Holiday rentals in Castleton

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Top-rated holiday rentals in Castleton

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Superhost

Three Muskoka chairs are positioned on a sandy shore, facing towards the calm waters of the lake. The tranquil scene is enhanced by a soft gradient of colors in the sky during sunset, offering a peaceful and inviting ambiance.

Cottage in Brighton

Bianca Beach House - EV/Hot Tub/Firepit/Waterfront

Welcome to our Boho Chic Beach House! Get away from it all at this newly refurbished lakeside property with 125ft of private shoreline. Relax in the hot tub, rest your toes in the sand as you listen to the waves break, take the kayaks out, swim in the lake, have lunch on the deck, roast smores at the custom firepit, and take in beautiful sunsets. We have all the modern amenities including EV charger, BBQ, central heating, A/C, washer/dyer, 50" Smart TV with Netflix, high speed LTE Internet.

LocationFamilyGrill

4.89 out of 5 average rating, 359 reviews

Top guest favourite

The cottage is situated along the shoreline of Consecon Lake, surrounded by lush greenery. A spacious deck extends from the cottage, offering access to a seasonal dock. A pool is visible on the deck, enhancing the outdoor space along the water.

Cottage in Consecon

Lakefront Cottage with Pool, Hot Tub & Sauna

Welcome to your Prince Edward County getaway! Our Muskoka-style lakefront cottage with pool, sauna and hot tub was custom-built in 2004. Perfect for families and very private, it comfortably sleeps 8 adults with additional room for children (10 years and under). Located on the edge of Consecon Lake, we're 13 mins from Wellington & close to many wineries. We've been Superhosts since 2017, and our family would love to welcome you to our little slice of paradise. STA License #: ST-2019-0223.

ValueLocationParking

4.94 out of 5 average rating, 279 reviews

Top guest favourite

Home in Hastings

Stunning Country Home (Lakeview/Hilltop)

A wonderful experience awaits you at this unique and tranquil getaway. Tucked away in the scenic rolling hills and stunning vistas of Northumberland County, this one-of-a-kind luxury home offers incredible lake & valley views, beautiful interiors, and total privacy. The home is set amidst 13 acres of beautiful forest with access to walking trails. Trent Hills includes the picturesque towns and villages of Warkworth, Hastings and Campbellford with access to numerous lakes and rivers.

ValueFamilyGetting around

5.0 out of 5 average rating, 27 reviews

Top guest favourite

Cottage in Roseneath

The Birds Nest-Lakefront-Hot tub-Bunkie-Kayaks

Welcome to The Bird’s Nest on Rice Lake — your unforgettable 4 season waterfront escape in Roseneath, Ontario. This dreamy, rustic cottage sits right on the lake with jaw-dropping views from massive tiered decks that cascade toward the water. Soak in the hot tub, unwind by the fire table or lakeside fire pit, play pool, or jump off your private dock. With 4 cozy bedrooms and charming cottage vibes throughout, it’s the perfect place to relax, recharge, and live your best lake life.

LocationFamilyPets

4.96 out of 5 average rating, 27 reviews

Superhost

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

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.

LocationValueGrill

4.83 out of 5 average rating, 187 reviews

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

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.

LocationValueLayout

4.93 out of 5 average rating, 165 reviews

Top guest favourite

Home in Colborne

The Chalet at Whispering Springs Resort

Escape from the hustle and bustle of daily life at The Chalet - a charming and rustic abode located at Whispering Springs glamping Resort. The Chalet can comfortably accommodate 10 individuals in 5 bedrooms, an open living room and kitchen and wrap around porch overlooking a private pond. The Chalet also features an outdoor fire pit and hot tub and is just a 10 minute drive from Lake Ontario. Notice: Some shared resort amenities are closed during the off-season.

LocationFamilyParking

4.99 out of 5 average rating, 124 reviews

Top guest favourite

An aerial view of a cozy waterfront home surrounded by tall trees displaying vibrant autumn colors. Warm light glows from the windows, highlighting the inviting porch and decks. Pathways and outdoor seating areas are visible among the natural landscape.

Cottage in Roseneath

Rice Lake Treehouse - Waterfront / Hot Tub Spa

Escape to this fully licensed waterfront cottage on Rice Lake, just over an hour from the GTA. Recently renovated & featuring 5 bedrooms, 3 full bathrooms, a brand new, fully equipped kitchen that overlooks the lake, dining for 8, a hot tub, fire pit, 2 private docks, kayaks, paddleboards, lawn games, and multiple lakefront decks. Enjoy stunning sunsets, clear waterfront, peaceful surroundings, parking for 4 vehicles on a quiet, private road.

FamilyLocationIndoor spaces

4.96 out of 5 average rating, 111 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.

ValueLocationIndoor spaces

4.99 out of 5 average rating, 286 reviews

Guest favourite

The charming exterior of a converted church is presented, showcasing a striking red brick facade and a steeply pitched roof. Tall trees and lush greenery surround the building, adding to the serene setting. A welcoming entrance with a dark door and steps leads to the front.

Home in Prince Edward County

The Prince Edward County Church, A Unique Escape

Stunning 1888 converted church in Prince Edward County on a private 2.3-acre waterfront property backing onto the Bay of Quinte. This one-of-a-kind stay blends soaring ceilings and historic charm with modern luxury. Sleeps 8 adults with 4 bedrooms, lake views, direct waterfront access, high-speed WiFi, Sonos, fireplaces, kayaks, and more. Featured in Forbes, House & Home & Cottage Life with over 300 guest reviews.

FamilyLocationCheck-in

4.97 out of 5 average rating, 316 reviews

Guest favourite

A striking red tiny home is shown, featuring large windows that allow natural light. Surrounding the house, a lush green lawn leads to a seating area with modern chairs. Trees in the background create a natural setting.

Tiny home in Castleton

Creative Glamping Escape / hillside tiny house

Unique "glamping" experience! Beautiful tiny home, (10 ft. x 10 ft. with a sleeping loft above),designed by an architect, set on the hillside in rural Ontario, just 4 K from the artsy town of Warkworth. 30 acres with walking trails through the woods, outhouse, warm water outdoor shower, large deck for star gazing, fire pit, small hot tub size cooling off pool in summer.

ValueFamilyPets

4.9 out of 5 average rating, 527 reviews

Top guest favourite

A charming wooden cabin features a large, welcoming deck that extends outwards, surrounded by a natural stone landscape. The front is highlighted by a prominent stone chimney. Adjacent trees display autumn colors, enhancing the tranquil forest setting.

Cabin in Cobourg

Spacious Family Cabin, Hot Tub & Pet Friendly!

Getaway with the whole family, including your pup! Tucked away in a forest with a large deck overlooking the pond, everyone can enjoy. Ammenities include an oversized sofa, extra large flat screen, gas fireplace, and beautiful kitchen. Please note, the owner Russell does reside in the lower unit. Please message us if you have any questions about your dates!

FamilyValueLaundry

4.99 out of 5 average rating, 177 reviews