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Family-friendly holiday rentals in Bobcaygeon

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Bobcaygeon family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favourite
Cottage in Dwight
4.99 out of 5 average rating, 125 reviews

Watersedge Lakehouse

Farhan LabibRating, 5 stars1 month ago
Joanne has been a great host from booking all the way to check out. She has communicated with us all throughout the stay. She was kind enough to give us a flexible check in and check out time. The place was as described on the listing and instructions were quite clear as to what’s what. My family and friends had a wonderful time.
Guest favourite
Cabin in Tweed
4.9 out of 5 average rating, 92 reviews

Waterfront Cabin on 72 private acres

ValerieRating, 5 stars1 week ago
A couple of things that stood out for us was the abundance of towel racks and hooks in the bathroom as well as dimmers on all of the overhead lights (such a relief from glare!). We would stay here again.
Superhost
Cabin in Norland
4.86 out of 5 average rating, 255 reviews

Waterfront Cottage with Hot Tub

SarahRating, 5 stars1 week ago
It was another enjoyable stay. This is our second time staying at Micheal’s listing here in Norland. The scenery is beautiful and we enjoyed all the amenities. Thanks again for the relaxing getaway :)
Top guest favourite
Cottage in Peterborough
4.99 out of 5 average rating, 100 reviews

Beautiful Waterfront 5 Bedroom 4 Season

BennyRating, 5 stars9 months ago
This was our third year staying at Paul’s beautiful spot on the river. As a group of seven seniors this spot is extremely suitable for our needs to be on one level. A perfect place for a larger group. Thank you Paul for letting us enjoy your clean, easily accessible home for our holidays. Hopefully see you next year.
Guest favourite
Cottage in Highlands East, Haliburton
4.9 out of 5 average rating, 156 reviews

Driftwood Bay

TysonRating, 5 stars3 weeks ago
Loved the cottage very clean, there was cleaning supplies and small things that they keep stocked with was very nice to be able to grab from when we ran out instead of going to town. The hot tub was great very clean, and the screened in porch out front was a great touch aswell.
Top guest favourite
Home in Hillier
4.95 out of 5 average rating, 286 reviews

Cozy Postmasters House PEC w/ Hot Tub + Park Pass!

DominiqueRating, 5 stars1 week ago
We just spent 5 nights at the postmaster's house and we had a wonderful time. Communication with Trevor was easy and everything was as described. The location is fantastic for a vacation, even with our 2 year old son. The environment around the house and the view from the backyard is very calming. We would, without hesitation, stay there again!!!
Guest favourite
Cottage in Bracebridge
4.97 out of 5 average rating, 145 reviews

Muskoka Waterfront Cottage Retreat.

JessicaRating, 5 starstoday
This cottage was absolutely stunning , very clean and very kid friendly. Our family had a blast this past weekend ! Would definitely book again !
Guest favourite
Chalet in Stirling-Rawdon
4.89 out of 5 average rating, 123 reviews

Country Chalet, Hottub & Winter Hideaway

YanRating, 5 stars3 weeks ago
We stayed a weekend in May. The place is immaculate and the view is beautiful, exactly like the pictures! Because it rained intermittently and cool we didn’t get to use the outdoor amenities including the firepits. The trail towards the back of the property around the pond was washed out due to the amount of rain we have been getting. It didn’t dampen our weekend though but we look forward to coming back and explore. We enjoyed outings like brunch in Sterling and a water buffalo farm 3 minute drive from the house which had great gelato. We also walked around the main road the house was on and met a few friendly neighbours. The hot tub was great and so was sitting on the deck having a drink and taking in the beautiful scenery. The beds were comfortable and each bedroom had their own bathroom. All amenities were there including the kitchen - we cooked 2 dinners and found everything we needed. Overall a great choice if you are looking for a place to relax with a view, this is it.

