Winter in the Berkshires! | House in Stockbridge

Q: How much does it cost per night to stay in Winter in the Berkshires!?

Best-rates for the Winter in the Berkshires! starts from $428 per night with includes Air Conditioner, Parking, Balcony/Terrace, Security/Safety, Wellness Facilities, Fireplace/Heating, Barbecue/Outdoor Cooking, Child Friendly, TV, Sports/Activities, Bedding/Linens, Internet, Kitchen, Laundry with all other amenities. Perfect for Weddings is committed to ensuring every guest experiences a comfortable and extraordinary stay, whether planning a romantic getaway, a honeymoon, a pet-friendly stay, or celebrating with the entire wedding party.

9.6 (10 Reviews) | 3 Bedrooms 2 Bathrooms 10 Guests Wedding Venue

Glendale House | Winter in the Berkshires!

3 Bedroom House in Glendale, Stockbridge

**The snow is fabulous this season in the Berkshires!**
Bring your family and ski at any of the great slopes in the area.
One of TWO lovely dwellings for rent on nearly four private acres. See VRBO 3529604 to learn more about our Charming Berkshire Cottage for large gatherings of family and friends!
The Main House is a beauty nestled in the heart of the Berkshires. An ideal home away from home for Tanglewood concert-goers and leaf peepers, this stunning property on nearly four acres boasts all the charm folks look for when traveling to western Massachusetts.
Just minutes away from the Norman Rockwell Museum and Berkshire Botanical Gardens (next door to both, really!), guests will enjoy proximity to all the best of the Berkshires while tucked away from noise and crowds. Use as a cozy home base as you venture out to see the sights, or just stay home and enjoy the landscaped grounds, access to a darling playhouse, large swing, quaint fish and frog pond, corn hole, frisbee, a scooter and bike for the kids!
Manicured gardens and a forest out back make for a most relaxing little paradise during your time away from home. The Main House offers beautiful, classic decor, generously appointed and ready to welcome you and your family! Just a hop away from Butternut, Bosquet Resort, Jiminy Peak, and Catmount for ski and tubing! Snow is already excellent!
Our fabulous cottage is a lovely, quiet retreat just minutes from some of the most iconic spots in the Berkshires!
***Ask about our off-season cottage rental option!! ***
***Special monthly rates Jan 2025 - June 2026
Perfect for the remote worker who would love to escape the city for beautiful Berkshires living in the wintertime. Bring your laptop, books, winter clothes, and skis and prepare to snuggle in for a beautiful season in one of the most idyllic spots in western Massachusetts.

Winter in the Berkshires! is located in Glendale. Winter in the Berkshires! provides accommodation, featuring Barbecue/Outdoor Cooking, Child Friendly, TV, among other amenities. This House features Barbecue/Outdoor Cooking, Child Friendly, TV, to make your stay a comfortable one.

Winter in the Berkshires! has 3 Bedrooms , 2 Bathrooms, and max occupancy of 10 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Glendale has interesting places to visit. If you want to learn more about the House in Glendale, such as places to visit and things to do nearby, you can check below to learn more.

Amenities

Air Conditioner
Parking
TV
Balcony/Terrace
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Barbecue/Outdoor Cooking
Child Friendly
Internet
Kitchen
Laundry

Policies

Event Policy No events allowed

Check-in Check-in time starts at 4:00 pm minimum check-in age: 25

Check-out Check-out before 11:00 am

Child Policy Children are welcome.

Pet Policy Pets not allowed

Smoking Policy Smoking is not permitted

Other Policy Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited property registration number c2132179702 safety features at this property include a fire extinguisher special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation

Secure a deal for the entire wedding group with our group booking rates!

Let our dedicated wedding agents help you find the perfect accommodations for your group.

Learn More

+1-604-210-0527

Reviews

Michael D. Aug 17, 2025 03:37:27 AM

Summary: This 3 bedroom plus den listing is not your standard vacation rental but a complete home with a formal dining room, formal living room, den and eat in kitchen. There’s also a master suite with a sun room and an enclosed back porch. The grounds are large and very pretty.The pros:- Very responsive hosts. Communications were great and any issues or questions dealt with rapidly. We couldn’t have asked for nicer people to rent from.- Lots of indoor and outdoor space.- Extremely convenient to Stockbridge, West Stockbridge, Lenox (and Tanglewood). Around the corner from the wonderful Berkshire Botanical Gardens and down the street from the Norman Rockwell Museum.- The house was well equipped with most things needed for a pleasant stay.Cons:- The windows in the main part of the house, the living room, dining room and kitchen had no screens and, therefore could not be opened to enjoy the cooler night air. It was necessary to run the air conditioning most of the time.- The house was inundated by air freshener scents air freshener sticks. My wife is very allergic to scents and perfumes and although we moved the air fresheners outdoors, the perfume smell still remained the whole time. This is partly our mistake as we usually do check with the owners ahead of time but neglected to do so. We did let the owners know about this and they were very apologetic about it.- The kitchen stove and pots and pans were quite “used” but the coffee maker, microwave, etc were fine.

