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Hilltop

Spectacular Hilltop Vistas with Private Pool in Hillsdale
4.91 22 reviews
  • Hillsdale
  • House

With 360-degree views of the Catskill and Berkshire Mountains from the highest point in Hillsdale, Hilltop is a contemporary home with complete privacy and everything you need, including a pool, hot tub, fireplaces in the living room, screened porch and guest house.

Hilltop is between the towns of Great Barrington and Hudson, Catamount Ski Resort is within 10 min, and there are many options for hikes, biking and leaf peeping.

8

Guests

4

Bedrooms

3

Bathrooms

Rooms and Beds

Bedroom 1

king beds: 1

Bedroom 2

queen beds: 1
1

Bedroom 3

queen beds: 1
2

Guest House

queen beds: 1
3

Features and Amenities

Air conditioning
Contemporary Modern
Outdoor Entertaining
Bathtub
BBQ grill
Bed linens
Carbon monoxide detector
Coffee maker
Cookware
Dishes and silverware
Dishwasher
Dryer

Rates and Availability

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Red Cottage members save on every stay.
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Taxes and fees are additional

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Location

Reviews

5
8/10/2024
2024.08.11
Beautiful home, very responsive and communicative host. The views were immaculate, and the pool was perfect for a hot summer weekend. House was very clean and spacious. Would definitely recommend.
5
8/8/2024
2024.08.09
Wonderful 2 weeks. Situated between Great Barrington and Hudson so easy access to both. Heated pool and hot tub were terrific, and hosts were responsive and helpful. Private and secluded as advertised. Great way to relax and have alone time with your loved ones.
5
7/20/2024
2024.07.21
My group had an amazing stay with Red Cottage! We cannot say enough good things about the property and this rental company. Everything looked just liked the pictures and we really enjoyed being immersed in nature on such a private plot of land. I look forward to booking this property again hopefully soon.
5
7/6/2024
2024.07.07
We love this place. Beautiful pool, gorgeous property. It’s a pleasure every time.
Reviews for Hilltop
8/10/2024
2024.08.10
2024.08.10
Beautiful home, very responsive and communicative host. The views were immaculate, and the pool was perfect for a hot summer weekend. House was very clean and spacious. Would definitely recommend.
8/8/2024
2024.08.08
2024.08.08
Wonderful 2 weeks. Situated between Great Barrington and Hudson so easy access to both. Heated pool and hot tub were terrific, and hosts were responsive and helpful. Private and secluded as advertised. Great way to relax and have alone time with your loved ones.
7/20/2024
2024.07.20
2024.07.20
My group had an amazing stay with Red Cottage! We cannot say enough good things about the property and this rental company. Everything looked just liked the pictures and we really enjoyed being immersed in nature on such a private plot of land. I look forward to booking this property again hopefully soon.
7/6/2024
2024.07.06
2024.07.06
We love this place. Beautiful pool, gorgeous property. It’s a pleasure every time.
6/15/2024
2024.06.15
2024.06.15
Beautiful panoramic private getaway recommended for a beautiful peaceful relaxation with unbelievable nature. The sunrises and sunsets are breathtaking.
3/2/2024
2024.03.02
2024.03.02
Unique stay, awesome house, very well equipped, would gladly visit again
2/18/2024
2024.02.18
2024.02.18
The views were stunning! We had a great stay at this beautiful property.
1/21/2024
2024.01.21
2024.01.21
We had a lovely, relaxing stay at Hilltop. The home is beautiful from an architecture and design standpoint. The setting is completely private, and the views from every room do not disappoint. Waking up to a gorgeous sunrise each morning really sets the tone of the entire day! We stayed in nearly the entire stay due to the frigid temperatures, but this was no hardship with a roaring fire and the giant soaking tub! But we can imagine what the experience would be like in the warmer weather with use of the pool, and the entire property. Really stunning, highly recommend.
1/18/2024
2024.01.18
2024.01.18
Fantastic property, location, and host for a getaway! As my solo trip was during the winter season with snow, Posto Property and the house provided everything I could possibly need to make my stay very comfortable, safe, and enjoyable. They were also very responsive to any questions I had.
