Vacation rentals in Pilkington Island

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Top-rated vacation rentals in Pilkington Island

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

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Top guest favorite
A quaint blue cottage features a welcoming front deck with two yellow chairs facing the lush green lawn. The cottage is surrounded by trees and showcases large windows that bring natural light into the interior.
Tiny home in Waubaushene
5.0 out of 5 average rating, 274 reviews

Saltbox by the Bay +Views, Bikes, Vetta | 4-Season

*SEPTEMBER AVAILS* *GUEST BIKES* Welcome to Saltbox by the Bay, a cozy vintage cottage with beautiful views & luxe amenities. Perfect as a couple's getaway, small family/friends vacation or solo retreat. Ease into slow living, cook your favourite meals, play boardgames & albums, as you watch birds & sunsets over the lake. Stroll or ride guest bikes on the Tay Shore Trail. Visit Quayle's Brewery, glow-in-the dark bowl, pamper yourself at Vetta Spa & explore charming towns around Georgian Bay.

Guest favorite
A peaceful beach scene captures the soft sand shoreline leading to the water's edge. Gentle waves lap at the shore, and the sky is filled with warm sunset hues. A cottage is visible in the background, nestled among trees, enhancing the serene atmosphere.
Cottage in Tiny
4.96 out of 5 average rating, 182 reviews

Ultimate Georgian Bay Vacation Getaway

Come and stay at our beautifully renovated *all-season* beachfront cottage and enjoy a breathtaking panoramic view of Georgian Bay! You'll discover the cottage sitting atop a sand dune, right on one of the most stunning freshwater beaches in the world. This rare location hosts a private covered deck hovering over the white sand, in a beach house closer to the bay than anywhere else around! Summer guests also enjoy use of a heated salt water pool and large resort deck created by Paul Lafrance.

Top guest favorite
A tranquil lakeside view displays a spacious cottage with large windows, reflecting on the calm water. Surrounding trees and a clear blue sky add to the serene atmosphere, inviting relaxation and enjoyment of the natural beauty.
Cottage in Georgian Bay
4.98 out of 5 average rating, 156 reviews

Muskoka Stunning Cottage On Little Lake

Surrounded by Little Lake, this gem provides a relaxing getaway with amazing water views. Spend your days peacefully rowing on the lake or having a picnic on the private beach, and your nights settling by a crackling fire. The home itself is plenty spacious for unwinding and getting a good night's sleep, views all-inclusive. Explore Port Severn Park right next door and play around in the public beach and splash pad. For more adventure, hike the beautiful Georgian Bay Islands National Park.

Top guest favorite
Home in Severn
5.0 out of 5 average rating, 33 reviews

Luxury Muskoka Waterfront Retreat

Escape to Million-Dollar Views in Muskoka Nestled on 400 feet of west-facing shoreline along Gloucester Pool—just one lock from Georgian Bay—this 5-bedroom, 4,000 sq ft luxury cottage offers the ultimate Muskoka retreat. Enjoy all-day sun, endless lake views, and upscale indoor-outdoor living. ⭐ Key Features: - 400’ private shoreline with dock and swim raft - 8-person barrel sauna with lake views - Tesla EV fast charging station - Kayaks, pedal boat, and jet ski - Multiple fireplaces

Top guest favorite
A wooden dock extends over calm waters, featuring two adirondack chairs and a small side table inviting relaxation. In the background, a blue cottage is nestled among trees, showcasing large windows and a spacious deck, harmonizing with the serene woodland setting.
Cottage in Port Severn
5.0 out of 5 average rating, 19 reviews

Muskoka Blue Heron, Lakefront, 3 bdrm, Muskoka

Welcome to the Muskoka Blue Heron on beautiful Gloucester Pool! Relax with the whole family at our peaceful, lakefront cottage nestled in a quiet bay, with swimming and fishing off the dock. Our 3 bedroom cottage can sleep up to 6. Cook a gourmet meal, read a book while relaxing in the hammock, roast s’mores over the fire pit, take the canoe or stand up paddle board and explore the lake, or play bocce ball, badminton and board games. Come make memories at the lake that will last a lifetime!!

Top guest favorite
Townhouse in Port Severn
4.99 out of 5 average rating, 232 reviews

Pool, Wifi, Free parking, Golf, Laundry, BBQ

Welcome We share with you our ⭐️⭐️⭐️⭐️⭐️ ‘super clean’ and pet friendly home -Free parking, -EV Charger, -Fast Wifi, -Indoor Fireplace (downstairs in the winter months only) -two outdoor fire pits (Solo Stove) -Full Kitchen, -Air Conditioning, -Peloton, -Private Hot Tub -Loft -Smart TV, -Washer and Dryer Golf, large yard, seasonal shared pool. Children's supplies -Crib, -toys, -playmat and custom dog 🐾house Minutes from Georgian Bay Island National Park in Muskoka.

