25 Best Vacation Rentals in Picton - Holiday Lettings - Cabins

Close

Picton

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this vacation rental you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

28 Vacation rentals

36

Vacation cottage in Picton

Prince Edward County / Picton

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Please be advised that the current flood advisory in Prince Edward County does not affect Turtle Crossing Cottage itself; only the “Adventure Path” to the shoreline is currently inaccessible. Turtle Crossing Cottage, a Country home on West Lake, Prince Edward County, i …see more

from $198 / night

$1346 - $1583 / week

Book View

from $198 / night

37

Vacation home in Picton

Prince Edward County / Picton

5 18 Min stay varies

  • 5 bedrooms
  • Sleeps 18
  • Min stay varies
  • Nearest beach 16 mi
  • Child friendly
  • Air conditioning
This is the perfect house and surroundings for a large group, whether it's family gatherings or a friend’s retreat. Welcome to the renovated Three Little Birds Farmhouse nestled on 58 acres of private woodlands. 20 minutes by car to Sandbanks Provincial Park (2 par …see more

from $396 / night

$1979 - $2707 / week

Book View

Responds fast!
avg. 1 hour 35 minutes

from $396 / night

26

Vacation home in Picton

Prince Edward County / Picton

3 11 Min stay varies

  • 3 bedrooms
  • Sleeps 11
  • Min stay varies
  • Nearest beach 30 mi
  • Child friendly
  • Air conditioning
The County Escape is a very private cottage/house on 3.5 acres. You will love the breathtaking views of Bay of Quinte from the deck, family room and dock. You will not want to leave. It is a bright 3 bedroom home with 2 additional bedrooms in the basement (basement bedr …see more

from $277 / night

$1583 - $1999 / week

Book View

Responds fast!
avg. 10 minutes

from $277 / night

12

Cottage rental in Picton

Prince Edward County / Picton

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 20 mi
  • Air conditioning
Perched on the edge of the escarpment, you have a spectacular view of the Glenora Ferry as it shuttles between Prince Edward County and Adolphustown. With the high rainfall this year, you also have a beautiful view of your very own waterfall. This is truely a very spe …see more

from $119 / night

$831 / week

Book View

from $119 / night

11

Vacation home in Picton

Prince Edward County / Picton

5 13 3 nights min

  • 5 bedrooms
  • Sleeps 13
  • 3 nights min
  • Child friendly
  • Air conditioning
Barley Days Stays is a Rentable Farm House Located in the Heart of Prince Edward County. It is a cozy 5 Bedroom house big enough for the whole family. 10km From Sandbanks Provincial Park 2Km from Picton, On 2Km from Bloomfield, On Right beside Barley Days Brewery Incl …see more

from $317 / night

$1670 / week

Book View

from $317 / night

12

Picton Vacation guest house rental

Prince Edward County / Picton

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 15 mi
  • Child friendly
  • Air conditioning
Located in downtown Picton, this fresh, clean and newly renovated Carriage House offers private parking, outdoor dining area with Weber BBQ, 2 bedrooms that comfortably sleeps 4 people. Cozy elegant neighbourhood with beautiful historic homes. Fully air conditioned, fre …see more

from $159 / night

$1108 / week

Book View

from $159 / night

(5) Very Good 

Certificate of Excellence

7

Picton Vacation studio rental

Prince Edward County / Picton

Studio 4 2 nights min

  • Studio
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 16 mi
  • Child friendly
We are located within a short walk of the very quaint downtown core of Picton, Ontario. We are minutes from the beaches of the Sandbanks Provincial Park. Come see the picturesque Prince Edward County by way of a wine tour. Lake on the Mountain is always worth a visit …see more

Certificate of Excellence

from $76 / night

$515 / week

Book View

Responds fast!
avg. 2 hours 55 minutes

from $76 / night

(6) Very Good 

Certificate of Excellence

8

Vacation condo in Picton

Prince Edward County / Picton

1 6 2 nights min

  • 1 bedroom
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 13 mi
  • Child friendly
Unit Two has a large living space and a spacious bedroom. There is an open concept livingroom, kitchen and diningroom with an executive bathroom. The executive bathroom is a 3 piece boasting a large beautiful tile/glass shower. This unit sleeps up to 6 people, with the …see more

