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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

Superhost
Cottage in Gravenhurst
4.81 out of 5 average rating, 187 reviews

Trenanthia "Cahoots" Cottage: HotTub,Sauna,GamesRm

BraydenRating, 5 stars1 week ago
Christine and Rebecca were amazing hosts!! The cottage was super clean, and had everything we needed. This cottage was also super fun for a big group, we played lots of volleyball, went out in the canoes, and did hot cold dips from the lake to the sauna. Amazing place, would totally go again :)
Top guest favourite
Cabin in Port Carling
4.92 out of 5 average rating, 113 reviews

Icicle Valley

Mahri LatifiRating, 5 stars5 months ago
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. :)
Top guest favourite
Cottage in Dwight
4.99 out of 5 average rating, 125 reviews

Watersedge Lakehouse

Farhan LabibRating, 5 stars2 months 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.
Superhost
Cabin in Norland
4.86 out of 5 average rating, 255 reviews

Waterfront Cottage with Hot Tub

SarahRating, 5 stars2 weeks 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 stars1 month 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.
Guest favourite
Cottage in Bracebridge
4.97 out of 5 average rating, 146 reviews

Muskoka Waterfront Cottage Retreat.

JessicaRating, 5 stars4 days ago
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

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

Luxury, Waterfront, 4 bdrm Bungalow in Sth Muskoka

Trevor and KristineRating, 5 stars2 weeks ago
Another prefect stay at DJs place. We will definitely be booking again next time we are in the area.
Guest favourite
Cottage in Dwight
4.88 out of 5 average rating, 203 reviews

Peaceful lakeside cottage great for a staycation.

JonathonRating, 5 stars5 months ago
We had an absolutely magical stay at this lakeside cottage! The attention to detail in the space was remarkable, with every corner thoughtfully designed for comfort and relaxation. The kitchen was well-stocked, making it a joy to cook meals, and the wood-burning fireplace added the perfect cozy touch for our winter evenings. The views were breathtaking—each window felt like looking at a postcard, with stunning vistas of the lake and surrounding nature. Laura's hospitality truly stood out; she went above and beyond to ensure we had everything we needed for a memorable stay. The location is unbeatable. Being just a short drive to Algonquin Park allowed us to enjoy some fantastic hikes with our dog and we loved returning to the peaceful setting of the cottage afterward. This cottage is a gem, and we can't wait to return. Highly recommend for anyone looking for a serene getaway or a cozy work-from-home option.
Guest favourite
Cottage in Huntsville
4.92 out of 5 average rating, 103 reviews

Magic on Mary Lake in Muskoka

KevinRating, 5 stars9 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, 410 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 stars1 month 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, 212 reviews

Designer Condo with beautiful harbour view.

BrendaRating, 5 stars3 weeks ago
Condo was beautiful, relaxing and everything was walkable. Will definitely be back!
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 stars1 week 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.

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.
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!
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!
Cottage in Kawartha Lakes
4.71 out of 5 average rating, 21 reviews

Scenic cottages (2bdrm) south shore Sturgeon Lake

JuliaRating, 5 stars11 months ago
We had a great time Gord’s place!The cabin is spacious, cozy, and functional with a fully equipped kitchen and two full bathrooms. Great location with easy access to the pool and a beautiful view of the lake where you can enjoy stunning sunsets right from the deck. The grounds are meticulously maintained with beautiful flowerbeds and ample lakeshore space, very quiet,creating a peaceful and tranquil atmosphere. Gord and his family are exceptional hosts—friendly, respectful, accommodating, and quick to respond to any questions we had. Gord even offered a flexible check-in time and provided two heaters for a couple of chilly nights. His local recommendations for nearby attractions were also greatly appreciated. Additionally, their thoughtful gesture of providing a play kitchen structure with toys made our toddler incredibly happy. We highly recommend Gord’s place to anyone seeking a peaceful retreat surrounded by nature. Thank you for a memorable stay—we look forward to returning!
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 :)
Guest favourite
Apartment in Richmond Hill
4.77 out of 5 average rating, 53 reviews

Stunning Appt. in Richmond Hill- Parking included!

PartoRating, 5 stars1 week ago
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

Destinations to explore

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