1/14/2024
2024.01.14
2024.01.14
Lovely place in a lovely town! Thank you for a great stay.
12/31/2023
2023.12.31
2023.12.31
What a beautiful house! We loved staying there!
12/28/2023
2023.12.28
2023.12.28
Beautiful house! Spotless. Very well managed and maintained. Would love to come back.
9/3/2023
2023.09.03
2023.09.03
Great house and great location. A little pricey but likely due to holiday weekend. Would visit again!
8/13/2023
2023.08.13
2023.08.13
Gorgeous property! Exceeded all our expectations. We hope to be back soon.
7/31/2023
2023.07.31
2023.07.31
One of the best experiences I ever had! Recommended!
7/2/2023
2023.07.02
2023.07.02
This is a beautiful property and place to relax ! We had a good time together and enjoyed the beautiful surroundings and pool the house offered . We so wished that there were some games /TT or a Pool table in the house . Definitely v private and calm! Would recommend to anyone
3/11/2023
2023.03.11
2023.03.11
Spent a weekend at Hilltop midwinter and had a wonderful time. Clean, well designed and beautiful inside and out. Snowed while we were there and the (long) driveway was plowed by 930am. Would certainly recommend.
2/19/2023
2023.02.19
2023.02.19
Beautiful house, love the design and interior of the house with breathtaking view! We had a wonderful ski weekend here, very close to the catamount ski resort and it’s perfect to end the snowboarding day with the hottub! Highly recommended!
1/21/2023
2023.01.21
2023.01.21
Wow! What a stunner of a property. My husband and I were completely blown away by the house, the views, and the overall relaxation and peace. The nature there is astoundingly beautiful and it truly feels like you’re in a gorgeous open house in the woods with rolling hills and mountains. The hot tub was an amazing way to relax outside during the cold temperatures. The house itself is very modern, sleek and high class while inviting at the same time. The primary bedroom has such a comfortable bed and is a California King size! The bathroom off of the primary bedroom is bigger than a lot of New York City apartments. The shower is an experience in itself and probably the best shower I’ve ever had in my life. I absolutely loved cooking in the kitchen and there were the most amazing grocery stores just 20 minutes away in Great Barrington including Guido’s and the Co-op. I can’t wait to come back in the summer for the scenery and to try the pool which looked huge!
1/15/2023
2023.01.15
2023.01.15
Beautiful place, views, house, land, decor…. Peaceful, quiet, at the top of the world. Just what we were looking for. Excellent host – very responsive, clear, attentive. Great experience overall. We’ll be back. Thanks!
1/7/2023
2023.01.07
2023.01.07
My stay at hilltop was a truly incredible experience. The property was completely secluded and offered breathtaking views of the catskill mountains. The hot tub was a great added bonus when it came to taking in the stunning night sky!
Inside, the home was beautifully designed and spacious. We had everything we needed for a comfortable stay – including lavender scented toiletries). the rental service Posto was very responsive and the check in and out process was seamless – One tip I would mention is to not drive there at night as the mountain roads can be tricky! Overall, it was a fantastic stay and I would highly recommend this Airbnb to others looking for a secluded, mountain getaway.
1/4/2023
2023.01.04
2023.01.04
Un lugar mágico, una casa rica en arquitectura , cada lugar es especial, cuarto ppal es una suite perfecta, vista 360, la casa tiene una energía unica y te permite disfrutar de cocinar y compartir, la sala con su chimenea es para estar tomando vino y disfrutar, los alrededores son naturaleza pura. Nada te hara falta, y en mi caso la temporada fue invierno y fue maravilloso, pisos climatizados, un sun room con chimenea bello, puedes pasar el día jugando ajedrez y tomando una buena botella de vino blanco, el jacuzi siempre listo ! Volvere x siempre
12/18/2022
2022.12.18
2022.12.18
A beautiful modern house with very unique design elements and wild open views into the surrounding mountains.

Price Details

When
Save 15% on weekly and 20% on monthly stays!
Red Cottage members save on every stay.
Join now