Certificate of Excellence

from $100 / night

$638 / week

Book View

Responds fast!
avg. 2 hours 55 minutes

from $100 / night

(1) Very Good 

16

Vacation home rental

Prince Edward County / Picton

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
Ultra chic, ultra hip, ultra new two bedroom vacation suite located on Lake Street in Picton. 15 minute drive to the beach ~ 15 minute walk to downtown Picton for shopping, restaurants, cafes, live entertainment, and the historic Regent Theatre. This newly renovated sui …see more

from $152 / night

$756 - $1075 / week

Book View

from $152 / night

(3) Excellent 

32

Vacation home in Picton

Prince Edward County / Picton

5 9 2 nights min

  • 5 bedrooms
  • Sleeps 9
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 14 mi
  • Child friendly
The White Rabbit Guest House is a charming and newly renovated Ontario cottage style century home located in the heart of Prince Edward County in the town of Picton. Situated on Main Street, it is within easy walking distance to cafes, restaurants, galleries, shops, the …see more

from $279 / night

$1951 / week

Book View

Responds fast!
avg. 2 hours 6 minutes

from $279 / night

36

Picton Vacation cottage rental

Prince Edward County / Picton

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
Perfect cottage getaway in Prince Edward County. Close to Sandbanks beach, wineries, shopping, restaurants, and more. Cottage features open-concept living in a beautiful setting close to a water on Westlake. Property faces west, so there are sunsets every night. Large d …see more

from $139 / night

$1385 - $1441 / week

Book View

Responds fast!
avg. 3 hours 40 minutes

from $139 / night

(7) Excellent 

12

Vacation home with swimming pool in Picton

Prince Edward County / Picton

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 3 mi
  • Swimming pool
  • Child friendly
Private,quiet location 5 minutes from the sandbanks,great area for swimming,biking,hiking...you will find it peaceful .open concept guesthouse sleeps 4 comfortably..note 2 queen beds.lots of trees for shade,full sun around salt water pool.very pet friendly..microwave,co …see more

from $200 / night

$1195 / week

Book View

Responds fast!
avg. 2 hours 36 minutes

from $200 / night

(1) Excellent 

44

Vacation b&b in Milford

Picton / Milford

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Air conditioning
  • Private garden
Traveling with a large group? We can accommodate up to 7 guests in 3 bedrooms .... ask us! Quiet, peaceful and pastoral describe this rural bed and breakfast conveniently located in the heart of Prince Edward County near Waupoos and the Black River Cheese Company. We h …see more

from $148 / night

$1032 / week

Book View

Responds fast!
avg. 1 hour 34 minutes

from $148 / night

(5) Very Good 

12

Picton Vacation cottage rental

Prince Edward County / Picton

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool
The cottage is right on the water and just a short walk from the outdoor heated pool, playground, basketball/tennis courts and sandy beach. The entire family can enjoy complimentary canoe, kayak and paddleboat/boards as will as a variety of Kidz Club activities. The ful …see more

from $198 / night

$1188 - $1425 / week

Book View

Responds fast!
avg. 3 hours 43 minutes

from $198 / night

14

Home rental in Milford

Picton / Milford

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Relax and unwind in the modern comfort of this private getaway. Perched high above scenic South Bay, you will enjoy the tranquility and the view offered by this two bedroom waterfront cottage. It's a natural paradise and home to a variety of birds and wildlife too. Mean …see more

from $162 / night

$809 - $1154 / week

Book View

from $162 / night

26

Milford Vacation home rental

Picton / Milford

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Milford Meadows is perfect for gatherings of family and friends with lots of space both indoors and out. This private vacation retreat is located in a quiet rural area close to Milford, about 20 minutes from the Sandbanks beaches and less than 10 minutes to Picton. Rela …see more

from $200 / night

$995 - $1353 / week

Book View

from $200 / night

(7) Very Good 

14

Vacation home in Picton

Prince Edward County / Picton

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 28 mi
  • Child friendly
  • Air conditioning
Hidden Treasure – Simple Pleasures, is our cozy 4 season vacation rental on Treasure Cove Lane, in Prince Edward County. Designed in the 80s, with cottage-family-living in mind, our cottage is ideal for casual and respectful cyclists and travelers alike. If you are use …see more

from $198 / night

$1108 - $1385 / week

Book View

Responds fast!
avg. 2 hours 2 minutes

from $198 / night

(21) Excellent 

44

Milford Vacation b&b rental

Picton / Milford

2 2 2 nights min

  • 2 bedrooms
  • Sleeps 2
  • 2 nights min
  • Nearest beach 28 mi
  • Air conditioning
  • Private garden
Traveling with a large group? We can accommodate up to 7 guests in 3 bedrooms .... ask us! Quiet, peaceful and pastoral describe this rural bed and breakfast conveniently located in the heart of Prince Edward County near Waupoos and the Black River Cheese Company. We h …see more

