House holiday rentals in Picton

Find and book unique houses on Airbnb

Quick stats about house rentals in Picton

  • Total holiday rentals

    Explore 100 holiday rentals in Picton

  • Nightly prices starting at

    Picton holiday rentals start at $76 SGD per night before taxes and fees

  • Verified guest reviews

    Over 9,740 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    100 of Picton holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Picton rentals

  • 4.9 Average rating

    Picton stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated house rentals in Picton

Guests agree: these houses are highly rated for location, cleanliness and more.

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Top guest favourite
A bright living area features a comfortable grey sofa adorned with decorative pillows. A light wood coffee table sits on a geometric area rug, accompanied by a stylish chair. Natural light floods the space through the windows, highlighting the neutral decor.
Home in Prince Edward

A Tranquil Oasis in Picton

Stride across lovingly restored softwood floors that tie main level rooms together. A thorough remodeling has produced a modern kitchen and wide open, airy spaces with neutral decor. Climb stairs at night to a quiet and romantic bedroom loft. Guests have private access to the top 2 floors of the house. The 2nd floor welcomes you with a brand new kitchen, large bedroom with queen size bed, living room with queen size sofa bed, bathroom and dining room. Enjoy your breakfast (or a glass of wine) on the balcony in the summer. Take the stairs to the third floor, where you will find a private giant master bedroom loft, complete with king size bed and 2 skylights for gazing at the starry sky. Lots of room for your cars! Upon arrival, rest assured that there will always be room for up to 3 cars in the driveway (along with free street parking). Brand new kitchen is fully stocked and includes a washer/dryer for your use. Large bathroom with bathtub. Dining room with table for 6. Living room with large Smart TV with cable and sofa bed with queen size pull out. Stairs lead to the private (with door) master bedroom loft. Comfy king size bed, 2 skylights and lots of books The house is on a friendly street in the town of Picton, Prince Edward County. It was purchased on a whim by a couple who fell in love with the area. Walk downtown to fine restaurants and shops. Sandbanks Provincial Park is a 15-minute drive away. Because the house is on the top 2 floors - it is important that you and your guests (including children) are OK with stairs. We do not have baby gates. Home access is keyless via smart lock.

FamilyValueLaundry

5.0 out of 5 average rating, 219 reviews
Guest favourite
A bright living area showcases a gray sofa adorned with pillows, complemented by a glass coffee table. An accent chair is positioned nearby, with light streaming in from windows. The room features a woven area rug and art pieces on the walls, enhancing its modern decor.
Home in Prince Edward

Picton PEC Treetops Cottage 2 bed 2 bath house

ST-2019-0273 Renovated 1880s carriage house, 2 beds, 2 baths. Private yard on a quiet street in the heart of Picton, 5 min. walk to the County's finest restaurants, brewpubs, shops, and galleries; 12 minutes by car to Sandbanks' beaches. Surrounded by trees and facing 500 acres of green space, including the historic Glenwood Cemetery, Treetops is a 2-minute walk to the Millennium Trail, a 46 km route for walking and biking. The wineries a drive away, Treetops Cottage is at the heart of PEC.

FamilyValueCheckout

4.93 out of 5 average rating, 398 reviews
Top guest favourite
Home in Prince Edward

Downtown Picton Retreat -Near Sandbanks & Wineries

Stay in the heart of Picton - steps to downtown restaurants, The Royal, The CAPE, and everything Prince Edward County has to offer. Escape to our bright, sun-filled, stylish home on a peaceful street. This 3-bed, 2-bath chalet sleeps 6. Features a fully equipped kitchen, fireplace, and a private backyard with BBQ, patio, and fire pit. Minutes to Sandbanks Provincial Park, wineries, and breweries. You’re at the center of it all. Perfect for families, couples, and groups to relax and unwind.

FamilyLocationCleanliness

4.93 out of 5 average rating, 130 reviews
Top guest favourite
A light-filled living area showcases two wooden armchairs positioned beside a low coffee table. A contemporary pendant light hangs overhead, while a large window provides natural light. In the background, a spacious dining area is visible with a long table surrounded by various chairs.
Home in Prince Edward

EILLAND BLUE: Family Retreat In The County

Welcome to Eilland Blue (ISLAND Blue), lovingly named after our Children, our home away from home in the County. Recently restored and designed 4+1 bedroom, 1.5 bathroom, century old home in the heart of downtown Picton. From the moment you walk in you'll unwind, with a casual living room, cozy family room, master retreat, large dining room, bright sun room and expansive fenced-in yard, there is plenty of space to sprawl out and relax. This fully equipped home is perfect for some time away!

