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Holiday rentals in Oakville

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Top-rated holiday rentals in Oakville

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

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Top guest favourite
The cozy black cedar cabin is nestled among tall trees, illuminated by soft outdoor lighting. A charming pathway lined with greenery and fallen leaves leads up to the entrance, creating a serene and inviting atmosphere amidst the forest.
Cabin in Vashon
4.99 out of 5 average rating, 330 reviews

Wolf Den | Cozy Forest Cabin + Wood-Fired Hot Tub

Discover the natural beauty of Vashon Island from the comfort of a cozy, modern tiny cabin. A short ferry ride from Seattle or Tacoma, The Wolf Den is tucked away in the forest, offering the perfect retreat for couples or solo travelers seeking a restorative getaway. With all the amenities for a relaxing stay, you’ll feel right at home. After exploring the island’s trails, beaches, and local attractions, unwind in the wood-fired hot tub and let the calming rhythm of island life rejuvenate you.

Top guest favourite
Large glass sliding doors open to reveal a scenic view of the Hood Canal and surrounding mountains. Two outdoor chairs are positioned on the balcony, allowing for serene outdoor relaxation. A spacious bed is visible in the foreground, enhancing the peaceful atmosphere.
Home in Union
4.97 out of 5 average rating, 671 reviews

Luxury Lookout Hood Canal Vacation Rental (#1)

Alert: Our two rentals sometimes have more openings than Airbnb shows due to it blocking days. Find us online to see our full availability. Stunning beachfront house with gorgeous views and luxury amenities. You get a private hot tub, BBQ, and outdoor fireplace, Tuft & Needle Cali King bed, fully stocked kitchen with granite countertops, soaking tub, kayaks & paddleboards, high speed Wi-Fi, board/card games, a private beach to explore, & more. You will wish you could stay longer. Come enjoy!

Top guest favourite
A charming bungalow is surrounded by vibrant autumn foliage, with sprawling grass and various trees laden with ripe fruit. The front door, painted in a welcoming green, is framed by large windows providing natural light, while colorful leaves create a warm atmosphere.
Cottage in Olympia
4.99 out of 5 average rating, 374 reviews

Cottage in the Gardens

Extensive beautiful gardens give everyone the ambiance of a very, very peaceful place. Many love to connect with the friendly farm animals. The BNB is very comfortable & private. The Gardens give the impression we are miles away from the city, but all services are within 2 miles. Just a mile off the freeway, its easy access to the salt water, walking paths & parks, restaurants, museums, stores. Only a couple hours(or less) to Rainier & Olympic National parks, the ocean, zoo, wildlife parks.

Guest favourite
A comfortable seating area features a recliner positioned next to a brick fireplace, with a framed landscape painting above it. The space opens to a kitchen with wooden cabinetry, visible beyond a small countertop. Natural light brightens the room, highlighting the warm tones of the decor.
Home in Montesano
4.96 out of 5 average rating, 348 reviews

Small town charm on the Olympic Peninsula.

Welcome to our cozy, comfortable home in the classic small town of Montesano. Close to Aberdeen, Elma, Central Park and McCleary. It's a 30 minute drive to Olympia and 45 minutes to the beach. You'll find restaurants, a supermarket and more in town. Nearby you'll find two state parks. Ocean beaches are an easy drive away, and we're on the Olympic National Park loop. High speed Wifi and Netflix. Free parking. 2 pets allowed for a small one-time fee. Relax in this friendly environment!

Top guest favourite
A charming cottage, set amid lush greenery, features a unique triangular roof and vibrant blue siding. A stone patio is enclosed by a rustic wooden fence and adorned with comfortable seating, creating a peaceful outdoor gathering space surrounded by nature.
Cabin in Rainier
5 out of 5 average rating, 107 reviews

Helios Quiet Cottage

Welcome to your tranquil cottage on the Deschutes River! This peaceful hideaway is perfect for rest and relaxation, with plenty of amenities to enjoy. The expansive property includes a fire pit, hammock, trampoline, and rafts for floating on the river. Wake up to the sounds of goats, enjoy the fresh eggs, goats milk provided to each guest, and sip your coffee on your private patio under the wisteria. Admire the art from local artists in and around the cottage (all available for purchase)

Superhost
The open-concept living area features comfortable seating arranged around a coffee table. A large window lets in natural light, showcasing views of the outdoors. A TV is positioned on a low stand, and a plant adds a touch of greenery to the space.
Flat in Centralia
4.82 out of 5 average rating, 129 reviews

The Boho Retreat

Enjoy a stylish experience at this centrally-located apartment! Just a couple blocks from the main strip, you’ll enjoy all the amenities of downtown living, with the peace and quiet of a sleepy neighborhood. Spread out in a KING BED, relax in the OPEN-CONCEPT common space, and engage in some friendly competition in the GAME ROOM where you’ll find a foosball table, board games, and a Lego wall! It’s the perfect spot for people of all ages. 10 minute drive to the Great Wolf Lodge!

