Family-friendly vacation rentals in Penn Cove

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Top-rated family-friendly rentals in Penn Cove

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

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.

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Top guest favorite

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.

Vacation 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!

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Guest favorite

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, 152 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.

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Superhost

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, 117 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.

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Top guest favorite

The cabin is set against a tranquil water view at sunset, framed by towering trees. Soft hues of orange and purple paint the sky, while the serene landscape reflects a peaceful atmosphere. A wooden deck is visible, suggesting a space for relaxation and enjoyment of the scenery.

Cabin in Port Townsend

4.97 out of 5 average rating, 470 reviews

Historic Discovery Bay Beach Cabin Stunning Views

Experience healing and peace with the sound of gentle waves on Discovery Bay. Our cabin was built in 1939 by our grandfather who was an early businessman in Port Townsend. He wisely recognized for decades to come this would be a prized place of rest, enjoyed by 5 generations. Our two kayaks for beginners and new paddle board are available for rent. Explore the unbelievable beauty of the Olympic National Park just a few miles away featuring hiking to rainforests, glaciers, and mountain lakes.

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Top guest favorite

A spacious kitchen showcases modern appliances and ample cabinetry. A large island with a wooden countertop is centrally located, featuring a sink and a cooking surface. Light filters in through high windows, illuminating the organized space.

Home in Coupeville

4.98 out of 5 average rating, 234 reviews

Blue Ribbon Beach House

Beautiful waterfront beach home - perfect intimate getaway for a couple with fireplace and long beach walks, but also easily hosts two couples and kids. Tastefully decorated, stunning water views and west facing sunsets. Enjoy all the amenities of a hotel plus fully equipped kitchen and shared space for entertaining. Ferry to Port Townsend is visible, just a mile north with easy walk-on access, skip the car reservations! Unloads directly into Port Townsend for charming shopping and dining.

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Top guest favorite

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, 155 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.

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Guest favorite

The exterior of a modern home is showcased against a stunning sunset, with ocean views in the background. A well-maintained garden area features blooming plants near the entrance, with a gravel driveway leading to the garage. The structure has a metal roof and large windows.

Home in Oak Harbor

4.92 out of 5 average rating, 223 reviews

Breathtaking Oceanfront Home

This incredible high-bank property combines striking panoramic views of the mountains, ocean & islands with a modern and newly remodeled interior. Experience some of the best sunsets of your life from the large outside deck that includes a grill (May-September) and an outdoor dining area (fire pit currently unavailable). Enjoy the large 4-person sauna, in home gym, open floor concept, cozy living room and TV area, white brick gas fireplace, and 3 dedicated workspaces with high-speed Wifi.

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Top guest favorite

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, 904 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!

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Top guest favorite

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.

Guesthouse 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.

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Guest favorite

A spacious wraparound deck is highlighted by several lounge chairs and features a view of the water and distant hills. An American flag gently flutters in the breeze, while the sky showcases clear blue tones.

Home in Camano

4.9 out of 5 average rating, 124 reviews

A Camano Island Getaway Home

Come and enjoy our cozy waterfront home on beautiful Camano Island with views looking over Saratoga passage. You’ll experience panoramic views of the water from the living room and on our wraparound deck; perfect for whale and orcas viewing in the summer, enjoying the sunset, water features and wildlife. Our yard is completely fenced in. The deck has a hot tub, so you can relax with a soak while taking in the scenery. Let's enjoy a quiet and rejuvenating stay.

Indoor spacesFamilyAmenities

Top guest favorite

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, 101 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!

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