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Country Estate: Main Lodge - 4 Bdrms, 3.5 bath

Bedrooms 4
Half Baths1
Space 3,000 sq ft
Property type house
Minimum Stay 2 nights


About the property

Main Lodge - 4 bedroom & 3.5 bath; Optional Cottage 2 bedroom & 1 bath

Located at the end of a winding country road and nestled against the base of Mount Anthony, the property has 350+ private acres to hike or walk, two lovely ponds for swimming, stunning views of Pleasant Valley from the wraparound front porch, and spacious, modern living quarters. The property includes two residences. The main house (pictured above) has 4 bedrooms and 3.5 bathrooms with first and second floor master bedrooms with king beds and en-suite bathrooms. The 2 additional bedrooms share a hall bathroom complete with jacuzzi tub. There is a modern, gourmet kitchen with vaulted ceilings and skylights and floor-to-ceiling, fieldstone, wood-burning fireplace. This well appointed home can accommodate up to eight adults.

Also located on the property is separate lodging, the Brookside Cottage, which can be rented for $250/night as additional accommodations for up to 4 adults. The Brookside Cottage (see final photos of our listing) has a gourmet kitchen, open floor plan, wood-burning fireplace, 2 bedrooms, and 1 bathroom.

Here you can enjoy a wide range of sporting, cultural, and restful activities. The expansive acreage of our estate includes clean, crisp ponds for swimming and trails that will lead you across the fields and into the woods and hills. With Pleasant Valley Country Estate as your base of operation, you may enjoy the delights of Southwestern Vermont and return to your luxurious and inviting “Green Mountain” home.

Our gourmet kitchens are fully equipped for your cooking pleasure. Concierge services, such as pre-arrival food shopping, appointments for spa treatments, and catering are available upon request. We can help make your visit easy, carefree, and relaxing.

On the property and in the the Bennington area, there are many activities:

- Hike or bike the trails on our 350+ acre private estate preserve

- Swim each day in the refreshing ponds

- Pick your own fruits and vegetables

- Cross-country ski and snow shoe on untouched snow

- Relax and enjoy the views of the ponds and the valley beyond

- Enjoy nature at its finest

Tour the local Bennington area and visit covered bridges, historic homes, the Bennington Battle Monument, Bennington Pottery, Bennington College, and local museums. Williamstown, Tanglewood, and the Berkshires are all in nearby providing additional cultural activities.

Also, you may:

- Golf at beautiful Mt Anthony Golf Club

- Horse-back ride on local trails

- Canoe or fish the renowned Battenkill River

- Visit one of the area's sugar shacks to see sap turned into maple syrup.

- Ski the mountains of Southern Vermont: Bromley and Stratton are only 30 minutes away and Mount Snow is only 45 minutes away.

Pleasant Valley Country Estate is a wonderful place to visit and enjoy at any time of the year and in any season.

More Details

Property Manager
Justine Robertson
Member since: 2009
Speaks english
Response time
Within 12 hours
Response rate
Calendar last updated:
16 June, 2018

Guestbook comments from the manager

We came up to enjoy a little family time with the new baby & the Irish Music Festival & Garlic Festival. The house was amazing-awesome to give everyone their own space & still let everyone enjoy each others company. Perfect distance from the festivals. We ran & biked every day. Great scenery, beautiful grounds-great for family photos. Everyone cannot wait to come up next year. Maybe the baby will even swim in the pond!
Sep 2010
  • 1 of 8


Accommodation and facilities for this holiday house rental in Bennington, Vermont

