Holiday houses in Prince Edward

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Top-rated holiday rentals in Prince Edward

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Guest favourite

Guesthouse in Prince Edward

4.95 out of 5 average rating, 203 reviews

"On the Syde" - GUEST HOUSE

Romantic get-a-way for two! Cozy and sweet, just what the doctor ordered. If you are looking for private, NOT shared space, this little "On The Syde" guest house might be for you. Included is a kitchenette, continental BF, coffee, TV, WI-FI 6E, fresh sheets, towels, and quiet at night! Check out the chic Town of Wellington in beautiful Prince Edward County! If you want wineries, nightlife, good restaurants and a beach they are all just a few minutes away! Book now, singles welcome too!

11 – 18 May

$1,416 AUD total

Guest favourite

Guesthouse in Prince Edward

4.99 out of 5 average rating, 174 reviews

thecountycricket, Luxury loft near Picton

Licence No. ST-2019-0357 Welcome to our guest loft at "thecountycricket". We built and designed it with guests in mind. Our 34 acres is on a peaceful street with the woods lining the back of our property. Six acres are fenced in for our dogs and dog guests. We are 10 minutes from Picton Main street, vineyards, breweries, cider houses, antique shops & restaurants. Our loft is a large open-concept with a king size bed, pull out queen sofa & a full cook's kitchen. Welcome to our home in The County.

17 – 24 Feb

$2,086 AUD total

Guest favourite

Guest suite in Prince Edward

4.99 out of 5 average rating, 292 reviews

Rockery Suite - Picton 4 min to Main St ParkPass

Our spacious & welcoming Rockery Suite (licensed) - an inviting, fully equipped apartment with private entrance. Located less than 5 minutes from downtown Picton, the harbour, fine & casual dining, cafes, pubs, breweries, galleries & studios, shopping & so much more. Or take a short scenic drive to local wineries, beaches, ski & walking trails, Sandbanks Park, Lake On The Mountain, Glenora Ferry, Bloomfield, Wellington. Endless year round possibilities. Come and explore Prince Edward County.

29 Aug – 5 Sept

$1,722 AUD total

Guest favourite

Bungalow in Prince Edward

4.91 out of 5 average rating, 327 reviews

Bright & Cozy Bungalow Close to Downtown Picton

This bright & cozy cottage-style bungalow is the perfect home base for your PEC getaway! It is centrally located in the heart of Picton, offering 1 bedroom, 1 bath, office area, deck with BBQ & small yard. Comfortably accommodates two adults. Short 5 min walk to downtown, where you can enjoy The Royal Hotel, boutiques, restaurants, cafe's, galleries & more. A short drive to Sandbanks, wineries and breweries. Includes high speed Wi-Fi, central AC/heat, parking & annual Sandbanks day-use pass.

21 – 28 Oct

$1,350 AUD total

Guest favourite

Guest suite in Prince Edward

4.91 out of 5 average rating, 337 reviews

Walk to Drake, 20+ Hillier wineries, Rotary Beach!

Welcome to Prince Edward County! Our spacious 800sqft rental has you located within a 5 minute walk to downtown Wellington where you can enjoy amazing meals at the Drake Devonshire, Idle Wild, East & Main and El Condesa. You're a 20 minute bike ride from renowned wineries such as Norman Hardie, The Grange, Closson Chase and 20+ others. Finally, you're only a 20 minute drive from Sandbanks, an Ontario provincial park with three expansive sandy beaches on Lake Ontario. Enjoy County living!

11 – 18 Nov

$1,344 AUD total

Guest favourite

Guesthouse in Consecon

5.0 out of 5 average rating, 181 reviews

Cottontail Ridge Guesthouse / Prince Edward County

Welcome to our cozy guesthouse designed for two in wine country! Cottontail Ridge is a modern cabin set on a tucked away farm acreage in beautiful Prince Edward County. Enjoy stunning views from the picture windows & deck that overlook acres of old grazing fields. You may catch a glimpse of our namesake cottontail rabbits— or see turkeys, coyotes, fox & deer out back. On summer nights fireflies light up the fields and you’ll hear a serenade from crickets and frogs ;)

30 Dec – 6 Jan

$2,085 AUD total

Guest favourite

Guest suite in Consecon

4.88 out of 5 average rating, 107 reviews

Wellers Cove Getaway ST-2023-0047

Welcome to our home! We are nestled in a beautiful community just off the shores of Weller's Bay in Prince Edward County. Our property offers scenic views, privacy and a peaceful retreat to unwind and enjoy the best that the county has to offer. You can enjoy direct access to the millennium trail, offering miles of nature hikes or biking, or take advantage of the close proximity of North Beach Provincial Park, or the wine region just minutes away.

17 – 24 Oct

$1,273 AUD total

Guest favourite

Apartment in Prince Edward

5.0 out of 5 average rating, 152 reviews

Speakeasy Suites Picton, Prince Edward County

Whether you’re looking for a quiet, cozy, and comfortable stay, or if you’re an avid Instagrammer searching for a modern vacation experience, this luxury two-bedroom, fully-loaded suite in central Prince Edward County is the stay for you. Steps away from Tim Hortons, 555 Craft Brewery, The County Canteen, and many other popular local spots, you’re not far away from the experience that has made Prince Edward County the go-to tourist spot in Ontario!

14 – 21 Jan

$1,125 AUD total

Guest favourite

Bungalow in Milford

4.87 out of 5 average rating, 239 reviews

Royal Road Cottage

Experience the calm and beauty of looking out over the fields, and taking in the endless sky. Whether you're wine-tasting, cycling, bird-watching or seeking quiet retreat, Royal Road Cottage brings you to the heart of it. The cottage is rustic, cozy, and comfortable. 20 minutes from all regional attractions, it offers a quiet spot, off the beaten path. Great for couples, solo travellers and small families. We require a 2 night minimum.

30 June – 7 July

$1,658 AUD total

Guest favourite

Cottage in Consecon

4.87 out of 5 average rating, 133 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

27 Sept – 4 Oct

$1,907 AUD total

Guest favourite

Home in Prince Edward

4.94 out of 5 average rating, 176 reviews

Globe House Prince Edward County

STA License ST-2019-0027 Ease yourself into modern luxury, a perfect base for your romantic getaway in The County. Cozy up. Here you'll hear the sound of crickets, not sirens; smell flowers, not fumes; see stars, not headlights. There's an online article about the Globe House in the Globe and Mail which I can't link to here but you can find it if you search for: globe and mail prince edward county building a house

9 – 16 June

$2,123 AUD total

Guest favourite

Apartment in Prince Edward

4.99 out of 5 average rating, 236 reviews

Bark Guesthouse in Prince Edward County

Bark Guesthouse (Licence # ST-2020-0243) is a newly built guesthouse in Prince Edward County, set on a 2-acre property surrounded by vineyards. Within walking or biking distance of 20 plus wineries, lavender farm and a short drive to the villages of Wellington, Bloomfield and Picton. If you are looking to escape the city and enjoy a slower pace of life, then Bark Guesthouse might just be the place for you.

5 – 12 June

$2,578 AUD total