Hello Prince Edward Island

Whether for a week or as a lifestyle, nothing beats easy-breezy island living.

Here on Prince Edward Island, sunny days spent by the seaside are truly sublime. With endless beaches to wander, red island-stone cliffs to explore and the sounds of the crashing surf as your comforting companion, this is a nature lover's paradise.

Steeped in centuries of maritime history, Charlottetown is the birthplace of Canada's Confederation and offers visitors countless opportunities to explore local and national history, revel in the magical story of Anne of Green Gables, or simply relax amidst the island's breath-taking natural surroundings.

Our luxury renovated 1880's shingle manse is situated on Upper Hillsborough Street, and is a languid stroll to Charlottetown Harbour, the shops and restaurants of Water Street, Peakes Quay, Queen Street and Victoria Row. It's just a few blocks to historic Great George Street and Province House, and an easy walk to the waterfront boardwalk and the 100+ acre Victoria Park with its trails, sport fields, tennis courts and outdoor swimming pool. It's an ideal respite, surrounded on all sides by inspired seaside living. Love food? We can't resist recommending Sims Steakhouse on Queen Street, where the seafood chowder is delectable and the service superb.


The Garden Suite

Reserve Now

Level:
Main
Interior square feet:
1195
Exterior square feet:
800
Bedrooms:
3
Washrooms:
1.5

Rates:

  • Summer 2016 - $1899+HST Weekly
  • Fall 2016 - $1599+HST Weekly
  • Winter 2017 - $1199+HST Weekly
  • Spring 2017 - $1399+HST Weekly

The Captain’s Quarters

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Level:
Second
Interior square feet:
930
Exterior square feet:
172
Bedrooms:
2+1
Washrooms:
1

Rates:

  • Summer 2016 - $1699+HST Weekly
  • Fall 2016 - $1399+HST Weekly
  • Winter 2017 - $999+HST Weekly
  • Spring 2017 - $1199+HST Weekly

Our Attic Atelier

Reserve Now

Level:
Third
Interior square feet:
780
Exterior square feet:
154
Bedrooms:
2+1
Washrooms:
1

Rates:

  • Summer 2016 - $1499+HST Weekly
  • Fall 2016 - $1199+HST Weekly
  • Winter 2017 - $799+HST Weekly
  • Spring 2017 - $999+HST Weekly

Conditions

  • Reservations are on a Saturday to Saturday basis (Weekly - 7 nights minimum)
  • Check In 4PM; Check Out 11AM
  • Cancellation: 1 Month Prior to Reservation for full refund.
  • Refundable $500 Security Deposit Required in addition to Reservation Amount
  • Full Payment of Reservation and Deposit Amount Due Upon Confirming Reservation
  • We acccept PayPal and Bank E-Transfer - Rates Negotiable for Stays 28+ Days

Additional Services

It would be our pleasure to make your stay more enjoyable. For a modest fee we offer stocking the fridge, pantry and bar with local foods, produce and libations, or with your own favourite items. Our island friends can also prepare a romantic picnic for you and yours, a beach outing for the whole family, or guide you to the island's most cherished, popular and enchanting destinations.


The Story

Upper Hillsborough is owned by two realtors with Bosley Real Estate Brokerage in Toronto, Ontario, age-old friends who both relish and celebrate thoughtful, well-executed design. Since 1999, James has been lucky enough to call Charlottetown home during the summer months thanks to a long-standing involvement as a musician at the Charlottetown Festival, home to Canada's longest running musical, Anne of Green Gables. James hails from Summerland, British Columbia and moved to Toronto in 1988 to pursue his career as an orchestral musician. In the time since, he's enjoyed the opportunity to perform with many of Canada's finest ensembles including the Toronto Symphony, the National Ballet of Canada, and the Canadian Opera Company, and to perform internationally in destinations including New York, Hong Kong and Edinburgh.

Steven, since boyhood, has consumed design and housing in the same way many others take in food or oxygen. Housing-obsessed, he has a multi-disciplinary education in housing and is the pioneer behind the www.urbaneer.com brand catering to, exploring and ruminating on all things urbanite, property and otherwise in Toronto! Originally from Victoria, British Columbia, Steven has two decades of experience as a realtor, spearheading the development of Toronto's Innovative Space marketplace which included the conversion of several former warehouses, banquet halls and factories into loft condominiums. Operating in a sales and marketing capacity, plus as a designer and style guide, Steven always has a real estate project on the go. Upper Hillsborough is a labour of love that celebrates the historic architectural vernacular of Prince Edward Island, with a twist!

James and Steven have renovated and restored what was, at time of purchase in 2008, a battered, forlorn 'diamond-in-the-rough'! With their characteristic attention to detail, this substantial top-to-bottom renovation has included significant major building component upgrades, including new sound attenuation systems in the ceilings, upgraded plex plumbing and upgraded wiring with independent breaker systems. There also has been a renewed commitment to your comfort, including foam insulation in the walls and ceilings, new double-thermopane casement windows and remote-operated skylights, plus a top-quality individually-controlled hot water heating system. Fully-retrofitted with permits by Charlottetown's most reputable trades into a 'no expense spared' luxury legal triplex, this century-old shingle dwelling celebrates the patina of yesteryear with all the modern conveniences. An unparalleled vacation get-away, you can read about our journey on our Tales of Upper Hillsborough blog, and learn how 12 Upper Hillsborough is the culmination of our love for design, our desire for a 'home away from home', and the celebration of three decades of friendship!


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