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Holiday houses in Castleton

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Top-rated holiday rentals in Castleton

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Top Guest favourite
The exterior of a Scandinavian-inspired cabin is illuminated at night, highlighting the large triangular windows and wooden façade. A circular patio with a fire pit and string lights is visible in the snowy landscape, creating a cozy atmosphere amidst the winter surroundings.
Guest suite in Grafton
5 out of 5 average rating, 120 reviews

The Eh Frame - Nordic Spa Retreat - Daybreak Suite

The Eh Frame is a 3-story, Scandinavian-inspired luxury cabin with two fully separate units: the Sunrise and Sunset Suites. Your group will have exclusive access to the Sunrise Suite (everything shown in the photos), including two bedrooms, a patio, a private spa, and a fire pit. The front unit, Sunset Suite, is a separate rental. A full firewall runs through the center of the home, ensuring privacy and comfort for all guests. Located just minutes away from Whispering Springs and Ste. Annes Spa.

Guest favourite
Yurt in Madoc
4.93 out of 5 average rating, 635 reviews

Forest Yurt

Yurt in a private forest area. Walking distance to the cheese factory (ice cream, lunches, snacks), produce stands, and a park. Short drive to Madoc (groceries, beer/ LCBO, parks, beach, bakery, restaurants, etc). Perfect area for star gazing, long walks & bike rides. This yurt is in a camping setting, with indoor compost toilet, seasonal private outdoor shower, no wifi but there is electricity, dishes, indoor hot plate, BBQ, mini fridge, all pots & pans and bedding and clean drinking water.

Top Guest favourite
Home in Nestleton Station
4.99 out of 5 average rating, 168 reviews

Retreat 82

Located just a little over an hour from Toronto, this cozy and unique lakefront cottage is the perfect place for a relaxing couples getaway. Offering private access to Lake Scugog with an oversized dock for you to take advantage of water activities, enjoy your morning coffee and watch some of the best sunsets on the lake. The cottage sits only 15 min. from the quaint town of Port Perry where you can go to enjoy its brewery, incredible cuisine, farmers markets, and picturesque Main Street.

Guest favourite
A spacious communal area features high ceilings with wooden beams and large windows that allow natural light to fill the room. A comfortable seating arrangement includes a plush sofa and elegant armchair, with a decorative coffee table at its center. A striking fireplace and unique light fixtures enhance the ambiance.
Home in Prince Edward
4.97 out of 5 average rating, 298 reviews

The Prince Edward County Church, A Unique Escape

Stunning 1800's converted church in Prince Edward County with modern amenities on huge property. This unique 4 bedroom massive space has been restored to give a modern feel with all the old unique charm. Sitting on 3 acres, this property backs on to the Bay of Quinte. Only 15 minutes from the closest vineyard, 20 minutes from Wellington & Bloomfield. Property includes Wifi, Netflix, PrimeTV, Sonos fresh linens/towels, coffee, laundry, firewood for wood burning and a gas fireplace & more!

Top Guest favourite
A modern cabin is nestled among vibrant wildflowers, with a spacious deck extending outward. The building features a sloped roof and large windows, allowing natural light to fill the interior. The backdrop showcases a clear blue sky dotted with fluffy clouds.
Guesthouse in Consecon
4.99 out of 5 average rating, 258 reviews

Cottontail Ridge Guesthouse / Prince Edward County

Welcome to our cozy guesthouse designed for two in wine country! Cottontail Ridge is a modern cabin set on a tucked away farm acreage in beautiful Prince Edward County. Enjoy stunning views from the picture windows & deck that overlook acres of old grazing fields. You may catch a glimpse of our namesake cottontail rabbits— or see turkeys, coyotes, fox & deer out back. On summer nights fireflies light up the fields and you’ll hear a serenade from crickets and frogs ;)

Guest favourite
A cottage surrounded by lush greenery is captured under a blue sky filled with scattered clouds. The building features a red roof and a spacious porch supported by pillars. A grassy area with a few flower patches is visible in the foreground, leading to a gravel path.
Cottage in Brighton
4.87 out of 5 average rating, 164 reviews

Presqu’ile 1 Acre Retreat | Fire Pit + Pool Table

Escape to a bright, spacious cottage set on a private one acre lot, about an hour from the GTA. Unwind with cozy fire pit nights, a pool table, and BBQ meals, plus fast WiFi and a dedicated workstation for remote work. You are also close to Presqu’ile Provincial Park for beaches and trails, downtown Brighton for cafes and dining, and Ste. Anne’s Spa for a relaxing day trip. Looking to explore more? Enjoy easy day trips to Sandbanks and Prince Edward County wineries.

