Holiday rentals with a pool in Rensselaer County

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Popular amenities for Rensselaer County rentals with a pool

House rentals with a pool

Top Guest favourite
Home in East Schodack
5 out of 5 average rating, 39 reviews

Expansive Upstate Home w/ Home Theater!

CaylorRating, 5 stars2 weeks ago
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!
Superhost
Home in Nassau
5 out of 5 average rating, 3 reviews

Secluded Lux Mansion Pool Home with Amazing Views

DaifengRating, 5 stars6 months ago
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!
Home in Hancock
4.83 out of 5 average rating, 12 reviews

Beautiful 4 Bedroom Townhouse in the Berkshires

LindaRating, 5 stars4 months ago
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.
Home in Hancock
4.88 out of 5 average rating, 8 reviews

Snowdrop Lodge: Beautiful Condo at Jiminy Peak

BrianRating, 5 stars5 months ago
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.
Superhost
Home in Hancock

2 BR 2BA Condo Jiminy Mtn Views

PeterRating, 5 stars5 months ago
Very cute and clean. All new furniture.
Guest favourite
Home in Hancock
4.88 out of 5 average rating, 49 reviews

Jiminy Peak Peaceful Home in Berkshires

EllenRating, 5 stars4 months ago
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!
Guest favourite
Home in Hancock
4.94 out of 5 average rating, 32 reviews

Bougie B’s Mountainside Getaway

TheresaRating, 5 stars3 months ago
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!!
Guest favourite
Home in Hancock
4.92 out of 5 average rating, 26 reviews

Family Lodge at Jiminy Peak - Pools & Adventure

AllisonRating, 5 stars3 months ago
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

Guest favourite
Condo in Hancock
4.95 out of 5 average rating, 59 reviews

Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base

EladRating, 5 stars2 months ago
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.
Superhost
Condo in New Ashford
5 out of 5 average rating, 4 reviews

Wyndham Bentley Brook - 2 BR Deluxe - Sleeps 8

DanielRating, 5 stars4 months ago
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.
Superhost
Condo in Hancock
5 out of 5 average rating, 6 reviews

Condo Resort at Jiminy Peak Ski Mountain's Base

LaurenRating, 5 stars3 weeks ago
Hamilton is a wonderful host and the area is always beautiful and fun.
Condo in Hancock
4.88 out of 5 average rating, 33 reviews

Unique - Country suite @ Jiminy Peak

BrentRating, 5 stars17 months ago
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+
Condo in Hancock
4.6 out of 5 average rating, 148 reviews

Jiminy Peak Country Inn 1 Bedroom Suite

BenRating, 5 stars4 months ago
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!
Condo in Hancock

Berkshires Resort with Pools - Lg 1BD - Sleeps 4

JessicaRating, 5 stars4 months ago
Great stay for skiing at Jiminey Peak! We would definitely stay here again. Clean, spacious, great location and reasonable price!
Superhost
Condo in Hancock
5 out of 5 average rating, 4 reviews

Wyndham Bentley Brook

Ashley And NathanielRating, 5 stars16 months ago
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!!!
Condo in Hancock
4.9 out of 5 average rating, 10 reviews

Ski-in/Ski-Out on Jiminy Peak

BiancaRating, 5 stars4 months ago
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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