Holiday rentals in Picton

4.95 out of 5 average rating, 264 reviews

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, 222 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*

4.88 out of 5 average rating, 252 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.

4.96 out of 5 average rating, 506 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, 409 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.

4.99 out of 5 average rating, 150 reviews

Loft in Picton

Spacious Loft Apartment With Large Deck in Picton

The Loft at Nine Gables is a bright and spacious open concept, private one bedroom loft style apartment. The private entrance is off a large second storey deck that overlooks a beautiful garden. Located in a residential area of town, it is only a 10-minute walk to Picton's Main Street with its theatre, fine restaurants, cafes and shops and a few blocks away from Macaulay Conservation hiking trails. The beautiful beaches at Sandbanks are a short drive away. License number ST-2019-0014

Tiny home in Prince Edward

4.98 out of 5 average rating, 409 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, 183 reviews

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.

Guest suite in Prince Edward

4.96 out of 5 average rating, 135 reviews

Rosé All Day - Private Loft Suite in Picton

Perfect for a couple’s weekend getaway & located walking distance from Picton’s shops & restaurants, this is a private suite in a duplexed home on a quiet street. It includes a sunroom on the main floor with private access to a large backyard. Upstairs is a loft sitting area as well as the bedroom with ensuite bathroom. The loft area includes a fold-out sofa & the sunroom kitchenette has a microwave, bar fridge, toaster, kettle, french press, dishes, glassware & cutlery.

4.95 out of 5 average rating, 320 reviews

Cottage in Prince Edward

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.

4.98 out of 5 average rating, 146 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 house in Prince Edward

4.97 out of 5 average rating, 139 reviews

Spacious Downtown loft w/treetop deck

Modern and Spacious 2 bdrm Carriage House Loft with high-speed wifi and large, private elevated outdoor living space overlooking the treetops of Benson park. Live like a local and enjoy all the convenience of downtown village life with this walk-able location steps from the Royal Hotel. This home is a safe space for folks from all minority and marginalized groups. We welcome guests of all races, faiths, genders, and sexual orientations. ST-2020-0151 R2

Holiday rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

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Convenient locations with everyday essentials

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A space that's all yours, with room for everyone

Popular amenities for Picton holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Picton

5 out of 5 average rating, 12 reviews

The Falconer Carriage House

FauveRating, 5 stars1 month ago

This was our second time staying, and we will definitely be back again! Great location, beautiful place and Alex is so helpful. Highly recommend!

Private room in Prince Edward

4.92 out of 5 average rating, 217 reviews

Rose Room at Cindy's B&B: Solo Rates!

CynthiaRating, 5 stars5 months ago

Cindy’s place is very cosy and comfortable. A great place to stay and in the summer there is a pool!!

5 out of 5 average rating, 3 reviews

The Aera - Light-Filled Retreat in Picton

PrityRating, 5 stars6 days ago

Great little place to stay in Picton! Clean, great location, and has everything you need for a weekend getaway. Walkable to local restaurants and bars, and a short drive to all the wineries around. Definitely recommend and can’t wait to come back.

5 out of 5 average rating, 5 reviews

Cozy urban cottage in the heart of Picton

BessieRating, 5 stars2 weeks ago

Loved my stay and vibe of this cozy home. Lorren was responsive and friendly. The location was perfect, walkable to main Street, restaurants, shopping and trails. The space was prestine and decorated beautifully.

Guest house in Prince Edward

4.8 out of 5 average rating, 20 reviews

Orchard View

JeremyRating, 5 stars1 week ago

Perfect for a weekend away in Prince Edward county. Wish we could’ve stayed the week! Clean and comfortable. Comfy bed. Great location. Excellent value. Very pleased with our stay. Would not hesitate to return.

5 out of 5 average rating, 74 reviews

Loft in Prince Edward

Stillwood Loft

GaneshRating, 5 stars2 weeks ago

We had a wonderful stay at this beautifully restored barn house! The space was full of charm and character, with all the modern comforts we needed. The hosts were absolutely lovely—super responsive and thoughtful throughout our stay. The surrounding countryside was peaceful and scenic, the perfect setting to relax and unwind. Our daughter loved the place, and we really appreciated the thoughtful touches like the high chair and crib they provided for her—it made traveling with a little one so much easier. Overall, we thoroughly enjoyed our stay and would love to come back again. Highly recommend to anyone looking for a relaxing countryside getaway!

4.98 out of 5 average rating, 63 reviews

"Steps Away" Picton, Dog Friendly/fenced yard

SabrinaRating, 5 stars9 months ago

We had such a lovely stay at Jane's airbnb. It has every amenity you could think of from the pool toys, to smore fixings and beach supplies. The firepit and the s'mores were a bit hit with our son. It's also a dog friendly stay and we got to meet her dog, Gracie. The beds are very comfy and the place is spotless. Highly recommend!