Vacation 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.

SKI-IN SKI-OUT LIFT&MT.VIEWS GR8 4SEASON LOC.Unit1

Ski-in,ski-out! Unbeatable location for all seasons! Closest condo at JiminyPeak to the slopes and lifts. Located right at base of Mt. in JJ’sLodge in the heart of JiminyVillage. Mere steps to BerkshireExpress HighSpeed 6pack! Amazing pano views of the slopes surround. Designated pkg space in owner’s pkg lot. Unmatched access to all JP’s year-round activities. Skiing,MtBiking,hiking,tennis,swimming,fall foliage leaf peeping, shops,restaurants,MtAdventurePark w/ famous MtCoaster&AlpineSuperSlide.

Charming Trackside 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

Comfortable Berkshires retreat on mtn resort, SISO

Once a retreat for an NYC real estate family, this grand yet comfortable place in Jiminy Peak has retained the feel of a chalet: perfect after a ski/hike/bike through the beautiful mountains around it. 4 bdrs allow your group to space out, and a great room with 20 foot high ceilings extends through the dining area. Convenient to many Berkshires spots (Tanglewood, museums, etc.), a 2nd living room, fireplace, jacuzzi, and access to slopes, hot tubs, heated pool & gym complete the perfect getaway.

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

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.

Upscale Haven • RPI & Siena • Serene & Stylish

Perfect for groups -whether it be family, friends, or a corporate off-site this stunning home is an ideal setting for a memorable getaway. Gracious and picturesque, this property will accommodate your group in style. Perfect for college visits, fall foliage escapes, or relaxing weekends in the Capital Region. Concierge services are available to customize your stay from local recommendations and stocked groceries to curated wellness or dining experiences ensuring a seamless, luxurious visit

"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, croquet court, swimming pool (June-September)and multiple walking trails throughout the forested 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.

Pool + Fenced Yard | Pets | Kids| BBQ | EV Charger

🏇20min to Horse Track 🎷23min to SPAC 🏦20min to Downtown Saratoga 🍴BBQ 🔥 Fire Pit 🏊‍♂️ Pool 🃏 Games 🚗 Convenient Parking ⚡EV Charger ☕ Coffee 🌞 Outdoor Dining 👩‍👩‍👦 Family Staycation 🌲Fully Fenced Yard 💧Filtered Water Private 4BR ranch on a quiet street, Sleeps 12 across 4 bedrooms and 2 living rooms with 55in TVs. Full kitchen, laundry, and a big fenced yard with a pool for cookouts, kids, and dogs. Self check-in, free parking, and room for the whole crew.

Beautiful Jiminy Peak Townhome Family Friendly

Leave the city behind and come work remotely from our 3 bedroom, 2 bathroom newly renovated townhome. Whether you're visiting the Berkshires area in the winter for skiing at Jiminy Peak, or you're seeking summertime adventures on the lakes and the hiking trails, this 3 level home with puts you right in the middle of the action. Perfect for families, this rental is located in a community just a mile (3 minute drive) from the mountain and managed by Moresi Property Management.

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.

Pool & Sauna Retreat | 5 Min to Jiminy Peak

Nestled in the Berkshires, this 5-BR family home combines comfort and tranquility. The open floor plan connects living areas, and the private backyard has a brand new pool! Bedrooms are spacious, featuring ample natural light. Surrounded by beauty, this home offers a perfect blend of modern living and natural serenity. Home includes a foosball table, and swimming pool. Attractions at Jiminy Peak (5-min away), Mt. Greylock (17-min away), and Ramblewild (5-min away).