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Country Estate: Main Lodge-4 Bdrms, 3.5 bath. Optional Cottages-4 Bdrms, 2 bath

28 Reviews
Bedrooms 4
Half Baths1
Property type house
Minimum Stay 2 nights

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Half Baths
Minimum Stay
2 nights


Bennington House Rental Photos and Description

Main Lodge -4 bedroom & 3.5 bath; Optional Brookside Cottage & Brookside Lodge

Here, at the end of a quiet country road, is an extraordinary Vermont getaway -- 350 private acres, nestled against the base of Mt. Anthony with spacious and modern living quarters. The property includes two residences. The main house (pictured above) has 4 bedrooms and 3.5 baths (first and second floor master bedroom suites with king beds and en-suite bathrooms and two queen bedded rooms). 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. if you need additional accommodations. The Brookside Cottage (see other photos) has two bedrooms (one queen, two twins) and a bathroom. This lodging is comfortable for up to 4 people.

Both our Main Lodge and Brookside Cottage include a gourmet kitchen and a stone, wood burning fireplace.

Additionally our Brookside Lodge boasts a vaulted ceiling kitchen and living room, two large bedrooms, bath and laundry area. This lodging will accommodate up to 4 guests.

Here you can enjoy a wide range of sporting, cultural and restful activities. The expansive acreage of our estate includes fully stocked ponds for fishing and 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 will enjoy the delights of Southwestern Vermont, while coming home to your luxurious, and inviting “Green Mountain” home.

Our gourmet kitchens are fully equipped for your cooking pleasure. Also, we can provide you with concierge service such as pre-arrival food shopping, appointments for spa treatments, catering and specific planning. We can make your visit to our Southern Vermont home easy, carefree and relaxing.

Here There Are More Activities Than You Can Do In A Week:

On the property (depending on the season) you may:

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

...Swim each day in the cool, refreshing ponds

...Pick your own fruits and vegetables

...Cross-country ski and snow shoe on untouched snow

Or just relax and enjoy the views of the ponds and the valley beyond

Tour the area and check out Bennington’s covered bridges, historic homes, home of handmade Bennington Pottery, and museums (art, vintage cars, local history). Climb to the top of the Bennington Battle Monument the valleys & hills of nearby New York and Massachusetts.

...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, Stratton, Mount Snow and Killington are about an hour’s drive. Most ski areas have all season activities as well.

More Details
  • children welcome
  • non smoking only
  • pets not allowed
  • suitable for elderly or infirm
  • wheelchair accessible

Property Manager
Justine Robertson
Member since: 2009
Speaks: english
Response time:
Within a few hours
Response rate:
Calendar last updated:
October 20, 2016

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


based on 28 traveler reviews

Country Estate: Main Lodge-4 Bdrms, 3.5 bath. Optional Cottages-4 Bdrms, 2 bath
average rating of 4.928571 based on 36 reviews

Peaceful, gracious, spacious, and clean - perfect stay in a perfect location

  • 5 of 5

Our weekend stay at the estate was picture perfect. The property is secluded and expansive, with amazing views and plenty of room for activities. The house was exactly as described, and even more impressive than the photos. There was more than enough room for the ten of us to congregate on the porch and in the kitchen. Every room was meticulously clean and kitchens and bathrooms were well stocked.

Location was also perfect: A strenuous hike was only ten minutes drive, the cozy town of Bennington even closer.

Communication with the owner and caretaker was very easy and Vinny was very responsive to our questions. I would highly recommend a stay at the Country Estate.

Thanks again!

  • Submitted: Sep 29, 2016
  • Stayed: Sep 2016
  • Source: VRBO, from HomeAway
Owner's Response: Thank you for your lovely review of your stay at Pleasant Valley Counntry Estate. We love to share this unique property with wonderful guests like you. Justine Robertson, owner
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Greenfield MA

Beautiful House with Breathtaking Views

  • 5 of 5

This gorgeous house was perfectly located just minutes from downtown. The views from this property were absolutely beautiful. The amenities were perfect, we had all we needed. The house included hairdryers, cooking supplies, cable, and internet. The floor plan was open and spacious. My husband and I stayed here for our wedding, including some of our bridal party. This house will hold some of the most special memories for us always.

