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Compare 116 Cottages in Highmount with updated reviews, rates, and availability.

Romantic cottage w/hot tub . Close to skiing and breweries . Pet friendly!

10.0 out of 10, Exceptional, (13)
"Would recommend to anyone. "
Romantic cottage w/hot tub . Close to skiing and breweries . Pet friendly!

Relaxing Catskill Mountain Cottage.

10.0 out of 10, Exceptional, (48)
"Property owner was very responsive and easily accessible. Our power was out when we got there and we were provided updates as to when everything would be restored in a timely manner. House was clean and comfortable. Would highly recommend this place to anyone looking to stay around West Shokan."
Relaxing Catskill Mountain Cottage.

Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir

10.0 out of 10, Exceptional, (31)
"Lily Cottage is a sweet little gem!! This was first getaway as a family of three (4mo old daughter) and our beloved pup (20lb mini schnauzer!) Lily Cottage was the perfect cozy cottage to getaway for a long weekend. It had everything we needed (kitchen supplies, etc. to make a meal and a washer and dryer! (essential for a baby). The bedroom is able to accommodate a small pack and play or you could arrange it in the living space as well. Our dog also loved the small yard to get some zoomies out....
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir

The Cabin at Chichester in the Catskills Mountains

9.8 out of 10, Exceptional, (181)
"We love to stay in Paul’s house. Everything was perfect for my husband and I and my dogs.We recommend this house to everyone.We really loved it. Thank You so much.Mark and Maripaz"
The Cabin at Chichester in the Catskills Mountains

EV Modern Cozy Waterfront Cottage with Fireplace

10.0 out of 10, Exceptional, (26)
"This little property is a true gem. It's very close to Livingston Manor, yet very quiet. The lawn leading to the creek is just beautiful with the fire pit and lounge chairs. Inside, the kitchen has everything you need, and board games and and the wood stove make for cozy evenings. We thoroughly enjoyed our stay!"
EV Modern Cozy Waterfront Cottage with Fireplace

Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn

9.6 out of 10, Exceptional, (16)
"I had a wonderful weekend stay at this lovely cabin! It is beautiful and cozy, all necessities provided. The check in and check out processes were easy, the guest contact was easy to contact and pleasant to speak with. The views are gorgeous, and the neighbors are so kind. Loved being here and definitely plan to come back! Will tell all my friends! Thank you!"
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn

Stream Come True! Ski, hike, spa, flow, relax...

10.0 out of 10, Exceptional, (5)
"Very clean house, cozy, beautiful views. Close to skiing. "
Stream Come True! Ski, hike, spa, flow, relax...

Charming Retreat 5 Minute Walk to Main Street & 7 Minutes to Hunter Mountain

10.0 out of 10, Exceptional, (3)
"Excellent property cozy contemporary stay enjoyed our time in between runs at Hunter Mountain."
Charming Retreat 5 Minute Walk to Main Street & 7 Minutes to Hunter Mountain

Cozy Cottage with Stunning Mountain Views

10.0 out of 10, Exceptional, (95)
"Great location only 15 minutes from Belleayre. Paul was a great host and checked in with us to make sure everything was ok. Beautiful mountain views. "
Cozy Cottage with Stunning Mountain Views

Mountain Views & Brook Access: Home in Arkville!

3.0 star property
Mountain Views & Brook Access: Home in Arkville!

Modern Country Cottage

10.0 out of 10, Exceptional, (2)
"We were looking for a quiet getaway and found it! The house is updated, immaculate and fully appointed. It is well laid out with very comfortable furniture. There is a deck with a forest and a pond in the backyard, and a short walk through the forest to a creek. Very peaceful, with things to do in the area."
Modern Country Cottage

Secluded Romantic Cottage

10.0 out of 10, Exceptional, (71)
"Very cute, small but cozy and comfortable. Stayed for 6 nights with my dog. Pretty remote area, extremely quiet and very pretty. Kitchen has everything you should need, the fireplace and record player are great. It was super snowy when we were there but still very warm. I will say in the winter not a great place for dog walks lol unless your dog is good off leash, which mine is not. But we managed ok. Overall we really enjoyed our stay and would stay again!!"
Secluded Romantic Cottage

