We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Headland House Panoramic Views + Beach Access

  • Great Room with expansive views of the sound
    Great Room with expansive views of the sound
    Great Room with expansive views of the sound
    Dining area main house seating for 10 guests
    Views of the sound from Main house great room
    Projection Media room system
    View of great room showing wall of windows
    Property description
    Deer Harbor
    Rental Home – 
    5 Bedrooms, 4 Bathrooms, Sleeps 10
    If you are looking for the ultimate in a vacation home then consider Headland House. This Truly Spectacular property has TWO HOMES on the property. Located above the glistening waters of Deer Harbor on Orcas Island in the San Juan Islands. This 8-acre private haven with panoramic water views has BEACH ACCESS and DOCK privileges.

    To find our website... click Owner and you will find a link to the Headland House website.

    These homes are a world unto itself, enter the main house by crossing a walkway-bridge into this spectacular contemporary home encompassing over 5,750 square feet of custom features, including a surround-sound stereo system with 106" projection theater room system with large circular sofa and enough seating for twelve guests in great room as well as a surround so...
  • Amenities & details
    • Air Conditioning
    • Alarm Clock
    • Balcony
    • Blender
    • Books
    • Ceiling Fans
    • Central Heating
    • Deck
    • Dishwasher
    • Dryer
    • DVD Player
    • Fax
    • Fireplace
    • Freezer
    • Garden or Yard
    • Grill
    • Hot Tub
    • Internet Access
    • Linens Provided
    • Local Guides/Maps
    • Microwave
    • Outdoor Dining Area
    • Paper Towels Provided
    • Patio
    • Porch
    • Private Beach
    • Refrigerator
    • Satellite TV
    • Soap/Shampoo Provided
    • Stereo System
    • Stove
    • Telephone
    • Toaster
    • Towels Provided
    • Washer
    • Water Views
    • 105" Projection
    • Wheelchair Access:
    • Elder Access:
    • Pets Allowed:
    • Smoking Allowed:
    • Suitable for Children:
    Listing #FK326936 by: FlipKey
  • Rates

    Rates are calculated based on the latest information provided. Please contact the manager/owner to confirm actual rates for your requested dates.

      Begins Ends Min stay Per night Per week
    Default - - 2 nights
    1 Bedroom Rate (s... Apr 1, 2014 May 31, 2014 2 nights
    1 Bedroom Rate (s... Jun 1, 2014 Jun 27, 2014 7 nights
    1 Bedroom (Sun-Su... Jun 28, 2014 Aug 31, 2014 7 nights
    View all periods
    • Guest Service Fee: $50 / stay - Other - Trash removal & Hot Tub chemical shock treatment
    • Pet Cleaning Deposit: $100 / stay - Other
    • Tax rate: 10.1% of rental - Tax
    • Cleaning Fee 2 Bedrooms: $25 / stay - Other
    • Cleaning Fee Base 1 Bedroom: $250 / stay - Other
    • Pet Fee: $25 / day - Other
    • Damage Insurance: $45 / stay - Other
    • Application Fee: $35 / stay - Other - waived for repeat guests
    • Cleaning Fee 5 Bedrooms: $100 / stay - Other
    • Cleaning Fee 3 Bedrooms: $50 / stay - Other
    • Nightly Rate Adjustment: $50 / day - Other - Rate listed is for the base 5 Bedroom rate deduct $50/ per night plus tax and cleaning for each bedroom not required
    • Cleaning Fee 4 Bedrooms: $75 / stay - Other
    • Damage deposit: $250 / stay - Deposit
    Additional Rate and Availability Information
    Our rates are based on the total number of bedrooms required for the entire stay. This is not a shared house rate like a B&B.; We only rent each home to one party/family at a time.

    The base rate shown is for 1 bedroom (2 people) each additional bedroom is $50.00 per night, plus tax and $25.00 for cleaning .

    ****PLEASE NOTE FLIPKEY BOOK NOW QUOTE IS NOT ACCURATE****(Cleaning fee is adjusted based on total number of bedrooms required. To make the quote accurate deduct $25.00 for each bedroom not required. To obtain and accurate quote please visit Headland House website or please send us an inquiry.

    FIND US ON FACE BOOK AND SAVE! Headland House Facebook Fans special winter rate from November 1st - March 31, 2014. (not valid for holidays or special events). To find our website... click Owner and you will find a link to the Headland House website. Once on our website scroll down to the bottom of the Home page and click" LIKE". After you have clicked LIKE use the...
  • Property location
    Things to Do
    Additional Location Information
    Headland House is a luxuriously appointed Orcas Island vacation rental home located in the upscale community of Spring Point above the glistening waters of Deer Harbor. Situated on a private 8-acre estate with BEACH ACCESS and DOCK privileges, Headland House offers one of the most stunning panoramic water views on Orcas island and is considered to be one of the finest vacation rental home in the San Juan Islands. Enter the home through a walkway bridge and you will find yourself in this magical and whimsically decorated 5,750 sq ft, 5 bedrooms and 3.5 bath home that sleeps 10 guests.

    Headland House welcomes you with its Asian contemporary inspired design. One of the nicest features is that every room has windows galore, bringing the outdoors in. An open floor plan provides wonderful togetherness from the professionally outfitted gourmet kitchen to the cozy luxurious living area to the wraparound covered porches and French doors leading to private decks and patio areas adorning t...

Reviews from our community

Contribute to the TripAdvisor community and help fellow travelers find the perfect vacation rental
Write a Review

Reviews from our community

Date | Rating
  • English first
  • Any
English first
A FlipKey verified reviewer
5 of 5 stars Reviewed November 5, 2013 for a stay in November 2013


5 of 5 stars Reviewed August 14, 2013 for a stay in August 2013


London, United Kingdom
Senior Contributor
22 reviews 22 reviews
12 hotel reviews
8 helpful votes 8 helpful votes
5 of 5 stars Reviewed May 23, 2013 for a stay in May 2013

A truly lovely place to stay and unwind whatever the weather. Do NOT be put off by the rules, they are common sense really and are really there because insurance companies insist. In truth, the pictures for Headland House do not do it justice with it's spectacular views and roomy layout. I won't go into detail about the little extras... more

Check in
Check out
Additional fees may be applied by owner
Make Inquiry
Lisa Strauss
Speaks English
listed since : Oct 2011
Response Rate: 100 %
Response Time: Within a day
Calendar Updated: 3 days ago
Peace of Mind Protection
You're automatically covered whenever you book a vacation rental on TripAdvisor!
Learn more
Do you own a vacation rental? List it here.
Listing is Free!
Add your rental property to TripAdvisor and FlipKey at no charge. You pay only 3% commission on each confirmed, paid booking.
Protect your privacy
TripAdvisor only shares your contact details with your guests after the first payment has been made.
Get more exposure
Showcase your property to travelers worldwide actively looking to rent in your destination every month.
Set up your free listing