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Castleton-on-Hudson Vacation Rentals

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Castleton-on-Hudson Vacation Homes

Pet-Friendly Latham Retreat ~ 7 Mi to Albany!
Enjoy cooking in this well-equipped kitchen with a central island, stainless steel sink, and oven.

Pet-Friendly Latham Retreat ~ 7 Mi to Albany!

8.6 out of 10, Excellent, (19)
"Thanks, we had a good time!!"
Pet-Friendly Latham Retreat ~ 7 Mi to Albany!
Near Tanglewood: Historic Summer Retreat
Enjoy cooking in this well-equipped kitchen with a stove, oven, refrigerator, coffee maker, and knife block.

Near Tanglewood: Historic Summer Retreat

9.6 out of 10, Exceptional, (22)
"Nice home, spacious, clean, close to Jiminy Peak mountain (15mins)"
Near Tanglewood: Historic Summer Retreat
Charming 3-bedroom house with WiFi, AC in delightful Hudson
Microwave, oven, stovetop

Charming 3-bedroom house with WiFi, AC in delightful Hudson

2.0 star property
Charming 3-bedroom house with WiFi, AC in delightful Hudson
PRISTINE CAPE COD ON THE CREEK! 4 Large Bedrooms - 8 Guests
Surrounded by lush greenery, this tranquil outdoor space offers a serene escape.

PRISTINE CAPE COD ON THE CREEK! 4 Large Bedrooms - 8 Guests

9.2 out of 10, Wonderful, (102)
"House had everything we needed and was conveniently located in a quiet neighborhood. Would stay here again."
PRISTINE CAPE COD ON THE CREEK! 4 Large Bedrooms - 8 Guests
Spacious 7 bedroom house, Near jiminy Peak in Hancock ma , In the Berkshires
Relax in this inviting room with a plush area rug, comfortable seating, and a window offering a view of lush greenery.

Spacious 7 bedroom house, Near jiminy Peak in Hancock ma , In the Berkshires

2.0 star property
10.0 out of 10, Exceptional, (5)
"A very good place to stay. Best of all, each bedroom has its own bathroom. There's plenty of hot water, even if multiple people are showering at the same time. The only downside to me is that the washer is broken when we checked in. We want to come again!"
Spacious 7 bedroom house, Near jiminy Peak in Hancock ma , In the Berkshires
Star Gazer Farm
Relax in this inviting living room with a comfortable sofa set, coffee table, and bookshelf.

Star Gazer Farm

10.0 out of 10, Exceptional, (15)
"Thank you for the lovely get away! The property was lovely. "
Star Gazer Farm
Catskill Mountain House private 5 acre backyard, Golf, Ski, Hike, Boating, Fish
Enjoy a peaceful retreat on the deck, surrounded by lush greenery and vibrant flowers.

Catskill Mountain House private 5 acre backyard, Golf, Ski, Hike, Boating, Fish

8.8 out of 10, Excellent, (27)
"Elizabeth is very hospitable and the property is very nice. Would definitely stay here again. "
Catskill Mountain House private 5 acre backyard, Golf, Ski, Hike, Boating, Fish
Comfortable Berkshires retreat on mtn resort, SISO
Relax by the pool surrounded by lush views and shaded lounge areas.

Comfortable Berkshires retreat on mtn resort, SISO

8.8 out of 10, Excellent, (6)
"Kind and responsive host."
The price is CA $222
CA $665 total
includes taxes & fees
Aug 11 - Aug 12
Comfortable Berkshires retreat on mtn resort, SISO
The Lakeshore House
Surrounded by lush greenery, this two-story house offers a serene retreat with a balcony and a small pond in the foreground.

The Lakeshore House

10.0 out of 10, Exceptional, (1)
"Excellent stay!"
The price is CA $667
CA $1,064 total
includes taxes & fees
Aug 14 - Aug 15
The Lakeshore House
Located in the beautiful Heldebergs, This is a cute little house you will love.
Cozy kitchen with a stainless steel refrigerator, microwave, oven, and sink, perfect for meal preparation and dining.

Located in the beautiful Heldebergs, This is a cute little house you will love.

10.0 out of 10, Exceptional, (93)
"Very cool and private!"
Located in the beautiful Heldebergs, This is a cute little house you will love.
All the comforts of home
Surrounded by lush greenery, this deck features a spiral staircase leading to an upper level.

