House holiday rentals in Oak Bay

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Top-rated house rentals in Oak Bay

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Guest favourite
An expansive view of the ocean and skyline is captured during sunset, displaying vibrant hues of orange and purple. The foreground includes silhouettes of trees and homes, while a tranquil body of water stretches into the distance, enhancing the serene ambiance.
Home in Victoria
4.97 out of 5 average rating, 100 reviews

The Lighthouse Lookout

Unwind and soak in the stunning ocean views of Esquimalt Lagoon and Downtown Victoria from this charming 2-bedroom, 1-bathroom retreat. Fully equipped with all essentials for a perfect getaway, our cozy unit is your home away from home. Enjoy a leisurely walk to the beach just 3 blocks away, explore the serene forested trails of Royal Roads, or take a quick 20-minute drive to downtown Victoria for endless activities and dining options. Celebrating something special in Victoria? Let us know! 😊

Top guest favourite
An expansive deck is furnished with a cozy outdoor seating arrangement and a large umbrella. A stunning sunset casts vibrant colors over the horizon, reflecting on the water. Nearby, a dining table is set for gathering, enhancing the tranquil atmosphere.
Home in Friday Harbor
4.98 out of 5 average rating, 171 reviews

Haro Sunset House

Winding through a Madrona forest hillside on the coveted Westside of San Juan Island, Haro Sunset House greets you with sweeping views from Vancouver Island to Salt Spring Island to the North. This home is known for its stunning views from the expansive deck and with amazing wildlife viewing. The home is near San Juan County Park for beach access and the iconic Lime Kiln Light House. The owner’s home is located next door, yet separated by two garage structures, leaving a feeling of seclusion.

Top guest favourite
A spacious deck features two woven chairs positioned to allow views of the surrounding landscape, including lush green grass and distant water. A railing made of vertical slats provides an open feel, complementing the serene atmosphere of the seaside setting.
Home in Friday Harbor
4.96 out of 5 average rating, 185 reviews

"West Side" Outstanding views of Sea & Olympics

Haro Haiku - West side of beautiful San Juan Island The house is nestled just below the ridge line with 180 degree views, framed by the Olympic mountains, the Salish Sea, the Straits of Juan de Fuca beyond, and Haro Straits immediately below. Sunrises, sunsets, ship and boat traffic, the lights of Victoria, the Olympic Peninsula, clear starry nights, cloud formations, combined with the sound of whales and surf below. It never fails to inspire and delight.………truly awesome!! SJC Permit #05CU11.

Top guest favourite
Large windows allow natural light to fill the open living space, offering views of the ocean and trees. A glass dining table set is positioned near the window. A modern fireplace is situated in the cozy seating area, enhancing the inviting ambiance.
Home in Sooke
4.99 out of 5 average rating, 164 reviews

Elora Oceanside Retreat - Side B

Welcome to Elora Oceanside Retreat, A blend of luxury and nature. Nestled among mature trees our 1-bed, 1 bath custom built cabin offers a private sanctuary with spectacular views of the ocean, trees and mountains. Indulge in the serenity of your private patio, relax in the hot tub, or access the incredibly private beach right out front. Whether you're an avid hiker, beach enthusiast, or just seeking staggering bliss, our cabins provide an ideal starting point for your West Coast Adventure!

Top guest favourite
A modern single-level home is showcased, featuring a white exterior with wooden accents. A paved driveway leads to the entrance, bordered by neatly landscaped areas and stone features. Lush greenery and a fence are visible in the background, enhancing the serene environment.
Home in Sooke
4.99 out of 5 average rating, 175 reviews

Hilltop Hideaway with Barrel Sauna!

The Hilltop Hideaway was lovingly built in 2023 by newlywed hosts, Jake & Fran. With an emphasis on quality finishes & modern details, the space radiates a luxurious yet charming feel. With 2 bedrooms, 1.5 bathrooms & an open living space, this is the perfect place to relax & connect with travel partners! J&F placed a big emphasis on outdoor entertaining with a massive covered deck, the picnic table patio, & access to a cedar barrel sauna! Whether coming from close or far, you deserve it!

Top guest favourite
A serene water view features calm waters reflecting the soft colors of the sky at sunset. Sandy beach and scattered driftwood are visible in the foreground, while lush greenery and rocky formations frame the scene, enhancing the natural beauty of the coastline.
Home in Friday Harbor
4.98 out of 5 average rating, 166 reviews

Waterfront San Juan Island Retreat | Beach & Views

Wake up to sweeping waterfront views at Westward Cove, a spacious beach house on the west side of San Juan Island. Perched on one of the island’s rare sandy beaches, our home is the perfect spot to relax, soak in the hot tub, or simply enjoy the sound of the waves. From the deck, you’ll have front-row seats to the island’s incredible wildlife. Just 10 minutes to Friday Harbor and Lime Kiln State Park, this peaceful retreat blends comfort, nature, and unforgettable views. Sleeps up to 6.

