Description from the owner
Description from the owner
Book this 6 bedroom, 4 bathroom house in Deer Harbor today! A total of 12 people can sleep here comfortably. This property has been booked 1 times.
Guests can enjoy a hot tub, deck, and outdoor grill among other amenities offered by this rental.
Travelers are sharing their opinions on this property. It has an overall rating of 5/5 thanks to an average of 24 reviews.
Costs vary, with the average weekly rate as low as $5,950.00, depending on travel dates.
The owner responds to 100% of inquiries and last updated the property’s calendar 2 weeks ago.
Headland House*Two Homes*Marine Views* 3 King Beds Deer Harbor, Washington
Additional Location Information
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 and PRIVATE BEACH ACCESS.
Headland House is one of the few homes on the island that has a central Air conditioning system in the main house. We are adding split a/c unit to the guest house for summer 2015 as our summer months seem to be getting hotter every year. A few of the other changes in process and available for stays starting on December 19, 2014. There will be three king size beds in the main house, two hot tubs one for the main house and one for the guest house
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 homes in the San Juan Islands. Headland House welcomes you with its Asian contemporary inspired design, 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 12 guests. 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 with numerous private decks and patio areas adorning this special home.
Unique decorative accents will delight you as you make yourself at home. In every nook and cranny you will discover delightful accents and provisions such as, top of the line Spring Air pillow top mattresses, TV's in most bedrooms hooked up to Dish network satellite premium movie channels, luxurious bath towels, spa towels and robes, high thread count linens with matching duvet covers, down alternative pillows and comforters to make your stay 'heavenly'.
A special feature of Headland House includes a detached guest house which is separated by a walkway bridge from the main house. Each of the homes has its own separate entry and parking area making this ideal for couples who would love their own private space. A cozy two bedroom one bath house in its own right, this delightful 'guest house' has a master suite with Queen size bed and has been decorated in a Serengeti theme with beautiful giraffe accent lamps and magnificent custom bedding. The second guest bedroom has magical tree monkey theme capturing your imagination for your restful repose at the end of the day, a trundle bed that makes up into two twin size beds and even has an African monkey sitting on the bed welcoming you. The living room area features a queen size sofa bed , a lovely dining area with enough seating for six guests, full kitchen complete with a stove, refrigerator, microwave, a full size bath, flat screen TV's, DVD, guest house has its own laundry area with washer and dryer, and best of all - French doors opening up to the wrap around deck with the most amazing views where the ocean and mountains suddenly take on an unparalleled majesty.
In the main house you will find the first Master bedroom suite beautifully decorated in a Taj Mahal theme with a King size canopy bed with privacy panels, a 42” flat screen TV and DVD tucked away in an exquisite armoire. The adjoining master bathroom features double sinks, shower, large soaking tub.
The second master bedroom suite is located on the lower level which has been decorated in a lovely Japanese Tea Garden theme with a King size platform style bed, retreat area with sofa and triple dresser and television inside the armoire. Both master suites feature a comfortable seating area. You cannot miss the adjoining full size bathroom with a whimsical wall covering of Chinese cloths.
The third bedroom is on the lower level and on the opposite side of the house making it perfect for everyone to have totally separate sleeping space. The third bedroom features another King size bed with the upscale quality bedroom furniture and bedding which will cause you to day dream of far off places riding camels through the desert, located on the lower level this bedroom currently features a queen size sofa bed , with a pillow topper with lush soft bedding, this bedroom also serves as a dual purpose with a two person office set up for guests that need to stay in touch with work while on vacation, free long distance, a speaker phone, 3-in one printer, fax machine with fax line and wireless high speed internet
As you enter the great room living and dining room area you will be immediately drawn to the expansive ocean views with a full bank of windows that expands across the entire length of the room, large leather circular sofa which serves as a media room with a 105” projection theater room system with HD satellite TV, surround sound, Sony play station, DVD library in addition to a plethora of books for your reading pleasure, the most discerning chef will find himself in heaven in this gourmet kitchen, as preparations for sumptuous meals using upscale appliances, the dining area can comfortably seat 10 guests, laundry area with super large capacity Maytag Bravos washer and dryer. Head downstairs to the African elephant theme game room where you can enjoy a game of billiards, wet bar, flat screen TV, Ipod station, board games, or sit in front of a cozy fire in the beautiful contemporary fireplace.
