
Vacation rentals with a pool in Oak Harbor
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Top-rated rentals with a pool in Oak Harbor
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Luxury 8 beds Villa with Pool & Resort Amenities
Here’s what you’ll enjoy during your stay: Private Heated Pool & Hot Tub Backyard Mini-Golf Course Heated Outdoor Seating Area Outdoor Barbecue & firepit Game Room Sauna 5 bedrooms: 8 double beds +2 air beds 4 baths: linens & toiletries 2 Walk ins closets 2 Living Rooms 1 Luxury Gourmet Kitchen 1 Kitchenette Dining room:8 seats+6 fold chairs 2 Fireplace & Large TVs 2 Pack & Plays, High Chair & Safety Gate High-Speed Wi-Fi & Entertainment Great for business meetings & remote workers Pet friendly

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.

Sunset View Retreat with Patio & Ocean Panoramas
<b>Juan de Fuca Strait · Olympic Mountains · Steps from Beach & Pool 🏠2,300 sqft 🛜1 Gbps WiFi </b> Escape to this tastefully decorated split-level home in the peaceful Sierra Country Club community — a quiet beach enclave on Whidbey Island. Step out onto the spacious patio deck and let the day melt away as the sun sinks behind the Olympic Mountains over the shimmering Juan de Fuca Strait. 🌅 Big windows pour in natural light and frame those breathtaking water views from nearly every room.

Olympic View Retreat
Whatever "escape" means to you, this home can be your perfect getaway. Spacious enough for a small family or group of friends, but still very comfortable. Hiking, biking, fishing, and other outdoor activities surround you. Just 10 minutes away, the dreamy town of Coupeville offers delicious dining options, shops, galleries, and more. Need to connect to work for a bit, or just want to hunker down and read, play games, or watch movies? This home is configured to meet your needs. Enjoy!

Colorful Container Home on 13 acre estate
Modern, yet cozy 1BR/1BA container home in Gardiner, WA—perfectly situated between Sequim and Port Townsend, with easy access to Olympic National Park. Features a full kitchen, bright open layout, and a sunny deck with dining area and views of Discovery Bay and the San Juan Islands. Minutes from 7 Cedars casino, yet tucked away on a peaceful country estate. Come expeirence one of the best rated AirBnB's in the world! 5.0 rating with over 200 reviews! We look forward to hosting you.

Waterfront Gamble Bay House +Seasonal Heated Pool
Take a break with people you love! Enjoy the wrap around porch and two balconies over looking Port Gamble Bay (part of Puget Sound) In the evenings enjoy beautiful sunsets over the forest on the other side of the bay and in the morning fall in love with the fog that clings to the trees across the water. Explore the shore down the steps and harvest some oysters for dinner! In the summer months enjoy the private outdoor heated pool. Guests can expect a heated pool May- October ish.

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.

Seaside Suite by Mukilteo Beach
Our studio apartment has a private entrance and a private Juliet balcony to enjoy stunning views of Puget Sound. Sleep in comfort on a Tempurpedic bed with adjustable head and foot lift. Additional sofa bed for extra guests. All necessities provided. Private indoor pool with views out to Puget Sound. Many attractions are within a 10 minute walk, including Mukilteo beach, the ferry terminal, the Sounder train to downtown Seattle or Mukilteo town.

Admiral's Seaglass Sanctuary
Admiral’s Seaglass Sanctuary is located in the center of the island so you can enjoy all Whidbey has to offer. Perfectly located for walk on ferry enthusiasts to Port Townsend, hikers, cyclists, historians, and those who enjoy bird watching or sea life. Regarding the "Other Details to Note" category below please contact the owner for website to review the schedule. The schedule is posted one week in advance.

Modern luxe beachfront w/ Pool & Spa
A luxe modern coastal home on the beach with a heated indoor pool and spa with sweeping views of Discovery Bay, Protection Island, the Strait of San Juan De Fuca, and a lagoon. Located in the rain shadow directly between Port Townsend and Sequim. Pool & Spa are heated year-round, Pool at 85 degrees, Spa at 100 degrees. Enjoy Sequim and Port Townsend. 4 kayaks and a rowboat to launch from the private beach.

Unique Open Concept Log Home
Make some memories at this unique getaway. Family friendly home with access to a private beach, pool (seasonal) and playground. A true nature lover's getaway. The grand ceilings add to the serenity that this home exudes. Enjoy the sunsets from the covered porch or on the sand. Centrally-located we are a short drive to just about everything on the island. Lots of things to do close by as well.

Edmonds Seaside Studio | Walk to Town and Train
Guest Favorite! Peaceful, private studio just steps from downtown Edmonds. Enjoy a comfy queen bed, full kitchen, fast WiFi, private entry, and dedicated parking. Walk to cafés, parks, the beach, and the ferry—or take the train one mile away for easy access to Seattle, Lumen Field, and even Vancouver. A quiet coastal retreat with the convenience of the city nearby!
Popular amenities for Oak Harbor rentals with a pool
House rentals with a pool

Whidbey Island Retreat

Puget Sound Waterfront Retreat

Port Ludlow Water View Condo

Quiet Waterfront Home with Stunning Sunset Views

Private Pool, Pickleball/BBall, Putting Green+

Oceanside Cottage Est. 1860s

The Nest - Whidbey Island

Ocean Views • Sunset Deck • Close to Beach & Town
Condo rentals with a pool

I Love Mukilteo

Mutiny Bay Condo by AvantStay | Walk to the Beach

Beachcomber's Bliss - AvantStay | Steps to Beach

Water Views & Marina Access: Port Ludlow Getaway

Comfy Condo in Port Ludlow

1BR ground-floor condo with indoor/outdoor pools

3BR Bayview 1st-Floor | Deck | Pool

Lovely bayview 2BR with pickleball, hot tub, pools
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Whale Watch & Relax Fireside: Puget Sound Gem!

Deck Views, Fire Pit, Pool, 3 Minutes to the Beach

2BR condo with waterfront views

Lovely Coupeville Home w/ Puget Sound Views!

2 BR condo with stunning water views

A Peaceful Escape with Stunning Views

Stunning Home in Coupeville w/ Deck + Beach Access

Edmonds Getaway Cottage | Walk to Train & Stadium
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- University of Washington
- Space Needle
- Woodland Park Zoo
- Seattle Center
- Climate Pledge Arena
- Bear Mountain Golf Club
- Chateau Ste. Michelle Winery
- Marymoor Park
- Seattle Aquarium
- Salt Creek Recreation Area
- Discovery Park
- Birch Bay State Park
- Amazon Spheres
- Golden Gardens Park
- 5th Avenue Theatre
- Deception Pass State Park
- Moran State Park
- Craigdarroch Castle
- Port Angeles Harbor
- Willows Beach
- Olympic Game Farm
- Waterfront Park
- Kerry Park
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