Holiday rentals in Penn Cove

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Top-rated holiday rentals in Penn Cove

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 119 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.

Guest favourite
A spacious living area features a large L-shaped couch arranged around a round coffee table. Multiple windows offer a panoramic view of the ocean, allowing natural light to fill the space. A cozy chair and decorative area rug complement the inviting atmosphere.
Home in Oak Harbor
4.97 out of 5 average rating, 154 reviews

Waterfront Beach House on Whidbey Island

Come relax at West Beach Bungalow with breathtaking views of the San Juan Islands, Vancouver Island, and the Olympic Mountain Range. You’re so close to the ocean, you'll feel like you’re on a boat. View the most gorgeous sunsets you’ve ever seen right out front with Swan Lake across the street. Watch eagles, otters, whales and seagulls from the comfort of this cozy cabin. Newly updated with all the comforts of home. Escape to West Beach Bungalow - your relaxing seaside retreat on Whidbey Island.

Top guest favourite
A spacious living area features large windows providing panoramic views of the water. A sectional couch, adorned with plush pillows and throws, offers ample seating. A wooden coffee table sits on a decorative rug, while a telescope is positioned nearby to enjoy the scenery.
Holiday home in Coupeville
4.97 out of 5 average rating, 104 reviews

Beach Dreams on Whidbey! Beachfront! 2 King Beds

Stunning Beachfront Paradise! This architectural mid-century modern home sleeps 8+ with vaulted ceilings offering panoramic views of the ocean, Olympics, Coupeville Ferry, marine traffic and all the wildlife you can imagine! Beachcomb, watch dolphins, whales, seals, porpoises, eagles and all types of native birds. Adventure out kayaking, ride bikes to jump on ferry to Port Townsend or explore Fort Casey. Bring the whole family or enjoy the seclusion yourself in the hot tub or at the firepit!

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
5.0 out of 5 average rating, 120 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.

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
4.97 out of 5 average rating, 156 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
A modern living room is shown with large windows offering views of the water. A dark sectional sofa is adorned with colorful throw pillows. A round glass coffee table sits in front, reflecting the natural light pouring in. Soft curtains complement the serene atmosphere.
Home in Oak Harbor
4.91 out of 5 average rating, 207 reviews

Seascape Stay

Enjoy the amazing seaside views from this centrally-located stay in quaint ‘old town’ Oak Harbor! This historical duplex home has two bedrooms, a full bathroom, and a well equipped kitchen. A spacious living/dinning space features windows with endless views of the bay and surrounding mountains. A few steps to old town’s many treasures and a short drive to multiple state parks with wonderful hiking trails…, makes this is the perfect spot to start exploring all Whidbey Island has to offer!

Guest favourite
A serene waterfront view features a rocky shoreline leading to calm waters. The distant mountains create a peaceful backdrop under a clear sky, while gentle waves lap at the shore. The area is quiet, inviting leisurely walks along the beach.
Home in Coupeville
4.87 out of 5 average rating, 163 reviews

San Juan View

This spectacular medium bank water view home with nearby public beach access is a cozy peaceful house that is perfect to relax, unwind and beach walk. This 2 bedroom 1 bath house has 2 queen size beds, a well appointed kitchen, in house washer/ dryer, picnic table in yard, No Pets allowed at this property. WIFI and Smart TV. Located in the beautiful Sierra County Club community and is just 1/4 mile walk from Libbey beach park with steps to beach. Located very near to Ebey State Park.

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, 909 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!

Top guest favourite
A gravel pathway extends from the building, bordered by vibrant green grass and tall trees reaching towards a clear blue sky. Sunlight filters through the branches, casting shadows on the ground and creating a serene outdoor ambiance.
Guest house in Oak Harbor
4.99 out of 5 average rating, 158 reviews

Secluded forest studio with water view

Escape from everyday life in a one-bedroom water-view studio on the 2nd floor of a solar powered guest house on Whidbey Island. Situated in the midst of a 6 acre forest, enjoy a calming experience with views of Penn Cove and the iconic town of Coupeville. Listen to the songbirds and great horned owls. Absorb nature by walking the trails without leaving the property. Share the yoga studio on the second floor. Visit a public beach 1/4 mile away, kayak or paddleboard on Penn Cove.

Superhost
A spacious living area is highlighted by large windows offering views of the water. A comfortable sofa is paired with an armchair, and a coffee table sits atop a soft area rug. Decor elements include a painting of ocean waves and a small table with fresh flowers.
Home in Coupeville
4.92 out of 5 average rating, 202 reviews

Ebey Landing Ocean View Retreat on Whidbey Island

Relax & enjoy your Whidbey Island Getaway. Spacious, Open design and newly renovated. Unforgettable sunsets and relaxing views of the Olympic Mountains and the Juan de Fuca Strait. Melt into the couch while watching eagles soaring throughout the sky, ships quietly passing by, and the waves break against the bluff. Highspeed internet for remote work and entertaining. Modern kitchen, formal dining, spacious living are await for you to enjoy a great vocation stay.

Top guest favourite
A bright, open living area features a modern kitchen with sleek appliances and a large island. Natural light floods through multiple windows, highlighting the polished hardwood floor. A cozy seating space is arranged with a dark sofa and decorative cushions, alongside a coffee table displaying a wooden tray.
Home in Oak Harbor
5.0 out of 5 average rating, 168 reviews

5 Star! Centrally Located Oak Harbor Home

Centrally located to downtown Oak Harbor and NAS Whidbey Island, this recently remodeled house offers all the comforts of home while eliminating any of the accompanying chores. Guests can relax by the fireplace or indulge in a good book on the back patio, which overlooks a peaceful, enclosed yard. Additionally, our optimal location makes it easy for guests to travel to any one of our Island's beautiful state parks. Come explore the legendary Whidbey Island!

Top guest favourite
The exterior of a historic home is captured, showcasing its distinct pink facade and elegant architectural details. Lush greenery and flower beds frame the property, while large windows illuminate the interior. A flagpole stands in front of the house, marking a welcoming entrance.
Home in Coupeville
5.0 out of 5 average rating, 102 reviews

Historic Coupeville 6BR/5BA near Waterfront/Wharf

20% off 7+ nights! Perfect for family reunions, girls retreats, PNW Art School (0.4 mi), or weddings at Crockett & Jenne Farm (8 min) or Capt Whidbey (6 min). Spacious 6BR/5BA (4 en-suite!) with large kitchen, dining room, Smart TVs, WiFi, pool table, fire pit, BBQ, and fenced yard for kids. Walk to waterfront, wharf, shops & dining. Built by John Kineth (b.1828, Bavaria) & Jane Carter, a Mayflower descendant. Historic charm meets modern comfort!

Popular amenities for Penn Cove holiday rentals