Holiday rentals in Picton Bay

4.96 out of 5 average rating, 268 reviews

Flat in Prince Edward

Summer House PEC *Free Sandbanks Beach Pass!*

Welcome to Summer House PEC! Brand new construction located close to Main St. Picton. Our love of the Sandbanks inspired this modern coastal themed space. We've curated an indoor/outdoor experience to meet your vacation needs, including: 2 bedrooms/1 bath, full kitchen (new Kitchenaid appliances), Nespresso coffee bar, laundry, home theatre, and bar. Outside enjoy a spacious fenced-in yard, outdoor kitchen with BBQ, and Jacuzzi hot tub! Sandbanks Beach Summer Pass Included! License#ST20200312

4.99 out of 5 average rating, 223 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*

4.99 out of 5 average rating, 445 reviews

Yurt in Yarker

Our Yurt - Your Getaway. Rustic Luxury!

Reconnect with nature and each other all year round. Perfect for a romantic holiday/proposal. Nestled in the woods, directly across the road from a lake, it is private but not secluded. Your stay includes outdoor leisure equipment for fun on the lake every season. Just relax, I do the dishes! There's no running water in the yurts well-appointed kitchenette but everything else you need is there! The camp toilet is in an outbuilding by the yurt and a gorgeous guest shower room is up at the house.

4.96 out of 5 average rating, 511 reviews

Guest suite in picton

Westlake’s Suite 25

A beautiful self contained Suite within our home with self check in. A sitting room with kitchenette, leading into a separate spacious bedroom with ensuite. The large windows allow for an abundance of natural light throughout. Relax and reflect on the front porch. Located in the heart of the county, Westlake, which is approx. 15 minutes from downtown Picton. parking included. Walking distance to the Dunes beach at Sandbanks prov. Park.. Sandbanks parking pass included Occupancy 2 adult

Bungalow in Prince Edward

4.92 out of 5 average rating, 413 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.

Tiny home in Prince Edward

4.98 out of 5 average rating, 413 reviews

Picton Creekside Retreat

Prince Edward County, Picton ON. STA Lic# ST-2019-0028. Our tiny home (540 square feet) is totally yours, 1 bedroom, deck with tables and chairs, sunny west exposure. Industrial chic, bright, large lot, pet friendly, Wifi, full kitchen, living space, office area, smart TV and air conditioned. We supply a seasons Day use Pass to the Sandbanks Provincial park for you to book your day(s) at the beach. To guarantee entry, you can book your dates up to 5 days in advance.

4.9 out of 5 average rating, 187 reviews

Flat in Prince Edward

Modern open concept farmhouse studio w/parking

Welcome to Unit #3 at the Picton Commons! Located on Main St. near historic Picton Harbour, this mid-century modern studio offers a stylish and cozy retreat for those looking to explore PEC. Our unit features a tastefully renovated interior, complete with a king sized bed, farmhouse kitchen, as well as a private outdoor patio and free street parking directly outside. Steps away from the county fairground and a short walk to the best restaurants and shops Picton has to offer.

4.98 out of 5 average rating, 147 reviews

Cottage in Prince Edward

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)!

Guest suite in Prince Edward

4.96 out of 5 average rating, 192 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. Sandbanks Park is approx 20 minutes away and we will share a park day pass with our guests during their stay.

4.99 out of 5 average rating, 159 reviews

Cottage in Prince Edward

Peaceful Peninsula. A Private Waterfront Oasis.

Please note summer 2025 (June 27-August 29) is weekly rentals Friday to Friday. Come and unwind on a private peninsula with water surrounding you on 3 sides. Peaceful peninsula is the perfect private, tranquil getaway. A place for mind, body and soul to find rest. NEW! CEDAR BARREL SAUNA with panoramic views, hot tub, seasonal outdoor shower, wood stove, 2 outdoor fire pits and a day bed in the gazebo all provide ample opportunities for relaxation.

