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Whidbey Island Luxury Holiday Homes

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    Travellers to Whidbey Island are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    20 Matching Rentals in Whidbey IslandView all 134 rentals
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    Harbor Hideaway Waterfront Vacation Home1 / 32
    (15)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
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    Whidbey Island Beachfront -Luxury on a Sandy Beach1 / 34
    (7)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    5 Bedrooms & 4 Baths Beachfront Home1 / 35
    (45)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Luxury Cape Cod on Low Bank Sandy Beach,  faces SW1 / 34
    (4)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Waterfront
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 May 2019
    We loved being on the shore and exploring low tide. The kitchen is great. Lots of bedrooms and bathrooms for a big family and the youngsters loved the game room. Nice laundry...
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    About this property
    Whidbey Beach Retreat is one of the most spacious and luxurious beach homes on Whidbey Island. With the Olympic Mountains as a backdrop, and a sandy beach right in front of the house, the location is stunning. Views to the south include a perfectly pink Mt Rainier with the alpenglow of...
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    Location Information
    Clinton, Whidbey Island 98236
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • DVD Player
    • Washer
    • Patio
    • Grill
    • Waterfront
    • Central Heating
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The sound of the waves, deep sandy waterfront and grassy front lawn, spacious deck and gorgeous home are just a few of the perks of ONCE UPON A TIDE beach house. Once you get off the ferry on Clinton, you will have the sigh of relief from the hustle and bustle of the city. This beautiful...
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    Clinton, Whidbey Island 98236
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    View, beach, vintage farmhouse, alpacas, birds, sunrise & sunset -- get it all1 / 42
    (17)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Grill
    • Central Heating
    • Mountain Views
    • Washer
    • Ocean Views
    • Wi-Fi
    • Patio
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 August 2019
    My husband and I just enjoyed our 3rd stay here and it gets more magical every time. We originally discovered the aerie when looking for the perfect wedding venue, and we were...
    Reviewed 21 July 2019
    Just returned from our first ever 3-generation family vacation week - I hope to make this a family tradition and would love to return every summer! Maxwelton Aerie has...
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    About this property
    Perched on a ridge with sunrise and sunset views, this vintagel farmhouse is exquisitely sited on 740 feet of high bank waterfront on 25 acres overlooking Useless Bay and the Olympic Mountains to the west, and the Maxwelton Valley to the east. It perches like the eagles nest beside it, taking in...
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    Clinton, Whidbey Island 98236
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 11
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Waterfront
    • Grill
    • Ocean Views
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean side Vista Make this spacious home yours for your next Whidbey Island vacation! With an open floor plan and comfortable furniture, everyone will be comfortable here. Take in the wonderful views of Useless Bay from the enormous outdoor deck, complete with plenty of seating for everyone, a...
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    Freeland, Whidbey Island 98236
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Grill
    • Patio
    • Cable/satellite TV
    • Central Heating
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Whidbey Wonder Escape the everyday and plunge into fun with this dog-friendly Whidbey Island home! Not only will you find panoramic views of the Sound, Cascade Mountains, and lights of Everett, you will be able to watch the boats and ferries glide along the water right outside the home. Right off...
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    Clinton, Whidbey Island 98236
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Grill
    • Balcony
    • Wi-Fi
    • Mountain Views
    • Terrace
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Whidbey Island Modern Farmhouse This modern farmhouse is luxurious inside and out. Sprawled over nearly 2 acres, this home’s brand new gourmet kitchen is equipped with all the amenities needed to prepare and serve meals to your group. The large open kitchen seamlessly leads to an oversized deck...
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    Greenbank, Whidbey Island 98253
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 16
    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Mountain Views
    • Cable/satellite TV
    • Waterfront
    • Grill
    • Washer
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Whidbey Beachside Mountainview This bayside home will help forge lasting memories for your large family or travel group. This beachfront property is located in a quiet neighborhood that feels away from it all. Inside, there are multiple living spaces, a wood-burning fireplace, a full kitchen, and a...
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    Location Information
    Clinton, Whidbey Island 98236
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Central Heating
    • Wi-Fi
    • Grill
    • Waterfront
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunlight Beach Outdoor Escape Rest and relaxation await on Whidbey Island, and this peaceful vacation home is the perfect place for kicking back. Stunning bayfront views, easy access to surrounding natural beauty, and classic home comforts all await you. Everyone will be nice and cozy in this...
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    Location Information
    Freeland, Whidbey Island 98236
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Historic Restored Farmhouse With Spectacular Views - Summer Sale -  EV charger1 / 48
    (4)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Mountain Views
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Washer
    • Internet Access
    • Ocean Views
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 April 2016
    Me and my 4 girlfriends stayed at Marty's for a long girls weekend getaway. Just driving up to the house was impressive, it is very large and the view from the driveway alone...