Guest favourite
A modern living area features a gray sofa with decorative pillows, positioned on a patterned rug. Three framed artworks depicting tranquil water scenes adorn the wall. A spiral staircase leads to an upper sleeping area, with natural light filtering through large windows.
Home in Friday Harbor
4.85 out of 5 average rating, 201 reviews

Fawn Island - San Juan Tiny Suite

Escape to tranquility at our charming tiny home in the heart of Friday Harbor, WA. This cozy retreat offers a unique getaway experience, combining comfort and convenience in a compact space. Immerse yourself in the island lifestyle as you unwind on the private deck, surrounded by lush greenery. Explore the island's natural beauty with ease, as downtown Friday Harbor and its vibrant shops, restaurants, and attractions are justa miles away. Great views of Griffin Bay and Dinner Island.

Top guest favourite
A modern living area features a beige sofa alongside a light wood coffee table. A soft rug lies beneath the furniture. In the background, a fully equipped kitchen showcases wooden cabinetry and black tile accents, highlighting a seamless integration of style and functionality.
Home in Victoria
5 out of 5 average rating, 114 reviews

New, modern, luxury 2 bedroom

Kick back and relax in this calm, stylish space. Private entrance, basement suite, plenty of natural light, 9 ft ceilings, heated floor, spa amenities and more. Ideally located near shops, the beach, restaurants and other services, and ten minutes from downtown Victoria. If you need anything just ask; we are happy to provide information re the best spots to eat, or where to buy the best local products. With advance notice, groceries or cheese/charcuterie boards can be waiting for you.

Guest favourite
A bright living space features a sectional sofa paired with two chairs and a coffee table, complemented by a TV and a decorative wall-mounted antler. Natural light streams through the skylights and windows, illuminating the modern design and an open staircase leading to the loft area.
Home in Victoria
4.89 out of 5 average rating, 810 reviews

Oakleigh Cottage

**BC reg. H550530166, Municipal License 00020298- Fully inspected** Feel right at home in our bright, modern, stylish guest house . We offer self check-in to your very own private space on the edge of the city, nestled under soaring 200 year old oaks in a quiet neighborhood- less than 15 min from the hustle of downtown Victoria and world famous Butchart Gardens! Our open concept cottage boasts vaulted ceilings, skylights, TV, laundry, free parking- everything for a relaxing retreat!

Top guest favourite
A spacious living area is filled with natural light, featuring large windows that offer views of the garden outside. Comfortable seating includes a leather sofa and armchairs, complemented by a coffee table and a fireplace. Plants add a touch of greenery to the inviting space.
Home in Victoria
4.97 out of 5 average rating, 156 reviews

Garden Suite 15 min to Victoria, airport, ferries

Peaceful light filled suite with serene garden and valley views and glorious sunsets. Completely private with 2 spacious bedrooms, beautiful well stocked kitchen and modern bathroom. Come for a weekend or a long stay and experience everything West Coast has to offer. Hiking trails, lake shore walks, ocean beaches and world famous Butchart Gardens are just minutes away. Wonderful Victoria and Sidney are only a 15 min drive as well as the airport and BC ferries.

Top guest favourite
A modern kitchen workspace is highlighted by overhead pendant lighting. The counter features a double sink and a dishwasher, with shelves holding books nearby. Large windows provide natural light and a view of greenery outside. A dining table with chairs is seen in the distance.
Home in Victoria
4.96 out of 5 average rating, 257 reviews

Steps from the Beach! Bright & Modern Suite

1 bedroom suite just steps from the beach at Hollydene Park. Our central location is perfect for exploring the nearby beaches and neighbourhoods of Cadboro Bay, Oak Bay and Gordon Head, and just a short drive or bus to downtown. The University of Victoria is a short walk. You have your own private, contained suite, with parking on site and all the amenities you need for a relaxing stay. Enjoy the smell of the ocean and relax in the modern, comfy surroundings.

Top guest favourite
A contemporary living area features a gray sectional sofa adorned with patterned cushions. A glass dining table is surrounded by sleek black chairs. Natural light floods in through large windows, highlighting a leafy plant and a piece of wall art in soft colors.
Home in Victoria
4.99 out of 5 average rating, 155 reviews

Urban Oasis Retreat

Welcome to Urban Oasis Retreat, where modern comfort meets urban convenience! Nestled centrally, our brand-new , light filled, spacious 2 bedroom suite offers the perfect blend of style, functionality, and family-friendly amenities. Step into a contemporary retreat designed to exceed your every expectation. The minimalist interiors boast the latest in modern design, creating a space that feels both luxurious and welcoming. Registration number: H573112128

Popular amenities for house rentals in Oak Bay

When is the best time to visit Oak Bay?

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Avg. price$158 SGD$160 SGD$161 SGD$97 SGD$110 SGD$139 SGD$160 SGD$157 SGD$157 SGD$156 SGD$135 SGD$148 SGD
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Quick stats about house rentals in Oak Bay

  • Total holiday rentals

    Explore 60 holiday rentals in Oak Bay

  • Nightly prices starting at

    Oak Bay holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,070 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Oak Bay holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Oak Bay rentals

  • 4.8 Average rating

    Oak Bay stays are highly rated by guests – averaging 4.8 out of 5!

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