Family-friendly holiday rentals in Wellington

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Top-rated family-friendly rentals in Wellington

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Guest favourite

Home in Prince Edward

4.87 out of 5 average rating, 386 reviews

The Coach House - Summer Sandbanks Pass Include

The Coach House is a cozy self-contained suite with a private entrance, backyard and parking. Located in Picton this unique space has a county charm and local artisan flair. A short walk to the harbor and Picton's Main Street restaurants/shopping. Also, located close to Sandbanks Provincial Park, local wineries, cheese factories and art galleries. The Coach House is perfect for couple or small family. The home has air conditioning for the warm summer nights! License No. ST-2019-0306

9 – 16 Dec

$1,294 AUD total

Guest favourite

Home in Prince Edward

4.95 out of 5 average rating, 283 reviews

Picton PEC Treetops Cottage 2 bed 2 bath house

ST-2019-0273 Renovated 1880s carriage house, 2 bed, 2 bath. Private yard on quiet street in the heart of Picton. You'll be a 5 min walk to the County's best restaurants, brew pubs, shopping & art; a 12 min drive to Sandbank's beaches. Surrounded by trees, facing 500 acres of green space, Treetops is 1 min to the Millenium trail: a 46 kms walking & biking trail. Great base to explore PEC: short drive to more wineries, breweries, restaurants & shopping in Bloomfield, Wellington, & Hillier.

10 – 17 Sept

$2,300 AUD total

Guest favourite

Home in Prince Edward

4.98 out of 5 average rating, 132 reviews

SkySuite on West Lake

The SkySuite on West Lake is a unique waterfront property 2 mins. from Wellington, near the Sandbanks Provincial Park, Bloomfield and amazing PEC artists, wineries, breweries and restaurants ! You’ll love the views, hearing the waves hit the shore, the convenient location - and the privacy is priceless. The SkySuite is for couples and small groups. Private hot tub, fire pit, bbq. SUPs pedal boat, kayaks, canoes included. Boat launch and docking included, if you need them. Float-planes welcome.

7 – 14 Dec

$6,968 AUD total

Superhost

Apartment in Prince Edward

4.88 out of 5 average rating, 214 reviews

The Blues@notes space

Blues@notes is a light and airy space whose decor is inspired by its musical history. The space was formerly owned by a guitar teacher who created the studio for private lessons. Located right in the heart of downtown Picton with all its quaint shops, boutiques, the Regent Theatre, art galleries, unique restaurants and just minutes from the beaches at Sandbanks, the wine route, local craft breweries, cideries, distilleries and mead producers. Also, high speed fiber WiFi covers the whole space.

1 – 8 Jan

$1,298 AUD total

Guest favourite

Home in Hillier

4.95 out of 5 average rating, 241 reviews

Cozy Postmaster’s House - Beach/Park Pass Included

Weekly SUMMER bookings now open, Saturday to Saturday only, beach/park car pass included! Escape to the birthplace of wine in Prince Edward County at the historic Postmaster's House in Hillier. This charming 3-bedroom house from the 1890s offers a cozy fireplace and is surrounded by over 40 vineyards. Explore wineries, restaurants, breweries, North Beach, Millennium Trail, and Wellington village, all just a bike ride away. Unwind and immerse yourself in the beauty of this idyllic destination.

17 – 24 Oct

$2,202 AUD total

Guest favourite

Home in Prince Edward

4.98 out of 5 average rating, 183 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.

8 – 15 Sept

$3,261 AUD total

Guest favourite

Guesthouse in Prince Edward

4.98 out of 5 average rating, 183 reviews

The Carriage House on Queen

Located right downtown Picton, this spacious, modern and very clean Carriage House offers private parking for 2 cars, outdoor dining area with BBQ and 2 large bedrooms that comfortably sleeps 4 people. Perfect for a couples retreat or a friends get-away! Quiet and cozy neighbourhood with beautiful historic century homes. Minutes walking to Picton main street that offers amazing restaurants, bars and fabulous shopping. Under 15 min drive to Sandbanks Provincial Park.

16 – 23 Oct

$1,872 AUD total

Guest favourite

Home in Prince Edward

4.93 out of 5 average rating, 114 reviews

Dyer-Wolff Den

Welcome to the Dyer-Wolff Den, our sunny country house in the heart of Prince Edward County! Located in beautiful Bloomfield, we're just a 5-minute walk to boutiques, restaurants, the best ice cream in the County & a gorgeous little park - perfect for a picnic. We have a big garden that backs directly onto the Millenium Trail. This trail is a nature lovers dream and wonderful for bikers. We are less than 15 minutes to Sandbanks, Picton, Wellington & wineries. :)

13 – 20 Nov

$1,938 AUD total

Guest favourite

Apartment in Prince Edward

4.9 out of 5 average rating, 321 reviews

The Village Suites - THE SHORELINE

Cheerfull 1 bedroom suite on Main Street, in the Heart of Wellington. Steps away The Drake Devonshire and East and Main Bistro. For great coffee and pastries head to Next door to Piccolina Cafe. Also, Ice cream and 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! A must see is our World famous Sandbanks Beach.

27 Nov – 4 Dec

$1,450 AUD total

Guest favourite

Cottage in Consecon

4.87 out of 5 average rating, 132 reviews

Private Lakeside Retreat in Prince Edward County

Spectacular licensed STA all-season bungalow in the perfect location to explore The County. We are on a quite private street and across the street is lakeside access to North Bay for relaxing, swimming, fishing or boating. This piece of paradise can be enjoyed by families or couples and is conveniently located with easy access off the highway, minutes away from North Beach, Strato's Pizzeria and of course wineries. #MT2021383

24 Sept – 1 Oct

$1,912 AUD total

Guest favourite

Guesthouse in Prince Edward

4.98 out of 5 average rating, 230 reviews

Little Ben Prince Edward County

Located ten feet from Lake Ontario, in the heart of beautiful Wellington, Little Ben is a fully renovated 1 bedroom cottage in the centre of wine country. Little Ben offers a fully equipped kitchen, a dining area and a comfy living area with a wood stove. The true glory of Little Ben exists outside its walls--you are just a mere ten steps down to your own limestone beach on Lake Ontario! Licence Number ST-2019-0358

2 – 9 Feb

$3,043 AUD total

Guest favourite

Guest suite in Prince Edward

4.9 out of 5 average rating, 307 reviews

The Barker Guest Suite.

Cozy cottage vibe continental breakfast basket included Private patio with propane fire pit & BBQ! Cute in town self contained suite, perfect for couples or friends on a wine tour . Amenities for infants ( high chair play & pack crib) . Bar frig , Microwave , BBQ . Quiet & central Picton location . Steps from restaurants and downtown Picton. Close to Sandbanks , wineries cycling trails . ST-2020-0188 license

22 – 29 Aug

$1,520 AUD total