Holiday rentals in Perkinsfield

Dome in Bradford West Gwillimbury

4.96 out of 5 average rating, 384 reviews

Four season glamping dome under the stars

Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

4.87 out of 5 average rating, 415 reviews

Home in Meaford

Waterfront* Hot Tub* - Beachhouse Hideaway *Unique

This beach house was designed with relaxation and the enjoyment of togetherness in mind. Let your worries melt away as you slip into the warmth of this water side hot tub featuring stunning view across Georgian Bay and up the mountain side, as fresh snow falls around you. The open concept design makes this the perfect place to gather with family and friends w/ walkout waterfront patio and dock access for swimming. 2 min to downtown Meaford, 20 min to Blue Mtn, 1.5 hrs to Tobermory. Hiking Trails

4.92 out of 5 average rating, 302 reviews

Loft in Midland

Perch by the Bay - Downtown Midland / Private Loft

Luxury, Comfort & Georgian Bay Style. This first class rental, "Perch By The Bay", is located in Downtown Midland. Walk everywhere, park your car (free) & enjoy what Midland has to offer. Midland's boat harbour, is only minutes by foot. Live our lifestyle, enjoy our many festivals, professional theatre, artisans, culinary cuisine, etc! It's "sister" AirBnB is "Nest By The Bay" private loft at the rear of the building. 2 night min. preferred, 1 night by request. Not suitable for ages under 6

5 out of 5 average rating, 185 reviews

Tiny home in Waubaushene

Saltbox by the Bay | Vetta/Tay Shore Trail/Bikes

*GUEST BIKES AVAILABLE* Welcome to Saltbox by the Bay, your 4-season escape. A perfect couple's getaway or small family, friends or solo retreat. This vintage cottage is upcycled with luxe amenities. Make delicious meals, play records & boardgames & watch sunsets over the bay. Explore the treats of cottage country: walk or bike the Tay Shore Trail, visit Quayle's Brewery & Wye Marsh, pamper yourself at Vetta Nordic Spa & enjoy one of the nearby towns for beaches, restaurants & local amenities.

4.97 out of 5 average rating, 120 reviews

Summer Getaway - 3 min walk to Beach, Clean & Cozy

Insta: @woodwardbythebeach 3min walk to the area’s most beautiful beach, sunsets & trails, you'll be sure to get lost in the serenity of the sand dunes year round Outdoor fire pit- s'mores included! Enjoy the BBQ, deck, & patio; the wine is on us! Fast WIFI for streaming movies or work from cottage Area is secluded yet central. 10min to Midland, close to Balm Beach - arcade, gokart, restaurant, & bar Ski/Hike/Snowmobile then unwind in a peaceful winterized home getaway with indoor fireplace

Place to stay in Wasaga Beach

5 out of 5 average rating, 305 reviews

Newly Built Woodsy Retreat - Your Perfect Escape

Welcome to Woodsy Loft, an ideal home base for not just the beach and stunning sunsets, but Blue Mtn, Scandinave Spa, Collingwood, brand new casino, all close by. Many bars, restaurants, beach and other things to do, within 5 min. Great place to stay in, too. Packed with amenities like screened in patio, XL bathtub w/ towel warmer, King size bed, 'The Frame' Smart TV, full kitchen, fast WIFI, motorized blind...and the list goes on. Situated and designed to offer max. privacy and relaxation.

4.92 out of 5 average rating, 255 reviews

Flat in Penetanguishene

The Haunted House Apt 301

As you pull into the driveway this 1885 Victorian towers above you, your mouth drops in awe of the size. Up the porch to enter a small front door, a dimly lit winding staircase creaks as you ascend to 3rd floor. Original architecture painted many times over oozes with history. 70 years ago the house was turned into apartments, unloved for many of those years, time has definately taken its tole, yet to the spirits within, their big old house still stands proud and distinguished in all its glory.

4.91 out of 5 average rating, 95 reviews

Flat in Midland

Loft By The Bay

Welcome to our charming second storey apartment in downtown Midland, Ontario. This cozy space features a bedroom, office with futon, full kitchen, bathroom, laundry, and a bright open concept living area. Enjoy easy access to local shops, restaurants, and attractions. Explore the picturesque waterfront and nearby hiking trails. Retreat to this comfortable and inviting apartment after a day of work or play. Book your stay today for a convenient, comfortable, and memorable experience in Midland.

4.97 out of 5 average rating, 111 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.