  • Submitted: Sep 29, 2016
  • Stayed: Sep 2016
  • Source: VRBO, from HomeAway
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Milwaukee, WI

Beautiful country home!

  • 5 of 5

This property is beautiful and was perfect for our family getaway. The property is expansive and had plenty of room for our kids to run and explore. The caretaker was very kind and ensured that we had everything we needed. The home is well-equipped.

  • Submitted: Sep 6, 2016
  • Stayed: Aug 2016
  • Source: HomeAway
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Pleasant Valley Estate is a slice of heaven!

  • 5 of 5

We came for five days with our family of 6. One of our sons had soccer training in Bennington so the house was perfectly located. From the minute we arrived the kids were obsessed with catching (and releasing) frogs in the pond, and exploring the scenic property.

Situated on 200+ beautiful acres the views never got dull. Each morning we enjoyed the views of expansive rolling hills, ponds as we sipped our coffee from the back porch.

House is in amazing shape, looks brand new. Super comfy beds and top of the line renovated bathrooms . Expansive kitchen with high end appliances, stocked with pans, cooking accessories, pretty much anything you could want/need!

Basement with ping pong for all to enjoy, TVs in most bedrooms and good Wifi.

About 30 minutes to Manchester, Bromley so tons to do - shopping, hiking, river rafting down the battenkill. Bennington Mounment 10 min away for history buffs. Major food shopping 10 min.

Justine and Stephanie were wonderful to deal with, as was Vinny. We can't wait to come back!!

  • Submitted: Aug 21, 2016
  • Stayed: Aug 2016
  • Source: VRBO, from HomeAway
Owner's Response: Thank you for this lovely review. We welcome your return visit
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Relaxing Getaway

  • 4 of 5

We used the main house, cottage, and efficiency for our girls' weekend. Each of us was able to have our own room. It had large spaces, inside and out, where we could gather, as well as plenty of space to be alone. The property is beautiful and conducive to relaxing, enjoying nature, or being active. We were pleasantly surprised to find our one co-worker taking advantage of the piano. The property is spacious and well-maintained. The owner was very concerned about our comfort and enjoyment, as was shown in the texts and phone call. We enjoyed our short stay immensely and cannot wait for our next girls' weekend. We would highly recommend this property for a weekend getaway or a longer stay.

  • Submitted: May 1, 2016
  • Stayed: Apr 2016
  • Source: HomeAway
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Amazing Experience!

  • 5 of 5

I am a bit late to review this property. Stayed here last year. Property is well maintained and location of the property is really amazing. My family had real good time. We played Cricket with soft ball in backyard and had pizza lunch party outside. Wish we could have stayed a bit more. Overall experience was really memorable and cost was worth it.

Will be contacting Property owner again for sure this year again :)



  • Submitted: Apr 10, 2016
  • Stayed: Sep 2015
  • 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
39 Miles
Stratton Mountain Ski Area
Car: necessary

Bennington is uniquely situated between Albany, NY, Williamstown, MA and resort areas of Vermont. Easy access to theater, music, fine dining and recreation. 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

Bennington House Rental Rates

Rental Basis:
per property
Manager accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
Nov 22 2016 - Nov 29 2016
2 night minimum stay
Notes: Rates are based on 4 guests; add $50 per night, per additional guest
Dec 16 2016 - Jan 2 2017
2 night minimum stay
Notes: Rates are based on 4 guests; add $50 per night, per additional guest
President's week
Feb 10 2017 - Feb 20 2017
2 night minimum stay
My Standard Rate
2 night minimum stay
Notes: Rates are based on 4 guests; add $50 per night, per additional guest

