
Family-friendly holiday rentals in Bobcaygeon
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Top-rated family-friendly rentals in Bobcaygeon
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Popular amenities for Bobcaygeon family-friendly rentals
Family-friendly home rentals with a hot tub

Icicle Valley
Jason had a beautiful home that we were grateful to spend our Christmas holidays at. When there was an issue with electronics that we needed help with, not only did he respond rapidly but also came in person to help rectify the issue. A beautiful home and a wonderful host. :)

Waterfront Cottage with Hot Tub
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 :)

Beautiful Waterfront 5 Bedroom 4 Season
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.

Driftwood Bay
The photos don’t do this cottage justice! It is so lovely and homey, we loved spending our long weekend there!! The cottage’s kitchen is well equipped and there is even a desk and monitor upstairs which is a good set up for someone to work from the cottage. We would definitely come back!

Cozy Postmasters House PEC w/ Hot Tub + Park Pass!
We had a wonderful stay at Trevor’s! The house is clean, comfortable, and in a beautiful location. Easy access for biking to wineries and the millennium trail. Check in was easy and Trevor was very communicative. We’d absolutely stay again!

OakRidge Retreat-HOT TUB 100s of acres WIFI
Amazing cottage and host. All amenities are/were in perfect condition and the property looks just as it does in the photographs, if not better. There are flat lawns in the front and back for a game such as croquet. It is also about fifteen minutes away from Georgian Bay. I have bookmarked this cottage for future visits! 10/10!

Muskoka Waterfront Cottage Retreat.
Ben was super responsive and on top of our annual reunion since the beginning of us reaching out. Beautiful private location. Lots of space to eat, lounge, play outdoor games and relax Games room and house is nice for those who want to stay up later outside the main house. Sauna and water were a perfect combo in the evening. Beautiful space and would highly recommend!

Country Chalet, Hottub & Winter Hideaway
We had a great time. The cottage is large and bright nicely situated on uphill. The views overlooking the water are beautiful! The hot tub located in the large deck facing the pond was really amazing. We enjoyed observing the little wild life, birds, turtle, firefights.. The owners were communicative and helpful. A great get away place to unwind!
Family- and pet-friendly home rentals

Thompson Cottages – Cottage #1 – Moira Lake
Everything was great! Couldn’t have been better. Communication with Tracey was extremely detailed and you know exactly where to throw everything out and leave it easy for the next person. Thank you again.

Luxury, Waterfront, 4 bdrm Bungalow in Sth Muskoka
Another prefect stay at DJs place. We will definitely be booking again next time we are in the area.

GcLittle Tourist Cabin on the Marsh
Douglas's place was a nice cozy place to use while in town for the weekend. Bare bones but I was 100% fine with that as I was also going for an weekend escape and decompressing. I would rent again.

Magic on Mary Lake in Muskoka
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.

Lakefront family cottage on Deerbay
We enjoyed our stay and took advantage of swimming in the lake, sitting on the dock, kayaking and simply watching the hummingbirds by day and fireflies by night. The location is perfect allowing us easy access to Peterborough and also Petroglyph Provincial park. Lots of great restaurant options. I would consider staying here again while visiting my child at Trent University.

Lakeside cozy cottage suite - perfect for couple.
We had an absolutely wonderful stay at Patti and Dennis’s place! The location is stunning- right next to the lake with great views. Patti and Dennis were incredibly kind and welcoming hosts. We stayed with our 5 month old puppy, and they were so accommodating about it. We arrived earlier than the planned check-in time as our travel time was less than what we predicted. It meant a lot to us as first time pet travellers that we could check-in early. The home was cozy and had everything we needed for a relaxing getaway. We had to leave the place early unfortunately due to work call and couldn’t enjoy kayak or paddling that they offered. Highly recommend this gem of a stay to anyone looking for peace, beauty and genuinely lovely hosts!

Country Cottage located near Rice Lake, ON
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.

Artist Cottage View of Lake Ontario
Great place to kick back and relax. Beautiful view and we were comfortable for our entire stay.
Family-friendly home rentals with a pool

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

Burleys Garden and Two bedroom Suite
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.

Downtown Markham Unionville
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!

Lakefront-Kawarthas-Beach Playground-White Cottage
Cute cottage with great amenities and host

Lakefront-Kawarthas-Beach Playground-Villa 2
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

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

Hidden Farm Escape in the Heart of the Kawarthas
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 :)

Stunning Appt. in Richmond Hill- Parking included!
Nice stay in this one-bedroom unit in Richmond Hill. The location is great in Richmond Hill, with easy access to stores just a few minutes’ walk away. It was a comfortable and convenient stay, and I would recommend it to others visiting the area.
Quick stats about holiday rentals that are family-friendly in Bobcaygeon
Total rentals
40 properties
Nightly prices starting at
$90 SGD 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
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- Kennisis Lake
- Riverview Park and Zoo
- Cobourg Beach
- Pinestone Resort Golf Course
- Cedar Park Resort
- Lakeridge Ski Resort
- Muskoka Bay Resort
- Gull Lake
- Dagmar Ski Resort
- Wooden Sticks Golf Club
- Black Diamond Golf Club
- Coppinwood Golf Club
- Wildfire Golf Club
- Wolf Run Golf Club
- Hawk Ridge Golf & Country Club
- Oshawa Airport Golf Club
- Burdock Lake
- Kawartha Nordic Ski Club
- Les Trois Clochers
- Goodwood golf club
- Kawartha Golf Club