Family-friendly holiday rentals in Wollaston

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Wollaston family-friendly rentals

Family-friendly home rentals with a hot tub

Top Guest favourite
Guest suite in Lakefield
4.98 out of 5 average rating, 480 reviews

A private Deluxe Suite

Izz GhanaaRating, 5 stars2 days ago
Our stay at Dave and Bonnie's home was amazing! There was a lot of stuff to do at home itself including hot tub, sauna, jacuzzi, TV etc. They also provide kayaks and bicycles to make the experience more memorable. We went to celebrate our wedding anniversary and they had put up a mini decor for us 😇 All parts of home also had mini notes to help guide you with the small details. Places to eat at walking distance. Dave was super responsive and very kind to us during the trip. Book this place without hesitation!
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.
Guest favourite
Guest suite in Tweed
4.8 out of 5 average rating, 168 reviews

Cabin 2 Bdrm Suite @ Rose Cottage Suites

KhalidRating, 5 stars1 week ago
our second time staying. very easy , no e comfortable place. perfect
Superhost
Bungalow in Prince Edward
4.86 out of 5 average rating, 175 reviews

Little House on the Mountain, Picton, PEC

SarahRating, 5 stars1 month ago
Our stay was great and Fedora got back to us very quickly about any questions we had! Very great space and property, would definitely return :)
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 stars2 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

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.
Superhost
Cottage in Kawartha Lakes
4.79 out of 5 average rating, 103 reviews

Serenity by the Lake: Lake Waterfront Cottage

Juan FelipeRating, 5 stars3 weeks ago
We have booked twice at this place and we just love it . There’s too much to do and the house is beautiful.
Superhost
Cabin in Prince Edward
4.83 out of 5 average rating, 109 reviews

Waupoos Island View Cottages - The Ethan

LysanneRating, 5 stars1 week ago
Lovely little private cabin on the side of Lake Ontario!
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.
Superhost
Cottage in Algonquin Highlands
4.82 out of 5 average rating, 154 reviews

Private and Beautiful Boshkung Lake Cottage

KrystineRating, 5 stars1 week ago
This cottage was one of the best we have gone to! This cottage is a jewel on Boshkung Lake. We enjoyed the views, sitting on the dock and having dinner in the screened in deck. We hope to return again soon, thank you Bruce and family for a fantastic weekend!
Superhost
Cabin in Havelock
4.87 out of 5 average rating, 191 reviews

★ Hollywood North ★

ChrisRating, 5 stars8 months ago
We had a fantastic stay at this Airbnb! The house was lovely, well-maintained, and had all the amenities we needed. The location was perfect, offering both tranquility and convenience. We thoroughly enjoyed our time here and are already planning to book it again for next year!”
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.
Top Guest favourite
Cottage in Kinmount
4.94 out of 5 average rating, 301 reviews

Secluded Cottage on a Private Lake

AmandaRating, 5 stars5 days ago
My husband and I stayed at Alan and Rosalie’s place for our honeymoon with our pup Phoebe. We had the best time ever. The photos don’t even do this place justice. It really is a little slice of heaven. So private and surrounded by nature. We enjoyed going on walks through the various trails that are well maintained and relaxing on the dock. We will most definitely be back to visit! Alan and Rosalie were also very welcoming and responsive!

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 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
Home in Prince Edward
4.95 out of 5 average rating, 189 reviews

The Old Stone Farmhouse with Hot Tub & Heated Pool

NaomiRating, 5 stars2 days ago
We stayed at Erica’s place for my friend’s bachelorette and it exceeded all expectations. The outdoor space is what truly makes this accommodation worth while - with a heated pool, hot tub, fire pit and a spectacular view to top it all off. We were lucky to have a beautiful weekend of weather and got to make the most of it. Inside the kitchen had everything appliance you could need to whip up a great meal overall and the space more than met our needs as a group of 7. Erica’s communication was top notch and she even approved a last minute early check-in request for our group. :) 10/10 would recommend.
Guest favourite
Cottage in Consecon
4.93 out of 5 average rating, 241 reviews

Muskoka-Style Lakefront Cottage with Pool & Sauna

KassandraRating, 5 stars2 days 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
Cottage in Tweed
4.8 out of 5 average rating, 216 reviews

Beautiful Riverfront Cottage

AbdiRating, 5 stars2 months ago
Awesome stay! Scott was easy to communicate with and it was clean and as described
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
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. 🌟

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

  • Total rentals

    60 properties

  • Nightly prices starting at

    $166 NZD before taxes and fees

  • Total number of reviews

    2K reviews

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    60 properties include access to Wi-Fi

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Hastings County
  5. Wollaston
  6. Family-friendly rentals