Top guest favorite
A handcrafted timber frame cabin is set among trees, featuring natural wood siding and large windows that invite the outdoors in. A welcoming porch is accessed by a wooden staircase, while a covered area to the side provides shelter. The surrounding forest complements the rustic design.
Cabin in Bracebridge
5.0 out of 5 average rating, 289 reviews

Secluded Lakeside Retreat - Atkins Hideaway

Tucked in the heart of Muskoka, this handcrafted timber frame cabin rests alongside a scenic spring-fed lake, surrounded by 8 acres of private forest. Only 10 minutes from Bracebridge, enjoy serene lake life and natural beauty while remaining close to town amenities, local shops, and eateries. Enjoy private dock relaxation, cozy cabin comforts, and outdoor fires. A Provincial Park Day Pass is included (*security deposit required) for added adventure. Come relax, recharge and reconnect.

Top guest favorite
Home in Victoria Harbour
4.85 out of 5 average rating, 159 reviews

Georgian Bay Paradise

Enjoy a relaxing vacation away from the hustle & bustle in this delightful 3 bedroom waterfront cottage. Just 90 minutes north of Toronto, this newly-renovated, gorgeous retreat is right on Georgian Bay, one of the world's most sought after destinations. Revel in breathtaking views, amazing sunsets and the privacy of numerous cedars. You will love the sun, sand, rock and waves which will captivate you. Access your own deck, lawn, and beach as well as many fun winter activities.

Top guest favorite
A charming cottage is nestled along the waterfront, surrounded by colorful autumn foliage. The large wooden deck provides seating and a sunny spot to enjoy the views. A dock extends into the calm water, with kayaks and canoes nearby, inviting outdoor activities.
Cottage in Torrance
5.0 out of 5 average rating, 54 reviews

Waterfront Cottage in Muskoka | SAUNA | Beach

Hello Muskoka! ☀️ Welcome to our family friendly, fully reno'd waterfront cottage set on 115' of shoreline w/ private beach, 3 stylish bedrooms, 2 full bathrooms, and lots of water toys. Located in the heart of Muskoka (10 mins to Bala/20 mins to Gravenhurst), dining, shopping & entertainment are all close by. Clear Lake Brewery is on our road! Relax under the whispering pines, soak in tranquil sunsets, and enjoy campfires under the darkest, star filled skies you've ever seen!

Top guest favorite
Chalet in Coldwater
4.95 out of 5 average rating, 532 reviews

OakRidge Retreat-HOT TUB 100s of acres WIFI

The cottage provides a serene space to share with fiends and family surrounded by nature. Enjoy beaver ponds along the trails, indoor/outdoor games, wood burning stove, sauna, hot tub, firepit, wifi, jetted tub 75" & 55" smart tv's and streaming services. Fully equipped kitchen, double oven, granite counter. In winter, snowshoes and snow saucers. At Christmas the house is decorated and boasts a 15 ft tree. 20-25 minutes from Mount St. Louis ski hill and several beaches.

Guest favorite
A sandy beach stretches out towards calm waters, complemented by a small dock and an island visible in the distance. Red and gray Adirondack chairs are setup in a semicircle on the beach, inviting relaxation under a clear blue sky dotted with clouds.
Home in Victoria Harbour
4.95 out of 5 average rating, 41 reviews

Welcoming Waterfront Cottage

Cozy yet stylish waterfront gem hidden in friendly Victoria Harbour minutes of driving from Midland, featuring spacious comfortable rooms, sandy beach with a dock for fun in the water, enclosed backyard great for the families with small children, an open concept main floor transitioning to the deck with stunning water views, and plenty of parking space - all in a peaceful neighborhood with a boat launching spot nearby, marina & local shops within walking distance.

Top guest favorite
A stone patio leads to a sandy beach, featuring a seating area with red chairs overlooking Georgian Bay. The calm water is visible in the background, framed by trees and large rocks, with yellow kayaks positioned along the shore.
Cottage in Tiny
4.97 out of 5 average rating, 115 reviews

Beautiful Beachfront Cottage.

Township of Tiny License Number: STRTT-2026-110 Enjoy our all-season paradise only 1.5 hours north of Toronto! In summer, enjoy the sandy beach waterfront with incredible views of Georgian Bay with the Town of Penetanguishene, and all its historic charm, only 20 minutes away! In winter, enjoy all the area has to offer with incredible OFSC groomed snowmobile trails and amazing ski resorts less than an hour away! *Contract to be sent and signed prior to stay.

Popular amenities for Pilkington Island vacation rentals