We'd love to come back!"
Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Exterior

Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

10.0 out of 10, Exceptional, (74)
"Nice property Very clean and comfortable "
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Be in Nature at this Gorgeous Riverfront Cabin
Exterior

Be in Nature at this Gorgeous Riverfront Cabin

10.0 out of 10, Exceptional, (21)
"An ideal retreat. The modern cabin offered serene surroundings with stunning views of the woods and creek. The property was well-maintained, and the property manager was highly responsive. A perfect choice for a peaceful and refreshing getaway."
Be in Nature at this Gorgeous Riverfront Cabin
Pet-friendly Cottage at Historic Millbrook Farm Estate
Exterior

Pet-friendly Cottage at Historic Millbrook Farm Estate

9.2 out of 10, Wonderful, (14)
"Great location, neat and tidy. Hosts are great, too."
Pet-friendly Cottage at Historic Millbrook Farm Estate
Streamside Cottage Half Mile to Town of Woodstock
Exterior

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (253)
"A beautiful quiet setting! "
Streamside Cottage Half Mile to Town of Woodstock
Relaxing Catskill Mountain Cottage.
Exterior

Relaxing Catskill Mountain Cottage.

10.0 out of 10, Exceptional, (51)
"Nice place. Beautiful seroundings"
Relaxing Catskill Mountain Cottage.
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
Exterior

ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi

10.0 out of 10, Exceptional, (80)
"My friend and I really enjoyed the solace of our stay. Highly recommend!"
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
Charming Cottage in the Heart of Catskill & Pet Friendly
Exterior

Charming Cottage in the Heart of Catskill & Pet Friendly

10.0 out of 10, Exceptional, (14)
"Really enjoyed my stay! Very thoughtful host. "
Charming Cottage in the Heart of Catskill & Pet Friendly
Charming Artist's Retreat
Exterior

Charming Artist's Retreat

10.0 out of 10, Exceptional, (142)
"Enjoyed our stay!"
Charming Artist's Retreat
Woodstock Cottage with hot tub. Close to town yet very private.
Exterior

Woodstock Cottage with hot tub. Close to town yet very private.

9.4 out of 10, Exceptional, (84)
"Diana’s property was the perfect spot to reconnect with old friends. We enjoyed the art, food and music of Woodstock and a side trip to Bethel to check out the Woodstock Museum. Diana’s home was a comfortable place to retreat to after our days of exploring. We would love to make it an annual event. "
Woodstock Cottage with hot tub. Close to town yet very private.
Scenic Hudson Valley Getaway • Farms & Vineyards
Exterior

Scenic Hudson Valley Getaway • Farms & Vineyards

10.0 out of 10, Exceptional, (1)
"It was exactly what my family and I needed. A cozy, quiet place to stay with mountain views. The owner is responsive and communicates quickly. Will come back again."
Scenic Hudson Valley Getaway • Farms & Vineyards
Hits Adjacent | Pet Friendly | Caraway Cottage
Exterior

Hits Adjacent | Pet Friendly | Caraway Cottage

10.0 out of 10, Exceptional, (12)
"We enjoyed our stay, nice location "
The price is AED 731
AED 1,564 total
includes taxes & fees
5 Oct - 6 Oct
Hits Adjacent | Pet Friendly | Caraway Cottage
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
Fridge, microwave, oven, stovetop

Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir

10.0 out of 10, Exceptional, (43)
"Lily Cottage worked out perfectly for my wife and myself. It was clean, quiet, and amenities were as described in the listing. It was a scenic 20 minute drive to Woodstock, the Ashokan bike trail, and Phoenicia. Recommended!"
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
Whimsical Woodland Cottage in Stone Ridge NY
Exterior

Whimsical Woodland Cottage in Stone Ridge NY

9.4 out of 10, Exceptional, (10)
"The cottage was in a great location and perfect for my husband and me. Nice getaway!"
The price is AED 327
AED 1,111 total
includes taxes & fees
29 Sep - 30 Sep
Whimsical Woodland Cottage in Stone Ridge NY
Private cottage - 5 min from the center of town
Interior

Private cottage - 5 min from the center of town

10.0 out of 10, Exceptional, (11)
"Perfect for a visit to Woodstock. Comfortable bed, small space but everything that was needed was there. On site close parking is a plus. Great stay for a couple. "
Private cottage - 5 min from the center of town
Creekside Cottage The Fitz House Red Hook NY
Exterior

Creekside Cottage The Fitz House Red Hook NY

10.0 out of 10, Exceptional, (5)
"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
Leggett Cottage, High Falls, NY.
Exterior

Leggett Cottage, High Falls, NY.

10.0 out of 10, Exceptional, (77)
"Lovely view of horse farm from cottage patio. Close to great hiking, the farmer’s market, and restaurants. Wonderful hosts, very helpful and responsive to all needs. "
Leggett Cottage, High Falls, NY.
Stylish Pine Plains Home Near Parks & Hiking!
House (1 Bedroom) | Interior

Stylish Pine Plains Home Near Parks & Hiking!

3.0 star property
10.0 out of 10, Exceptional, (2)
"Extra clean, private and lots of thoughtful extras like cell phone chargers, etc. "
Stylish Pine Plains Home Near Parks & Hiking!
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 Poughkeepsie Hotel Reviews

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"Very nice. Out if the way with beautiful views. One problem: no elevator for older guests, and the website did not mention it. Perhaps put them on the first floor? It was not easy hauling suitcases up and down the long flight of stairs. Another guest also commented on it. If we had known, we could have requested a first floor room "
Shirley L 1-night trip
Posted 13 hours ago
Overlook Lodge at Bear Mountain

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