Holiday rentals with a pool in Rensselaer County

Cozy cottage with pool, walking distance to lake

Cozy cottage with pool, fire-pit, and a short walk to the lake. Enjoy a relaxing stay at our home exploring the lake and local eateries, or a fun family getaway at the pool. Just a short drive to your winter fun at Jiminy Peak for skiing, or Saratoga during track Season. Minutes to the Crooked Lake House for your wedding stays. Don't forget your four legged family members, while you're snowshoeing, or swimming at the lake. With WIFI and A/C you can tele-work, while sitting pool side this summer.

Secluded Luxurious Chalet with Pool and Hot Tub

🏞️Escape to this luxurious countryside retreat nestled on 28 private acres, perfect for families or groups. With 6 BDRM/5 BATH, heated pool, hot tub, & several living & game rooms, this spacious home offers both relaxation & adventure. Enjoy peaceful surroundings while being a short drive from Saratoga Springs, Grafton Park, Albany, & the Hudson River Valley’s wineries and hiking. Explore Lake George, the Berkshires, & Adirondack Mountains. The perfect getaway for both relaxation & outdoor fun!

Charming Guesthouse w/ Pool

Charming Guesthouse 20 Mins. from Saratoga Race Track — Pool, Fire Pit & Spacious Yard! Welcome to your perfect Upstate NY getaway - a cozy, private 1-bedroom guesthouse located on a half acre property in Clifton Park, just a quick drive from the world-famous Saratoga Race Track! Whether you're here for track season, concerts at SPAC, or simply to unwind, this peaceful retreat offers modern comforts, resort-style amenities, and a touch of country charm, complete with chickens and a spacious yard

Farmhouse at June Farms

This property is the perfect stay if you are looking to visit June Farms and need more space than The June Farms cabins are able to accommodate. The view from the kitchen is something out of a Norman Rockwell painting. Your Stay Includes: * 3 Bedrooms * 2 bedrooms with plush king beds * 1 bedroom with a queen on queen bunk beds * 3 Full Bathrooms * Plunge Pool – cold pool in the summer, hot tub in the winter * Theater Room * Outdoor Patio & Grill * Central Air & Wi-Fi * Chef's Kitchen

Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off

Welcome to the Jiminy peak Relaxation Suite! This is the most epic suite in all of the Berkshires! Brand new, you will love all the intricate details. Discover inner peace with Zen details throughout, and of course a deluxe massaging chair with Bluetooth Hookup. No details are left out. It is our pleasure to bring this magic to your all year retreat! Note: The room is Brand New and is one of the few in all of Jiminy Country Inn with Hardwood Floors, updated kitchen, and new furnishings

Berkshire family getaway at Jiminy Peak!

Beautifully renovated space for a perfect getaway! Our home is a comfortable family space with ski-in/ski-out access to Jiminy Peak through an access trail at the end of our street, so you can skip the parking and shuttles. With four bedrooms spread over three floors for privacy, a brand new kitchen, and space to relax, there's room for everyone in your group to make the most of your time away. And with the charming towns of the Berkshires all around you, there's plenty to do all year round.

Serene+Stylish Mountain Retreat

Our beautifully-designed, comfortable, much-loved townhome is great for families or friends wanting an escape to the Berkshire mountains. Located up the hill from Jiminy Peak Village Center, the home has 4 bedrooms over 3 floors, an open plan living space, updated kitchen, family room, and new deck. A short walk to the slopes in winter and use of Jiminy Peak resort pools in the summer make it a year-round destination. Book your stay and find out why once you are here, it’s so hard to leave!

"The Cabin" - Cozy & Rustic Home (Averill Park)

This luxurious log cabin, nestled on 200+ acres of private, expansive wilderness, is the perfect escape. Enjoy sunrise from the front porch, grill on the back deck and explore the 18-hole disc golf course, tranquil Japanese garden, croquet court, swimming pool and multiple walking trails throughout the forest property. Jiminy Peak Ski Resort, the Berkshires, and Saratoga Springs are all nearby. All amenities are provided with a personal touch that will make your stay relaxed and memorable.

Berkshire Getaway Ranch 3 acres + saltwater pool

Escape to the Berkshires in my cozy home sitting on 3 acres of land with in-ground saltwater pool. Enjoy the private, rural feel at this property with picturesque sunsets on the hills beyond. Under 5 min to Onota & Pontoosuc lakes, 15 min to Jiminy Peak & Bousquet ski resorts & a short drive to Lenox/Williamstown/North Adams. Light a fire in the living room & enjoy the ambiance of the vaulted wood ceilings & large picture windows framing views of the bucolic hills.

Bougie B’s Mountainside Getaway

Escape to our updated 2-bedroom, 2-bath condo at Jiminy Peak! Perfectly situated for the ski season, you'll enjoy quick access to both the slopes and apres ski. After a day on the trails, unwind at nearby restaurants like Christianson's Tavern or Bluebird & Co, offering top notch local eats. Bougie B's features updated amenities and that perfect touch of class to make you feel special. Come experience the beauty of the mountains today—your perfect escape awaits!

Ski-InSki-Out Loft Lift&MT.Views

This ski-in, ski-out loft is located right at the base of the mountain in the Thatcher Lodge in the heart of the village at Jiminy Peak. Unmatched access to all of Jiminy Peak’s year-round activities. Skiing, mountain biking, hiking, tennis, swimming, fall foliage leaf peeping, shops, restaurants and the Mountain Adventure Park including the famous Mountain Coaster, Alpine Super Slide, Euro Bungy Trampoline, Soaring Eagle, Giant Swing, and climbing wall.

Waterfront Cabin • Cedar Hot Tub & Sauna

Welcome to our COZY RIVERFRONT CABIN! This 3-bedroom, 2-bath escape sits right on the water and sleeps up to 8. LOADED with amenities! Enjoy a cedar wood sauna, custom wood-burning hot tub, private movie theater, a crackling fire pit, riverside hammock, and a fishing dock overlooking the river. Discover the unique specialties that every season has to offer with family and friends to unwind, reconnect, and soak in peaceful, unforgettable moments.