Holiday rentals in Pilkington Island

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Top-rated holiday rentals in Pilkington Island

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

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Top guest favourite
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 couples 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. Walk along or ride our guest bikes on the Tay Shore Trail. Visit nearby beaches & Quayle's Brewery. Pamper yourself at Vetta Spa & explore charming towns around Georgian Bay

Top guest favourite
Townhouse in Port Severn
4.99 out of 5 average rating, 231 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, -Hot Tub -Loft -Smart TV, -Washer and Dryer Oak Bay Golf Course, large yard, seasonal shared pool. Children's supplies -Crib, -toys, -playmat and custom dog 🐾house Minutes from Georgian Bay Island National Park in Muskoka.

Guest favourite
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, 179 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 favourite
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, 154 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 favourite
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, 18 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 favourite
Home in Port Severn
4.96 out of 5 average rating, 28 reviews

River's End: Explore the river by kayak or canoe!

Welcome to River's End. Take a break and unwind at this peaceful oasis—697 ft of waterfront on a river leading to Little Lake of Gloucester Pool. Here, nature will envelop you on almost 3 acres of mixed landscape. Play soccer or volleyball on the upper level, and drink your coffee each morning from the deck or the riverside dock: canoe, kayak, standup paddle board to Little Lake for hours of exploring. River's End will heal what ails you. This gem of a family experience is just a click away.

Top guest favourite
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, 51 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 favourite
Chalet in Coldwater
4.95 out of 5 average rating, 531 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 favourite
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, 39 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 favourite
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
4.96 out of 5 average rating, 113 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.

Top guest favourite
A serene lake view is presented, with autumn foliage reflected on the calm water. A cottage and boathouse are nestled among vibrant trees, while a dock extends into the lake. Soft clouds drift across a bright blue sky, enhancing the tranquil atmosphere.
Cottage in Coldwater
5.0 out of 5 average rating, 24 reviews

Amazing waterfront-90 min from GTA-Great Sunsets

At the southernmost region of Muskoka, 1.5 hours north of Toronto, you will find the ideal vacation spot that is Gloucester Pool Getaway. Surrounded by trees is the four bedroom, two bathroom lakefront cottage that can sleep nine guests. As you enter the cottage, you will immediately have a breathtaking view of the lake through the floor to ceiling windows of the open concept kitchen and living room area.

Guest favourite
The exterior of the A-frame home is showcased, featuring a striking black facade and tall triangular roof. Large windows illuminate the interior, and a spacious wooden deck extends across the front, surrounded by lush greenery that encapsulates the natural setting.
Home in Georgian Bay
4.96 out of 5 average rating, 171 reviews

A-Frame Hidden in the Forest Muskoka, Georgian Bay

Welcome to our A-frame /Triangle House, Wifi, Sauna, Kitchen, A/C, Free Parking, King Bed, FIFA friendly, Smart Tv, Peaceful, Social Media Favourite, Top Choice for city escape, and an ideal weekend getaway. Come heal, enjoy the light luxury in nature, and enjoy the slow living at this premium vacation experience. Rare architecture, designer cabin. Come and gather energy in this forest sanctuary.

Popular amenities for Pilkington Island holiday rentals