Outside the main house you will find a hot tub a second hot tub will be available soon for guests staying in the guest house. A nice private and tranquil setting with old growth tall trees surround a wonderful picnic area with a horseshoe pit and badminton area, a top of the line gas grill and outdoor oven. Enjoy walking down a gently sloping hiking path which will lead you to a private owners beach and dock where you can enjoy fishing, kayaking, or beach combing.
Bedroom Descriptions and Booking Sequence :
Main House (maximum occupancy 8 people)
#1 (1-2 people) Master Bedroom main floor – King size bed
#2 ( 3 - 4 people) Guest Bedroom lower level West end– King size bed
#3 ( 5-6) people) Guest Bedroom lower level East end – King size bed
#4 (7- 8 people)Retreat adjoining bedroom #2 – Sofa Bed Queen
Guest House in combination with Main House (maximum occupancy 4 people / Guest House Only maximum occupancy 3 people)
#5 (9-10 people) Bedroom – Queen size bed
#6 (11 - 12 people) Bedroom – two Twin size beds
Extra sleeping capacity: $65.00/nt plus tax
Game room – Queen size sofa bed
Guest House Living room – Queen size sofa bed (only available months of July and August).
Rental Summary Fees:
*Rate Information: The Headland House property has two homes the main house has 3 bedrooms and the guest house has 2 bedrooms for a total of 5 bedrooms. Our rates are based on the total number of bedrooms required for the entire stay (each bedroom is double occupancy). Bedrooms in each of the houses that are not ordered are closed off during the stay.
We offer the option to rent just the main house, guest house or a combination of both homes. Both houses are rented out separately so guests many not have exclusive use of the property if less than 5 bedrooms are ordered.
* The base 1 bedroom rate is shown on the rate schedule. Each additional bedroom is $100.00 per night, plus tax, cleaning is included the rate. .
Maximum Occupancy = 12 people (includes visitors)
*Reservations Deposits: A 20% deposit is required at time of booking, the balance is due 60 days prior to arrival.
* Application Fee - $35.00 (waived for repeat guests)
* Damage Insurance - $45.00 (required to rent this home).
* Time Change Option - $20.00/hr Early or Late Check out (not available summer season or on back to back bookings)
* Pet Fee - $25.00 /nt based on pets 25 lbs or less. Main house only No pets are allowed in the Guest House.
* Refundable Security Deposit - $250.00
* Refundable Pet Deposit - $100.00
Minimum Stay Requirements:
*July and August minimum 7 nights (Sunday to Sunday).
*We will consider shorter stays during the peak season if a full week stay has not been booked by the 15th of Junel with a surcharge of $250.00 for less than 7 nights.
*Thanksgiving, Christmas & New Years Week minimum 5 nights.
*All other Federal Holidays 3 nights.
*Balance of the year flexible
More About This Location
Beach or lakeside relaxation, Mountain nearby, Waterfront
Nearest airport: Deer Harbor Marina Sea Planes, 0.99 miles
Nearest ferry port: Orcas, 4.97 miles
Car is recommended
Proximity to TripAdvisor's Top Deer Harbor Attractions
Proximity to TripAdvisor's Top Deer Harbor Attractions
Last updated on August 15, 2016
Rates shown in $ USD
Please note: these rates exclude taxes and fees and may vary depending on the length of your stay. Rates are also subject to change at the owner’s discretion.
- A/C or climate control
- Alarm Clock
- Hair dryer
- Ceiling Fans
- Central heating
- Local Guides/Maps
- Short breaks allowed (1-4 days)
- Clothes Dryer
- Towels Provided
- Soap/Shampoo Provided
- Washing Machine
- High chair
- Linens Provided
Phone / Internet
- Internet Access
- Fax Machine
- Wireless Internet
Pool / Spa
- Hot Tub/Jacuzzi
- Ocean or water views
- Mountain Views
- Stove or Oven
- Paper Towels Provided
- DVD Player
- Satellite or cable TV
- Game Room
- Stereo or CD player
- Balcony or terrace
- Outdoor Dining Area
- 12 Dining chairs
- 12 Lounge chairs
- Suitable for children - over five
based on 16 reviews
of guests would stay again
A FlipKey verified reviewer
“Incredibly beautiful home and property...beyond our expectations!”