Family- and pet-friendly home rentals

Guest favourite
Bungalow in Orillia
4.87 out of 5 average rating, 248 reviews

Luxury, Waterfront, 4 bdrm Bungalow in Sth Muskoka

Trevor and KristineRating, 5 stars1 week ago
Another prefect stay at DJs place. We will definitely be booking again next time we are in the area.
Guest favourite
Cottage in Huntsville
4.92 out of 5 average rating, 103 reviews

Magic on Mary Lake in Muskoka

KevinRating, 5 stars8 months ago
Susan is a great host, very responsive and accommodating. The home was fully equipped with everything you would find in your own home, as well everything was clean. Beautiful sunsets on the dock on a peaceful lake. Highly recommend renting the extra kayak and SUP boards.
Guest favourite
Cottage in Huntsville
4.92 out of 5 average rating, 409 reviews

House by the Locks Cottage - Central & Secluded!

LawrenceRating, 5 stars1 week ago
Lovely place and lovely hosts - across from a river and a park, impeccably clean, very comfortable, and some of the best and most welcoming communication ever. Huntsville is a dreamy place with lots of walking trails and restaurants. It was a beautiful late spring getaway.
Guest favourite
Cottage in Bancroft
4.94 out of 5 average rating, 219 reviews

York Riverscape Cottage, York

DanielleRating, 5 stars3 weeks ago
We stayed at Julie’s for the May long weekend. And we thoroughly enjoyed our stay. The cottage was quaint, but modern and meticulously clean. And it had everything you could need, dry firewood both inside and outside, seating around a fire pit, we used the beautiful wood burning stove when the weather turned chilly. And the kayak down the river is incredibly quiet and tranquil .., just the sounds of wildlife. A gem of a spot. It was a steep drop from the stairs to the river, so not easy to get the boats in and out if you are not in great shape. We had no issues, but might be a problem if you are elderly. I would highly recommend this cottage if you are looking for a peaceful getaway. There are trails to hike around too and the grocery store and other amenities are close enough. If you have kids, the sodalite mine is perfect for rock hounding enthusiasts! We found so many treasures.
Guest favourite
Apartment in Innisfil
4.93 out of 5 average rating, 211 reviews

Designer Condo with beautiful harbour view.

EdwardRating, 5 stars4 weeks ago
Very beautiful place and surroundings. Host was very helpful with giving us advice and answering any questions we had
Top guest favourite
Cottage in Dorset
4.98 out of 5 average rating, 113 reviews

Hollow River's Edge Dorset Close to Algonquin Park

DawnRating, 5 stars1 month ago
Our recent stay at Hollow River near Algonquin Park was everything we hoped for—and more. Nestled in a quiet setting along a peaceful river, this retreat offered the perfect balance of rustic Muskoka charm and modern amenities. The cabin is spacious and well-designed, with plenty of room to gather as a group, around the large dining table, in the cozy living area, or outdoors by the fire. At the same time, there are quiet nooks where you can retreat. It’s clear the hosts have gone out of their way to create a space that’s both comfortable and in harmony with nature. We especially loved the outdoor sauna after a day of hiking. Everything was clean, well-maintained, and thoughtfully equipped. The Wi-Fi worked well too, but honestly, we were happy to unplug and enjoy the quiet.
Guest favourite
Home in Gores Landing
4.89 out of 5 average rating, 181 reviews

Country Cottage located near Rice Lake, ON

TessaRating, 5 stars6 days ago
We stayed here for an extended long weekend and had the best time. The place had everything you would need for the stay. Our dogs loved all the open space for running around and would go up and visit the alpacas throughout the day. Gisele and Joel were extremely friendly and welcoming in all aspects. Any questions we had they were quick to respond. We will definitely plan on visiting again in the future.
Superhost
Cottage in Brighton
4.85 out of 5 average rating, 248 reviews

Artist Cottage View of Lake Ontario

ColtinRating, 5 stars2 months ago
The cottage was amazing! We were comfortable our entire stay and had a wonderful view of the lake.

