Search Holiday Rentals in Columbia County

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Top Holiday Rentals in Columbia County

Micosta Leisure Inn
3.0 star property
9.0 out of 10, Wonderful, (75)
"Only stayed one night, but would have loved to stay for one week! Beautiful grounds and our host, Steven, was super welcoming and greeted us once we arrived to check us in. Local cat also greeted us once we arrived (if you’re driving, check under your car before backing out!)"
The price is €127
per night
30 Jun - 1 Jul
Micosta Leisure Inn
Beautiful 5 star Estate! ASK ABOUT REDUCED RATES for open Summer 2024 dates!
9.6 out of 10, Exceptional, (80)
"We loved our stay over Memorial Day weekend. We were three families and fit well in the home with 6 adults, 8 teens and 1 child. Kids loved the pool (it's on the cool side with no heater). The landscaping on the property is so gorgeous. The home itself is very comfortable with many places to spend time together - our favorite is the screened in porch. The two master suites is neat with each having two bedroom spaces per suite. It would be great with a family who wants to have young children...
Beautiful 5 star Estate! ASK ABOUT REDUCED RATES for open Summer 2024 dates!
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
9.8 out of 10, Exceptional, (7)
"We had a great stay while skiing for 2 days at nearby Catamount ski resort. The kitchen and house were fully stocked with all essentials. Netflix access enabled us to enjoy a family movie after a long day of skiing. Cozy house and quiet area.......nice to wake up to hear birds chirping!!"
The price is €321
per night
30 Jun - 1 Jul
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
Luxury Barn Retreat . Year-Round Paradise. OVER 100 5 STAR REVIEWS!!
10.0 out of 10, Exceptional, (128)
"Our stay at The Barn in New York was unforgettable. This luxury home, converted from a barn and situated at the end of a back road, is surrounded by 50 acres of picturesque fields and has every amenity. With many restaurants a short drive away and only 20 minutes to Great Barrington, MA, and Hudson, NY, we were never short on dining options and The Prairie Whale was our favorite and also dog friendly. The area offered endless adventures with hiking trails, antique stores, galleries, and outdoor...
Luxury Barn Retreat . Year-Round Paradise. OVER 100 5 STAR REVIEWS!!
Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!
10.0 out of 10, Exceptional, (4)
"Our son is performing at Mac-Haydn this summer and we found this wonderfully, refurbished barn in nearby Austerlitz, in close proximity to the theatre. Perfect 4 King bedrooms and 2 full baths upstairs and a very spacious and well appointed kitchen and living area downstairs. The linen sheets were absolutely luxurious! Property manager Ricky was extremely responsive to all of our requests and went above and beyond to ensure our comfortable stay."
Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!
Apartment In Historic 1785 Thomas Jenkins House
10.0 out of 10, Exceptional, (61)
"Great location in the city for walking and parking. Good amenities. Enter/exit process was good."
Apartment In Historic 1785 Thomas Jenkins House
Cozy Retreat on Copake Lake in our Charming Home
9.6 out of 10, Exceptional, (32)
"Great stay. A short walk to everything the lake has to offer."
Cozy Retreat on Copake Lake in our Charming Home
Cottage at Copake Lake
9.8 out of 10, Exceptional, (57)
"We have enjoyed several stays in this wonderful cottage…usually in the winter. We were so delighted sitting on the porch in the evenings listening to the chorus of frogs by the lake. Absolutely enchanting! Ellen is a wonderful hostess. The cottage is immaculate and well stocked. Hopefully we will visit this cozy cottage again!"
Cottage at Copake Lake
Near Tanglewood: Historic Summer Retreat
9.2 out of 10, Wonderful, (7)
"Visit was for a family gathering in the neighboring town. House was very comfortable and perfect for my needs. Amanda was available for my questions."
Near Tanglewood: Historic Summer Retreat
Sanctuary of the Sacred Dream-Entire Property. Copake Lake Access.
Sanctuary of the Sacred Dream-Entire Property. Copake Lake Access.
Sunset Cottage: 3 bedrooms, sleeps 6, views, pet friendly, firepit, media room!
9.6 out of 10, Exceptional, (5)
"We were a bit sweltering in the heat, as the AC Units hadn't been installed yet. Rudy was very communicative in terms of getting help, but I was a little surprised that there weren't people readily available to assist should something that affected the stay that much come up. Thankfully the units were installed by the second night. Otherwise, the cottage is a lovely spot and an easy walk from Warren Street."
Sunset Cottage: 3 bedrooms, sleeps 6, views, pet friendly, firepit, media room!
Country Estate Outside Hudson - Heated Extra Large Pool w/ Outdoor Barrel Sauna
10.0 out of 10, Exceptional, (13)
"Beautiful accomodations in a quiet setting but still close to many wonderful towns. Food shopping, local winery super convenient. Thanks for a great stay!"
Country Estate Outside Hudson - Heated Extra Large Pool w/ Outdoor Barrel Sauna
The Hudson Escape – Pool, Pond, & 13 private acres of fun!
The Hudson Escape – Pool, Pond, & 13 private acres of fun!
Remodeled Lakefront retreat with beautiful dock, lakeside firepit and more!!!
Remodeled Lakefront retreat with beautiful dock, lakeside firepit and more!!!
Waterfront Escape +dock +kayaks +firepit +fireplace +games
10.0 out of 10, Exceptional, (4)
"Great place with lake access & sunset views. Swimming/diving dock wasn't there due to low lake levels, but beach club right next door had a nice place to swim. Kitchen could've used a baking sheet and some olive oil, but other than had everything we needed!"
Waterfront Escape +dock +kayaks +firepit +fireplace +games
Country Home w/ 4bdrms (king) & heated pool in Hudson Valley
10.0 out of 10, Exceptional, (1)
"This house was a perfect place to get away and relax. The pool was amazing. We loved the location of the house. It was close to Rhinebeck, Hudson and Red Hook. We would love to go back!!"
Country Home w/ 4bdrms (king) & heated pool in Hudson Valley
Escape to an Exclusive Mountain Retreat: Experience the Splendor of all seasons.
10.0 out of 10, Exceptional, (107)
"Our party of four adults found ample space to spread out and relax at this property. There are quite a few stairs to access all three stories, including the main living space on the second story and the four bedrooms on the third story. The kitchen is well equipped and there is a charcoal grill (bring your own charcoal). There is a very nice deck overlooking the lovely and sprawling grounds below the house. A fire pit was situated behind the house. There is a balcony and patio also off the...
Escape to an Exclusive Mountain Retreat: Experience the Splendor of all seasons.
Modern Glass House designed by renowned architect Thomas Phifer
8.0 out of 10, Very good, (2)
"This is a lovely house! The windows give the experience of being in nature and walking around the grounds is really peaceful and beautiful. We were very comfortable there and it felt as though we were on retreat. Will definitely come again!"
Modern Glass House designed by renowned architect Thomas Phifer
Waterfalls and Trails at 'The Mills At Green Hole'
10.0 out of 10, Exceptional, (10)
"Corporate retreat for annual planning"
Waterfalls and Trails at 'The Mills At Green Hole'
Private swimming-pool, rap-around porch, and breathtaking views!
9.8 out of 10, Exceptional, (46)
"Wonderful stay at this pristine property with views and in a great location. Would highly recommend this home for your visit to the area. The basketball game and ping pong in the basement is super fun! The deck is perfect for enjoying morning coffee and evening cocktails. We would definitely return !"
Private swimming-pool, rap-around porch, and breathtaking views!
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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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