Guest house in Prince Edward

4.97 out of 5 average rating, 257 reviews

Peaceful Country Studio Retreat

Our private studio is ideally situated in quiet, rural Prince Edward County near beaches, restaurants, wineries, art studios and all the villages of our beautiful island community. Great for cyclists, artist/writer's retreat, or a romantic getaway. You are staying at a Super Host place. Our super host status was temporarily removed because we were closed during the pandemic. Proof of vaccination is required. Thank you. Licence No. ST-2019-0356

4.93 out of 5 average rating, 572 reviews

Home in Picton

No Fees, Walk to Bars, restaurant. drive Beach

No Fees - House Downtown Picton, Ontario, only 10 Minutes to Beach & after day at Beach, come back to house, freshen up & never need to get back in car-steps away to Pubs, Breweries, bike trails, theatre, Groceries & LCBO - IMPORTANT: All weekends minimum 2 nights (Fri & Sat). Rates are based on 2 people & additional charges per person, per night where more than 2 guests. No animals due to allergies. Free Parking

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Other great holiday rentals in Picton Bay

5 out of 5 average rating, 32 reviews

Elegant PEC home, 10/10 view near Glenora Ferry

AlbertRating, 5 stars8 months ago

Trip with family and really enjoyed the stay Great views to the lake, peaceful and open space Place had everything you need and a lot of things to do nearby (apple picking, wineries and restaurants)

4.98 out of 5 average rating, 51 reviews

Picton's Brass Foundry

StephRating, 5 stars1 month ago

Vanessa's Brass Foundry home was the perfect retreat in Picton, both rich in history and old touches mixed with modern amenities, the guest home was a charmer. Even more lovely than it was in the pictures, comfortable bed, couch, amenities. Super clean with touches of lovely live spring florals around the home and great linens. Wished we would of had better weather and more time to use the amazing patio. Loved that it was a short walk to the main downtown Picton strip of shops, restaurants and cafes. Which Vanessa had such great recommendations for great spots to dine, shop, see. Will definitely return!

Home in Picton

4.94 out of 5 average rating, 17 reviews

The Verne: Beautiful Waterfront Escape by Picton

LaurenRating, 5 stars8 months ago

Really enjoyed our stay at the Verne. The front sunroom is amazing! There is a great kitchen and multiple indoor and outdoor sitting spaces. Great views and very close to Picton and other attractions in the area. Host was very responsive. Would go back.

Guest house in Prince Edward

4.86 out of 5 average rating, 29 reviews

Orchard View

SueRating, 5 stars1 day ago

We arrived early for a wedding and Bailly was kind enough to let us in before 4pm. The place was perfect and the view was incredible. The kitchen and bathroom were well stocked and we had access to everything! Definitely recommend this place 100%!!

4.98 out of 5 average rating, 80 reviews

Cottage in Prince Edward

Waterfront Casa in wine County w/SAUNA and HOT TUB

JamieRating, 5 stars1 week ago

I spent my bachelorette weekend with three friends at Amanda and Josh’s cottage, and it was absolutely perfect. We were lucky with the weather and got to spend lots of time outside - playing badminton, relaxing in the hot tub and sauna, and soaking in the stunning view. The fire pit and fireplace table were such cozy touches, especially in the evenings. We made great use of the kitchen and loved lounging in the den. Overall, it was the perfect setting for a fun and relaxing weekend. Highly recommend!

4.96 out of 5 average rating, 45 reviews

Loft in Prince Edward

Main St. FarmHouse Loft PEC, in heart of Picton

DawnaRating, 5 stars3 weeks ago

If you are thinking of a weekend in PEC, book this place NOW! Wow, exactly like the pics, so clean, and it had everything we needed (and more). Excellent location on Main st. Picton, on top of Bocado (Spanish restaurant), which was excellent. Across the street from the Royal hotel, many shops and pubs to browse on Main Street. Thanks Jamie, you are an excellent host, always quick to respond. I can’t recommend this loft highly enough.

4.94 out of 5 average rating, 54 reviews

PEC Farmhouse w/ pool,basketball court,pizza oven

AmandaRating, 5 stars2 weeks ago

Old Milford House was the perfect staycation for our group. The home itself is beautifully maintained and the outdoor spaces were breathtaking. We made use of the outdoor wood fired oven - which was easy to use as all the tools (including wood) were provided with clear instructions. There is a screened in porch / dining area which was so lovely given the time of year. We could sit outside and enjoy dinner without the worry of June insects. The kitchen is very well stocked with the necessities and had every tool needed for preparing and serving meals to a larger group. There are plenty of bedrooms that felt separate enough for everyone to have their own space. Thanks for a lovely stay - we will be back!