
Holiday rentals with a pool in Rensselaer County
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Top-rated rentals with a pool in Rensselaer County
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House rentals with a pool

Expansive Upstate Home w/ Home Theater!
This house was amazing. Truly a great space for medium to large families. The pool looked amazing. Unfortunately it was raining during our stay so we didn’t get to enjoy it, but really wanted to! Each bedroom was very spacious. Great family room with kitchen table and kitchen all together really helped our large family feel connected while enjoying each space. The home theater in the basement…. AMAZING!!! I highly recommend bringing a game console down there (we had our Nintendo switch) and it was so much fun to play games on the large screen with the entire family. Amazing reclining chairs. Felt like we were at the movies! I HIGHLY RECOMMEND this house. It was a lot of fun and a beautiful space. I would stay here again and again!

Secluded Lux Mansion Pool Home with Amazing Views
Our stay at Barry and Alisha’s place was absolutely amazing! The house is spacious, beautiful, and full of character, with thoughtful details that made it truly special—especially the room with the hidden entry, which was such a fun touch. The property itself is incredible, with the biggest lot we’ve ever seen and private trails that are perfect for relaxing walks. It’s a serene escape from the hustle and bustle of city life, and we left feeling refreshed and recharged. Barry and Alisha were wonderful hosts, and their attention to detail made our stay even better. We had an unforgettable time and would highly recommend staying here to anyone looking for a peaceful retreat. Can’t wait to come back!

Beautiful 4 Bedroom Townhouse in the Berkshires
This home was the perfect place for our family/friends gathering. Location was fantastic - just a short 1-2 min walk to the ski-in spot, making it incredibly convenient for hitting the slopes with little ones. The host was exceptionally informative and friendly, ensuring we had everything for a comfy stay. Kids had fun sledding between the houses and grownups loved the hot tub.

Snowdrop Lodge: Beautiful Condo at Jiminy Peak
It was great to be on the property at Jiminy Peak walking distance to the lodge and mountain. Place was adorable. Perfect for our family of four. They had garbage bags, soap and all the necessities. Would definitely stay there again.

2 BR 2BA Condo Jiminy Mtn Views
Very cute and clean. All new furniture.

Jiminy Peak Peaceful Home in Berkshires
We had a great stay at Michelle’s place. It was very conveniently located to the base of Jiminy Peak, which made getting to and from the mountain very easy. The house was very well appointed and had everything we needed. We used the fireplace twice and it was super easy. Having access to the facilities at The Country Inn at Jiminy Peak was great as I am injured and can’t ski currently, so instead I went to the gym each day. My family didn’t want to leave and my kids are asking when we can go back!

Bougie B’s Mountainside Getaway
Absolutely beautiful space. Spotlessly clean. Full kitchen amenities plus a little coffee station. Fabulously comfortable beds and living room furniture. Deliciously soft towels. Just an overall great experience and peaceful stay!!

Family Lodge at Jiminy Peak - Pools & Adventure
This is the second year we have stayed at Morgan’s home, and it is spacious, welcoming, clean, and very well equipped! This year we had much better conditions than last year (snow!) and walked down the road and skied right on to the mountain. It’s a few minutes, but is not any worse than trying to find a parking space when there are none and walking up all of those steps! It was awesome! Morgan is attentive and communicative and our large family absolutely love staying and can’t wait to come back!
Condo rentals with a pool

Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base
A Perfect Stay at Elisa's! Elisa's place was absolutely magical! Located in a charming yet convenient resort, this beautifully designed space instantly felt like home. Sunlight streams through the windows, illuminating tasteful décor that balances style and comfort. What truly stands out is Elisa's hospitality. Her communication was warm and helpful, and her local recommendations led us to hidden gems throughout the area. The spotless cleanliness and private garden oasis for morning coffee or evening drinks made everything perfect. This place represents exceptional value—not just accommodation but an experience connecting you to the local community.

Wyndham Bentley Brook - 2 BR Deluxe - Sleeps 8
Jiminy Peak is a great family mountain. Christina's place is perfectly located to do everything right out your back door. Christina was an excellent host. Thank you.

Condo Resort at Jiminy Peak Ski Mountain's Base
Hamilton is a wonderful host and the area is always beautiful and fun.

Unique - Country suite @ Jiminy Peak
We had a fabulous time up at Jiminy Peak and being right on the mountain at Shana’s place made it very easy to enjoy the many things to do. Shana is a great host and her unit was perfect for our family of 5. Our younger two tried counting all of the gnomes in every room. We definitely recommend staying at Shana’s place, she is very easy to work with and quick to answer any questions. Thanks again A+

Jiminy Peak Country Inn 1 Bedroom Suite
We had a great stay here. It was very close to the ski lifts, and the ski locker was directly across the hall. It made for a very enjoyable and easy skiing experience. Jiminy Peak is a great place to ski at with a variety of trails for all skill levels, and even though it was a school vacation week/weekend, the lift lines were never long. Margaret was very responsive to any questions we had and made the process easy. We loved it!

Berkshires Resort with Pools - Lg 1BD - Sleeps 4
Great stay for skiing at Jiminey Peak! We would definitely stay here again. Clean, spacious, great location and reasonable price!

Wyndham Bentley Brook
We had a wonderful time staying at Paul’s place! We had easy access to the mountain for skiing. It was wonderful to have a ski locked to store our stuff outside of the room. In addition to the wonderful accommodation our kids loved the indoor/outdoor pool after a long day on the slopes. Highly recommend Paul and his accommodation!!!

Ski-in/Ski-Out on Jiminy Peak
Perfect home base for skiing at Jiminy! It was great for me and my kid plus we got to enjoy the hot tub, pool, breakfast at the country store and dinner at bluebird & co. Justine was a great and communicative host - we hope to return soon!
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- Hunter Mountain
- Stratton Mountain
- Saratoga Race Course
- Howe Caverns
- Six Flags Great Escape Lodge & Indoor Water park
- John Boyd Thacher State Park
- Albany Center Gallery
- Jiminy Peak Mountain Resort
- Taconic State Park
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- Zoom Flume
- Windham Mountain
- West Mountain Ski Resort
- Bash Bish Falls State Park
- Stratton Mountain Resort
- Saratoga Spa State Park
- Mount Greylock Ski Club
- Mount Snow Ski Resort
- Norman Rockwell Museum
- Beartown State Forest
- Dorset Field Club
- Hancock Shaker Village
- Hunter Mountain Resort