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.

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

LuNo - Relaxing Ski and Culture Berkshires Escape

Insta: @LuNo_Airbnb Welcome to our dream ski getaway! This renovated home “LuNo” is ideal for up to 8 guests, featuring 3 bedrooms, 2 baths, and all comforts for a perfect Berkshires getaway. Cozy living area with smart TV, a fully equipped kitchen, and a private patio with a grill. Just 2 miles from Jiminy Peak and close to Tanglewood, Mass MoCA, and The Clark Museum, this condo offers both adventure and relaxation. Unwind at the community pool in summer and enjoy scenic beauty year-round.

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, 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.

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).

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.

Ski-In Ski-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.

Jiminy Peak Slopeside Getaway • Ski & Adventure

Jiminy Peak Slopeside Getaway • Ski & Adventure ★☆ ABOUT THIS SPACE ☆★ Welcome to Jiminy Peak Slopeside Getaway, your all-season mountain retreat. Enjoy scenic views and a true ski-in/ski-out experience—just a 3-minute walk to the chair lift at Jiminy Peak. This 2-bedroom, 2-bath home sleeps up to 7 guests and offers private parking, a porch, and a deck, plus access to a heated pool, indoor/outdoor hot tub, and clubhouse.