ValueLocationBiking

4.97 out of 5 average rating, 172 reviews
Guest favourite
A bright kitchen features white cabinets and a gray tiled backsplash. Open shelving displays dishware, cups, and a decorative bowl. A coffee maker and various utensils sit on the counter beside the sink. A view into the dining area highlights a wooden table with black chairs.
Home in Prince Edward

Sunlit + Tranquil 2 Bedroom Home | Rewild House

We can't wait to host you at the Rewild House in magical PEC! The Rewild House is designed for you to cozy up with your friends or your kiddos after a long day splashing in the waves or winery hopping. This two-bedroom, sunlit space is just two blocks from Main St Picton and equipped with everything you need, from coffee to a pack n play. We call it the Rewild House because it is our hope that you will be transformed by the beauty and nature that surrounds us here in the county.

FamilyLocationQuiet

4.95 out of 5 average rating, 162 reviews
Top guest favourite
The bedroom features a cozy queen bed dressed in soft linens, paired with a decorative throw. A charming nightstand stands beside the bed, and a vintage dresser is positioned across from a window, allowing natural light to illuminate the space.
Home in Prince Edward

Picton Getaway - Walk to Main St - Sandbanks Pass

Welcome to The Nestled Inn, a beautifully restored century home just steps from Picton’s Main Street. Walk to cafes, restaurants, and the harbour — then come home to a private backyard retreat. Sandbanks Provincial Park pass included. Why Guests Love Staying Here: ✔ 2-minute walk to Picton Main Street ✔ Private backyard + BBQ dining area ✔ Bright home office with Bell Fibe WiFi ✔ Designer kitchen + quartz counters ✔ Clawfoot tub spa bathroom STA license number st-2020-0309

LocationValueKitchen

4.98 out of 5 average rating, 160 reviews
Top guest favourite
Home in Picton

STEPS to Main St & Dining -FREE Sandbanks Pass #50

FREE ONSITE PARKING & SANDBANKS PASS! Ditch the car - you are steps from the County’s best. WALK: Under 5 minutes to Zest, City Revival, The Armoury, The Royal Hotel, Baccado, Becon Bike & Brew, The Acoustic Grill, and so many more. BEACHES: Includes a FREE 2026 Sandbanks Pass (a $21/day value). We send your pass # early so you can reserve 5 days in advance and save your spot! SUNSETS: The Harbour is just a 7-minute stroll away for sunsets and the best breakfast in town.

FamilyLocationAmenities

4.96 out of 5 average rating, 192 reviews
Top guest favourite
The exterior of the Carriage House is showcased, featuring a welcoming entrance with a covered porch. The white wood siding contrasts with the dark roof, while greenery surrounds the property, contributing to its tranquil setting. A gravel path leads to the entrance, enhancing accessibility.
Home in Prince Edward

The Lake St. Carriage House (Year Round Hot Tub)

Great for families, multiple friends, and couples looking to be within walking distance to all restaurants, shops and Theatre. It is a 10 minute drive to the Sandbanks Provincial Park, and close to all the County's wineries, distilleries, and craft breweries. It is also steps from the Millennium Trail for those who enjoy jogging, walking and biking. If Golf is what you are looking for it is only a 5 minute drive to the Picton Golf & Country Club.

FamilyValueCondition

4.98 out of 5 average rating, 304 reviews
Top guest favourite
A charming two-story home with a brick facade is set on a quiet street. A well-manicured lawn features a bushy tree and neatly trimmed shrubs. The front path leads to a welcoming entrance, framed by classic black shutters and a dark front door.
Home in Prince Edward

The Canyon - Entire House Rental

Welcome to The Canyon: an updated century home in the heart of Picton, Prince Edward County! Located on a beautiful quiet street, The Canyon is just steps away from Picton Main Street. It’s close to cafes, shops, grocery stores, restaurants, breweries, wineries, and antique shops. A short 10-minute drive from Sandbanks Provincial Park, we provide Guests with a Day Pass Vehicle Permit for use in the summer months. STA Licence #: ST-2020-0240R3

LocationValueWalkability

4.99 out of 5 average rating, 256 reviews
Top guest favourite
A charming Victorian-style brick home is presented with a green and white striped awning. Lush greenery and decorative stone landscaping surround the entrance, enhancing the welcoming facade. The front porch is adorned with white railings and steps leading to the main entrance.
Home in Prince Edward

King’s Cottage (2 Beach Passes Included)

LOCATION! LOCATION! LOCATION! “King’s Cottage” is a beautiful Victorian-style home situated on King Street in the “heart” of downtown Picton. Newly renovated and professionally decorated, this stunning property has been carefully curated into the ideal home that will meet and exceed ALL your needs. “King’s Cottage” offers private parking, indoor & outdoor dining area with BBQ, 55” Smart TV in living room and 2 large bedrooms with new Endy beds.

