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Check prices for these dates

Next weekend
Aug 29 - Aug 31
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Sep 5 - Sep 7
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Sep 19 - Sep 21
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Oct 17 - Oct 19

Browse Select Bear Mountain Vacation Homes

Charming Inn Steps away from Downtown Warwick only an Hour away from NYC
Interior

Charming Inn Steps away from Downtown Warwick only an Hour away from NYC

8.8 out of 10, Excellent, (6)
"I stayed here for the weekend to hike a small section of the AT. It was perfect for my trip. "
The price is CA $106
CA $205 total
includes taxes & fees
Aug 24 - Aug 25
Charming Inn Steps away from Downtown Warwick only an Hour away from NYC
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
Interior

Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

10.0 out of 10, Exceptional, (1)
"My girlfriend and I loved our stay here! We stayed for one night and it was perfect for what we needed. Very clean with easy self-check-in. The host was very responsive with all inquiries. Short walk to nice downtown area as well!"
The price is CA $152
CA $248 total
includes taxes & fees
Sep 2 - Sep 3
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
Fabulous 3bdrm Home w/parking!
Fridge, microwave, oven, stovetop

Fabulous 3bdrm Home w/parking!

8.0 out of 10, Very good, (2)
"Great place. Close to West Point activity. Clean and new."
The price is CA $198
CA $407 total
includes taxes & fees
Aug 21 - Aug 22
Fabulous 3bdrm Home w/parking!
Spectacular Mansion w/Pool&Tennis
Pool

Spectacular Mansion w/Pool&Tennis

10.0 out of 10, Exceptional, (11)
"House was perfect for a group of 16 people. Pool, tennis courts and lawn were incredible. Highly recommend and would return! "
The price is CA $3,312
CA $4,850 total
includes taxes & fees
Aug 24 - Aug 25
Spectacular Mansion w/Pool&Tennis
Harriman Outdoor Center - Mountain Laurel Cabin
Interior

Harriman Outdoor Center - Mountain Laurel Cabin

The price is CA $257
CA $297 total
includes taxes & fees
Aug 24 - Aug 25
Harriman Outdoor Center - Mountain Laurel Cabin
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Exterior

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

9.0 out of 10, Wonderful, (10)
"Truly a hidden gem. The property and home were nothing short of extraordinary. For those looking for a great location with access to hiking and a one of a kind experience this is the place."
The price is CA $210
CA $356 total
includes taxes & fees
Aug 26 - Aug 27
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Property grounds

Sleek Escape: Modern 3 BR- 4 Min from West Point !

10.0 out of 10, Exceptional, (1)
"Looked like this property was recently renovated. Very clean and nice. "
The price is CA $258
CA $685 total
includes taxes & fees
Sep 15 - Sep 16
Sleek Escape: Modern 3 BR- 4 Min from West Point !
West Point Family Retreat, 5 min walk to Thayer!
Exterior

West Point Family Retreat, 5 min walk to Thayer!

2.0 star property
9.6 out of 10, Exceptional, (5)
"Updated, well equipped kitchen and comfortable living and sleeping spaces. We will definitely try to book here on our next visit to West Point. "
The price is CA $621
CA $1,129 total
includes taxes & fees
Aug 25 - Aug 26
West Point Family Retreat, 5 min walk to Thayer!
Rustic Cabin in Fishkill!
Exterior

Rustic Cabin in Fishkill!

10.0 out of 10, Exceptional, (1)
"Beautiful property with many different areas to explore. We originally intended to spend more time in beacon but decided it was more fun hanging out here. "
The price is CA $380
CA $582 total
includes taxes & fees
Aug 26 - Aug 27
Rustic Cabin in Fishkill!
House on the Babbling Brook- Quiet 2BR + King Bed!
Exterior

House on the Babbling Brook- Quiet 2BR + King Bed!