from $147 / night

$1025 / week

Book View

Responds fast!
avg. 1 hour 34 minutes

from $147 / night

44

Milford Vacation b&b rental

Picton / Milford

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Air conditioning
  • Private garden
Traveling with a large group? We can accommodate up to 7 guests in 3 bedrooms .... ask us! Quiet, peaceful and pastoral describe this rural bed and breakfast conveniently located in the heart of Prince Edward County near Waupoos and the Black River Cheese Company. We h …see more

from $148 / night

$1032 / week

Book View

Responds fast!
avg. 1 hour 34 minutes

from $148 / night

(12) Excellent 

Certificate of Excellence

35

Picton Vacation apartment rental

Prince Edward County / Picton

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
We would love you to stay in our newly renovated holiday apartment 'Lazy Dayz' which is part of our home with it's own separate entrance and patio. Relax | Unwind | Enjoy with spectacular views of Lake Ontario and only a 2 minute drive to Picton, Lazy Dayz is a truly r …see more

Certificate of Excellence

from $103 / night

$721 / week

Book View

Responds fast!
avg. 1 hour 43 minutes

from $103 / night

(18) Excellent 

10

Apartment rental in Picton

Prince Edward County / Picton

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Child friendly
Loyalist Lofts are now in our ninth year of providing clean comfortable suite rentals. We offer three delightful suites to choose from. Each beautifully maintained apartment is equipped with modern efficient conveniences in a relaxing comfortable environment. Loyalist L …see more

from $179 / night

$1148 - $1287 / week

Book View

Responds fast!
avg. 2 hours 27 minutes

from $179 / night

(5) Excellent 

57

Vacation villa in Picton

Prince Edward County / Picton

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Nearest beach 32 mi
  • Ask about children
  • Air conditioning
Spoil yourself with a relaxing All Season Getaway in Prince Edward County. The Towers Manor Guest House is located in the heart of Prince Edward County. The home offers an executive and exclusive country getaway. You can't help but appreciate the newly renovated kitche …see more

from $395 / night

$2765 / week

Book View

from $395 / night

(2) Very Good 

21

Vacation home in Picton

Prince Edward County / Picton

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
  • Air conditioning
Overlooking the Picton Harbour in the heart of Prince Edward County, this 3 bedroom vacation home is a perfect blend of modern convenience with historic charm. Tour the County wineries, visit the Sandbanks Provincial beaches, sample the regional cuisine and peruse the l …see more

from $252 / night

$1258 - $1871 / week

Book View

from $252 / night

25

Picton Vacation home rental

Prince Edward County / Picton

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Child friendly
Welcome to a one-of-a-kind deluxe family-friendly cottage located in beautiful Prince Edward County. This renovated dog friendly cottage is on scenic West Lake facing west to catch the beautiful sunsets. It’s minutes drive away from the beaches of Sandbanks Provincial …see more

from $543 / night

$3799 / week

Book View

Responds fast!
avg. 1 hour 2 minutes

from $543 / night

15

Picton Vacation apartment rental

Prince Edward County / Picton

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Loyalist Lofts are now in our ninth year of providing clean comfortable suite rentals. We offer three delightful suites to choose from. Each beautifully maintained apartment is equipped with modern efficient conveniences in a relaxing comfortable environment. Loyalist L …see more

from $159 / night

$871 - $1425 / week

Book View

Responds fast!
avg. 2 hours 27 minutes

from $159 / night

31

Vacation home in Picton

Prince Edward County / Picton

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
Authentic mid-century modern bungalow overlooking Picton Bay and located on three acres of park-like setting on the outskirts of town. With four bedrooms, three bathrooms, a spacious living room and a billiards room, it’s a great location for family gatherings and get-t …see more

from $287 / night

$1433 - $1589 / week

Book View

from $287 / night

(9) Good 

45

Vacation hotel apartment in Picton

Prince Edward County / Picton

18 40 2 nights min

  • 18 bedrooms
  • Sleeps 40
  • 2 nights min
  • Child friendly
Blue Jay Cottages is a family friendly lake front cottage retreat situated on the shores of East Lake, south of Picton, Prince Edward County. We are ideally located within 2 hours of Toronto and 3 hours of Ottawa, offering you a quick escape from the busy, noisy …see more

from $238 / night

$1188 / week

Book View

from $238 / night

11

Apartment rental in Picton

Prince Edward County / Picton

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
Loyalist Lofts are now in our ninth year of providing clean comfortable suite rentals. We offer three delightful suites to choose from. Each beautifully maintained apartment is equipped with modern efficient conveniences in a relaxing comfortable environment. Loyalist L …see more

from $159 / night

$1029 / week

Book View

Responds fast!
avg. 2 hours 27 minutes

from $159 / night