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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. :)
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
Home in Prince Edward
4.99 out of 5 average rating, 138 reviews

SkySuite on West Lake

AllysonRating, 5 stars3 weeks ago
Our group of ladies were excited to stay at SkySuite for a lovely weekend getaway in wine country! Saskia and Maarten have been very welcoming and always communicated with us in a polite and timely manner. SkySuite was presented to us in pristine condition, equipped with all of the amenities and supplies that you could need for a visit! It's a beautiful location in a private setting; we really enjoyed the hot tub under the stars and truly appreciated the accessibility features of SkySuite. The lakefront view from the property is truly unique for an Airbnb location, you will not be disappointed! Plenty of fresh towels, clean linens, and a lot of wonderful perks including a Nespresso machine! Saskia and Maarten were very accommodating and provided too notch hospitality, without any pressure and provided us with the space we all enjoyed. We will be recommending this property to others and would absolutely love to attend this property in the future for our visits to PEC!
Guest favourite
Cottage in Highlands East, Haliburton
4.9 out of 5 average rating, 156 reviews

Driftwood Bay

TysonRating, 5 stars4 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, 146 reviews

Muskoka Waterfront Cottage Retreat.

JessicaRating, 5 stars1 day ago
This cottage was absolutely stunning , very clean and very kid friendly. Our family had a blast this past weekend ! Would definitely book again !

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.
Top guest favourite
Cottage in Madoc
4.98 out of 5 average rating, 182 reviews

Thompson Cottages - Cottage #1 - Moira Lake

ChrisRating, 5 stars1 week ago
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.
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, 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

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 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

Guest favourite
Home in Prince Edward
4.97 out of 5 average rating, 37 reviews

Crossroads of the County

GraziellaRating, 5 stars1 week 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!
Guest favourite
Cottage in Huntsville
4.95 out of 5 average rating, 164 reviews

Luxury Cottage /Chalet, Muskoka Canada

JasminaRating, 5 stars4 weeks 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.
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, 241 reviews

Muskoka-Style Lakefront Cottage with Pool & Sauna

KassandraRating, 5 stars1 day ago
Heather’s cottage was amazing! Able to accommodate a group of guests without squishing or being in anyone’s way! A couple little insects wanted to join our weekend but nothing a paper towel and a double wipe with some all purpose cleaner couldn’t beat! After all it is a cottage! Amazing large space (especially that sunroom!) with lots of amenities (the hot tub, chrome cast, indoor speakers and pool were a BIG HIT)! Great for game nights and the sunsets were beautiful. Bunker house was also clean and very comfortable for some of guests to stay in! Overall great experience and our hosts were so nice and easy to talk to. Would recommend this cottage and would definitely book 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!
Top guest favourite
Townhouse in Huntsville
4.87 out of 5 average rating, 182 reviews

Truly Amazing Muskoka Chalet - Beach & Ski hill

HanRating, 5 stars1 month 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. 🌟
Top guest favourite
Home in Dorset
4.95 out of 5 average rating, 158 reviews

8 Acre Wood

MelissaRating, 5 stars9 months ago
We had the most incredible weekend at Monique and Andy’s cottage in Muskoka, celebrating our parents' 40th wedding anniversary. From the moment we arrived, we knew we had made the perfect choice. The cottage itself was immaculate, spacious, and equipped with absolutely everything you could possibly need. The variety of sleeping arrangements made it comfortable for all eight of us, and the multiple entertainment options, including a pool and games, kept us entertained throughout our stay. Monique and Andy went above and beyond to ensure our stay was unforgettable. They left us a thoughtful welcome gift filled with delicious treats, and their responsiveness and helpfulness throughout our trip were unmatched. Their detailed pre-arrival email made planning effortless, providing us with all the information we needed to make the most of our time there. We will definitely be returning! Monique and Andy, thank you for making our parents anniversary get away a little more special. Seeya soon

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

  • Total rentals

    40 properties

  • Nightly prices starting at

    ₹6,027 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