Property Type:
  • house
  • Catering available
Floor Area:
  • 3000 sq ft
House Rules:
  • Max. occupancy: 8
  • children welcome
  • pets not allowed
  • non smoking only
Location Type:
  • Mountain
  • Mountain View ...
  • Rural ...
  • Village ...
  • Water View ...
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning ...
  • Alarm Clock
  • soap
  • Ceiling Fans
  • Clothes Dryer ...
  • Firewood
  • Heating ...
  • Iron & Board
  • Laundry Soap
  • Linens Provided ...
  • Living Room ...
  • Local Activities Guide
  • Local Maps
  • local restaurant guide
  • Paper Towels
  • Parking ...
  • Telephone ...
  • Toilet Paper
  • Towels Provided ...
  • Washing Machine ...
  • Wireless Internet
  • Wood Fireplace
  • Catering Available ...
  • Coffee Maker ...
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Dishwasher ...
  • Freezer ...
  • Grill
  • Ice Maker
  • Kitchen ...
  • Lobster Pot
  • Microwave ...
  • Oven ...
  • Pantry Items
  • Refrigerator ...
  • Stove ...
  • Stove
  • Toaster
  • Child's Highchair
  • Dining ...
  • Dining Area
  • seating for 8 people
  • 3 Bathrooms
  • 1 Half Bath
  • Main House Bathroom 1 - toilet , bath (no shower) , shower enclosure , in Bedroom 1
    Main House Bathroom 3 - toilet , bath (no shower) , shower enclosure , jacuzzi , off 2nd floor hallway
    Main House Bathroom 4 - toilet , first floor
    Main House Bathroom 2 - toilet , bath (no shower) , shower enclosure , in Bedroom 2
  • Main House: Bathrooms are extra large, and have luxurious stone walk-in showers with separate soaking bathtubs. Upstairs shared bathroom has a luxurious stone walk-in shower and jetted jacuzzi tub. Brookside Cottage: 1 full bathroom.
  • 4 Bedrooms, Sleeps 8
  • Bedroom 1 - 1 extra lg. double bed , 2nd floor
    Bedroom 2 - 1 large double bed , 2nd floor
    Bedroom 3 - 1 large double bed , 2nd floor
    Bedroom 4 - 1 extra lg. double bed , 1st floor
  • Main Lodge: Bedroom 1 and Bedroom 4 are king master suites with en-suite bathrooms containing over-sized marble showers and separate tub. Bedrooms 2 and 3 in the main house share a bathroom off the main hallway on 2nd floor with shower and whirlpool tub. Brookside Cottage: 2 bedrooms and 1 bath
  • Books ...
  • DVD Player
  • Games ...
  • Piano
  • Ping Pong Table
  • Satellite / Cable ...
  • Television ...
  • deck chairs
  • Beach Towels
  • Deck / Patio
  • Golf ...
  • Kayak / Canoe ...
  • Lawn / Garden
  • Outdoor Grill ...
  • Outdoor Grill Gas
  • Veranda / Loggia ...
  • Ski & Snowboard ...
  • Tennis ...
  • 4 garden chairs
  • suitable for elderly or infirm
Pool / Spa:
  • Private Pool ...
  • Spa Whirlpool
  • jacuzzi ...
Onsite Services:
  • Concierge
  • Massage
  • Private Chef
  • autumn foliage
  • caves
  • churches
  • cinemas
  • festivals
  • forests
  • health/beauty spa
  • library
  • live theatre
  • museums
  • playground
  • pond
  • recreation centre
  • restaurants
  • synagogues
  • theme parks
Leisure Activities:
  • antique hunting
  • bird watching
  • boating
  • horse riding
  • horseshoes
  • outlet shopping
  • photography
  • scenic drives
  • shopping
  • sight seeing
  • sledding
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • fitness centre
  • groceries
  • hospital
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • basketball court
  • cross country skiing
  • cycling
  • equestrian events
  • fishing
  • fly fishing
  • freshwater fishing
  • golf
  • golf pass optional
  • hiking
  • ice skating
  • jet skiing
  • kayaking
  • mountain biking
  • mountain climbing
  • mountaineering
  • racquetball
  • rafting
  • rock climbing
  • ski
  • snowboarding
  • snowmobiling
  • swimming
  • tennis
  • water skiing
  • water tubing


Wonderful! 4.9/5 -
(35 traveller reviews)

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Country Estate: Main Lodge - 4 Bdrms, 3.5 bath
average rating of 4.9142857 based on 43 reviews

Excellent Stay at a Gorgeous Property

  • 5 of 5

Great stay on our first trip to Vermont.

+ Large, cozy home with multiple bedrooms

+ Spacious kitchen and gathering spaces

+ Acres of Woods...Mountain and Creek views were stunning

+ Deer, ducks, chipmunks etc...

+ Ping Pong table was a hit

+ Loved the property and will visit again when we head back to Vermont

  • Review Submitted: 01/05/2018
  • Date of Stay: April 2018
  • Source: VRBO, from HomeAway
Owner's Response: Thanks for this lovely review. Glad you enjoyed your stay
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Mini Reunion at Pleasant Valley Road

  • 5 of 5

The home and grounds are fantastic. We lucked out with the weather and were able to explore. The home is beautiful and everyone had their own space. Very beautifully furnished, kitchen has all the necessary equipment for a good meal. Bathrooms were to die for, large and great showers. All in all it was a wonderful time on Pleasant Valley Road. It is also centrally located.

  • Review Submitted: 02/11/2017
  • Date of Stay: October 2017
  • Source: HomeAway
Owner's Response: Thank you for your lovely review. You were great guests and we would welcome you back anytime. Justine
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Perfect place for a family or friends' getaway!

