Holiday houses in Penn Cove

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Top-rated holiday rentals in Penn Cove

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Top Guest favourite
A peaceful outdoor deck is equipped with two wooden adirondack chairs, providing a view of the waterfront. Calm waters stretch into the distance, with boats gently bobbing and a red building visible along the pier against a clear blue sky.
Condo in Coupeville
4.97 out of 5 average rating, 29 reviews

Penn Cove Getaways - waterside studio on Front St

Welcome to Whidbey Getaways' newest vacation rental in downtown Coupeville. Our waterside studio condo is one of 3 units that make up our Penn Cove Getaways property. Located right on Front Street, you can walk to all of the fun stuff that Coupeville has to offer- shops, restaurants, the wharf, kayaking and more. Once inside you will enjoy a cozy retreat with all of the comforts of home. With a queen bed tucked away on one side and a queen sleep sofa in the living area we can accomodate up to 4

Top Guest favourite
A charming single-story home is set against a serene waterfront backdrop, featuring a rustic facade and a welcoming entrance. A tranquil deck area includes a table and chairs, with a distant view of a pier extending into the calm waters.
Cottage in Oak Harbor
4.97 out of 5 average rating, 115 reviews

Sandpiper Haven: Whidbey Waterfront Beach House

Welcome to Sandpiper Haven! A sister property to Sunset Beach Haven, this beloved retreat on Whidbey Island is the perfect getaway. Nestled on famous Penn Cove, this charming single-story home offers direct beach access, stunning 180° views of the Olympic and Cascade Mountains and all the comforts of home including Air Conditioning. Unwind on our spacious deck, gather around the fire pit, stroll the beach, or cozy up inside to enjoy the scenery. Plus, enjoy seasonal use of kayaks and a rowboat.

Top Guest favourite
A scenic view showcases a winding driveway leading through manicured lawns and vibrant landscaping, with colorful trees and blooming flowers. In the distance, the tranquil waters of Penn Cove are visible under a clear blue sky.
Guest suite in Coupeville
5 out of 5 average rating, 109 reviews

Coupeville Suite Retreat at Penn Cove

Perched above beautiful Penn Cove and just a short stroll to downtown Coupeville, your Suite Retreat awaits! Located on four private acres, this is your base camp for Whidbey adventures. This private and airy 865sf upstairs studio features living, kitchen, dining, work station, and sleeping areas. French doors lead to a balcony overlooking the grounds and Penn Cove. Perfect for 2-4 guests, with a queen bed and comfortable queen sleeper sofa. WiFi, Bluetooth speaker, and smart TV for streaming.

Guest favourite
A mixed-use commercial building is depicted, featuring four distinct vacation rental suites with varying architectural styles. The exterior showcases a combination of blue, brown, gray, and white colors. Pathways are lined with greenery, leading to the entrance, which is marked by a dark wooden door.
Apartment in Coupeville
4.91 out of 5 average rating, 289 reviews

Coupeville Coveland Suite #4

Welcome to Coveland Suites your perfect vacation destination! Whether you're here for a weekend getaway, festival, wedding @ Crockett & Jenne Farms (8 min) or Capt Whidbey (6 min), Art Class (1/2 mile), our location is perfect! Easy access to local dining, shopping, & outdoor activities like kayaking, sailing & biking, all within walking distance. Experience breathtaking views of Puget Sound & Cascade Mountain Range while creating unforgettable memories with your loved ones at Coveland Suites!

Top Guest favourite
An aerial view captures a secluded lagoon surrounded by lush green trees. Clear waters reflect the vibrant sky, and a sandy shoreline curves along the edge. A path leads to the nearby land, highlighting the private nature of the location.
Cottage in Coupeville
4.98 out of 5 average rating, 142 reviews

Private 2 bedroom Cottage on a Lagoon.

Rare two bedroom Cottage on a Private Lagoon. Centrally located for you to explore the island, or very private for a relaxing get-away. Inside Ebey’s Preserve (A division of the National Parks), this unique location Is full of history. Minutes from Ebey’s State Park, and a short drive to Deception Pass State Park. Eagles, deer, otters, and wildlife out all the windows. Lovely deck overlooking the water, a fire pit patio with waters view. Fantastic get away for a wonderful time on Whidbey.

Guest favourite
The two-story building features a light green exterior with multiple balconies. Wooden stairs lead to an expansive deck, offering views of the water. The structure is situated along the shoreline with reflections visible in the calm water, framed by gently sloping terrain.
Apartment in Coupeville
5 out of 5 average rating, 13 reviews

Salty Vons - Lower Waterfront

The Inn is located in the fully restored 1886 Coupeville Cash Store over Penn Cove with unobstructed views of the Coupeville Wharf and Mt. Baker. The unit displays the original timbers supporting the building. The LWF Condominium is partially over the water at high tide, has its own 375 sf private outdoor deck, ladder access to the beach, fireplace, chef's kitchen, AC, in-unit washer and dryer, 2 bedrooms with queen-sized beds and an up-front seat to see whales when they are in Penn Cove.

