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19 Sep - 21 Sep
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10 Oct - 12 Oct
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Cottages in Hillsdale

Our top choices for Hillsdale cottages

Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires
Property grounds

Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires

2.0 star property
9.0 out of 10, Wonderful, (4)
"Cozy, serene and bucolic waterfront hideaway within driving distance of Tanglewood, Shakespeare & Company, Jacob's Pillow and all the wonderful food and cultural Berkshire gems! Julie and Russ were amazing hosts. Great communication and wonderful restaurant and museum suggestions. Definitely planning another long weekend retreat!"
Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires
Summer Lake Cottage, private beach, Berkshire Hills, small village
Exterior

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

9.4 out of 10, Exceptional, (82)
"The house has rustic charm and sits right on the lake. It is a beautiful peaceful spot. "
Summer Lake Cottage, private beach, Berkshire Hills, small village
The Blue Elm - A Historic Berkshire Cottage
Exterior

The Blue Elm - A Historic Berkshire Cottage

10.0 out of 10, Exceptional, (10)
"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 SAR 750
SAR 1,517 total
includes taxes & fees
14 Sep - 15 Sep
The Blue Elm - A Historic Berkshire Cottage
Charming Artist's Retreat
Exterior

Charming Artist's Retreat

10.0 out of 10, Exceptional, (141)
"Enjoyed our stay!"
Charming Artist's Retreat
Two Bedroom Cottage Close To Town
Exterior

Two Bedroom Cottage Close To Town

9.2 out of 10, Wonderful, (23)
"The house had everything we needed. The full kitchen served us well, the beds were comfortable, and the showers were great!"
Two Bedroom Cottage Close To Town
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 SAR 747
SAR 1,564 total
includes taxes & fees
5 Oct - 6 Oct
Hits Adjacent | Pet Friendly | Caraway Cottage
Rose Cottage
Exterior

Rose Cottage

9.0 out of 10, Wonderful, (7)
"It's so peaceful there. It was lovely."
Rose Cottage
Heaven Can't Wait, On Beautiful Kinderhook Lake!!
Property grounds

Heaven Can't Wait, On Beautiful Kinderhook Lake!!

9.8 out of 10, Exceptional, (88)
"Home our mother's 83rd birthday party cookout at the lake house with a few family members and it was a great day. Everyone loved the house. We enjoyed the stay"
Heaven Can't Wait, On Beautiful Kinderhook Lake!!
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 2-Bedroom Cottage with WiFi, AC in Quiet North Berkshire Location
Exterior

Charming 2-Bedroom Cottage with WiFi, AC in Quiet North Berkshire Location

10.0 out of 10, Exceptional, (7)
"We were staying for an event in Adams and didn't need much... Stepping inside the cottage was a delight!! A great deal of thought and design has gone into making this little old lake cottage, into a lovely, friendly and comfortable place to stay. I hope we will have cause to return. "
Charming 2-Bedroom Cottage with WiFi, AC in Quiet North Berkshire Location
Light-filled cottage
Exterior

Light-filled cottage

10.0 out of 10, Exceptional, (1)
"Beautiful, well-designed home deserves a 10 out of 10 for aesthetics. Very glad Jing (the host) and her family are sharing this jewel of a home with the rest of us. Jing was a quick, kind and cordial communicator. The house location was quiet and tranquil. Nearby lake was within walking distance and delightful."
Light-filled cottage
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
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
Cozy Hudson Valley Lake Cottage :4 Kayaks + a Canoe, 400 acre Lake
Outdoor dining

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

10.0 out of 10, Exceptional, (7)
"Very cozy, very nice views, tranquil, serene. "
Cozy Hudson Valley Lake Cottage :4 Kayaks + a Canoe, 400 acre Lake
Private hot tub + Modern Cottage
Exterior

Private hot tub + Modern Cottage

9.8 out of 10, Exceptional, (7)
"The property had everything we needed. We enjoyed our stay immensely."
Private hot tub + Modern Cottage
Charming loft cottage in tranquil Germantown with WiFi, AC
Exterior detail

Charming loft cottage in tranquil Germantown with WiFi, AC

10.0 out of 10, Exceptional, (4)
"Sparkling clean, lovely and cozy hideaway. We only stayed overnight, but the kitchenette would be perfect for a longer stay. Hope we can come back sometime and stay longer."
The price is SAR 409
SAR 794 total
includes taxes & fees
17 Sep - 18 Sep
Charming loft cottage in tranquil Germantown with WiFi, AC
Fun Getaway Lakehouse in the Hudson Valley
Terrace/patio

Fun Getaway Lakehouse in the Hudson Valley

10.0 out of 10, Exceptional, (15)
"We enjoyed our stay with friends. Conveniently located near the water, great amenities and very clean. The host was incredibly responsive and kind throughout!"
Fun Getaway Lakehouse in the Hudson Valley
Saugerties Cottage - relaxing home in nature, close to downtown, HITS & hikes
Exterior

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.
Exterior

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

10.0 out of 10, Exceptional, (12)
"Great spot!"
The price is SAR 413
SAR 714 total
includes taxes & fees
1 Oct - 2 Oct
Country Cottage with beautiful views and easy access to Catskills activities.
Riverfront Hudson Valley Gem w/ Beach Access!
House (4 Bedrooms) | Interior

Riverfront Hudson Valley Gem w/ Beach Access!

3.0 star property
Riverfront Hudson Valley Gem w/ Beach Access!
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 Hillsdale Hotel Reviews

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

10/10 Excellent
"Hotel was immaculate! Our room was in beautiful condition, fully stocked with perfectly cleaned bedding, towels etc. We appreciated the hot breakfast in the morning, given the relatively small space it was a great selection and the food was tasty. I like that a pool was available; even though I didn't have time to use it it's nice to know. Finally, the staff I interacted with were quite friendly and welcoming, though I didn't get names. We checked in on Thursday evening at about 8 PM and checked out at about 9:30 on Friday morning; both of the front desk employees I spoke with were great. Thank you so much for an easy and comfortable stay during a difficult time."
James 1-night trip
Posted 2 days ago
Holiday Inn Express Hotel & Suites West Coxsackie by IHG

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