Bear Mountain Holiday Rentals

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Holiday Rentals in Bear Mountain

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (105)
"Super cozy apartment with a beautiful view. Very welcoming host and a great place for a short stay near Bear Mountain. "
The price is AU$388
includes taxes & fees
30 Nov - 1 Dec
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

10.0 out of 10, Exceptional, (74)
"This place was a great place for us to stay on our vacation. Secluded outside of the city, and a short drive down a gravel road, it really feels that you're lost in the woods, but in a good way. If you're up to visit the Gunks, Angry Orchard, the Hudson river, love the beauty of the outdoors, and have other family or friends to visit in the area, definitely consider this home. Host was very responsive and had everything ready for us."
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

Updated Getaway w/ Pool & Hot Tub on < 3 Acres!

10.0 out of 10, Exceptional, (28)
"Beautiful property, with cozy linens in every room, incredibly well maintained property, and lovely views. The welcome book had clear instructions, there were great lawn games, lots of suggestions to eat too. The icing on the cake was the welcome basket, complete with Halloween treat bag for our little one! "
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!

1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

9.0 out of 10, Wonderful, (32)
"We enjoyed our stay however, the listing states all the beds are king sized and only 2 are. The other 2 are queen. Also (note for host) we forgot a pair of sunglasses and would like to have them mailed back if they are found, could you contact me if possible."
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

7.2 out of 10, Good, (11)
"Great space and very comfortable for a group "
The price is AU$1,304
includes taxes & fees
25 Nov - 26 Nov
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

10.0 out of 10, Exceptional, (11)
"This property was even more beautiful than it appeared in the photos. The wooded backyard was also spacious and lovely. We were so happy with the view of the lake and how peaceful the space was. The owners are easy to communicate with and prompt to respond. We will absolutely be going back. "
The price is AU$1,293
includes taxes & fees
25 Nov - 26 Nov
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

Cabin in the heart of the Hudson Valley, Cabin 4

8.8 out of 10, Excellent, (18)
"The description of the property was accurate; however, a few things surprised me that would have affected my decision to book or not. First, the house is located beside a busy road where traffic is moving all hours of the day and night at 35-55 mph. For some, this isn't a big deal. For others, it's not as quiet as described. Thankfully, I was delighted to see the room provided a noise machine. Secondly, there is no fan. Only the A/C and heater provided any air movement if you didn't want the...
The price is AU$254
includes taxes & fees
25 Nov - 26 Nov
Cabin in the heart of the Hudson Valley, Cabin 4

Quaint village, walk to restaurants and shops.

9.8 out of 10, Exceptional, (9)
"Wonderfully quaint place within walking distance of downtown restaurants/pubs. Cant wait to come back"
Quaint village, walk to restaurants and shops.

Cottage at Millpond Falls - A Romantic and Luxurious Escape

10.0 out of 10, Exceptional, (142)
"Such a beautiful location. The cottage is quant while having all the modern updates. The hosts have carefully left an array of coffee and welcome goodies, including fresh eggs from their ducks. Will be back! "
Cottage at Millpond Falls - A Romantic and Luxurious Escape

Renovated 1850's Cottage on Storm King Mountain

9.8 out of 10, Exceptional, (14)
"Great place!"
Renovated 1850's Cottage on Storm King Mountain

Lakefront House on Breathtaking Greenwood Lake, NY Short Term Rental 33118

9.8 out of 10, Exceptional, (114)
"Lakefront House on Greenwood Lake is awesome. We were in town to visit Watchtower Headquarters in Warwick. The house was clean and comfortable. Communication was Jody was quick. We enjoyed the lake so much! We look forward to returning again."
Lakefront House on Breathtaking Greenwood Lake, NY Short Term Rental 33118

Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

10.0 out of 10, Exceptional, (40)
"We loved our two nights here! Space was spotless and comfortable for 4 of us. Location was central to everything. "
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

Spectacular Log Home Estate North Wing Apt

10.0 out of 10, Exceptional, (36)
"Beautiful neighborhood quiet and peaceful Immaculate and comfortable It felt like home very easy to communicate with the owners always with a quick response we really enjoyed our stay Ray James"
Spectacular Log Home Estate North Wing Apt

