Family-friendly holiday rentals in Trent Hills

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Trent Hills

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite

Home in Prince Edward

4.98 out of 5 average rating, 196 reviews

Little Blue Cottage: Perfect for families!

This little blue house is in the heart of Wellington. 5 min to The Drake, grocery, cafes, shops & market. Easy walk to the beach and trail for miles of biking, even past wineries! Newly renovated with a lovely kitchen & bathroom. This house has 2 bedrooms, (1 queen bed and 2twin beds). The home is sunny and has been designed with comfort in mind. Privacy & location make this a great base to explore PEC! Please note that July & August bookings are minimum 7 days with check in/out on Saturday

Superhost

Cottage in Prince Edward

4.89 out of 5 average rating, 313 reviews

Sandbanks

*Regarding COVID-19* Your Health & Wellbeing is our top priority for your families and friends! We follow Airbnb’s strict cleaning practices and are focused on ensuring that surfaces are cleaned and thoroughly disinfected before your stay at Sandbanker. Sandbanker is close to beautiful Sandbanks Provincial Park, SANDBANKER is a bright, open-concept, family-friendly rental with all the modern conveniences. *NOTE We require 7 night stay July 1st-Sept 2nd Saturday to Saturday 2023 #ST 2021 570

Superhost

Home in Prince Edward

4.91 out of 5 average rating, 135 reviews

Modern Harbourfront 4BR Century Home

The ideal home base for your retreat to PEC. An authentic country home with a cozy charm, but lovingly restored and renovated with just the right mix of stylish touches. Spacious both inside and out, ideal for families, group of friends, or company retreats - large enough that everyone has a seat at the dinner table ; ). A literal stone's throw from the Picton Harbour, steps from the main strip, and a short jaunt to all of the wonderful wineries, beaches and beauty that the County has to offer.

Guest favourite

Home in Selwyn

4.94 out of 5 average rating, 239 reviews

Gorgeous Pigeon Lake 4 season cottage

Very clean bright, newly renovated 3 BR cottage on Pigeon Lake, situated in Gannons Narrows, 90 min from TO. Very private and large, level grassy lot, great for kids.Great beds, premium kitchen, gas fireplace, paddle boat, canoe, large dock with boat ramp next door at the marina, wading for kids. Swimming, fishing, biking, hiking, 8 golf courses, fire pit with amazing sunsets, available for Christmas, New Year's & summer holidays. July- Aug there is a 7 night min stay, Fri to Fri.

Guest favourite

Flat in Prince Edward

4.95 out of 5 average rating, 287 reviews

The Village Suites - The Lodge

Beautiful 2 bedroom suite on Main Street, in the Heart of Wellington. Steps away from The Drake Devonshire, East and Main Bistro and La Condesa Across the street enjoy great coffee and breakfast at Enid Grace Cafe. Also bike rentals just outside your door Head out for the afternoon to enjoy over 40 Wineries surrounding Wellington such as Hillier Estates , Sandbanks, Casa-Dea plus many more! For a night cap check out Midtown Brewery. A must see is our World famous Sandbanks Beach.

Superhost

Home in Picton

4.85 out of 5 average rating, 123 reviews

The Gem - Beautiful farmhouse with hot tub!

Soak up the vintage charm of this fully remodeled and professionally designed former farmhouse. Only 10 mins from downtown Picton, make The Gem your home base for touring wineries, antiquing or enjoying the numerous restaurants and shops PEC has to offer. After a busy day, relax in the hot tub in the privacy of your lush backyard or cozy up with the gas fireplace. 6 adults and 3 children can sleep comfortably in 1 king, 2 queens, 1 day bed and 1 automatic blow up air mattress.

Guest favourite

Cottage in Consecon

4.93 out of 5 average rating, 235 reviews

Muskoka-Style Lakefront Cottage with Pool & Sauna

Welcome to your Prince Edward County getaway! Our Muskoka-style lakefront cottage with pool, sauna and hot tub was built in 2004. Perfect for families and very private, it comfortably sleeps 8 adults with additional room for children (10 years and under). Located on Consecon Lake, we are 15 mins from Wellington and close to over a dozen wineries. We've been Superhosts since 2017, and our family of five would love to host you and welcome you to our little slice of paradise

Guest favourite

Home in Belleville

4.8 out of 5 average rating, 349 reviews

Moira river Waterfront from the upper level deck

My house is a 2 level house, you have the upper floor. My decor is decorated with warm colors & romantic lighting inspired My "ADULT ONLY" home is great for relaxing & having dinner on my deck in the screened in Gazebo. Enjoy the view of the Moira River with the sounds of birds and gorgeous sunsets. 5G high speed network is perfect for working from home The hottub is an additional charge & booked in advance Also allergy free from all animals. NON-Smoking environment!

Superhost

Home in Prince Edward

4.92 out of 5 average rating, 127 reviews

Sandbanks at Trillium House - P.E.C. near Picton

Our home (Trillium House) is a beautifully restored heritage farmhouse circa 1811. It is located on a quiet country road surrounded by farmer's fields and across the road from East Lake. We are perfectly situated in the heart of Prince Edward County wine country within minutes of Sandbank Provincial Park beaches, art galleries, antique shops, and the famous Mustang drive-in movie theater. Our family friendly place is good for family gatherings, couples or retreats.

Superhost

Cottage in Kawartha Lakes

4.78 out of 5 average rating, 101 reviews

Serenity by the Lake: Lake Waterfront Cottage

Welcome to our delightful 3-bedroom 4 season waterfront cottage located on the beautiful Cameron Lake in Fenelon Falls, where endless aquatic adventures await! Nestled in a serene location, this picturesque retreat offers the perfect blend of comfort and natural beauty. With its prime position by the water's edge, it's an idyllic haven for swimming, boating, and fishing enthusiasts alike. Property is located only 1.5 hrs. from the GTA & directly off of HWY 35

Guest favourite

Flat in Prince Edward

4.93 out of 5 average rating, 119 reviews

GRANDMAS HOUSE

LOWER LEVEL APARTMENT WITH LARGE WINDOWS ON A QUIET STREET IN PICTON. WITHIN WALKING DISTANCE OF THE SHOPPING AREA AND MANY RESTAURANTS. 15 MINUTE DRIVE TO SANDBANKS AND WINERIES. LOCATED OFF HIGHWAY 49 AS YOU ENTER THE TOWN OF PICTON. BACKYARD FENCED IN FOR SAFETY OF CHILDREN AND PETS. ENJOY THE BACKYARD WITH YOUR OWN PATIO THAT INCLUDES A BBQ AND EATING AREA. SANDBANKS BEACH PASS INCLUDED This place has 3 queen beds,and 1 pullout couch for a max of 6 people.

Top guest favourite

Cottage in Hastings

4.96 out of 5 average rating, 256 reviews

Waterfront Kawartha sunsets - year round!

Our fully renovated 3 bedroom, 1 bathroom year-round cottage sits on a half-acre lot with great privacy and beautiful south-western exposure. The retreat features 125 feet of private water frontage and is only 1 mile to the Village of Hastings for easy access to groceries, restaurants and more. Enjoy all that the Kawarthas has to offer!