Vacation rentals in Picton Bay

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Top-rated vacation rentals in Picton Bay

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Guest favorite

Guesthouse in Prince Edward

4.99 out of 5 average rating, 173 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.

Nov 11 – 18

G$36,724 GYD per night

Guest favorite

Home in Prince Edward

4.99 out of 5 average rating, 171 reviews

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*

May 8 – 15

G$66,597 GYD per night

Guest favorite

Home in Prince Edward

4.87 out of 5 average rating, 384 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

Sep 18 – 25

G$28,016 GYD per night

Guest favorite

Guest suite in Prince Edward

4.99 out of 5 average rating, 291 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.

Sep 20 – 27

G$29,006 GYD per night

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.

Mar 1 – 8

G$19,902 GYD per night

Guest favorite

Bungalow in Prince Edward

4.91 out of 5 average rating, 322 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.

Nov 14 – 21

G$20,295 GYD per night

Guest favorite

Guest suite in Prince Edward

4.96 out of 5 average rating, 165 reviews

PEC Warren Farmhouse Suite in Picton

Welcome to our Warren farm property in beautiful Prince Edward County. Our century farmhouse is located 4 minutes from Picton and is right in the heart of the County. Your private suite has 2 bedrooms, a fully equipped kitchen, sunroom and living room space with wood stove. Explore breweries, wineries and Sandbanks park just a short drive away. Bring your bicycles and explore the Millennium Trail just a 10 minute bike ride from our location. Sandbanks Park is approx 20 minutes away.

Oct 24 – 31

G$32,033 GYD per night

Guest favorite

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.

Nov 14 – 21

G$31,789 GYD per night

Guest favorite

Cottage in Prince Edward

4.99 out of 5 average rating, 106 reviews

Picton Bay Hideaway

Picton Bay Hideaway is a family owned and operated licensed waterfront bungalow with 2 bedrooms and a walk out basement that can comfortably sleep up to 4 adults plus 2 children. This getaway is ideal for those wanting to slow down, relax and spend quality time with loved ones or for those who are looking for a quiet and peaceful workspace retreat. Whether you are a wine, food, fishing, or a beach goer, there is something for everyone in Prince Edward County (PEC)!

Oct 3 – 10

G$46,358 GYD per night

Guest favorite

Apartment in Prince Edward

5.0 out of 5 average rating, 146 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!

Mar 16 – 23

G$19,341 GYD per night

Guest favorite

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

Jun 9 – 16

G$34,171 GYD per night

Guest favorite

Apartment in Prince Edward

4.88 out of 5 average rating, 103 reviews

PEC Apartment Mins Drive to Downtown - Beach Pass

Light, breezy apartment (licensed) off the Millennium Trail leading to Parsons Brewery, Picton Golf Club, and much more! Sandbanks day pass included. Three minutes to downtown Picton with trendy restaurants and cute shops. Easy to navigate to from the 401! Main floor unit, with completely separate entrance and private patio space from the upper unit. Please note, there is one ensuite bathroom.

Mar 29 – Apr 5

G$33,096 GYD per night