The price is CA $253
CA $627 total
includes taxes & fees
Sep 15 - Sep 16
House on the Babbling Brook- Quiet 2BR + King Bed!
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Fridge, microwave, oven, stovetop

'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!

10.0 out of 10, Exceptional, (2)
"We had an excellent stay! Our hosts were kind and helpful. The home was modern and very well kept, very clean. I would highly recommend this location and home to anyone traveling in the area."
The price is CA $256
CA $515 total
includes taxes & fees
Sep 1 - Sep 2
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Lovely 3BR Home with parking-Walk to WP Gate!
Interior

Lovely 3BR Home with parking-Walk to WP Gate!

10.0 out of 10, Exceptional, (4)
"Easy booking, arrival, and departure. Very nice home. Very Clean and comfortable. Host was very kind and clear on everything for stay. Will book again!"
The price is CA $293
CA $492 total
includes taxes & fees
Sep 10 - Sep 11
Lovely 3BR Home with parking-Walk to WP Gate!
complete privacy vacation home [private pool]
Pool

complete privacy vacation home [private pool]

9.8 out of 10, Exceptional, (8)
"Wonderful property! The pool was so fun!"
The price is CA $892
CA $1,578 total
includes taxes & fees
Aug 26 - Aug 27
complete privacy vacation home [private pool]
Large, Cozy, Bright Business Class Corporate Retreat
Interior

Large, Cozy, Bright Business Class Corporate Retreat

9.0 out of 10, Wonderful, (13)
"Very cozy stay with responsive host"
The price is CA $559
CA $941 total
includes taxes & fees
Aug 26 - Aug 27
Large, Cozy, Bright Business Class Corporate Retreat
Renovated House w/Hot Tub, Deck, Grill & Fire Pit
Dining

Renovated House w/Hot Tub, Deck, Grill & Fire Pit

9.8 out of 10, Exceptional, (55)
"We had a wonderful stay! The house is in a beautiful location, everything was well appointed, instructions were easy to follow and the house itself was perfect. "
The price is CA $414
CA $773 total
includes taxes & fees
Aug 24 - Aug 25
Renovated House w/Hot Tub, Deck, Grill & Fire Pit
Harriman Outdoor Center - Cranberry Cabin
Property grounds

Harriman Outdoor Center - Cranberry Cabin

The price is CA $320
CA $365 total
includes taxes & fees
Sep 8 - Sep 9
Harriman Outdoor Center - Cranberry Cabin
New 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space
Outdoor spa tub

New 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space

10.0 out of 10, Exceptional, (26)
"A beautiful and bright cottage in a serene but convenient location. It was thoughtfully set up for a family getaway and was exceptionally clean. My entire family enjoyed the stay!"
The price is CA $827
CA $1,300 total
includes taxes & fees
Aug 24 - Aug 25
New 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space
5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!
Interior

5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!

2.0 star property
The price is CA $276
CA $605 total
includes taxes & fees
Sep 17 - Sep 18
5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!
The Goshen House - close to downtown with hot tub
3 bedrooms, iron/ironing board, travel crib, WiFi

The Goshen House - close to downtown with hot tub

9.8 out of 10, Exceptional, (6)
The price is CA $364
CA $702 total
includes taxes & fees
Aug 28 - Aug 29
The Goshen House - close to downtown with hot tub
Contemporary Cozy Cottage
Interior

Contemporary Cozy Cottage

10.0 out of 10, Exceptional, (26)
"Our stay was lovely. Nadia was a wonderful host and the property was so welcoming."
The price is CA $312
CA $585 total
includes taxes & fees
Aug 31 - Sep 1
Contemporary Cozy Cottage
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 Bear Mountain Hotel Reviews

Sleepy Hollow Hotel

Sleepy Hollow Hotel

10/10 Excellent
"The staff was very very helpful/kind/responsive!!! "
sheila 7-night trip
Posted 2 days ago
Sleepy Hollow Hotel