  • 5 of 5

We are four retired former college roommates who have gotten together once a year over the past decade or more. Of all the places we have stayed, the Pleasant Valley Estate house went to the top of the list as the best! The house was spacious, clean and stocked with everything you would need. The views from both the front and back porches were lovely…. just wish we were here for the fall foliage views! We barbecued and ate dinner on the porch overlooking the ponds. We also have to say how we appreciated Vinny’s (the caretaker) quick responses to any questions and problems we had. He also gave us an overview of the area and night sounds...and just as he said, we heard the the barred owls’ hooting calls. Visited the Bennington Pottery, the Old First Church and Robert Frost’s gravesite, the battle monument and the Bennington Museum, all just a ten minute drive from the house. We are all hoping to return soon! You will love it…we did!

  • Review Submitted: 02/10/2017
  • Date of Stay: September 2017
  • Source: HomeAway
Owner's Response: Thanks for such a lovely review. We love to share our property with guests who really appreciate its beauty.
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Beautiful property, well maintained

  • 5 of 5

We loved our visit here. The house is beautiful and the views are stunning. Everything is well maintained, we could even swim in the pond! Every bedroom is spacious and gorgeous. Was very hard to leave!

  • Review Submitted: 14/08/2017
  • Date of Stay: August 2017
  • Source: VRBO, from HomeAway
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Beautiful home with an amazing view

  • 5 of 5

My friends and I stayed at the Pleasant Valley Estate for the weekend. The house is beautiful, clean and spacious. As soon as you enter the house you will be WOWed by view, which you can't get enough of it. The kitchen was great and we had so much fun cooking. Every room was spacious and clean with nice bathrooms.

Communication with the owner was easy. Vinny (the property manager) was so welcoming and responsive to our questions. I would highly recommend a stay at this place and will definitely go back soon.

  • Review Submitted: 08/08/2017
  • Date of Stay: August 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thanks for such a beautiful review. So happy you enjoyed your stay. Justine
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The most beautiful home and property. Perfect for a group or family vacation.

  • 5 of 5

My family and I vacationed at the Pleasant Valley Estate for a fabulous five night stay. The house is the perfect place to get away from it all. Located on a beautiful piece of property, this home is spacious and clean with a grand kitchen, luxurious bathrooms, amazing porches and spectacular views. We had so much fun cooking, exploring the ponds, playing ping pong in the basement and wiffle ball in the yard. I highly recommend this estate for families and friends looking to vacation in VT. Before we left, the entire family was making plans to come back again next year. I can not wait!

  • Review Submitted: 28/07/2017
  • Date of Stay: July 2017
  • Source: VRBO, from HomeAway
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Nearest Airport
38 Miles
Albany International Airport
Nearest Golf
1 Miles
Mt. Anthony Country Club
Nearest Train
39 Miles
Amtrack, Rensselaer, (Albany) NY
Nearest Motorway
5 Miles
Route 787, NY
Nearest Restaurant
1 Miles
The Bennington Station
Nearest Ski
30 Miles
Bromley Ski Area; Stratton Ski Area
Car: necessary

Bennington is an easy drive from NYC, NJ, & CT and uniquely situated between Albany, NY, Williamstown, MA and resort areas of Vermont. Enjoy theater, music, fine dining and recreation in this area. Bromley and Stratton Ski areas are only 30 minutes away. Whatever your plans include, you can easily get there from Bennington. Southern Vermont boasts many State Parks, lakes and trails as well as a quaint downtown area for shopping and dining. The closest airport is Albany, NY, an easy 50 minute drive from Bennington.


Rates & Availability

Rental Rates for this holiday house in Bennington, Vermont

Rental Basis:
per property
Manager accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
Labor Day weekend
31 Aug 2018 - 3 Sep 2018
2 night minimum stay
Notes: Rates are based on 4 guests; add AU$67 per night, per additional guest
Fall Foliage
21 Sep 2018 - 22 Oct 2018
2 night minimum stay
Notes: Rates are based on 4 guests; add AU$67 per night, per additional guest
21 Nov 2018 - 25 Nov 2018
2 night minimum stay
Notes: Rates are based on 4 guests; add AU$67 per night, per additional guest
21 Dec 2018 - 2 Jan 2019
2 night minimum stay
Notes: Rates are based on 4 guests; add AU$67 per night, per additional guest
My Standard Rate
2 night minimum stay
Notes: Rates are based on 4 guests; add AU$67 per night, per additional guest

Additional information about rental rates

Cleaning fee (mainhouse) AU$201.58
Refundable Damage Deposit AU$1,343.9

Holiday Rates also apply to July 4th, Columbus Day & Veterans Day. The "Instant Quote" calculator will give you an approx. cost for your group. Actual cost & damage deposit will depend on whether you rent the Brookside Cottage in addition to the main house. We do not charge for children under 2 yrs. old. Please E-mail manager to obtain a precise rental quote.

Manager's Cancellation Policy

Please ask the manager or check their rental agreement when booking the property.
Contact Manager