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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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Home

4.85 out of 5 average rating, 120 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. Note there is a se

Cottage

4.89 out of 5 average rating, 309 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

Home

4.91 out of 5 average rating, 134 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

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! Bookings made after Feb 1 2021 will be subject to 4% municipal accommodation tax.

Guest favourite

Home

4.83 out of 5 average rating, 123 reviews

Waterfront Cottage with private dock and beach

Beautifully decorated cottage with a private dock and sandy beach. Close proximity to many winery's, great restaurants and shops in Belleville, and Prince Edward County. Golf, nature walks and shopping close by The spring fed lake is great for swimming, fishing and water sports. 5 minute walk to a public beach. The charming cottage comes with many amenities including an outside fireplace, patio/furniture, pergola with sitting area, and private driveway. Inquire about off season rates.

Guest favourite

Home

4.94 out of 5 average rating, 236 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

4.95 out of 5 average rating, 274 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.

Guest favourite

Cottage

4.93 out of 5 average rating, 225 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

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.

Cottage

4.78 out of 5 average rating, 100 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

4.93 out of 5 average rating, 118 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.

Guest favourite

Home

4.95 out of 5 average rating, 104 reviews

Whispering Pines Lake House

Renovated country estate overlooking West Lake with stunning year round views. We are located minutes from the gorgeous Sanbanks beaches and major attractions in the county. Hi there! Thank you for your interest in our home. Please note that during summer time (July & August) a 4 day stay is required. For holiday weekends, xmas and New Years we have a minimum 3 night stay. We are not in a position to host weddings, parties, or events.

Holiday rentals for every style

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Cottages

Quaint homes, peaceful surroundings

Houses

A space that's all yours, with room for everyone

Hotels

Stylish accommodation and amenities

Popular amenities for Trent Hills family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favourite

Guest suite

4.95 out of 5 average rating, 372 reviews

The Nest in the Forest B&B (Sauna & Hot-tub incl.)

Guest favourite

Cottage

4.96 out of 5 average rating, 27 reviews

Family Friendly Cottage on Stoney Lake

Cottage

4.91 out of 5 average rating, 144 reviews

On Top of Pigeon Lake

Guest favourite

Cabin

4.89 out of 5 average rating, 89 reviews

Waterfront Cabin on 72 private acres

Guest favourite

Guest suite

4.98 out of 5 average rating, 454 reviews

A private Deluxe Suite

Cottage

5 out of 5 average rating, 10 reviews

Beautiful, Luxury Cottage on Lower Stoney Lake

Guest favourite

Home

4.99 out of 5 average rating, 137 reviews

SkySuite on West Lake

Guest suite

4.78 out of 5 average rating, 152 reviews

Cabin 2 Bdrm Suite @ Rose Cottage Suites

Family- and pet-friendly home rentals

Guest favourite

Home

4.83 out of 5 average rating, 166 reviews

Charming Farmhouse in the City, Near Wine Country

Guest favourite

Cottage

4.98 out of 5 average rating, 171 reviews

Thompson Cottages - Cottage #1 - Moira Lake

Guest favourite

Farm stay

4.84 out of 5 average rating, 106 reviews

GcLittle Tourist Cabin on the Marsh

Guest favourite

Cottage

4.98 out of 5 average rating, 189 reviews

The Fox Den

Guest favourite

Flat

4.82 out of 5 average rating, 157 reviews

FREE Sandbanks Pass! WALK to Eat, Drink & Shop!

Cabin

4.89 out of 5 average rating, 374 reviews

Swan Cove Cottage License number ST- 2019-0148

Guest favourite

Guest suite

4.95 out of 5 average rating, 133 reviews

☀️ ❤️The Heart Rock Vacation Rental ❤️☀️

Cabin

4.87 out of 5 average rating, 190 reviews

★ Hollywood North ★

Family-friendly home rentals with a pool

Cottage

4.72 out of 5 average rating, 18 reviews

Sandy Shore Cottages, Rice Lake

Guest favourite

Home

4.97 out of 5 average rating, 34 reviews

Crossroads of the County

Flat

4.81 out of 5 average rating, 68 reviews

Burleys Garden and Two bedroom Suite

Guest favourite

Home

4.95 out of 5 average rating, 177 reviews

The Old Stone Farmhouse with Hot Tub & Heated Pool

Guest favourite

Chalet

4.93 out of 5 average rating, 105 reviews

A modern “County Creek House” in PEC (MT20211638)

Cottage

4.81 out of 5 average rating, 206 reviews

Beautiful Riverfront Cottage

Cabin

4.93 out of 5 average rating, 14 reviews

Lakefront-Kawarthas-Beach Playground-Villa 2

Cottage

4.71 out of 5 average rating, 21 reviews

Scenic cottages (2bdrm) south shore Sturgeon Lake

Quick stats about holiday rentals that are family-friendly in Trent Hills

Total rentals
160 properties
Nightly prices starting at
£49 before taxes and fees
Total number of reviews
4.8K reviews
Pet-friendly rentals
80 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
70 properties have a dedicated workspace

Destinations to explore