4.95 out of 5 average rating, 124 reviews

Flat in Midland

Hosted by Nous Midland

Small-town charm at its best! Our centrally located apartment is the perfect home base for your small-town adventures. We're minutes from the unique shops and restaurants in downtown Midland and the Midland Harbour. There is plenty to experience; attend a local festival, take in a tourism site, hop onto the Trans Canada Trail System with your bike or snowmobile, attend a show/concert at the Midland Cultural Centre, or snowshoe through the Wye Marsh.

4.94 out of 5 average rating, 285 reviews

Bluestone

Bluestone is located less than 10 minutes' drive from beautiful Awenda Provincial Park in Tiny, Ontario. Every choice was made with guest comfort in mind. In the Summertime, take a short walk down a wooded path to Georgian Bay and perfect swimming, or explore a hiking trail and take in the natural beauty of the area. In Winter, enjoy skiing and snowshoeing locally, or stay in, put a record on, and cozy up by the fire. License #STRTT-2025-008

4.81 out of 5 average rating, 155 reviews

Tiny Beach Cottage

Beautiful, newly-renovated 6 bedroom cottage. All of the modern comforts of a home while maintaining the cottage feel you expect when trying to escape the busy city life. Situated on a "no exit" road resulting in a peaceful and quite area. Cottage has a central air conditioning and furnace ideal for all seasons. Featuring two large decks, perfect for outdoor dining or relaxing. Licence STRTT-2025-103

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Other great holiday rentals in Perkinsfield

4.99 out of 5 average rating, 87 reviews

Home in Georgian Bay

A-Frame in the Woods of GeorgianBay, Muskoka

RichelleRating, 5 stars1 day ago

We had such an amazing stay at the A frame! Everything looked ever better in person than in the photos:) The hosts were super responsive and accommodating!! Would definitely come back<3

5 out of 5 average rating, 36 reviews

Bungalow in Tiny

Cottage in Tiny. License #. STRTT-2025-068

SiobhanRating, 5 stars10 months ago

Our family had a great stay at Romuald and Marta's for a week at the end of the summer. They have a beautiful, spacious home that is even nicer than the photos. The location is also wonderful, a nice wooded neighbourhood and a very short walk across the road to a beach shared with other local neighbours. At the beach they have a great set-up with umbrellas, beach chairs, kayaks, and a paddleboard. We also used the volleyball court that is there. Everyone in the area seemed quite friendly. Lots of space for everyone, stunning washrooms, nice spacious kitchen, outdoor dining, firepit. Can't think of anything that was missing. Awesome place, would definitely return.

5 out of 5 average rating, 16 reviews

Redbrick Hideaway

MelissaRating, 5 stars23 months ago

We stayed with two families at Susie’s cottage and we had a great time. Lots of space for two small families. The cottage was super clean, everything was labelled and easy to find. The bathrooms were spotless and with three bathrooms no one had to wait for their turn. The backyard was huge and the kids had a lot of fun playing and running around. The best part of all was the beautiful beach just a few minutes walk away. We will definitely want to book again next summer.

4.89 out of 5 average rating, 9 reviews

The Peaceful Cottage at Tiny

AnnaRating, 5 stars11 months ago

amazing cottage , great location, friendly and responsive host. The whole family had am amazing stay, we are hoping to be back next year ! cottage was equiped with everything you might need . if you want a private place , nice beaches with lots to do in the area this place is for you ! we had a wonderful time! thanks neta ! 😀

4.95 out of 5 average rating, 39 reviews

Bungalow in Midland

Boho Hideaway w/ Hot Tub, Sauna & Games

TianaRating, 5 stars2 weeks ago

I had a fantastic experience staying here! The place was exactly as described—clean, cozy, and well-decorated. The host was friendly and responsive, and check-in was a breeze. The location is super convenient and close to everything, although it is right near a busy road, so it can get a bit noisy at times. That said, everything else more than made up for it. I’d absolutely stay here again and highly recommend it. Thank you for the lovely stay!

5 out of 5 average rating, 30 reviews

Flat in Midland

Hidden Gem

RegeanRating, 5 stars1 week ago

We visited Midland for the butter tart festival and we are very happy we chose to stay here! The apartment was clean and we felt very comfortable. We also loved the the design and look of the apartment. Definitely recommend staying here if you are in Midland!

4.95 out of 5 average rating, 38 reviews

Home in Penetanguishene

Georgian Bay Water/Beach front Cottage

EmilyRating, 5 stars1 day ago

We had an amazing stay! Highly recommend this location for anyone traveling with children. The park area across the street was better than expected! This home is well maintained, clean, and comfortable. We very much enjoyed the backyard space and open concept layout of the main floor. Thank you Derek and Fiona!