Family-friendly holiday rentals in Wellington

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Wellington family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Bungalow in Prince Edward
4.93 out of 5 average rating, 42 reviews

Swan Sands @South Bay – Private Beachfront Escape

KarimRating, 5 stars23 months ago
We had a wonderful stay for 5 nights at Cheryl & Kyle's. Beautiful sunsets, dips in the lake, hot tub, sauna, well equipped kitchen, AC, ... A great perch to enjoy what the county has to offer! Hosts were quick to respond to any questions we had. Highly recommended!
Guest favourite
Home in Belleville
4.8 out of 5 average rating, 354 reviews

Moira river Waterfront from the upper level deck

MahmoudRating, 5 stars1 month ago
great host and great place, worth staying here
Superhost
Bungalow in Prince Edward
4.86 out of 5 average rating, 175 reviews

Little House on the Mountain, Picton, PEC

SarahRating, 5 stars2 months 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, 288 reviews

Cozy Postmasters House PEC w/ Hot Tub + Park Pass!

RebeccaRating, 5 stars3 days ago
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!
Superhost
Home in Picton
4.84 out of 5 average rating, 126 reviews

The Gem - Beautiful farmhouse with hot tub!

MathieuRating, 5 stars1 month ago
We stayed at the house for a family long weekend in May 2025. The property was as described and well appointed. A great base to visit the County.
Guest favourite
Chalet in Stirling-Rawdon
4.89 out of 5 average rating, 124 reviews

Country Chalet, Hottub & Winter Hideaway

ShqiponjaRating, 5 stars1 week ago
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!
Superhost
Home in Bloomfield
4.75 out of 5 average rating, 348 reviews

This Is County - Beautiful Renovated Home.

Daniel JosephRating, 5 stars1 week ago
As a new Yorker coming into Canada and staying outside of Picton, this place was everything and than some. can't wait to come back for the next arm wrestling event but definitely will be reading to to jimmy for this property or any others in the area I'll be!
Superhost
Home in Prince Edward
4.84 out of 5 average rating, 174 reviews

Yellow Door House +2 Sandbanks passes + Hot tub

ShaelynnRating, 5 stars1 month ago
We had a great weekend stay! Josh’s place had lots to do and offered a great amount of space for board games and meals! Great location and very close to stores and the downtown core. Would highly reccomend!

Family- and pet-friendly home rentals

Guest favourite
Cottage in Prince Edward
4.95 out of 5 average rating, 263 reviews

South Bay Lakehouse. 4 acres - Waterfront!

DeniseRating, 5 stars4 weeks ago
We absolutely loved our short stay at Matthew and Natalie's place. It was a beautiful, peaceful environment that really provided a relaxing vacation. Everything in the house was thoughtful and lovely, from the decor to the well stocked kitchen. Would highly recommend and hope to return!
Superhost
Loft in Picton
4.9 out of 5 average rating, 199 reviews

Converted Elementary School - Classroom 2 Suite

AliciaRating, 5 stars10 months ago
Such a unique stay! The school was easy to get into and find our classroom (even though we arrived late at night), and we loved falling asleep with the windows open to the sound of crickets. It was exactly like the description, with everything we needed (including coffee creamer, which was a really nice touch!). The beds were comfy, we could not hear the other classroom renters, and everything was clean. It is a quick 10 min walk into the little town, and PECish bakery was divine. It was also nice and close to Sandbanks Provincial Park, with a beautiful 15min drive through the country side. Everyone loved the giant chalkboard! We would definitely stay here again.
Top guest favourite
Flat in Picton, Prince Edward
4.86 out of 5 average rating, 321 reviews

Sandbanks Pass! WALK to Eat, Drink & Shop! -2-

MarissaRating, 5 stars1 week ago
We had a fantastic stay! The place was exactly as described—clean, cozy, and thoughtfully stocked with everything we needed. We appreciated the little touches like fresh towels, coffee, beach chairs, and clear check-in instructions. The location was perfect—close to everything, but still quiet and relaxing. The host was responsive, friendly, and made sure we felt right at home. We’d definitely stay here again and highly recommend it to anyone visiting the area!
Superhost
Cabin in Prince Edward
4.83 out of 5 average rating, 109 reviews

Waupoos Island View Cottages - The Ethan

LysanneRating, 5 stars2 weeks ago
Lovely little private cabin on the side of Lake Ontario!
Superhost
Cabin in Cherry Valley
4.89 out of 5 average rating, 380 reviews

Swan Cove Cottage License number ST- 2019-0148

LaurenRating, 5 stars3 weeks ago
Such a cozy space that accurately reflected the Air BNB listing! The location was approximately 15 minute away from downtown Picton by car which was a major plus for us. Sally was proactive with her communication with us and always quick to respond to our messages. We arrived late in the evening and there was limited lighting along the long driveway which made it slightly more challenging when we first got there but this wasn't a huge deal. Sally has a large sign with arrows indicating for you to follow to the cabin & where to park your vehicle which was helpful. The cabin was well-furnished and clean. The bed and seating were very comfortable. Mother nature wasn't completely on our side for our weekend getaway as it rained and was slightly too cold for us to make use of the beautiful screened in porch, the fire pit or explore down by the water on the property. The cabin has a nice remote controlled fire place that adds an extra cozy touch. We would definitely recommend!
Guest favourite
Guest suite in Prince Edward
4.96 out of 5 average rating, 134 reviews