Kumiko D. Jul 22, 2025 04:51:07 AM

Summary: Had a great time at this beautiful and quiet place. The host contacted us frequently to help us settle in and feel comfortable. Will recommend this property to anyone looking for a nice retreat.

Jul 19, 2025 09:48:17 AM

Summary: We had a wonderful one-week stay at this property. The grounds and the house are beautiful and well-maintained. The instructions in the welcome book were clear and easy to follow. The house was fully stocked with everything you could ask for and more. The spaces are generously proportioned. The location in the heart of the Berkshires is unbeatable. Our hosts were very responsive, and any questions we had were promptly answered. Everything worked as it should, which we really appreciated. We saw deer…and rabbits…and beautiful birds. We’ve been coming to the Berkshires for many years, and this house is a highlight. We highly recommend it.

Maryann D. Jan 1, 2025 12:13:16 AM

Summary: A beautiful property with a large comfy, warm and inviting home in the Berkshires very convenient to the town of Stockbridge and close to the Norman Rockwell museum. The home is clean, beds are super comfortable with plenty of hot water to shower. The very thoughtful owner has provided for all the comforts of home, and even included a Christmas tree and holiday decorations for our recent family Christmas stay. The great room with its large beautiful fireplace is spectacular. We rented the cottage next door for our son and fiancé and they loved it and their privacy. We had a lovely time & many memories we will cherish!

Charles F. Aug 19, 2024 08:33:38 AM

Summary: The elegant house is on acres of beautifully landscaped property. It is spotless, spacious and filled with light and tastefully furnished. The kitchen is well equipped and easy to work in. The master bedroom is large and opens to a beautiful sunroom. Great location, convenient to all of the cultural offerings of the Berkshires. We enjoyed our stay and would happily return.

Leslie L. Aug 5, 2024 03:27:38 AM

Summary: House is very spacious on beautiful property. Owner very responsive. Great location. Well stocked. Best for 2 couples or family with kids. Would stay there again.

Barb E. Jul 28, 2024 09:35:33 AM

Summary: My husband and I were traveling throughout the New England states with our 3 daughters (25,11 and 10) and wanted a home in The Berkshires to use as a base for a few days. We couldn't have made a better choice! This home is absolutely beautiful with so many touches to make you feel right at home. The host/hostess went above and beyond creating a welcoming atmosphere for our family. We communicated several times prior to checking in and they made themselves available to us as needed. The home had plenty of space for us to all to spread out and have some privacy. The beds were extremely comfortable and everything we could have wanted or needed was provided (plus some). The location of the home is a gorgeous, quiet, sanctuary. We fell in love with the area as we checked out The Norman Rockwell Museum, Jacob's Pillow, The Hancock Shaker Museum, and shopped in Great Barrington. Everything was an easy trip from this location. We would choose this house again if ever in the area.

FAQ's

Is this Winter in the Berkshires! pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Winter in the Berkshires! have a swimming pool?

No, this Winter in the Berkshires! does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Winter in the Berkshires!?

Best-rates for the Winter in the Berkshires! starts from $428 per night with includes Air Conditioner, Parking, Balcony/Terrace, Security/Safety, Wellness Facilities, Fireplace/Heating, Barbecue/Outdoor Cooking, Child Friendly, TV, Sports/Activities, Bedding/Linens, Internet, Kitchen, Laundry with all other amenities. Perfect for Weddings is committed to ensuring every guest experiences a comfortable and extraordinary stay, whether planning a romantic getaway, a honeymoon, a pet-friendly stay, or celebrating with the entire wedding party.

Is Winter in the Berkshires! a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Winter in the Berkshires! wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Winter in the Berkshires! has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Winter in the Berkshires!?

Based on the information reported by the owner or manager, the Winter in the Berkshires! indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Winter in the Berkshires!?

Based on the information reported by the owner or manager, details for the cancellation policy for the Winter in the Berkshires! are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

Check House Availability

Nightly rates from:

US $428