House holiday rentals in Oak Bay

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Top-rated house rentals in Oak Bay

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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, 172 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, 167 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, 176 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, 168 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 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, 812 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!

Guest favourite
A spacious courtyard is framed by sleek white walls and a covered patio area. Tropical plants and palms are arranged along the perimeter, with a concrete surface leading to stylish seating options. Large sliding glass doors provide a view into the indoor living space.
Home in Friday Harbor
4.96 out of 5 average rating, 189 reviews

Twin Palms at Forbidden Island Motor Lodge

Welcome to Twin Palms, your passport to midcentury glamour and jet age style! Pass through sunny yellow doors into a tropical garden where Desert Modern meets Polynesian Pop. This completely private courtyard includes a propane fire pit, soaking tub and a pass-through bar, all sheltered by towering palms. Step inside your swank living room flanked by kitchen and bar areas. Beyond lies a bedroom featuring his and hers closets and a bathroom with heated floors and dual shower heads.

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, 258 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, 156 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

Superhost
A modern living area features a comfortable gray sofa adorned with orange accent pillows. Above the sofa, three framed artworks depict serene landscapes. Natural light enters through large windows, illuminating the space and highlighting the spiral staircase that leads to the sleeping loft.
Home in Friday Harbor
4.91 out of 5 average rating, 154 reviews

Puffin 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 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 just a mile away. Great Territorial Views.

Superhost
Home in Victoria
4.69 out of 5 average rating, 172 reviews

Cozy Ross Bay Cottage near beach newly available

Newly available from August 13 for a 30 day+ stay! Our character cottage is ideally situated in the heart of Fairfield, steps from the beach on Dallas Rd. Cook St. Village is a short stroll or bike ride away, with its quaint shops, organic markets, a pub and eateries. The downtown core and Inner Harbour are a leisurely 25 min walk. Very dog friendly with EV charging! A perfect getaway for couples, business travellers, small families, or solo adventurers.

Top Guest favourite
A charming character home is presented, featuring a green exterior with decorative trim. The building has a spacious front porch with white railings and steps leading up to the entrance. Flanked by trees, the property includes a driveway with a patterned surface and a garage.
Home in Victoria
4.98 out of 5 average rating, 132 reviews

Character Stay across Swan Lake Nature Sanctuary

The best of what Victoria's character home charm and modern west coast living style has to offer. Centrally located between downtown, ferries, and YYJ airport yet tucked away in the blissfully quiet neighbourhood of Swan Lake with stunning views! With a nature reserve across the street, there is no shortage of beautiful wildlife including humming birds, deer, and bunnies; leaving one feeling at home in a true nature sanctuary.

Popular amenities for Oak Bay house rentals

When is the best time to visit Oak Bay?

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Avg. price$173 AUD$174 AUD$175 AUD$106 AUD$120 AUD$152 AUD$174 AUD$171 AUD$171 AUD$170 AUD$148 AUD$162 AUD
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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 $42 AUD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Oak Bay holiday rentals include Wi-Fi 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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