
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.

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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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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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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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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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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Log Castle - on the beach
Built with logs harvested from family property, the Log Castle is warm, welcoming for your family and friends. Its eclectic design, stunning water views, and beachfront location make it an ideal home base for your vacation. Enjoy the wide sandbar, 2 small kids kayaks and 2 adult kayaks for paddling, a swimming raft, low-populated beach, and hiking trails across the road. The newly-renovated kitchen has a 180 degree water view. The large fireplace makes for a comfortable and cozy retreat.
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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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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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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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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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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.
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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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Popular amenities for Penn Cove family-friendly rentals
Family-friendly home rentals with a hot tub

A Camano Island Getaway Home
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Whidbey Island No-Bank Waterfront Beach House
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Beachfront Hot Tub, Sunsets & Wildlife
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Beachfront Home with Hot Tub, Fire pit, Dogs OK
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Waterfront + Kayaks + Theater + Sauna + Hot Tub
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Sunrise Waterfront Retreat w/Hot Tub, Beach Access
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Waterfront | Hot Tub | Sunsets by Stay Madrona
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Charming 4br gated waterfront estate with beach.
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Family- and pet-friendly home rentals

Cruise the Meadow in a Classic, Private Warm Cozy
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Cozy Coop Tiny House
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Entire Bluff House plus Cottage on the Salish Sea
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The Field House Farm Stay on Midnight's Farm
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Waterfront Beach Cabin on Whidbey Island
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Mt Baker Views Home Near Oak Harbor - Pet Friendly
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1930s view cottage on Skagit Bay
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Sea-Renity Haven: Oceanfront family retreat
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Family-friendly home rentals with a pool

Modern luxe beachfront w/ Pool & Spa
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Unique Open Concept Log Home
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Luxury 8 beds Villa with Pool & Resort Amenities
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Whidbey Island Retreat since 1997
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Colorful Container Home on 13 acre estate
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Seaside Suite by Mukilteo Beach
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Sauna + Cold Plunge + Hot Tub & Red-light therapy
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Waterfront Gamble Bay House +Seasonal Heated Pool
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Destinations to explore
- University of Washington
- T-Mobile Park
- Seattle Center
- Space Needle
- Climate Pledge Arena
- Lumen Field
- University Of Victoria
- Woodland Park Zoo
- Bear Mountain Golf Club
- Seattle Aquarium
- Chateau Ste. Michelle Winery
- Salt Creek Recreation Area
- Birch Bay State Park
- Discovery Park
- Moran State Park
- Westlake Center
- Marymoor Park
- Deception Pass State Park
- 5th Avenue Theatre
- Lake Union Park
- Green Lake Park
- Amazon Spheres
- Waterfront Park
- Port Angeles Harbor





