
Family-friendly holiday rentals in Picton
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Picton

Total holiday rentals
Explore 130 holiday rentals in Picton

Nightly prices starting at
Picton holiday rentals start at $102 SGD per night before taxes and fees

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Over 12,890 verified reviews to help you choose

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
130 of Picton holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Picton rentals

4.9 Average rating
Picton stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated family-friendly rentals in Picton
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

A Tranquil Oasis in Picton
Stride across lovingly restored softwood floors that tie main level rooms together. A thorough remodeling has produced a modern kitchen and wide open, airy spaces with neutral decor. Climb stairs at night to a quiet and romantic bedroom loft. Guests have private access to the top 2 floors of the house. The 2nd floor welcomes you with a brand new kitchen, large bedroom with queen size bed, living room with queen size sofa bed, bathroom and dining room. Enjoy your breakfast (or a glass of wine) on the balcony in the summer. Take the stairs to the third floor, where you will find a private giant master bedroom loft, complete with king size bed and 2 skylights for gazing at the starry sky. Lots of room for your cars! Upon arrival, rest assured that there will always be room for up to 3 cars in the driveway (along with free street parking). Brand new kitchen is fully stocked and includes a washer/dryer for your use. Large bathroom with bathtub. Dining room with table for 6. Living room with large Smart TV with cable and sofa bed with queen size pull out. Stairs lead to the private (with door) master bedroom loft. Comfy king size bed, 2 skylights and lots of books The house is on a friendly street in the town of Picton, Prince Edward County. It was purchased on a whim by a couple who fell in love with the area. Walk downtown to fine restaurants and shops. Sandbanks Provincial Park is a 15-minute drive away. Because the house is on the top 2 floors - it is important that you and your guests (including children) are OK with stairs. We do not have baby gates. Home access is keyless via smart lock.

Modern School House *SPA GETAWAY*HOT TUB & SAUNA*
Welcome to the Schoolhouse, an 1859 original school remodelled for your boutique vacation getaway. Located on Glenora Road just a few minute drive from the glorious downtown shops & restaurants of Picton Main St. The central location also acts as a great jumping off point to enjoy all the spectacular wineries, craft breweries, art galleries, beaches & trails that the County has become known for. *Please note we are a family getaway and not set up to host those looking for a party atmosphere*

Harbour Main playful century home w/ private patio
Enjoy a stylish experience at this centrally located home. HarbourMain is perfectly located steps away from Picton's Main street which has lovely cafés, local shops, breweries & restaurants. No need to take the car, you can leave it parked in the back parking lot of the home (fits 2 cars comfortably) and walk to your nearby destination. The private back patio offers great seating area & BBQ. We can't wait to host you This home is fully licensed per Prince Edward County bylaws (ST-2022-0073)

Downtown Picton Retreat |Near Sandbanks & Wineries
Stay in the heart of Picton - steps to downtown restaurants, The Royal, The CAPE, and everything Prince Edward County has to offer. Escape to our bright, sun-filled, stylish home on a peaceful street. This 3-bed, 2-bath chalet sleeps 6. Features a fully equipped kitchen, fireplace, and a private backyard with BBQ, patio, and fire pit. Minutes to Sandbanks Provincial Park, wineries, and breweries. You’re at the center of it all. Perfect for families, couples, and groups to relax and unwind.

Stunning Prince Edward County Post & Beam Retreat
Welcome to Three Keys Waupoos, the County's ideal luxury accommodation for those who are looking for elegance, beauty, and comfort. This retreat is situated in the the heart of all things that make the County memorable; wineries, orchards, cheese factories, and scenic vistas. The house is all about open spaces and beautifully constructed post and beam craftsmanship. A short drive to many desirable County destinations, you'll be happy you chose our house overlooking Smith's Bay, Lake Ontario!

The Bloomfield Guest House
Are you looking for an awe-inspiring, peaceful, retreat-like setting for your visit to The County? Book this well-crafted private guest-house in charming Bloomfield, perfectly located between Wellington and Picton. The expansive farm-field view will instantly ground and settle your being. Every aspect of this luxury offering has been designed and built with integrity and care. We welcome you to embody a felt-sense of coming home. Follow us @thebloomfieldguesthouse Licence # ST-2022-0076

The Huxley - cool, stylish private suite & hot tub
The Huxley is a newly renovated, private lower level suite of an idyllic Century home, in the heart of Picton. Just a short stroll to the main street and you find restaurants like The Royal Hotel, 555 Brewing and Bocado. Kick back and relax in the space designed for luxurious comfort, enjoy the MCM and antique touches through out, plus the newly installed salt water hot tub. The Huxley is the perfect spot for two adults or a family of three to have fun, reconnect and enjoy The County.

