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

Contemporary 'Castle in the Sky' on 15 Acres

Bedrooms 2
Space 1,250 sq. ft.
Property type condo
Minimum Stay 1 - 30 nights


About the property

Condo, 2 Large Bedrooms + Convertible bed(s), 2 Baths, (Sleeps 6)

Escape to the timeless beauty of nature while spoiling yourself with all the comfort and convenience of your modern lifestyle. Relax, restore, rejuvenate, rejoice!

Travel the well-kept dirt road to your secluded country retreat on 15 acres at the base of Greylock Mountain. This contemporary high-end unit is one of two in Our Castle in the Sky. On the left side as you face the house (see photo of exterior), you'll find a 2 bedroom, 2 bath vacation condo fit for fun or retreat.. One of our sisters, Joanne, an international interior designer, lives on the other side. Often traveling the four corners of the Earth, Jo's favorite moment is always coming back to the beauty, peace and quiet of Lanesboro.

The house was designed by a renowned architect as a kind of contemporary cathedral. One of the goals was to make each side independent. He succeeded brilliantly as each condo is devinely private. Once inside your condo, you'll feel truly alone in the world--a 'secret garden', of sorts!

Nestled at the base of the mountain and spanning a brook, the house has two decks: you can enjoy your morning on the private back deck listening to nature's bird song, go hiking or snow shoeing right out the back door and relax with the sun setting over the mountain views, enjoy outdoor dining and barbecues on the front deck.

Rental Details: Spacious, well-designed rooms organized around a central living room with cathedral ceilings and a suspended circular fireplace. Stunning views from each and every window (and there are a number of them!) Wood floors throughout. The master bedroom, just next to one bathroom, has a king bed and flat screen television. The second bedroom, just opposite the second bathroom, has a queen bed and daybed with pull-out trundle. The full eat-in kitchen not only has a dishwasher, full size refrigerator, microwave, electric stove and oven, separate vegetable sink and two work areas, it also has a cathedral ceiling and windows. It's a lovely place not only to prepare and share meals, but to admire the majesty of nature.

High-quality washer and dryer, Jacuzzi, 2 decks, private parking.

All linens are organic. All cleaning products are natural.

Also available: Fully stocked refrigerator to your specs. Regularly restocked at your convenience. Chef services available if booked in advance. Relaxation therapies and massage services available.

Keywords: Condominium

More Details

Joanne and Jeanne Riley
Member since: 2009
Speaks: english, french
Response time:
Within a few hours
Response rate:
Calendar last updated:
September 23, 2017

About Joanne and Jeanne Riley

The home was built in 1973 by The Riley's. They custom designed it along with a noted architect. It was their dream for many years to move from Long Island to 'the country'. They bought 144 acres, built the dream house, and moved to the beautiful Berkshires with their six children. After all the kids moved on to their own lives the house was much too big for two people so it was split it half, hence we have a rental unit. There is a magical feel to 'The Castle' on the hill. Maybe because of the river that runs underneath it or the serenity around it or the view from the large cathedral-like windows...

We call it the castle because when the younger children went to school that's what their friends called it.... 'oh you live in that white castle on the hill'.

Now it is entrusted to the six children who recently renovated it for a rental income and keep half for their own vacation place. Everything about the land speaks of timelessness and a happy dream come true.

Why Joanne and Jeanne Riley chose Berkshires

The house is as stunningly beautiful and peaceful as the nature that surrounds it. Being at the base of Mount Greylock is a real is being part of the Berkshire. Not only does nature abound here, it is an area loaded with art and culture--theatre, concerts, museums. It doesn't matter what you like to do, you will find it in the Berkshires...all year long.

What makes this condo unique

The most unique benefits of Our Castle in the Sky are the stream that runs under the living room, the circular fireplace, a wonderful eat-in, work-in, light-filled kitchen, spacious bedrooms equipped with high-quality bedding and two wonderful outdoor decks to vary the ambiances. The house's architecture is as exceptional as the height, the sound and the beauty of the trees.