Family-friendly home rentals with a pool

Superhost
Cottage in Harwood
4.72 out of 5 average rating, 18 reviews

Sandy Shore Cottages, Loft #7 (3 sing+doub+futon)

GiancarloRating, 5 stars10 months ago
Natalia and Evgeney were great hosts. They were both very responsive, friendly, and accommodating. Check-in was flexible and easy thanks to Evgeney, who did a great job at setting us up with our cabin. The cabin itself was exactly as advertised. We found it to be very clean. The view of Rice Lake from our cabin was great, and the area is really peaceful and quiet. Overall, we had a great time here! It was a perfect relaxing weekend.
Guest favourite
Home in Prince Edward
4.97 out of 5 average rating, 37 reviews

Crossroads of the County

GraziellaRating, 5 stars6 days ago
We just returned from a weekend with our extended family at Crossroads of the County. The home is beautiful, extremely clean and has everything you can think of. Kitchen is stocked with utensils and spices making it easy to make your own food there. The location itself is also a quick drive to anywhere you want to go in the area. We loved how kid friendly the location was with toys for the kids, and even plates and cups + playpen and high chair making it a lighter packing trip for us. We would definitely (and hope to!) return again!
Superhost
Flat in Peterborough
4.81 out of 5 average rating, 68 reviews

Burleys Garden and Two bedroom Suite

JennaRating, 5 stars5 months ago
Margaret seemed very nice, she left croissants in the kitchen for us to have in the morning. Overall a very cozy spot to stay and we had no issues. One thing I noticed is that there's an adjoining door that connects from her side of the building to ours and I'm not sure if it locks, maybe it does but I didn't see a lock option on my side. Anyway it still felt private and we definitely got what we paid for.
Guest favourite
Apartment in Unionville
4.91 out of 5 average rating, 114 reviews

Downtown Markham Unionville

AndreaRating, 5 stars3 months ago
We had a great stay at Thomas' place. He met us at check in, showed us the building, parking and any details we needed to know. He was very responsive, provided early check in, and coordinated parking spots for both our vehicles. The place was very clean and quiet. We would definitely stay again!
Guest favourite
Cottage in Consecon
4.93 out of 5 average rating, 240 reviews

Muskoka-Style Lakefront Cottage with Pool & Sauna

MichelleRating, 5 stars2 weeks ago
Amazing stay! The place is so well equipped with everything you’ll need and very clean. Perfect for families. The host was very responsive and truly wanted us to have a fantastic experience. Would highly recommend staying here.
Superhost
Cabin in Bobcaygeon
4.93 out of 5 average rating, 14 reviews

Lakefront-Kawarthas-Beach Playground-Villa 2

YarynaRating, 5 stars9 months ago
wonderful hosts who will help to solve any question in a short time, beautiful and clean accommodation that corresponds to the photo, we will be happy to return here again
Guest favourite
Apartment in Innisfil
4.84 out of 5 average rating, 180 reviews

Marina view at Friday Harbour 2bd/2bth Pool option

Joanna LRating, 5 stars12 months ago
Immaculately clean, spacious, and Beautiful condo. It had everything we need and a few steps to the marina. Easy instructions to get inside and parked. I highly recommend!
Superhost
Farm stay in Cannington
4.9 out of 5 average rating, 83 reviews

Hidden Farm Escape in the Heart of the Kawarthas

AmanpreetRating, 5 stars10 months ago
This place was beautiful and homey! Honestly, the upper floor was much bigger than we expected and very clean. The bathrooms were all renovated and looked beautiful. The space was nice and kitchen was very pristine. The pool area was enjoyable and pond was nice to boat in. Would recommend this place for a nice family cottage trip :)

Quick stats about holiday rentals that are family-friendly in Bobcaygeon

  • Total rentals

    40 properties

  • Nightly prices starting at

    ₹6,031 before taxes and fees

  • Total number of reviews

    610 reviews

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Kawartha Lakes
  5. Bobcaygeon
  6. Family-friendly rentals