Harbourgrove
License #2020-0245 Welcome to Harbourgrove! Located right around the corner from the main street in Picton Ontario, this house is bright and airy. The kitchen comes with all of the equiptment you need to make your morning tea and coffee and your favourite culinary creations. There is a small patio to enjoy warm summer nights, off of the main floor. This property is close to the picturesque harbour, hiking spots, historical landmarks, wineries, breweries, shops, restaurants and much more!

Private & charming historic suite, central Picton
ST-2022-0107 Enjoy easy access to everything the County has to offer from this central suite in Picton. Situated near the harbour, downtown and the hiking trails at McCauley Mountain, start the day with a hike and easily stroll home at night from Main St restaurants. This historic space is renovated with modern touches, but with the charm intact. The kitchen's well equipped for preparing meals at home and there's hidden laundry in the dining area to clean up after a day at the beach.

Sunlit + Tranquil 2 Bedroom Home | Rewild House
We can't wait to host you at the Rewild House in magical PEC! The Rewild House is designed for you to cozy up with your friends or your kiddos after a long day splashing in the waves or winery hopping. This two-bedroom, sunlit space is just two blocks from Main St Picton and equipped with everything you need, from coffee to a pack n play. We call it the Rewild House because it is our hope that you will be transformed by the beauty and nature that surrounds us here in the county.

Lola's Loft, -NEW Coach House-Picton PEC
Located just steps from Main Street Picton, this newly renovated coach house is hidden away in a large fenced in green space. While cozy and rustic, the house is equipped with a large modern bathroom and full kitchen. A short walk takes you to all the great shops and restaurants Picton has to offer. Relax on your private deck after a long day at the beach.Enjoy the use of a SANDBANKS PARK PASS which allows you free access to all the beaches and to bypass any lineups.

Steps to Main St. Century Home w Sandbanks Pass
THE NESTLED INN is half a block to Picton Harbour in one direction, Delhi Park in the other, and a 2 minute walk to the many bars, cafes, and restaurants on Main Street. You couldn't ask for a better location! Enjoy the views of Macaulay Mountain from our back deck, complete with outdoor dining for six and a bbq, or stretch out in our very private, spacious back yard. Check out our Airbnb Guidebook for more recommendations. STA license number st-2020-0309
Popular amenities for Picton family-friendly rentals
Family-friendly home rentals with a hot tub

Retro vibe w/ hot tub, piano lounge and vinyls

County gem centrally located w/fireplace & hot tub

Summer House PEC *Free Sandbanks Beach Pass!*

The Miller Inn & Suites W/ Hot Tub & Beach Pass!

Waterfront Casa in wine County w/SAUNA and HOT TUB

5 Bedroom Home w Games Rm, Hot Tub + Terrace,

Peaceful Peninsula. A Private Waterfront Oasis.

SunriseSunsetPeace
Family- and pet-friendly home rentals

The Smith - Renovated 4 Bedroom

Globe House Prince Edward County

Desta, A perfect home base to explore the County.

Modern Harbourfront 4BR Century Home

30 on King (Sandbanks Passes)

From quiet rivers to starlit skies,

thecountycricket, Luxury loft near Picton

The Coach House - Summer Sandbanks Pass Included
Family-friendly home rentals with a pool

Downtown Picton, salt water pool

Crossroads of the County

Evermore Guest House

Dragonfield House: a beautiful stay in central PEC

Lakefront Cottage with Pool, Hot Tub & Sauna

A Modern Creekside Retreat in PEC (STA 2019-0276)

** The Cherry Valley House **

White Cedar Hill
Destinations to explore
- Rentals with a fireplace Picton
- Cottage rentals Picton
- Rentals with a washing machine and dryer Picton
- Flat rentals Picton
- Rentals with a patio Picton
- Rentals with beach access Picton
- House rentals Picton
- Rentals with a firepit Picton
- Rentals with outdoor seating Picton
- Private suite rentals Picton
- Pet-friendly rentals Picton
- Family-friendly rentals Prince Edward
- Family-friendly rentals Prince Edward County
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Bay of Quinte
- Wolfe Island
- Presqu'ile Provincial Park
- Sandbanks Provincial Park
- Batawa Ski Hill
- Black Bear Ridge Golf Course
- Lemoine Point Conservation Area
- Kingston 1000 Islands Cruises
- Sandbanks Dunes Beach
- Closson Chase Vineyards
- Rosehall Run Vineyards Inc
- Frontenac Provincial Park
- INVISTA Centre
- Ste Anne's Spa
- North Beach Provincial Park
- Ranney Gorge Suspension Bridge
- Grange of Prince Edward Vineyards and Estate Winery
- National Air Force Museum of Canada
- Hinterland Wine Company
- Queen's University
- Lake on the Mtn Provincial Park
- Lake Ontario Park
- Casa-Dea Winery & Banquet Hall