Guestbook comments from the owner

The house was very comfy for our family visit. We loved watching the chipmunks play! Beautiful setting besides the rain.
Sep 2016
  • 1 of 31


Powder Hounds Restaurant
John Harvards Restaurant & Bar
"This is recommended by visiters, but I have not been there:-)"
Lenox Coffee
"This is recommended by visiters, but I have not been there:-)"
Old Forge Restaurant
"Fun, Casual, American food"
Country Village at Jiminy Peak
Skyline Country Club
Berkshire Museum
The Colonial Theatre
Tanglewood Music Center
Lee Premium Outlets
Jiminy Peak
Ioka Valley Farm
"Great place to visit for fall family festivities. "
Bousquet Ski Area
Berkshire Mall (Food Court)
Nearest Barpub
3 Miles
Old Forge Tavern; Coyote Den
Nearest Golf
8 Miles
Brodie, Lanesboro; Wabeeka Springs, Williamstown
Nearest Motorway
2 Miles
Rte. 7
Nearest Restaurant
3 Miles
Old Forge/Zucchini's/Powder Hounds, Hancock, Ma
Nearest Ski
5 Miles
Jiminy Peak, Hancock, Ma
Car: necessary

Locally there is a plethora of fun and relaxation to be had. Including:

Zip line,kayaking, canoeing, yoga, massage, spa services.

Restaurants, organic markets and supermarkets are within a to 10 mile distance of our house--a 4 to 15 minute drive, depending on your choice--and choice there is! So enjoy!


Lanesborough Condo Accommodation and Amenities

Property Type:
  • condo
Building Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 1250 sq. ft.
House Rules:
  • Check-in: 4:00 PM / Check-out: 11:00 AM
  • Max. occupancy: 6
  • pets considered ...
  • children welcome
  • non smoking only
Location Type:
  • Mountain ...
  • Mountain View ...
  • Rural ...
  • Town ...
  • Village ...
  • Adventure
  • Away From It All
  • Family
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning
  • Broadband Access
  • Clothes Dryer ...
  • Covered Parking ...
  • Fireplace
  • Garage ...
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided ...
  • Living Room ...
  • Mobile Phone ...
  • Parking ...
  • Parking Off Street ...
  • Parking for RV/Boat/Trailer ...
  • Towels Provided
  • Washing Machine ...
  • Wireless Internet
  • Wood Fireplace ...
  • Catering Available ...
  • Coffee Maker
  • Cooking Utensils ...
  • Dishes & Utensils
  • Dishwasher
  • Ice Maker
  • Kitchen ...
  • Microwave
  • Oven
  • Pantry Items ...
  • Refrigerator ...
  • Stove
  • Stove
  • Dining Area
  • seating for 6 people
  • 2 Bathrooms
  • Bathroom 1 - toilet , shower , double-sinks
    Bathroom 2 - toilet , jetted tub , Sink
  • 2
  • 2 Bedrooms, Sleeps 6
  • Bedroom 1 - 1 king , high-quality bedding and organic sheets
    Bedroom 2 - 1 queen , 2 twin/ single , single beds are trundle; high-quality bedding, organic sheet
  • King size beds (1) Brand new, Queen size Beds (1) Brand new, Twin or Single Beds (1) Brand new
  • CD Player
  • DVD Player
  • Satellite / Cable
  • Stereo
  • Television
  • VCR
  • Video Game Console ...
  • Video Games ...
  • Deck / Patio ...
  • Lawn / Garden
  • Outdoor Grill ...
  • Patio
  • Wood Deck
  • Long-term Renters Welcome
  • alternative lifestyle
  • wheelchair inaccessible
Pool / Spa:
  • jetted tub
  • autumn foliage
  • botanical garden
  • churches
  • cinemas
  • festivals
  • forests
  • health/beauty spa
  • library
  • live theater
  • marina
  • museums
  • playground
  • pond
  • recreation center
  • restaurants
  • synagogues
  • theme parks
  • water parks
  • winery tours
  • zoo
Leisure Activities:
  • antiquing
  • bird watching
  • boating
  • eco tourism
  • horseback riding
  • horseshoes
  • miniature golf
  • outlet shopping
  • paddle boating
  • photography
  • scenic drives
  • shopping
  • shuffleboard
  • sight seeing
  • sledding
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • basketball court
  • cross country skiing
  • cycling
  • equestrian events
  • fishing
  • freshwater fishing
  • golf
  • golf privileges optional
  • hiking
  • hot air ballooning
  • hunting
  • ice skating
  • jet skiing
  • kayaking
  • mountain biking
  • mountain climbing
  • mountaineering
  • paragliding
  • parasailing
  • pier fishing
  • racquetball
  • rafting
  • rock climbing
  • roller blading
  • sailing
  • ski privileges optional
  • skiing
  • snorkeling
  • snorkeling/diving
  • snowboarding
  • snowmobiling
  • surf fishing
  • swimming
  • tennis
  • water skiing
  • water tubing
  • whitewater rafting
Organic Towels & Sheets, Secluded Setting, Quiet on 15 Acres, Housekeeping Services Available, Organic Healthful Weekly Grocery Packages Available, Hiking Right From Your Back Door, House Spans Over Brook, Wood Floors, Flat Screen TV, Vegetable Sink, Eat In Kitchen, Relaxation Therapies Available, Cleaning Products are Natural, Gardens, Smashing Views