Top Guest favourite
Four Adirondack chairs, two red and two black, are positioned on a pebbled beach facing the clear water and gentle waves. The sky is partly cloudy, with sunlight illuminating the shoreline, creating a serene coastal atmosphere.
Cottage in Brighton
4.92 out of 5 average rating, 143 reviews

Presqu'ile Beach House Cottage.

Presqu'ile BeachHouse Cottage is located on Presqu'ile Beach steps away from the Provincial Park in Brighton Ontario. It offers 130 Foot of Beach Shoreline . Enjoy a relaxing walk from your back door along the 3KM Stretch of one of the most Spectacular Beaches in Ontario. The 3 Acre property has a fenced In One Acre BackYard & a Beach Fire-Pit. Enjoy a Kawartha Ice Cream, Morning Smoothy, Poutine + Rent a E-Scooter at Park Place (FoodTrucks) Steps from Property.

Top Guest favourite
The exterior of a three-level cottage is presented, featuring a wooden deck with two chairs and an outdoor dining area. A barbecue grill is positioned next to a stoned pathway. Lush greenery and rock landscaping are visible, enhancing the serene ambiance.
Home in Gores Landing
4.96 out of 5 average rating, 156 reviews

Rice Lake Escape

This unique place has a style all its own. A 3 level custom designed house for two, set back from the roadway secluded by cedar trees. Upper cedar loft has a library and lounging area. Bedroom walks out to upper deck overlooking Rice Lake to take in those relaxing morning coffees or enjoying the sunset with a glass of wine. Bottom entry level walks out to patio with outdoor dining space and bbq Waterfront area for guest use directly accross the street

Top Guest favourite
The exterior of a timber-frame cabin is framed by tall evergreen trees. A large window reflects the surrounding foliage, and warm lights are strung along the wooden facade. The design showcases a blend of natural materials and architectural lines.
Cabin in Lakefield
4.96 out of 5 average rating, 535 reviews

The Nook, Peaceful Retreat: Lake+Hot Tub+ Sauna!

Heritage barn turned zen-den! Our open-concept, loft style, timber-frame cabin has exposed beams, barn board walls, and plenty of windows to enjoy the lake view. Decorated with a beachy boho meets mid-century vibe, it's cozy and airy at the same time! The private deck offers the perfect place to listen to the birds and read a good book. The Nook is on our 1 acre, lakefront property, alongside our home. We hope you love it here as much as we do!

Top Guest favourite
A private guest house is surrounded by lush greenery, featuring a front patio with two bright chairs. Large windows allow natural light to fill the interior, while a red door adds a welcoming touch. A gravel driveway leads to an attached garage.
Guesthouse in Trenton
4.96 out of 5 average rating, 627 reviews

Trails of Comfort - Full Kit, Q bed(s), PEC Wine

You'll love this comfortable, sunny, private guest house. The studio suite features a queen bed that guests repeatedly say is "so comfortable". A great selection of pillows will help you sleep soundly. The bedside fireplace adds warmth and ambiance to your stay. A full kitchen lets you choose to cook your own meals, enjoy your take out or a simple snack. Relax with a walk on the property trails or just enjoy the views from every window.

Top Guest favourite
A cozy cottage is presented with a blue exterior and a welcoming yellow door. A sunburst decoration adorns the front wall. The porch is accessible and leads to a grassy area, with trees providing shade in the background and a shed visible to the side.
Cabin in Consecon
5 out of 5 average rating, 102 reviews

Glorious Sunsets, Wellers Bay Prince Edward County

STA Licence #ST-2019-0185 Beautiful, Cozy, winterized cottage. Lot: 200’ deep/75’ waterfront. Walk-out just steps to shoreline. Water: great for swimming, shallow with a gradual slope. Property has plenty of sunshine/shade, you decide. Cottage: fully equipped, running water with hot water on demand. Quiet neighbourhood, on dead-end road. Book your vacation at "Glorious Sunsets" you’ll be pleasantly surprised! LGBTQ friendly!

Top Guest favourite
A bright living room features large windows that allow natural light to fill the space. Modern furniture includes a dark coffee table and comfortable seating with red armchairs. A decorative plant and a small lamp add to the welcoming atmosphere. Wooden flooring complements the neutral walls.
Farm stay in Cavan
4.96 out of 5 average rating, 147 reviews

Cielo Farm, a home with a view

Cielo Farm is situated high on the picturesque hills of Cavan, Ontario. It is a small working farm with a market garden, laying hens, Muscovy ducks, Nigerian Dwarf dairy goats and two beloved horses. If you are looking for rest relaxation and connecting with nature, this is a perfect location. We are close to Peterborough and several charming small towns and interesting excursions. You can be as quiet or as active as you wish.

Popular amenities for Castleton holiday rentals

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