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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.
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 stars2 weeks 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!!!
Top Guest favourite
Chalet in Coldwater
4.95 out of 5 average rating, 463 reviews

OakRidge Retreat-HOT TUB 100s of acres WIFI

MohanRating, 5 stars2 weeks ago
Patricia is a great host. The space is lovely with big beautiful windows, and was perfect for a restful retreat for three generations of our family! 5 adults and one infant. We did an unusual amount of cooking, and the kitchen is very well equipped for that. Two fridges, a stand mixer, blender, BBQ, etc, etc, etc - it was a breeze. I hope we'll find our way back! Clean, and well stocked with linens, etc. If you're looking for a place to rest or just spend time with friends and family, I recommend this highly. There are some day trips that are possible from here, but we mostly just stayed in and spent time with each other, resting from otherwise busy lives!

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
Farm stay in Kawartha Lakes
4.85 out of 5 average rating, 111 reviews

GcLittle Tourist Cabin on the Marsh

PheliRating, 5 stars1 month ago
Staying in this beautiful hut with the big windows was ammazing. We saw a porcupine, a beaver and many birds! Would love to come back.
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
Guesthouse in Schomberg
4.92 out of 5 average rating, 437 reviews

Country Cabin Escape | King Bed | Pet Friendly

DeborahRating, 5 stars2 weeks ago
Amazing perfect location peaceful serene clean location was close to all amenities via your own transportation. Definitely will be come back here next time I travel this way. Enjoyed our stay!
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.
Top Guest favourite
Cottage in Dorset
4.98 out of 5 average rating, 114 reviews

Hollow River's Edge Dorset Close to Algonquin Park

SavroopRating, 5 stars1 month ago
What a delightful experience staying at this beautiful cottage! Everything from the rustic decor to the cozy vibes made it feel like the perfect home away from home. The space was clean, well-stocked, spacious and had everything needed for a relaxing stay. Shireen was fantastic, offering great local recommendations and being very attentive to any questions we had. Absolutely loved the peaceful and private surrounding with nature right at your doorstep. This cottage is a gem! Highly recommend the stay
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.
Guest favourite
Cottage in Huntsville
4.95 out of 5 average rating, 164 reviews

Luxury Cottage /Chalet, Muskoka Canada

JasminaRating, 5 stars1 month ago
We loved our stay at Mark and Betty's chalet. The place was quiet and clean. There was plenty of space for our two families, a beautiful deck space for enjoying a morning coffee, an indoor pool for the kids to use at the nearby resort (at a reasonable cost and only a 5 minute walk from the chalet) and plenty of hiking trails nearby. The hosts were responsive and offered helpful suggestions for things to do in the area. We especially enjoyed Mark and Betty's art collection, the many klompen (for the Dutch in us!) and the giant pileated woodpecker that would visit the birdfeed in the morning.
Superhost
Apartment 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
Condo 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
Condo 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!
Top Guest favourite
Townhouse in Huntsville
4.87 out of 5 average rating, 182 reviews

Truly Amazing Muskoka Chalet - Beach & Ski hill

HanRating, 5 stars2 months ago
The chalet is amazing! Quiet, clean and well equiped. Perfect for family getaway. We definitely enjoyed our stay and would love to come back. Susanne and James are fantastic host. They are responsive, accomodating and flexible. 🌟
Guest favourite
Condo 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

    $117 NZD 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

  • Wi-Fi availability

    40 properties include access to Wi-Fi

Destinations to explore

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