Top Guest favourite
A charming cottage is surrounded by vibrant landscaping, featuring colorful flower beds and lush greenery. Solar panels adorn the roof, and large windows allow natural light to fill the interior. The property is situated near the waterfront, providing scenic views and direct access to nature.
Cottage in Coupeville
4.93 out of 5 average rating, 878 reviews

Downtown Coupeville - FrontHaven Cottage

This beautiful cottage is located in the heart of Coupeville. Beautifully landscaped and on the waterfront. Just walking distance from downtown restaurants, shops, festivals, art schools, county buildings and WhidbeyHealth Hospital Campus. This private cottage features a full kitchen, master bedroom with queen bed, loft with queen bed, south-facing sun deck, off street parking and free wifi. Beautifully landscaped, fall asleep to the sounds of our stream just outside your window!

Guest favourite
A cozy living area features a modern sofa and a wooden coffee table, with a wall-mounted television displaying nature imagery. A dining table sits nearby, surrounded by potted plants, while the kitchen showcases sleek appliances and decorative tile accents.
Home in Freeland
4.94 out of 5 average rating, 241 reviews

Tranquil , Modern island home with water *views*

Leave all your cares behind and replenish in this relaxing stylish space. This island getaway near Double Bluff Beach boasts 2 spacious bedrooms, 1 bath, and was completely remodeled in 2022. This is a getaway for those who wish to reset and relax while enjoying all that Whidbey Island has to offer. Sip on a local coffee while gazing at 180 degree views of Useless Bay, Mt. Rainier, and quaint farms. Walk to Deer Lagoon to observe the over 170 species of birds taking up residence.

Guest favourite
The two-story building features a brown exterior with wood paneling and large windows. The storefront displays a sign for Kingfisher Bookstore and showcases colorful flowers in planters. Nearby, the water is visible, highlighting its proximity to Penn Cove.
Guest suite in Coupeville
4.93 out of 5 average rating, 55 reviews

Kingfisher Bookstore Waterside

Our sweet guest suite is above the Kingfisher Bookstore overlooking Penn Cove and the Coupeville Wharf. Every room in the three-room suite looks out at the water, including the bathroom! The bedroom has a queen bed, and a pair of comfy chairs. In the sitting room there is a table for two, a small fridge, microwave, coffee machine, electric kettle and supplies for tea or coffee. And of course, there are plenty of books! The suite is up a shared staircase but has its own secured entry.

Top Guest favourite
A small cabin with a distinct shingled exterior features a front door framed by four square windows. Steps lead to the entrance, surrounded by greenery and gravel. A wooden deck is visible beside the cabin, with outdoor seating positioned against a backdrop of trees and a picket fence.
Guesthouse in Coupeville
4.98 out of 5 average rating, 256 reviews

Cute Little Cabin near Longpoint Beach

Our Little Cabin is a bright comfortable space with a 1/2 bath, including a sink and toilet. You will have access to a private full bath with roomy shower and laundry facilities accessible through our garage any time. There is a small refrigerator and microwave as well as Keurig coffee. There is a large window facing the garden with a view of the water through the trees. Longpoint Beach at the opening to Penn Cove is a 10 minute walk through our quiet neighborhood.

Top Guest favourite
An outdoor area features a spacious wooden deck adjoining a modern house. A hot tub with steaming water is positioned nearby, alongside steps leading up to the deck. Multiple seating options are available on the deck, promoting relaxation in a serene setting.
Home in Oak Harbor
4.94 out of 5 average rating, 144 reviews

Lux Coastal Retreat & Hot Tub

Welcome to Moran Shores, a stunning short-term rental nestled in a charming coastal area on the west side of Whidbey Island. Boasting a prime location that embraces proximity to Whidbey Island Naval Base, this exquisite private property offers an irresistible blend of tranquility and excitement. With its unparalleled beauty, modern amenities and exclusive access to the beach, our rental provides an ideal retreat for those seeking a memorable getaway.

Top Guest favourite
Guest suite in Oak Harbor
4.96 out of 5 average rating, 196 reviews

Sunshine Studio: escape from the busyness of life

Nestled between Coupeville and Oak Harbor on a wooded corner of beautiful Whidbey Island, Sunshine Studio offers a quiet escape from the busyness of life while within easy reach of island gems, like Deception Pass and the Keystone ferry. Has a sunken tub: no shower Self-check in No tv No A/C: has air cooler msg me if you need a 1-night stay (or longer than my set max) and I may be able to approve it.

Popular amenities for Penn Cove holiday rentals

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