Charming 2-bedroom cottage with WiFi and AC in fabulous Phoenicia

10.0 out of 10, Exceptional, (2)
"The house was well taken care of and suzanne was a very accomadating host"
Charming 2-bedroom cottage with WiFi and AC in fabulous Phoenicia

Modern Cottage 1 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham

9.2 out of 10, Wonderful, (9)
"The place was “clean” but the couches and chairs had stains on them. Cobwebs everywhere. I only stayed for 50% of the time bc I couldn’t deal with all the bugs INSIDE the home. My dog was bitten by some bug. Probably a tick and I didn’t realize till later the first night. I still won’t know what if any infection she may have encountered for 4 weeks. I was specific about noise bc my dog is sensitive and my home in Manhattan is quieter as this place is right on the main road. No TV but host was...
Modern Cottage 1 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham

Magical cottage in the Woodstock woods with with heated pool and firepit

9.0 out of 10, Wonderful, (6)
"Beautiful property. The guest house is tucked back behind the main house with good privacy and separate entrance to the pool. The guest house has everything you need. The huge screened in porch was the highlight for me!"
Magical cottage in the Woodstock woods with with heated pool and firepit

Upstate Kerhonkson Cottage on 2 acres w/ firepit and covered patio to guesthouse

10.0 out of 10, Exceptional, (1)
Upstate Kerhonkson Cottage on 2 acres w/ firepit and covered patio to guesthouse

Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants

10.0 out of 10, Exceptional, (20)
"We had a wonderful stay at the cottage. Great location, close to everything at Windham and Hunter. The cottage was exactly as described - very clean and very comfortable. Agnes even had a fire going for us when we arrived and my daughter loved the cookies. Communication was excellent. We are looking forward to our next stay. "
The price is AED 1,319
AED 2,011 total
includes taxes & fees
1 May - 2 May
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants

Charming Cottage In The Catskills. Ski, Golf, Hike, Bike And More.

9.6 out of 10, Exceptional, (63)
"Great house, perfect for our mid week ski vacation.. Thank you!"
Charming Cottage In The Catskills. Ski, Golf, Hike, Bike And More.

Jewett Cabin w/ Viewing Deck - 10 Mins to Skiing!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great location and very clean and comfortable stay!"
Jewett Cabin w/ Viewing Deck - 10 Mins to Skiing!

Tiny House on Walnut Grove

2.0 star property
The price is AED 551
AED 1,020 total
includes taxes & fees
1 May - 2 May
Tiny House on Walnut Grove
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 Highmount

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (252)
"Great Upstate location! Very welcoming."
The price is AED 459
AED 530 total
includes taxes & fees
1 May - 2 May
Starlite Motel

Catskills Cabin with Hot Tub near Hiking located Minutes to Belleayre Mountain

8.6 out of 10, Excellent, (14)
"We thoroughly enjoyed our stay in this cozy and charming cabin. The location is perfect for the plethora of local hikes and convenient for small town amenities and other quaint Catskills features. We enjoyed the Phoenician diner and you are a short drive from Woodstock, Kingston and many other great Catskills areas. We unwound in the hot tub after long hikes and settled in for cozy nights with the working fireplace (lucky for us since there was a burn ban prohibiting outdoor fires). Our dog and...
Catskills Cabin with Hot Tub near Hiking located Minutes to Belleayre Mountain

Woodpecker House - One of Vrbo’s 2025 Vacation Rental of the Year

10.0 out of 10, Exceptional, (19)
"Everything was amazing, the house was beautiful and clean, the jacuzzi was the highlight of the day, we made a delicious BBQ and watched movies from the 00s in the huge TV in the living room. I would 100% stay at Phillips place again!"
Woodpecker House - One of Vrbo’s 2025 Vacation Rental of the Year
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.