ValueFamilyLayout

4.93 out of 5 average rating, 186 reviews
Top guest favourite
A spacious living area features a blend of modern and vintage design, with a brown leather sofa and white armchairs positioned around a rustic wooden coffee table. Natural light floods the space through large windows, complemented by warm wood floors and exposed wooden beams.
Home in Prince Edward

The Owens House - Heritage Home at Picton Harbor

Charming heritage 1847 home located in the heart of The County overlooking Picton Harbour. Sitting on a picturesque lot with patio, fire pit & hot tub. A short walk to Main St to explore boutiques, cafes, restaurants, craft breweries and much more! Walk to the trails at Macaulay Mountain or take a short drive to the beautiful beaches of Sandbanks Prov. Park or the area's many wineries, distilleries & cideries. Licence#:ST-2021-0115

FamilyLocationView

5.0 out of 5 average rating, 193 reviews
Top guest favourite
The lakeside retreat is showcased, featuring a two-story structure with a spacious upper deck and large glass doors. Lush greenery lines the property, while a wooden dock extends towards the water. The inviting facade is complemented by a gabled roof and a chimney.
Home in Prince Edward county

The West Lake House

This luxurious 5 bedroom lakeside retreat is the perfect spot for family and friends to enjoy all that Wellington has to offer. This home on main street is only a short walk to shops and restaurants in downtown Wellington. We are a twenty minute drive from the sandbanks provincial park and provide two vehicle passes for quick access through your stay. You can also drive or cycle to the 26 wineries in our immediate area.

FamilyValueCheck-in

4.99 out of 5 average rating, 279 reviews

Popular amenities for house rentals in Picton

Weekly house rentals

Top guest favourite
Home in Prince Edward

Modern School House *SPA GETAWAY*HOT TUB & SAUNA*

ValueFamilyHot tub

4.99 out of 5 average rating, 275 reviews
Guest favourite
The interior features a warm wooden aesthetic with high cathedral ceilings supported by exposed beams. A staircase leads to an upper level. The chef's kitchen includes a tiled countertop with a vase of flowers, while the dining area is visible in the background.
Home in Prince Edward

Stunning Prince Edward County Post & Beam Retreat

ValueLocationBathroom

4.93 out of 5 average rating, 305 reviews
Guest favourite
A spacious dining area features a wooden table surrounded by four chairs, with large windows allowing natural light to flood the room. A modern pendant light hangs above, complementing the airy atmosphere. Soft, neutral tones are present in the decor, enhanced by a textured area rug.
Home in Prince Edward

The County Corner: Bloomfield, the heart of PEC

FamilyLocationCleanliness

4.93 out of 5 average rating, 138 reviews
Top guest favourite
The exterior of a charming stone house is visible, surrounded by lush greenery and colorful flowers. Vines climb along the walls, and well-kept landscaping enhances the inviting atmosphere. The roof features a mix of colors, and the setting is tranquil with a gravel pathway leading toward the entrance.
Home in Prince Edward

The Welsh House | your perfect Picton location

FamilyLocationBack garden

4.97 out of 5 average rating, 105 reviews
Top guest favourite
An open living area features high ceilings with wooden beams and large windows allowing natural light. Yellow sofas are arranged around a round coffee table, while a staircase leads to a loft area. Industrial-style decor adds character to the space.
Home in Prince Edward

The Crowe’s Nest, No Cleaning Fee, Hot Tub

FamilyLocationBathroom

4.95 out of 5 average rating, 494 reviews
Guest favourite
Home in Prince Edward

Cozy House | Walk to Picton Main |Pet-friendly

ValueFamilyBack garden

4.95 out of 5 average rating, 131 reviews
Guest favourite
A private back patio features a wooden deck with comfortable seating arrangements, including bright cushions and decorative plants. An umbrella provides shade over the seating area, while the surrounding wooden fence enhances the cozy ambiance.
Home in Prince Edward

Harbour Main playful century home w/ private patio

FamilyLocationGrill

4.91 out of 5 average rating, 190 reviews
Guest favourite
A charming two-story house features a light exterior with white siding and green accents. Stairs lead to a welcoming gray door, flanked by decorative shutters and a window box filled with bright flowers. Lush greenery surrounds the entrance, enhancing the home's curb appeal.
Home in Prince Edward

The Short Stop - Two Passes to Sandbanks included

FamilyLocationBack garden

4.96 out of 5 average rating, 181 reviews