Top guest favourite
A well-lit bedroom features a spacious bed with an inviting grey and yellow duvet. Two bedside lamps provide soft lighting next to white nightstands. A large window allows natural light to fill the room, highlighting the warm wood flooring and minimalist decor.
Home in Olympia
4.97 out of 5 average rating, 134 reviews

Modernized Spacious Home Offering Large Backyard

Discover this updated 4-bedroom, 3-bathroom, 2300 sq ft home, fully renovated for ultimate comfort and style. Inside, enjoy modern finishes including a nice oversized walk-in shower. The large backyard is fully fenced for privacy, featuring a large covered patio with a cozy fireplace-ideal for outdoor entertaining year-round. Located in a peaceful neighborhood, yet conveniently close to freeways and shopping. Perfect for families or small groups seeking a relaxing retreat!

Top guest favourite
A spacious living area is highlighted by a vaulted wooden ceiling and large windows allowing natural light to fill the room. A comfortable sofa is positioned next to a side table, with a patterned rug beneath. Greenery is visible through the windows, creating a connection to the outdoors.
Holiday home in Grapeview
4.96 out of 5 average rating, 257 reviews

Serene Lake-front A-Frame Cabin (1 bed + Loft)

Enjoy the private lakefront and dock from this classic 1-bed + loft A-frame cabin! Recently remodeled kitchen and bath. Great for couples or small families who enjoy the outdoors! The bedroom features bunk beds (perfect for little ones) while the loft features a mid-century modern Queen bed for the grown-ups. Basic kayaks, inflatables, and life jackets are provided! Enjoy the peace & serenity of a quiet, non-motorized little lake in the woods in a classic, vintage A-Frame!

Top guest favourite
A vibrant sunrise paints the sky in shades of pink and orange, with Mt. St. Helens visible above a blanket of mist. Evergreen trees silhouette the foreground, creating a serene natural landscape that captures the beauty of the surrounding hills.
Guest suite in Centralia
4.97 out of 5 average rating, 429 reviews

Three of Earth Farm: Private entry, patio w/view

Looking for a cozy personal retreat, a central location for adventure, or just a place to spend a few nights or a weekend? This quiet hillside home with amazing views is ten minutes from I-5 and just outside of town. The spacious living room with writing desk, bedroom, bath, mini-kitchen (with hot plate), patio, and private coded entrance are on the lower floor of this rural mid-century modern house—our family home since 1960. (P.S. There is no cleaning fee.)

Top guest favourite
A wooden cabin nestled among towering trees, featuring a welcoming porch area and a sloping pathway leading to the water. The cabin’s exterior is adorned with natural wood finishes, while vibrant flowers and greenery surround the property, offering a serene natural setting.
Cabin in Olympia
4.99 out of 5 average rating, 372 reviews

Waterfront Cabin on Puget Sound

Cozy one bedroom cabin on Burns Cove. Enjoy beautiful views of water and wildlife from the surrounding deck. In cold weather, snuggle up by the woodstove and savor the solitude. Guests appreciate the surrounding forests and Puget Sound. Five day minimum stays. 20% discount for 7 days, 37% discount for28 days. With nine years of great guests we DO NOT add cleaning fees to charges!! Please, only non smokers and non vapers. Thanks! Stet and Lynne

Guest favourite
The entrance to Charlotte's Annex is marked by a charming sign and surrounded by greenery. A planter filled with vibrant yellow and purple flowers adds color to the area. The glass sliding door provides a clear view of the outdoor space beyond.
Guest house in Olympia
4.9 out of 5 average rating, 635 reviews

Charlotte's Annex: comfy private studio near town

Your way-better-than-hotel-experience is here at Charlotte's Annex. Enjoy an immaculately clean, private-entry, stand-alone studio with all you need hosted by a warm, welcoming family of four. The Annex has a comfy bed, wifi, full cable and offers extra touches like locally roasted coffee, homemade muffins, and quality amenities. We're just 12 minutes from downtown Olympia on 1 acre in a semi-rural setting with organic garden, lawn, and ample parking.

Top guest favourite
A vibrant sunset is reflected in the calm waters of Puget Sound, showcasing hues of orange, purple, and pink across the sky. Small boats are visible on the water, surrounded by distant mountains under a colorful cloud formation.
Cabin in Gig Harbor
4.97 out of 5 average rating, 991 reviews

Beautiful Oasis Getaway

Beautiful home right on the waters of Puget Sound! Come to this beach cabin to relax, enjoy the gorgeous scenery, kayak, swim, or walk along the bay, and let your worries drift away. Located on Case Inlet's secluded Rocky Bay. This gorgeous cabin is packed full of fun and amenities! It's a destination in its own right. You won't want to leave. Well behaved pets are welcome. Super friendly hosts that will answer any other questions. Enjoy!

Popular amenities for Oakville holiday rentals