    Reviewed 21 April 2016
    We arrived at MARTY'S PLACE and discovered the wonderful photos online told only half the story. This is a terrific house, warm and inviting, with great views and grounds. The...
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    About this property
    Hello and welcome to Marty's Place at Strawbridge Farm, a 5 bedroom plus vacation rental with room for a few people or your entire family. This newly restored 1909 farm house has all the amenities of a modern home, but has maintained its rustic sensibilities. Come and enjoy the breathtaking views...
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    Location Information
    Langley, Whidbey Island 98260
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • DVD Player
    • Waterfront
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    What an opportunity to taste a new lifestyle! Come stay on beautiful Whidbey Island in luxury. Frank Lloyd Wright style main house with stunning water views from almost every room. Please consider a “green vacation” as this house is 100% powered by the sun, except the gas cooking. Every month, we...
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    Location Information
    Greenbank, Whidbey Island 98253
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 12
    Spectacular Beach House South Shore Whidbey Island1 / 36
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Waterfront
    • Patio
    • Mountain Views
    • Central Heating
    • Washer
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 August 2014
    We love the location and Leslie the owner was helpful. This is the only rental that allows 3 nights stay instead of 6 night minimum. Price is reasonable. We used the boat in the...
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    About this property
    Your family will love spending vacations in this charming waterfront cottage at Possession Beach with 3 bedrooms, 2 baths, and 50 feet of 'no-bank' waterfront! Or, you and your sweetheart can snuggle up by the fire for a long, cozy winter weekend watching the water and the weather outside the big...
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    Location Information
    Clinton, Whidbey Island 98236
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    4 Bedrooms, 2 Bathrooms, Sleeps 13 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Grill
    • DVD Player
    • Waterfront
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to ‘Barranco’ (named after a charming high bank neighborhood in Lima, Peru)! This contemporary waterfront home, high on the south west facing bank, is just a stone throw from South Whidbey State Park and situated on one of the most magical and secluded spots on Whidbey Island. With...
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    Location Information
    Greenbank, Whidbey Island 98253
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 13
    5 Bedrooms, 4 Bathrooms, Sleeps 13 Quick View
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    Amenities & Details
    • Grill
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Blueberry Hill Retreat: Blueberry Hill Retreat is an expansive 5 bedroom, 4 1/2 bath home with remarkable views of blueberry fields, Puget Sound and the Olympic Mountains. Nestled in a quiet grove of towering fir trees, this home has both privacy and easy access to 3 of the most popular beaches...
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    Location Information
    Freeland, Whidbey Island 98249
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 13
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • DVD Player
    • Waterfront
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bring the entire family! 3000 Sq ft, 5 bed, 3 bath, spacious summer home available to host multi-generational gatherings, groups of friends for wine tasting, or a weekend getaway with close companions. This custom home can sleep 11 with 2 king beds, 1 queen, 1 full, and 3 twin beds. Air mattress...
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    Location Information
    Langley, Whidbey Island 98260
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    HIGHFOREST DOME1 / 19
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 July 2018
    We have booked this home twice now and love it. The hardest part after arriving is trying to figure out which kids gets the loft bedroom. This is a very unique home and the...
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    About this property
    HIGHFOREST DOME VACATION RENTAL - Beyond your imagination Experience the unprecedented wonder of vacationing in two connected craftsman built domes, surrounded by the serenity of a forest you've only dreamed of. See Highforest Dome Vacation Rental on facebook for a 'video' and...
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    Location Information
    Langley, Whidbey Island 98260
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    6 Bedrooms, 3 Bathrooms, Sleeps 18 Quick View
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    Amenities & Details
    • DVD Player
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Be prepared for an unforgettable vacation in this historic 1917 farmhouse that's the jewel of famous Maxwelton Beach. Enjoy an evening campfire at the private beach, right across the road from the farmhouse, while viewing a gorgeous sunset backed by the Olympic Mountains. The beach is perfect for...
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    Location Information
    Clinton, Whidbey Island 98236
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 18
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Ocean Views
    • Washer
    • Cable/satellite TV
    • Private Indoor Pool
    • Wi-Fi
    • Waterfront
    • Sauna
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    'Seahawk Lane' is an amazingly private 4-bedroom, 3-bathroom vacation rental home on Whidbey Island. Boasting more than 260 feet of sandy beach on 2 sprawling acres, this 3,000-square-foot home for 10 offers views everywhere you turn. Whether you spend your days clamming on the beach, splashing in...
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    Location Information
    Clinton, Whidbey Island 98236
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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