Additional information about rental rates

Cleaning fee (mainhouse) $150
Refundable damage deposit $1,000
Tax Rate 9.0%

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.
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Bennington House Accommodation and Amenities

Property Type:
  • house
  • Catering available
  • Housekeeper Optional
Floor Area:
  • 3000 sq. ft.
Location Type:
  • Mountain
  • Mountain View ...
  • Rural ...
  • Village ...
  • Water View ...
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning ...
  • Alarm Clock
  • Basic Soaps
  • Ceiling Fans
  • Clothes Dryer ...
  • Fireplace ...
  • Firewood
  • Free Long Distance
  • Hair Dryer
  • Heating ...
  • Iron & Board
  • Laundry Soap
  • Linens Provided ...
  • Living Room ...
  • Local Activities Guide
  • Local Maps
  • Local Restaurant Guide
  • Paper Towels
  • Parking ...
  • Parking Off Street ...
  • Telephone ...
  • Telescope
  • 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 , tub , shower , in Bedroom 1
    Main House Bathroom 3 - toilet , tub , shower , jetted tub , off 2nd floor hallway
    Main House Bathroom 4 - toilet , first floor
    Main House Bathroom 2 - toilet , tub , shower , in Bedroom 2
  • Main House: Bathrooms are extra large, and have luxurious stone shower stalls with separate soaking bathtubs. Upstairs shared bathroom has full washer, dryer and laundry sink for guest use if desired. Brookside Cottage: 1 full bathroom. Brookside Lodge: 1 full bathroom
  • 4 Bedrooms, Sleeps 8
  • Bedroom 1 - 1 king , 2nd floor
    Bedroom 2 - 1 queen , 2nd floor
    Bedroom 3 - 1 queen , 2nd floor
    Bedroom 4 - 1 king , 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: The queen bedded and twin bedded rooms share a bathroom.
  • Books ...
  • CD Player
  • DVD Player ...
  • Games ...
  • Music Library ...
  • Piano
  • Ping Pong Table
  • Radio
  • Satellite / Cable ...
  • Stereo ...
  • Television ...
  • Toys ...
  • Video Library ...
  • Beach Chairs
  • Beach Towels
  • Bicycles ...
  • Deck / Patio
  • Golf ...
  • Kayak / Canoe ...
  • Lanai / Gazebo ...
  • Lawn / Garden
  • Outdoor Grill ...
  • Outdoor Grill Gas
  • Porch / Veranda ...
  • Ski & Snowboard ...
  • Tennis ...
  • Unscreened Porch / Veranda
  • 1 bicycles
  • 10 garden chairs
  • children welcome
  • non smoking only
  • pets not allowed
  • suitable for elderly or infirm
  • wheelchair accessible
Pool / Spa:
  • Private Pool ...
  • Spa Whirlpool
  • jetted tub ...
Onsite Services:
  • Concierge
  • Massage
  • Private Chef
  • autumn foliage
  • caves
  • churches
  • cinemas
  • festivals
  • forests
  • health/beauty spa
  • library
  • live theater
  • museums
  • playground
  • pond
  • recreation center
  • restaurants
  • synagogues
  • theme parks
Leisure Activities:
  • antiquing
  • bird watching
  • boating
  • horseback riding
  • horseshoes
  • outlet shopping
  • photography
  • scenic drives
  • shopping
  • sight seeing
  • sledding
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • hospital
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • basketball court
  • cross country skiing
  • cycling
  • equestrian events
  • fishing
  • fly fishing
  • freshwater fishing
  • golf
  • golf privileges optional
  • hiking
  • ice skating
  • jet skiing
  • kayaking
  • mountain biking
  • mountain climbing
  • mountaineering
  • racquetball
  • rafting
  • rock climbing
  • skiing
  • snowboarding
  • snowmobiling
  • swimming
  • tennis
  • water skiing
  • water tubing

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