Contemporary Cozy Cottage

10.0 out of 10, Exceptional, (14)
"Secluded and filled with every conveniece you might desire. We especially appreciated the air fryer for our leftovers!"
The price is AU$585
includes taxes & fees
25 Nov - 26 Nov
Contemporary Cozy Cottage

Walk to EVERYTHING West Point-2mins to Academy! Mountain Views/private parking

9.4 out of 10, Exceptional, (20)
"Great place - close to all. D&D right there as well plenty of food and drink options- nice people. "
Walk to EVERYTHING West Point-2mins to Academy! Mountain Views/private parking

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

10.0 out of 10, Exceptional, (22)
"Easy 30 minute drive to West Point. In the country, yet outlet mall, restaurants and things to do all within 30 minutes. Very responsive when I text as the keypad didn’t work. They let us in remotely. We had several in our family and we were all comfortable. Nice fire pit, swim spa, and clean. "
The price is AU$1,113
includes taxes & fees
2 Dec - 3 Dec
New 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space

Beautiful Cozy 2 br in-law apt, prime Hudson Valley location

9.6 out of 10, Exceptional, (15)
"The location was convenient for our purposes; neighbourhood felt safe. The place was clean, the beds were comfortable. The kitchen was well equipped. The sofas were not comfortable to lounge on."
Beautiful Cozy 2 br in-law apt, prime Hudson Valley location

Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails.

9.0 out of 10, Wonderful, (23)
"The home was very clean and had everything we needed - snacks games and a cute patio. The internet was iffy and never worked to stream on the bedroom tv. They came and checked it , but it didn’t improve. The host was very responsive and offered to ship an item our daughter left. We would rent again. "
Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails.

Brand new private Studio in the heart of Tarrytown

9.8 out of 10, Exceptional, (8)
"The room was very cozy and located a block away from the main street of Tarrytown. It was only a 5 minute walk to the local pizza place and other restaurants and a 10 minute walk to the grocery store. Everything was clean and the A/C and appliances were easy to use. I recommend this for anyone who wants to stay in the Sleepy Hollow/Tarrytown area. We will stay here again next time. "
The price is AU$505
includes taxes & fees
8 Dec - 9 Dec
Brand new private Studio in the heart of Tarrytown

Villa Verde B&B, bsm, Greenwood Lake NY

10.0 out of 10, Exceptional, (12)
"Eva was an amazing host and an incredible cook! We didn't know what to expect, but the place is beautiful, quiet, comfortable and clean and her hospitality and friendliness above and beyond. It's close to a few towns but also close to a lot of must see nature areas. We would definitely stay there again!"
The price is AU$418
includes taxes & fees
25 Nov - 26 Nov
Villa Verde B&B, bsm, Greenwood Lake NY
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 types of properties in Bear Mountain you may be interested in

Overlook Lodge at Bear Mountain

2.5 star property
8.0 out of 10, Very good, (1011)
"A beautiful property, wonderful staff, and very well-kept clean rooms. "
The price is AU$207
includes taxes & fees
25 Nov - 26 Nov
Overlook Lodge at Bear Mountain

Armoni Inn & Suites

3.5 star property
6.0 out of 10, (1692)
"Nice and clean "
The price is AU$110
includes taxes & fees
8 Dec - 9 Dec
Armoni Inn & Suites

West Gate Inn Nyack

3.0 star property
7.2 out of 10, Good, (1012)
"Stepanuebwas amazing at checknin. Room was gigantic and clean "
The price is AU$194
includes taxes & fees
9 Dec - 10 Dec
West Gate Inn Nyack
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.
Beautiful view of the beach with palm trees

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Frequently asked questions

Can I find holiday rentals in Bear Mountain?

Yes, there are holiday rentals close to the most popular sights in Bear Mountain, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the mountain landscape and lakeside in Bear Mountain. Make sure you allow time to enjoy the forests during your holiday.

What are some of the best holiday rentals that Bear Mountain has to offer?

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn. : This holiday home rental outside Bear Mountain is located in the mountains, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of garden in this rental home to help you unwind.

What’s there to see and do in Bear Mountain?

Bear Mountain State Park and Harriman State Park are a couple of lovely local spots to get outside and enjoy nature. Woodbury Common Premium Outlets and United States Military Academy are a couple of places you'll find in the wider area.

What’s a holiday rental in Bear Mountain like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Bear Mountain. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for small groups.