From the moment we walked in the front door we were blown away by this lovely home...pictures online don't do it justice! The views of Deer Harbor and beyond are breathtaking! It is tastefully decorated and has every appliance and amenity you could ever hope for. We had 8 adult family members in our group so we reserved both the main house and the guest house. We had plenty of room to spread out and enjoy alone time, and plenty of room to come together and eat dinner, watch movies, or play games. The home sits on 8 wooded acres and feels very private and secluded. You can enjoy the peace and tranquility of the home and grounds, or you can drive into Eastsound (about 20 minutes) and visit the many charming shops and restaurants. Rose's Bakery Café quickly became our favorite for fresh baguettes, olive oil, and dipping spices. We also enjoyed a yummy breakfast at the Island Skillet. The Island Hoppin' Brewery was a fun place to taste different beers, and the Orcas Island Winery had some fantastic wines. My husband and adult children rented kayaks for a couple of days and had a great time exploring Deer Harbor while I enjoyed sitting on the deck sipping a mimosa! There is something for everyone of every age on Orcas Island! And as far as we're concerned, the best place to stay on the island is Headland House! Thank you Richard & Lisa for sharing your lovely home with all of us!
A FlipKey verified reviewer
Exceptional Place to get away from it all. Tastefully decorated with art & Comfortable Furnishings, the Comfort Level of the Beds was a 10+ Rain or Shine, the Property has so much to offer. Privacy, Panoramic Views, and too many Games & High Tech Tv's to even think of leaving the Property looking for activities. A Nice Hike to the Beach, and a Peaceful Setting. The Kitchen is stocked with so many items that we had to try a few of them out. Without a doubt, even the most pickiest of people would have a hard time trying to find a flaw in anything about the Home. The Pool Room, Guest House, Hot Tub, and all of the rooms are exceptional in every way. Even when it poured rain, our Grand Children had too much to keep them occupied with the Games, Hot Tub, Tv's, Dvd's and the list goes on. The adults enjoyed every moment as well. Without a doubt, we will be back there next Year, what a wonderful place to start a Family Tradition on Orcas Island. Highly recommend the Highland House. Tony Vaughn
“Most amazing Vacation Ever...”
If you want your vacation to be steeped in luxury, surrounded by breathtaking views, in a wonderfully comfortable and elegant private retreat, with every amenity you could ever dream of, all on a beautiful island with loads of outdoor activities to take part in, then Headland House is for you! We celebrated our parents 50th wedding anniversary in this beautiful house and knew from the website that Headland House would be nice, but our stay there exceeded our expectations! It was beautifully decorated; the space was perfect for our family reunion, which included children, young adults and mature adults; the setting was incredible--very private, but with the most stunning views of mountains, water and islands; the accommodations were extremely comfortable and luxurious; it was pristine, with top-of-the-line appliances and amenities; it was stocked with every imaginable spice and small appliance, and best of all, the owners were super welcoming, accommodating and kind! Our entire group loved our vacation at Headland House, and my parents felt celebrated, spoiled and very, very lucky! All in all, it was the perfect vacation!
“The amazing Stay - Private, Luxurious and Easy”
We simply adored Headland House. The home layout worked well for our family, 2 adults and two children ages 6 and 8 and our old golden retriever We all loved the views, private beach, hot tub, fireplace and large projector screen. The kids really liked exploring the woods around the house and playing pool. Adults loved the comfortable beds, the 'has everything' kitchen, and homey feel. The home is off the beaten path which makes it special and the hosts really know how to make you feel at home. Movie night was complemented by popcorn and treats and we loved making donuts in the mornings. (The hosts provided us with some nice surprises!) Orcas Island is a charming place and the Deer Harbor location is breath taking. Madrone trees and water views are a unique west coast treat and Headland House has them in spades. We will definitely be coming back to make more memories!
“Great "feels like home" home with an amazing view!”
Fantastic property...on eight acres. The home was maticulously clean with every detail thought through. From the arrival goodies that including cupcake mix with the milk and eggs waiting in the refridgerator to every pot and pan conceivable. Huge projector screen for the teenager and Dad to watch the Ncaa Basketball tournament as well as "movie" night. The only sound we heard each morning was the breeze passing through the trees and the birds chirping. The hot tub was hot and ready when we arrived, as well. When we couldn't keep the kids from confusing the admittingly a bit confusing receiver/TV/radio the owner even came over to fix it and walk us through the process. We didn't use the guest house, but I could see where two families could live and relax comfortably. Awesome stay for us!