Wonderful! 4.8/5 -
(29 traveler reviews)

79% Complete
17% Complete
3% Complete
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Contemporary 'Castle in the Sky' on 15 Acres
average rating of 4.7586207 based on 60 reviews

Beautiful place

  • 5 of 5

Lovely location, nice owners, everything easy and straightforward!

  • Submitted: Sep 6, 2017
  • Stayed: Aug 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thanks so much for your review. We are so glad that you enjoyed our beautiful house and site again this year!
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We felt like guests not renters!

  • 4 of 5

The emphasis was on our comfort (unlike some places where there seems to be a fear of all the things you might do wrong). It felt more like staying at place loaned by a friend, then a VRBO. Prompt response to all emails. Clear answers, information, directions, readily available help. The best stocked kitchen I have ever seen and ditto for the rest of the place (I particularly appreciated the fan that was available when it wasn't quite hot enough to use the AC). Great location and terrific views. We would absolutely stay here again and would recommend it to friends.

  • Submitted: Sep 18, 2017
  • Stayed: Sep 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thanks so much! We loved having you:-) The place attracts kind, thoughtful and respectful people that love it there as much as we do. So happy you enjoyed it! Come back soon:-) The Riley's
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Great place

  • 5 of 5

Super nice stay - beautiful area.

  • Submitted: Jul 2, 2017
  • Stayed: Jun 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thanks so much!!! We are delighted you enjoyed the Castle in the Sky on the Hill:-) Happy traveling!!! The Riley's
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It was a beautiful location and enjoyed our stay.

  • 4 of 5

Thought by the address it might be closer to town. Glad we brought food items with us as "ordering in " not a good option. It worked for our purposes and able to entertain family/guests even with not good outdoor weather. Overall it was very good.

  • Submitted: May 14, 2017
  • Stayed: May 2017
  • Source: VRBO, from HomeAway
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Bright, spacious, warm and welcoming space! Amazing high windows and ceilings.

  • 5 of 5

We loved getting snowed in when we stayed at this amazing property! The cathedral windows catch the the afternoon and morning sun creating an ever warming atmosphere. The woodstove creates a cozy aura that goes well with the whole space. Definitely a place to come to come back to time and time again.

  • Submitted: Mar 19, 2017
  • Stayed: Mar 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thanks so much for the review! We are so delighted you loved the space and felt the special nature of the architecture and the land!! Happy trails and come back soon! Joanne
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Splendid New England Setting

  • 5 of 5

The property is modern and colorful, the place is easy to reach and yet set back from a lightly traveled road, the views of

farmhouses and hills are New England as it was, the walks on the road and path are gradual with sweeping vistas,

and the live-in owner next door was helpful and friendly. The property has its own trails. The Berkshires area could be explored for weeks.

  • Submitted: Dec 4, 2016
  • Stayed: Nov 2016
  • Source: VRBO, from HomeAway
Owner's Response: Thanks for the review:-) We are so delighted you loved it the Castle as much as we do! Hope you come back soon:-) Happy trails to you!!! Joanne and all the Riley's
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Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Cleaning Fee $110
Pet Fee $25
Damage Deposit $300

All rates are variable by night and by season.

Cancellation policy: If we re-rent your week to others at the same price then we will refund your deposit in full (minus bank charges).
If not there are no refunds. Thanks for understanding that we are serious about keeping our place at its best!

Owner's Cancellation Policy

  • Canceled bookings will not receive a refund