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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Berkshire Monarch Hill Retreat , Pool, Views, Secluded Setting, Immaculate!

Bedrooms 4
Half Baths1
Space 4,000 sq ft
Property type chateau / country house
Minimum Stay 1 - 7 nights


About the property

Chateau / Country House, 4 Bedrooms + Den, 3.5+ Baths, (Sleeps 8)

At an elevation of 300 feet above the valley, this house boasts one of the most inspiring and expansive views in all of the Berkshires. Private and secluded, the 42 acre parcel is nestled inside Bartholomew's Cobble, a 329 acre bird sanctuary with abundant walkways through fields of wild flowers, and 5 miles of family friendly well maintained trails with limestone outcroppings along the Housatonic River . Grab a blanket and a basket of goodies for a 5 minute hike to Hurlbert's Hill's scenic vista outlook with 30 mile views to enjoy a magnificent sunset with friends and your favorite spirits! Or you can enjoy the entertainment, shopping, and fine dining only 15 minutes away in Great Barrington or Lakeville Ct!

With 4 bedrooms and 3.5 bathrooms, this luxury home comfortably accommodates 8 people. The property includes all tiled custom-built showers ! a 4-bay Man Cave with a Full Gym, Pool Table, Poker Table, and foosball Table. Other amenities include, Top of the line mattresses, crib, highchair, and playpen, satellite TV, Internet, Great Cell service, surround sound music, swimming pool with cabana and outdoor music, toys, and beautiful gardens. A BAM! loaded gourmet Kitchen, pantry, bar, outdoor Weber Grill, and a Great Room designed for entertaining. (2) TVs. - 42 " and (1) - 52" Sony 1080p You will not find a better place for getting away, slowing down, and relaxing. Come see and experience this fabulous mountain retreat.

Keywords: Totally Private and secluded, Spacious Country Home, Meadows, Mountain Vistas, Cobbles, Hiking Trails, River Walks, Canoeing,

More Details

Member since: 2012
Speaks: english
Response time:
Within 12 hours
Response rate:
Calendar last updated:
April 6, 2018


Sheffield Chateau / Country House Accommodation and Amenities

Property Type:
  • chateau / country house
  • Guests provide their own meals
Floor Area:
  • 4000 sq ft
House Rules:
  • Max. occupancy: 8
  • Minimum Age Limit for Renters ...
  • Events Allowed
  • children welcome ...
  • pets not allowed
  • non smoking only ...
Location Type:
  • Mountain View ...
  • Air Conditioning ...
  • Clothes Dryer ...
  • Covered Parking ...
  • Garage ...
  • Internet ...
  • Linens Provided
  • Mobile Phone ...
  • Parking Off Street ...
  • Parking for RV/Boat/Trailer ...
  • Towels Provided
  • Washing Machine ...
  • Wireless Internet ...
  • Wood Fireplace ...
  • Catering Available ...
  • Coffee Maker ...
  • Cooking Utensils ...
  • Dishwasher ...
  • Ice Maker
  • Kitchen ...
  • Microwave ...
  • Oven ...
  • Pantry Items ...
  • Refrigerator ...
  • Stove ...
  • Toaster ...
  • Dining Room
  • seating for 8 people
  • 3 Bathrooms
  • 1 Half Bath
  • Bathroom 1 -
    Bathroom 2 -
    Bathroom 3 -
  • Spotless
  • 4 Bedrooms, Sleeps 8
  • Bedroom 4/ Half Bath - 1 queen
    Bedroom 1/ Full Bath - 1 king
    Bedroom 3 / Full Bath - 1 queen
    Bedroom 2 / Full Bath - 1 queen
  • King size beds (1) Master, Queen size Beds (3) Tempur - Pedic and pillow top Beds (very comfortable!!)
  • CD Player
  • DVD Player
  • Foosball
  • Pool Table
  • Satellite / Cable ...
  • Stereo
  • Balcony ...
  • Deck / Patio ...
  • Lanai / Gazebo ...
  • Outdoor Grill
  • wheelchair inaccessible
Pool / Spa:
  • Private Pool ...
  • churches
  • cinemas
  • festivals
  • health/beauty spa
  • live theater
  • marina
  • museums
  • restaurants
  • winery tours
Leisure Activities:
  • antiquing
  • bird watching
  • boating
  • horseback riding
  • horseshoes
  • miniature golf
  • outlet shopping
  • paddle boating
  • 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
  • fishing
  • fly fishing
  • freshwater fishing
  • golf
  • hiking
  • hunting
  • jet skiing
  • kayaking
  • mountain biking
  • rafting
  • rock climbing
  • sailing
  • skiing
  • snorkeling/diving
  • snowboarding
  • swimming
  • tennis
  • water skiing
  • wind-surfing
Chiefs Kitchen w/2 Viking ovens 6 burner gas cook top , large island & Subzero fridge/dishwasher,would make even B.Flays throw down! Open to the Great Room is a 8' cherry farm table, hickory floors and stone fireplace. Full bar w/subzero wine storage/Ice maker sink/dishwasher and fridge that will please the most innovative host. Knotty cherry pantry w/dishwasher/Sink and Refrigerator west of great room a Stone patio/Weber grill and south side of the GR slider doors leading to 400 Sq Ft..sun deck with partial vine cover arbor. Full Second Kitchen w/pool and patio access, A shaker cabinet launder room with a sink only a nanny could love! Solid Body 4 station Gym,Tread mill, bench press and speed bag leads you to the Pool table, 34' TV, satellite music,self cleaning 38'Sports swimming pool w/Jacuzzi seats, Cabana, Music Inside/out. Private Master suit deck, 2-42' and 1-52' Sony HD TVs, teak patio furniture, Smooth decks N E S sides of house, fenced in space for vegetable garden. more!


