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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Compare 65 Cottages in Castleton-on-Hudson with updated reviews, rates, and availability.

Charming Cottage in Private Lake Community (Pet-Friendly!)
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (27)
"Very nice and cozy and comfortable! "
Charming Cottage in Private Lake Community (Pet-Friendly!)
Family-Friendly Richmond Cottage w/ Private Yard
Property grounds

Family-Friendly Richmond Cottage w/ Private Yard

2.0 star property
10.0 out of 10, Exceptional, (4)
"Excellent property: would have liked to stay longer. "
Family-Friendly Richmond Cottage w/ Private Yard
Cozy cottage with pool, walking distance to lake
Outdoor pool

Cozy cottage with pool, walking distance to lake

10.0 out of 10, Exceptional, (14)
"We spent the weekend for a nearby wedding. Great area. The house was clean and had everything you would want. Good communication with the host. Thanks!"
Cozy cottage with pool, walking distance to lake
Spacious Cozy Getaway in the Catskills: King bed/ Game Room
Miscellaneous

Spacious Cozy Getaway in the Catskills: King bed/ Game Room

9.2 out of 10, Wonderful, (15)
"The house was beautiful and comfy."
Spacious Cozy Getaway in the Catskills: King bed/ Game Room
Rose Cottage
Outdoor dining

Rose Cottage

9.6 out of 10, Exceptional, (5)
"It was a beautiful location which gave me a chance to reset and decompress I had access to all the nearby attractions such as Wyndham Hunter and castigger falls"
Rose Cottage
Lake Cottage - 15 Minutes to Jiminy Peak Ski Resort, Albany, Troy
Beach nearby, sun loungers

Lake Cottage - 15 Minutes to Jiminy Peak Ski Resort, Albany, Troy

10.0 out of 10, Exceptional, (9)
"Kelly was an amazing host. She was incredibly inviting and friendly. If we needed anything, Kelly was there, ready to help. The house was beautiful and was perfect for a wedding weekend with our bridal party. We highly recommend Kelly and her wonderful house for anyone who wants a relaxing getaway or for a wedding party to stay and get ready for their big day on this beautiful lake."
Lake Cottage - 15 Minutes to Jiminy Peak Ski Resort, Albany, Troy
Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires
Dining

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

2.0 star property
Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires
Plan your Berkshires by the lake
Exterior

Plan your Berkshires by the lake

Plan your Berkshires by the lake
Cottage in the Clouds With Mountain Views
Miscellaneous

Cottage in the Clouds With Mountain Views

9.4 out of 10, Exceptional, (3)
"A nice place to relax. A bit toasty on warm days but otherwise enjoyed our stay."
Cottage in the Clouds With Mountain Views
Spacious Home w/ Yard & Patio, 2 Mi to Dtwn Troy
Interior

Spacious Home w/ Yard & Patio, 2 Mi to Dtwn Troy

3.0 star property
Spacious Home w/ Yard & Patio, 2 Mi to Dtwn Troy
Cozy Catskills Home w/ Pond on 2 Acres!
Terrace/patio

Cozy Catskills Home w/ Pond on 2 Acres!

3.0 star property
10.0 out of 10, Exceptional, (2)
"Absolutely gorgeous property, the owner is awesome and can’t forget Leo the cat. "
Cozy Catskills Home w/ Pond on 2 Acres!
Peaceful Athens Retreat at Sleepy Hollow Lake
House (3 Bedrooms) | Interior

Peaceful Athens Retreat at Sleepy Hollow Lake

3.0 star property
Peaceful Athens Retreat at Sleepy Hollow Lake
Chic Troy Home Near Downtown, 9 Mi to Albany!
TV, fireplace

Chic Troy Home Near Downtown, 9 Mi to Albany!

3.0 star property
8.0 out of 10, Very Good, (1)
Chic Troy Home Near Downtown, 9 Mi to Albany!
Pet-friendly Latham Retreat ~ 7 Mi to Albany!
House (2 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Pet-friendly Latham Retreat ~ 7 Mi to Albany!

3.0 star property
Pet-friendly Latham Retreat ~ 7 Mi to Albany!
Albany Home w/ Fenced Yard & Patio - Pets Welcome!
Interior

Albany Home w/ Fenced Yard & Patio - Pets Welcome!

3.0 star property
Albany Home w/ Fenced Yard & Patio - Pets Welcome!
Cozy Retreat w/ Hot Tub, on Sleepy Hollow Lake!
Interior

Cozy Retreat w/ Hot Tub, on Sleepy Hollow Lake!

3.0 star property
Cozy Retreat w/ Hot Tub, on Sleepy Hollow Lake!
Modern-chic Athens Home - Fish, Ski & Swim!
House (5 Bedrooms) | Interior

Modern-chic Athens Home - Fish, Ski & Swim!

3.0 star property
Modern-chic Athens Home - Fish, Ski & Swim!
Private Hot Tub: Hudson Valley Cabin Retreat!
Interior

Private Hot Tub: Hudson Valley Cabin Retreat!

3.0 star property
Private Hot Tub: Hudson Valley Cabin Retreat!
Waterfalls and Trails at 'the Mills At Green Hole'
Miscellaneous

Waterfalls and Trails at 'the Mills At Green Hole'

3.0 star property
Waterfalls and Trails at 'the Mills At Green Hole'
Sleepy Hollow Lake Home w/ Deck, Pool Access!
Interior

Sleepy Hollow Lake Home w/ Deck, Pool Access!

3.0 star property
Sleepy Hollow Lake Home w/ Deck, Pool 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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Other property types in Castleton-on-Hudson

Vacation Village in the Berkshires
Indoor pool, outdoor pool, pool umbrellas

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1802)
"The property was clean and the staff very accommodated."
The price is $130
includes taxes & fees
$119 per night
May 18 - May 19
Vacation Village in the Berkshires
Micosta Leisure Inn
Balcony

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (96)
"Third or fourth time staying. Always a pleasure "
The price is $140
includes taxes & fees
$130 per night
May 3 - May 4
Micosta Leisure Inn
Jiminy Peak Mountain Resort
Exterior

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (928)
"Staff was exceptionally helpful and friendly."
The price is $141
includes taxes & fees
$126 per night
May 1 - May 2
Jiminy Peak Mountain Resort
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.