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Family-friendly vacation rentals in Wellington

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Wellington

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

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Cottage in Prince Edward

4.89 out of 5 average rating, 304 reviews

Sandbanker

*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

Rental unit in Prince Edward

4.94 out of 5 average rating, 412 reviews

The Village Suites - THE VINEYARD

Beautiful 1 bedroom suite on Main Street, in the Heart of Wellington. Steps away The Drake Devonshire, East and Main Bistro and Midtown Brewery Across the street enjoy our local piano bar "The Stache". For great coffee and breakfast head to Enid Grace 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.

Home in Hillier

4.95 out of 5 average rating, 269 reviews

Cozy Postmaster’s House in Prince Edward County

After selling out our 2024 summer & fall seasons, we are now booking winter & spring 2025! 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.

Home in Prince Edward

4.88 out of 5 average rating, 433 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, hiking trails 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

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

Home in Prince Edward

4.95 out of 5 average rating, 176 reviews

The Old Stone Farmhouse with Hot Tub & Heated Pool

Renovated historic stone farmhouse located about 6km from both Picton and Bloomfield. Relax in the hot tub, swim in the pool, lay in the hammock or enjoy a campfire under the stars. Over 2 acres of beautiful country views to explore. However, we are still close enough to the action that you can get to Bloomfield, Picton or some of the biggest wineries by bike. Ideal for couples and small group getaways. Hot tub is operational year round. Pool is open beginning of June - end of September.

Cottage in Prince Edward

4.95 out of 5 average rating, 254 reviews

South Bay Lakehouse. 4 acres - Waterfront!

16 minutes south-east of Picton is the picturesque enclave of South Bay. Serene farmlands, vineyards and pristine waterfront make this a stunning part of the County. The home sits on 4 acres with 400 ft of waterfront. You'll be a short drive from everything you need but miles away from the hustle and bustle of city life. This place is great for couples, small families, nature enthusiasts or anyone looking for a peaceful spot with spectacular sunsets :) License # ST - 2020 - 0067

Rental unit in Wellington

4.97 out of 5 average rating, 100 reviews

Seafarers Haven

This non-smoking 904 sq. ft. suite can accommodate 2 people. Living room, bedroom with queen bed and fireplace overlooking Lake Ontario. Private balcony with BBQ. Kitchenette/studio has fridge, toaster oven microwave, coffee maker, induction plate, dishes and utensils. Queen sofabed, table and desk. Modern 4 pc. bathroom. Use of waterfront backyard. Private outside entrance. Located on 2nd floor. Walk to the Drake Devonshire, East & Main Bistro, supermarket and LCBO.

Home in Prince Edward

4.89 out of 5 average rating, 205 reviews

The Log House - Wellington - with Fast Wifi

Welcome to your beautiful Log House right in the town of Wellington! A 10 minute walk from the Drake Devonshire and all the restaurants, shops and galleries of Main Street. This spacious 3000 sq. ft. log home has 5 inviting bedrooms, 2 bathrooms and a large chef’s kitchen. It is perfectly situated for exploring the best wineries in Prince Edward County, most are within a 5-10 min drive. License Number: ST-2020-0086 R1

Guesthouse in Prince Edward

4.98 out of 5 average rating, 243 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

Home in Prince Edward

4.95 out of 5 average rating, 242 reviews

The County Queen

The County Queen has the warmth of home. Curated with a mix of vintage and modern. Ideally located within walking distance of downtown Picton and the Harbour. Just a short drive to the stunning beaches of Sandbanks Provincial Park and the charming towns of Bloomfield and Wellington. This home is fully licensed per Prince Edward County bylaws (ST-2020-0199)

Home in Prince Edward

4.95 out of 5 average rating, 166 reviews

Our County Place

In the heart of Wellington, our updated 1880's farmhouse offers the best of the county. Bike to world-class vineyards, walk to the beach and great restaurants, or kick-back by a bonfire and count the stars. (July and August, weekly only Saturday to Saturday) Our County Place is a registered Short-term Accommodation in Prince Edward County (#ST-2019-0350)

Vacation rentals for every style

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Quaint homes, peaceful surroundings

Popular amenities for Wellington family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Home in Prince Edward

4.8 out of 5 average rating, 122 reviews

Hudson House - Country Retreat with Hot Tub

Home in Prince Edward

4.88 out of 5 average rating, 138 reviews

Country Gem w/ Hot Tub breath taking sunsets

Bungalow in Prince Edward

4.93 out of 5 average rating, 42 reviews

The Swan Sands Sunset House @ South Bay

Home in Prince Edward

4.99 out of 5 average rating, 137 reviews

SkySuite on West Lake

Home in Belleville

4.8 out of 5 average rating, 339 reviews

Moira river Waterfront from the upper level deck

Bungalow in Prince Edward

4.87 out of 5 average rating, 163 reviews

Little House on the Mountain, Picton, PEC

Home in Picton

4.85 out of 5 average rating, 120 reviews

The Gem - Beautiful farmhouse with hot tub!

Home in Bloomfield

4.74 out of 5 average rating, 323 reviews

This Is County - Beautiful Renovated Home.

Family- and pet-friendly home rentals

Home in Belleville

4.83 out of 5 average rating, 163 reviews

Charming Farmhouse in the City, Near Wine Country

Cottage in Prince Edward County

4.93 out of 5 average rating, 333 reviews

The Here & Now

Cottage in Hillier

4.9 out of 5 average rating, 384 reviews

Closson Cottage Charm with Summer Park Pass

Cabin in Cherry Valley

4.89 out of 5 average rating, 373 reviews

Swan Cove Cottage License number ST- 2019-0148

Guest suite in Prince Edward

4.95 out of 5 average rating, 133 reviews

☀️ ❤️The Heart Rock Vacation Rental ❤️☀️

Cottage in Brighton

4.85 out of 5 average rating, 239 reviews

Artist Cottage View of Lake Ontario

Tiny home in Roblin

4.96 out of 5 average rating, 319 reviews

Forest Mills Cabin Retreat

Loft in Picton

4.84 out of 5 average rating, 198 reviews

Converted Elementary School - Classroom 1 Suite

Family-friendly home rentals with a pool

Cottage in Tweed

4.81 out of 5 average rating, 201 reviews

Beautiful Riverfront Cottage

Cottage in Cherry Valley

4.69 out of 5 average rating, 62 reviews

Prince Edward County - Cherry Beach Family Resort

Guest suite in Quinte West

5 out of 5 average rating, 152 reviews

Stone Garden Guesthouse and Pool- Gateway to PEC

Cottage in Consecon

4.93 out of 5 average rating, 219 reviews

Muskoka-Style Lakefront Cottage with Pool & Sauna

Home in Prince Edward

4.95 out of 5 average rating, 55 reviews

The Oasis by West Lake

Bungalow in Prince Edward

4.91 out of 5 average rating, 86 reviews

Harwood House

Cottage in Prince Edward

4.95 out of 5 average rating, 40 reviews

CRESSY HOUSE - WATER FRONT & POOL

Chalet in Consecon

4.93 out of 5 average rating, 105 reviews

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

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

Total rentals
90 properties
Nightly prices starting at
$100 before taxes and fees
Total number of reviews
6K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
40 properties have a dedicated workspace

Destinations to explore