All the comforts of home

9.0 out of 10, Wonderful, (24)
"Really liked staying at Steven’s place! The hot tub was a great touch. Stayed in Unit 1 - it’s small but perfect for what we needed it for! "
The price is CA $146
CA $187 total
includes taxes & fees
Aug 12 - Aug 13
All the comforts of home
Berkshires sanctuary with outdoor living area & firepit. 8minutes to Tanglewood!
Relax in a serene outdoor space with Adirondack chairs and a shaded gazebo.

Berkshires sanctuary with outdoor living area & firepit. 8minutes to Tanglewood!

10.0 out of 10, Exceptional, (9)
"Elise was an excellent host and super easy to work with. The property was even bigger, nicer, and cleaner than we expected. Plenty of room for a family getaway. "
Berkshires sanctuary with outdoor living area & firepit. 8minutes to Tanglewood!
Charming 3-bedroom house with pool table
3 bedrooms, WiFi, bed sheets

Charming 3-bedroom house with pool table

The price is CA $247
CA $441 total
includes taxes & fees
Aug 25 - Aug 26
Charming 3-bedroom house with pool table
Huge Family Home; Centrally Located in the Capital Region!!!
Enjoy al fresco dining on the deck, surrounded by comfortable seating and a hammock.

Huge Family Home; Centrally Located in the Capital Region!!!

10.0 out of 10, Exceptional, (1)
"Beautiful home in a very cool neighborhood. Lots of great amenities. We really enjoyed staying there. "
Huge Family Home; Centrally Located in the Capital Region!!!
Secluded w/ Deck Views, Hot Tub, & Ping Pong | Hudson in the Berks by AvantStay
Cozy living area with a stone fireplace, dining table, and large windows offering views of the surrounding landscape.

Secluded w/ Deck Views, Hot Tub, & Ping Pong | Hudson in the Berks by AvantStay

9.0 out of 10, Wonderful, (4)
"The house and property were beautiful, exactly what we needed after long days working at The CrossFit Games. It was the perfect place to come back to and unwind. The grill, hot tub, and well-stocked kitchen made it super easy for our group to relax and enjoy our downtime. "
Secluded w/ Deck Views, Hot Tub, & Ping Pong | Hudson in the Berks by AvantStay
Lovely Three bedroom home and backyard
Enjoy a serene space with a well-maintained lawn, hedge, and patio area.

Lovely Three bedroom home and backyard

7.0 out of 10, Good, (2)
"Really wondeful stay. The VRBO was clean, beautifully setup and thoughtful. Thank you"
Lovely Three bedroom home and backyard
Woodland 5-BR Retreat 5-Min to Jiminy Peak
Exterior

Woodland 5-BR Retreat 5-Min to Jiminy Peak

10.0 out of 10, Exceptional, (8)
"The house was beautiful, very clean and well kept."
Woodland 5-BR Retreat 5-Min to Jiminy Peak
Family-Friendly Hancock Home: Walk to Slopes!
Enjoy meals in the kitchen area with a sink, dish rack, and dining table.

Family-Friendly Hancock Home: Walk to Slopes!

9.8 out of 10, Exceptional, (22)
"Amazing place close to the Jimny Peak slopes. Great view and atmosphere. "
Family-Friendly Hancock Home: Walk to Slopes!
Come and stay at our Catskill Hideaway!<br>Freehold, NY
Set against a serene backdrop, the Windham Country Club sign welcomes guests to a tranquil retreat.

Come and stay at our Catskill Hideaway!<br>Freehold, NY

10.0 out of 10, Exceptional, (17)
"Great Stay. Just what we needed and just as described."
Come and stay at our Catskill Hideaway!<br>Freehold, NY
Serene Modern Lakefront Escape: Kayaks, Fishing, Firepit, Private Dock
Outdoor dining

Serene Modern Lakefront Escape: Kayaks, Fishing, Firepit, Private Dock

10.0 out of 10, Exceptional, (1)
"We had a fantastic weekend at the lake. The house was clean, well-stocked, and had everything we needed—from firewood and grilling supplies to kayaks for exploring the water. My daughter especially loved paddling out to the little island with the lone tree. The neighborhood was quiet and the locals were friendly. Highly recommend for a relaxing lake getaway."
Serene Modern Lakefront Escape: Kayaks, Fishing, Firepit, Private Dock
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 Castleton-on-Hudson Hotel Reviews

Holiday Inn Express and Suites Albany Airport- Wolf Road by IHG

Holiday Inn Express and Suites Albany Airport- Wolf Road by IHG

10/10 Excellent
"Our stay was very nice. Room looked and smelled clean. Breakfast buffet was good. We did come late. But still was ok. "
Tiffany 1-night trip
Posted 1 day ago
Holiday Inn Express and Suites Albany Airport- Wolf Road by IHG