Exceptional! 5/5 -
(22 traveler reviews)

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Berkshire Monarch Hill Retreat , Pool, Views, Secluded Setting, Immaculate!
average rating of 4.9545455 based on 22 reviews

Amazing property!

  • 5 of 5

Four couples spent the weekend in the house and it couldn’t have been a better. Plenty of space for everyone to get together as well as private bedrooms and bathrooms. We even cooked dinner together on Saturday night. The house is stunning and the kitchen is beyond well equipped. The location is beautiful and out of the way but close to the town of Sheffield. You can’t beat the view from the decks. Ellie and Jesse were both great. Ellie even came up to the house to help jump our car when it wouldn’t start! Only regret is that we didn’t book a few extra days is this amazing house.

  • Submitted: Nov 29, 2017
  • Stayed: November 2017
  • Source: VRBO, from HomeAway
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Best Berkshires Vacation Ever!

  • 5 of 5

Our family of 5 (3 children and 2 adults) from NYC enjoyed the most incredible 2 weeks at this lovely home in late August of this year. Spacious, sparkling clean, incredible views, landscaping with tropical flowers, a beautiful pool and chickens! A fabulous kitchen that was well stocked. Comfortable and well-appointed bedrooms. We normally enjoy our 2 weeks in the country and then can't wait to return to the city - we could have definitely stayed at this house longer. Jesse and Ellie are spectacular hosts, easy to reach with questions, keeping the pool immaculate and even surprising us with a basket of freshly grown veggies from their own garden. Truly an idyllic getaway, we had been to Italy the year prior and the views from this house rivals the views from a Castle in Parma. Do not hesitate to book this house if it is available, you will love every minute of your stay.

  • Submitted: Oct 6, 2016
  • Stayed: August 2016
  • Source: VRBO, from HomeAway
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  • 5 of 5

We were three generations sharing the house for our annual family vacation. It was absolutely perfect in every way! The house is spacious with lots of room to spread out and ample spaces for meals and gathering. The photos do not do this property justice. The property is peaceful and the quiet was a welcome change for we city/ suburban folks. We enjoyed the pool everyday and found lots of hiking opportunities nearby. The view is lovely. The house is spotless and Jessie and Ellie were very helpful and accommodating. We hope to visit again next year!