Gene and Debbie
“Island Get-Away Extraordinaire”
From our initial entry, to our final good-bye, we thoroughly enjoyed our time at the Headland House. While the copious "book of rules" initially intimidated our invited guest, it took no time at all to relax into vacation mode. Upon check in, we were greeted with soft lighting, soothing music, and a generous gift basket with welcome note. The house's wooded setting borders on mythical, and compelling views from most every room are mesmerizing. Predominantly asian furnishings are elegant, carefully chosen, and (better yet!) comfortable. While soothing lighting is nice, we missed brighter, concentrated lights for curling up to read. (Also, a "Control-4" system to streamline remote controls would have been helpful to us techno-challenged seniors!). Even so, from household supplies and services (laundry room), to media options (including surround-sound, oversized TV), to games/books/activities (horseshoes, pool table, spa), amenities are exceptional. We loved the spa and poolroom. Crackling fires invited restful relaxation, and the kitchen was superbly appointed for preparing meals. We would have appreciated clearer instructions for accessing the beach; moreover, we suggest clearer driving instructions--such as, Veer right at the first "Y"; left at the second "Y" leading to the house. Upon arrival, love every minute of a delightful stay at Headland House!
A FlipKey verified reviewer
“Headland House was everything and more than we had expected.”
Our family met at Headland House for 3 days of fun and relaxation. Our group included 9 adults and 2 children. One of the bedrooms in the main house has a large room (closet) attached that was perfect for the 2 children. The study has a pull out bed that wasn't that comfortable and you could hear everything from that room. The day bed in the guest house was probably more suitable for children than an adult. But in the long run we wanted a home that would accomodate all of us,so we made it work. Some of us got in the hot tub, but others wouldn't because of the strong chlorine smell. The pool table was a big hit. The first evening we arrived my daughter and her husband were out playing horse shoes until it got to dark to play. Many of us took walks down to the water. The scenery was beautiful. We took a whale watching tour on Sunday and could point out Headland House from the water. It's as though it was our own. I would definetly return.
A FlipKey verified reviewer
“Beautiful house, amazing views”
Headland House was the perfect location for our family gathering. It's spaciousness allowed 10 of us to all be together in the living and dining areas, and to find quiet time in the bedrooms and on the decks. The house is thoughtfully stocked with everything you will need - abundant kitchen appliances, coolers, towels and robes for the hot tubs, etc. Lisa, the owner, is very responsive to any questions or concerns you may have. The house has amazing views of Deer Harbor and plenty of outdoor seating to take advantage of the views. The house is also within walking of the beach.
“Fabulous Vacation Experience, Fantastic Property”
This was the nicest house we have rented for a vacation. Our group of eight were so excited to get to the house. When we arrived we knew that we had made a great choice. The home was exceptionally well appointed. There was a spectacular view of the neighboring island and the Puget Sound. After unloading we had a BBa and some drinks on the deck and we relaxed. Our group used the guest house too and that by itself was a fantastic part for one of the couples in our group. The kitchen is very well appointed. I am an omelet chef and enjoyed making custom omelets for our friends every morning. There was everything needed to cook and prepare gourmet meals too. The London Olympic Games were on the TV and we put the 90 inch screen down and watched Dish Network and caught all the games because we could record them while we stayed there. That was the best thing for our group every night. We just had an Olympic viewing party every night. That was fantastic! The walks around the wooded community were serene and we saw scores of deer. We went whale watching, kayaked around the Wasp Islands and ate crab and local berries for dinner. The four couples in our group enjoyed this immensely. The views every morning watching float planes taking off from Deer Harbor were mesmerizing. We enjoyed the hot tub for relaxation and that was so nice too. We would listen to good classic rock tunes and played games of Stars and Stripes or Cutthroat in the poolroom almost everyday. What a great place. Everyday the guys went out to play Horseshoes and to relax in the quiet surroundings of the woods around the property. That was fun.
Retired NYC attorney
“Heavenly Haven at Headland”
Headland House is haven of true tranquility and breathtaking beauty. We recently hosted our second family gathering there (participants ranging from ages three to eighty). Everyone had a marvelous time. Multi-dimensional in its restorative attributes, Headland delivered joy to all, individually, and our group, collectively. Nestled on a hilltop with exquisitely panoramic views, Headland provides privacy in abundance, but also affords one tremendous access to all the delights of Orcas. Our group hiked, explored the terrain around home, kayaked, whale-watched, took in the coutryside, and ambled about town. Deer Harbor, where Headland House is located, is our favorite spot on the island, where the natural beauty is nothing short of enthralling. This is our second stay at Headland House. We were so impressed to see that the already beautiful home had been further refined (which is, in our experience, atypical of rental properties). Hats off to Lisa Strauss for investing so much in further perfecting this extraordinary place. Her incredible attention to detail and her sophisticated aesthetic sense are so apparent throughout. We look forward to future family gatherings at Headland House, a heavenly haven on Earth.
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