Stephentown Center Vacation Rentals

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Browse Select Stephentown Center Vacation Homes

Our top choices for Stephentown Center vacation homes

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

9.8 out of 10, Exceptional, (146)
"Plenty of space to stay with friends but have your own space. Lots of outdoors activities in the area which was perfect. Clean, comfortable and pool table and hot tub were a plus! "
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

Contemporary Berkshire Home with Views of Taconic Golf Course

10.0 out of 10, Exceptional, (5)
Contemporary Berkshire Home with Views of Taconic Golf Course

Enjoy comfortable elegance in this secluded grand home located in town

10.0 out of 10, Exceptional, (70)
"Great location for access to both Tanglewood and Lenox center. "
Enjoy comfortable elegance in this secluded grand home located in town

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

10.0 out of 10, Exceptional, (128)
"Fantastic home! Clean, well stocked and very comfortable. We had a great time and will be back. The owner was kind, considerate and appreciative of our stay. Thanks again! "
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

Comfortable Berkshires retreat on mtn resort, SISO

8.8 out of 10, Excellent, (6)
"Kind and responsive host."
The price is CA $223
CA $672 total
includes taxes & fees
Aug 26 - Aug 27
Comfortable Berkshires retreat on mtn resort, SISO

Heart of Lenox Walk to Town Cozy Cottage!

10.0 out of 10, Exceptional, (72)
"Was as nice as the pictures. A plus for a very comfortable king sized bed! Right in town for walking to shops and restaurants. Thank you!"
Heart of Lenox Walk to Town Cozy Cottage!

Home away from home

8.0 out of 10, Very good, (18)
"Very cozy and comfy place!"
Home away from home

Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!!

10.0 out of 10, Exceptional, (52)
"Great spot on the lake. Super quiet and relaxing."
Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!!

Walk to Dining: Downtown Lenox Guest House!

9.4 out of 10, Exceptional, (29)
"Great location and convenient walking distance to downtown Lenox. "
Walk to Dining: Downtown Lenox Guest House!

Secluded Family Home in Serene Stockbridge Woods

10.0 out of 10, Exceptional, (21)
"We spent a short weekend here in Stockbridge to attend the Naumkeag Pumpkin Show. The kids (2 + 4) were in amazement the entire time. The house was a fantastically creative environment with books, games, toys, and a massive yard with swings. A+ would stay again."
Secluded Family Home in Serene Stockbridge Woods

Charming 3-bedroom farmhouse in Lenox

10.0 out of 10, Exceptional, (1)
"House is comfortable and spacious, with a well-supplied kitchen. Hosts had thought of everything we might need. A/C was very helpful in the heat! Perfect location for exploring the Berkshires, and a fairly easy walk into town."
Charming 3-bedroom farmhouse in Lenox

Idyllic Berkshires Farmhouse

Idyllic Berkshires Farmhouse

Country Living just minutes from Everything!

10.0 out of 10, Exceptional, (28)
"Jandie's was the absolute best rental house we have ever stayed at. The house was clean and well kept, everything felt brand new. The set up was great, open kitchen, dining room and living room and made entertaining very easy. The kids had their own room and enjoyed spending time together in their own space. Julie was a pleasure to work with and accommodated us in anyway she could, from beginning to end. She even made us homemade delicious treats. We would highly recommend Jandie's and we...
Country Living just minutes from Everything!

Sophisticated Lenox Retreat by Evergreen Home

9.8 out of 10, Exceptional, (9)
"Very quaint location, clean property, and great place to stay"
Sophisticated Lenox Retreat by Evergreen Home

Spacious 5-bedroom house in charming Lee with WiFi

The price is CA $590
CA $1,106 total
includes taxes & fees
Sep 4 - Sep 5
Spacious 5-bedroom house in charming Lee with WiFi

The Lakeshore House

10.0 out of 10, Exceptional, (1)
"Excellent stay!"
The price is CA $673
CA $1,117 total
includes taxes & fees
Sep 2 - Sep 3
The Lakeshore House

2200sf Secluded Family Mountain House 16 Acres- 2 min to Jiminy Peak- near Lenox

9.8 out of 10, Exceptional, (68)
"Beautiful location, very spacious, comfortable and clean."
2200sf Secluded Family Mountain House 16 Acres- 2 min to Jiminy Peak- near Lenox

Watervliet Retreat

9.8 out of 10, Exceptional, (8)
"My son graduated from Sienna College on Sunday. Our family was ver comfortable. Three private cozy bedrooms. Central air made it very comfortable. The place is very clean and beautifully decorated. With all the comforts of home. Markos was a fabulous host. Thank You newly renovated. "
Watervliet Retreat

3 Bedroom Lakefront Home with Hot Tub & Fireplace

10.0 out of 10, Exceptional, (114)
"Our family of eight adults stayed in the home to celebrate a college graduation. It has a nice open floor plan that accommodated in-door time together as the weather was chilly for our stay. The nice balcony overlooks the lake. Only drawbacks are that there’s just one shower and futon sofa mattress was hard, not comfortable. Overall, very nice house and happy with our stay. "
3 Bedroom Lakefront Home with Hot Tub & Fireplace

Imagine Being Lakeside This Summer! Book Now!

9.6 out of 10, Exceptional, (19)
"Had a great trip. House was perfect for our group. Comfy beds, great fireplace and nice location near lots of local attractions."
Imagine Being Lakeside This Summer! Book Now!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Stephentown Center Hotel Reviews