  • Submitted: Sep 8, 2016
  • Stayed: July 2016
  • Source: VRBO, from HomeAway
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Its all they say and more

  • 5 of 5

Gorgeous and well appointed house. The setting and views are tremendous. Having a beautiful pool during a heat wave was over the top. Our family get together was one of the best ever. The owners do a really great job of providing the property in groomed and clean condition. We loved it and hope to go back. Thank you J&E!

  • Submitted: Aug 16, 2016
  • Stayed: August 2016
  • Source: VRBO, from HomeAway
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Amazing time was had by all!

  • 5 of 5

Everything was exactly as promised and more. Perfect family or friend getaway! The Conklins are super easy to work with. It was a wonderful week.

  • Submitted: Aug 2, 2016
  • Stayed: July 2016
  • Source: HomeAway
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Can't wait to go back!

  • 5 of 5

This house is everything for everybody!!! We had such a diverse group - two couples, one toddler, one 5-year old, one teenager and my 70-year old mom. I could not imagine that one house would be able to accommodate everyone so perfectly! The living space with the dining area is so huge and comfortable, we never felt crowded. The open kitchen is the absolute magnet of the house, we were all gathering there several times a day around a huge granite island. The house is very airy, open, breezy and the views are everywhere!!! And they are breathtaking! The house is sitting on top of the hill and the wrap-around terraces make you feel like you are on top of the world. The house is spotless, everything (sheets, towels, dishes etc.) is top notch and super fresh and clean. The house is stocked very thoughtfully and has everything, from the spices in the kitchen to the bathroom essentials and the flashlights on the bedside tables. AND there is an entertainment room, AND there is that gorgeous pool you see on the pictures, AND the nature around the house is phenomenal (the nightly firefly “shows” were magical!), AND there is a man cave in the garage with the pool table, foosball, poker table, full gym and more, AND there are work areas for those of us who cannot completely “unplug” during the vacations. But the owners, Jesse and Ellie, are the true “stars” of our experience, they will make your stay everything you wanted it to be and more. They are always a phone call away, ready and willing to accommodate, knowledgeable about the area and very resourceful. Jesse set us up with the local seafood distributor and we had the best oysters on the planet delivered to our door. We also needed a notary and within 5 minutes of texting Jesse for suggestions we had the names and phone numbers of not one, but two notaries in the area. This kind of assistance is priceless when you are not familiar with the area. My son will be in college in MA for another couple of years, so we truly hope to go back again. And again. And again. :-) Thank you, Jesse and Ellie!

  • Submitted: Jul 8, 2016
  • Stayed: June 2016
  • Source: VRBO, from HomeAway
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Nearest Airport
35 Miles
Nearest Golf
4 Miles
Canaan Country Club
Nearest Train
17 Miles
Wassaic Station
Nearest Motorway
7 Miles
Limerock Racepark
Nearest Restaurant
8 Miles
15 less the 15 Mins away
Nearest Ski
15 Miles
Butternut Basin / Catamount / Mohawk
Nearest Beach
5 Miles
Twin Lakes "Ohara's Landing"
Nearest Point of Interest
Bartholomews Cobbles
Nearest Point of Interest
Canoe Launch
Nearest Point of Interest
Howden Farm Stand
Car: necessary

'Arial Sight Seeing', 'Twin Lakes' 5 Min, 'Lime Rock Race track', 'Berkshire School, Hotchkiss School, Salisbury School, and Indian Mountain School all within 10 Min, 'Ski Resorts: 'Butternut Basin and Catamount', 'Summer Catamount Adventure Park', Great Barrington for fine Dining and Entertainment , Lakeville Ct for fine Dinning, Norfolk Ct ' Infinity Hall' great live entertainment ! all within 15 min, NY City 2 Hr, Boston 2.5 Hr




Additional information about rental rates

security Deposit $1,000
cleaning Fee $200

Owner's Cancellation Policy

Please ask the owner or check their rental agreement when booking the property.

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