☀️ ❤️The Heart Rock Vacation Rental ❤️☀️

MelissaRating, 5 stars8 months ago
We had a great experience at Zev’s place. It was nice and cozy and central to everything that we planned to do in PEC. It was perfect for what my husband and I needed for a weekend getaway. Zev was even kind enough to gift us with a bottle of wine. We would love to return again.
Guest favourite
Cabin in Cherry Valley
4.86 out of 5 average rating, 242 reviews

The Spruce Family Cottage -2 Bedrm.

AlexandreRating, 5 stars1 week ago
We had a great time at Jeff and Jenn’s place. Cottage is rustic but very tidy and functional. BBQ is a great plus. Yard directly in front of the water, with easy access and fire pit is amazing. Surrounding nature very calming with ducks, geese, swans etc. Communication was easy as host are very responsive and super nice. Wifi works well. TV and board games available. Very well located in Prince Edward County, close to sandbanks and winery. Nothing negative. Hope to come back sometime!
Top guest favourite
Tiny home in Roblin
4.96 out of 5 average rating, 323 reviews

Forest Mills Cabin Retreat

SharonRating, 5 stars2 weeks ago
This cabin at Forest Mills is perfect for a solo peaceful retreat. The bush setting creates a calming atmosphere where nature is ever-present. Inside the cabin is clean, modern and well equiped for a comfy stay. Inspired by this environment, I focused on art projects and personal growth. Daryl and Karen were available when I needed guidance, such as how to start the fireplace, while also respectful of my need for privacy. I look forward to return to the Forest Mills cabin in the future - it truly is a special place.

Family-friendly home rentals with a pool

Guest favourite
Home in Belleville
4.91 out of 5 average rating, 34 reviews

Waterfront Home on the Bay of Quinte

ChrisRating, 5 stars10 months ago
It was a great stay and very accommodating. Kids enjoyed the pool table and foosball indoors as well as the pool and lake outside. The kitchen and view of the lake was amazing. Lots of fishing was done from the docks and petal boat and some paddling from the kayak and paddle board (we brought this).
Guest favourite
Home in Prince Edward
4.95 out of 5 average rating, 191 reviews

The Old Stone Farmhouse with Hot Tub & Heated Pool

SusieRating, 5 stars4 days ago
We had a lovely stay with our 3 kids. The pool was the perfect temperature and there were clear instructions on how to work everything! we enjoyed being slightly tucked away while still only being a 5-8 min drive from stores/restaurants.
Guest favourite
Home in Prince Edward
4.95 out of 5 average rating, 56 reviews

The Oasis by West Lake

MarthaRating, 5 stars9 months ago
Our stay at the Oasis was wonderful! Tons of space and great pool area. The kitchen is fully stocked and Laura was very responsive. We would stay here again and highly recommend it.
Top guest favourite
Cottage in Prince Edward
4.95 out of 5 average rating, 42 reviews

CRESSY HOUSE - WATER FRONT & POOL

DeniseRating, 5 stars1 week ago
We were celebrating my husband’s 65th birthday with our children and grandchildren. It was a lovely weekend being together in beautiful surroundings. We loved eating our meals in the outdoor room and being able to enjoy the view and sitting by the fire every night. There is a pool that isn’t heated so it was cold but I’m sure with the hot weather approaching it will heat up nicely.
Top guest favourite
Chalet in Consecon
4.93 out of 5 average rating, 107 reviews

A Modern Creekside Retreat in PEC (MT20211638)

KurtisRating, 5 stars1 month ago
Heather’s house was a fantastic place to spend the weekend in PEC! The house and property were beautiful, spotless and came stocked with any and every amenity you might need. The location was also great as it was private but still close to many wineries. Heather was friendly, informative and responsive and made the entire process easy. We would highly recommend this property for anyone looking for a getaway in the county!
Top guest favourite
Bungalow in Prince Edward
4.91 out of 5 average rating, 87 reviews

Harwood House

PriskaRating, 5 stars9 months ago
Kerry and John's airbnb is amazing. It is even better than the pictures. We had an amazing time with 4 adults and 2 kids. We were greeted with welcome wine and a sweet note from them. We all enjoyed the pool and the kids loved the huge backyard to run around. The place was cozy, clean and had everything we could have asked for. communication was a breeze. We would love to return some time.

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

  • Total rentals

    80 properties

  • Nightly prices starting at

    ₹6,878 before taxes and fees

  • Total number of reviews

    6K reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    80 properties include access to wifi

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