Holiday rentals in Castleton

4.93 out of 5 average rating, 272 reviews

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.

4.85 out of 5 average rating, 248 reviews

Cottage in Brighton

Artist Cottage View of Lake Ontario

YES, you can self-isolate here or stay as a 1st responder or health care provider. It’s PERFECT for that. Just let us know in advance. We are close to Trenton, Cobourg and Belleville. An artist designed full cottage on the local Apple Route. A wooded property with spectacular views of Lake Ontario. Near quaint village of Brighton, beach & nature of Presquile Park, golf, antiques, hiking, biking, Lake Ontario & fresh water Little Lake. An ideal place for peace, comfort and contemplation.

4.94 out of 5 average rating, 283 reviews

Home in Port Hope

1890's COACH-HOUSE - Lake-Shop-DIne - LUXE Retreat

1890's luxe COACH-HOUSE - a lofty private retreat space on a treed lane, lush garden+terraces+hot tub. Airy, south-facing, vaulted, french doors, gourmet kitchen, sumptuous linens, roaring fire, edgy art, bespoke furniture, firepit. Our Guidebook shares all - WALK to secret beaches, fab food/drink, funky vintage, river trails, theatre, hiking, biking, golf or butter tarts...work or romantic break Find big skies, clean air & soft breezes - EXACTLY what you are looking for STAY A while...

4.94 out of 5 average rating, 573 reviews

Yurt in Madoc

Forest Yurt

Cozy, bright, 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, library, bakery, restaurants, etc). Perfect area for star gazing, long walks & bike rides. This yurt is in a camping setting, with indoor compost toilet, no shower or wifi but there is electricity, dishes, indoor hot plate, BBQ, mini fridge, all pots & pans and bedding and clean drinking water.

4.86 out of 5 average rating, 302 reviews

Cabin in Reaboro

Cedar Springs Cabin - A Cozy Hideaway in the Woods

Tucked away between the hills of Reaboro Ontario, this 175+ year old pioneer log cabin has been brought back to life with the comfort of all new modern amenities, while still keeping the rich historic character of its past. The cabin homestead was crafted in 1847, before Canada was a country. With your significant other, family or friends, come cozy up to the fire, soak in the hot tub and enjoy swimming in the spring fed pond. Board games and movies are provided for your entertainment.

4.98 out of 5 average rating, 290 reviews

Cottage in Cobourg

Hideaway: Upscale Victorian Coach House

🏆 Featured by Explore Ontario as a Top 10 Stay in 2022 | Described by Narcity Canada as “Like Living in the Holiday” Follow us @coachhouse_cobourg ✨ Your Charming Countryside Retreat Awaits Step into a 150-year-old coach house nestled on a stunning 5-acre Victorian estate. This beautifully restored guest house combines historic charm with modern comforts, offering a private hot tub, a cozy fireplace, and a serene escape minutes from Cobourg’s vibrant downtown and pristine beaches.

5 out of 5 average rating, 248 reviews

Guest suite in Grafton

The Eh Frame - Nordic Spa Retreat - Sunset Suite

The Eh Frame is 3-story Scandinavian inspired luxury cabin with 2 completely separate units. Your group will have the complete front side of the house (everything shown in the pictures), patio, private spa, fire pit etc. The back side of the house is a separate rental unit. The units are separated by a firewall down the middle of the house to ensure maximum comfort and privacy. Located just 2 minutes from Whispering Springs Glamping Resort and 10 minutes from Ste. Anne’s Spa.

4.96 out of 5 average rating, 175 reviews

Treehouse in Tweed

Off-Grid Tree Canopy Retreat

Escape to this private off-grid retreat, nestled high in the trees overlooking the natural beauty of the Moira River. This elevated nature shelter provides a cozy, rustic space for guests seeking solitude, adventure, or a peaceful getaway. This is a multi-use nature retreat designed to provide shelter and relaxation in a secluded setting. Guests are welcome to rest and recharge in the space, enjoying the warmth of the wood stove while taking in the peaceful surroundings.

4.98 out of 5 average rating, 403 reviews

Flat in Peterborough

Riverfront Lodging No cleaning fee !

A place to relax in winter in front of the gas stove with a beautiful view of the Otonabee River. In summer enjoy a swim or a paddle on on the river with one of our two kayaks. The kayaks are available between May 1st & October 1st as long as the river conditions are acceptable. Enjoy supper prepared using the fully equipped kitchen overlooking the river. A park like setting but only 5 minutes to shopping, restaurants, and entertainment in downtown Peterborough.

4.93 out of 5 average rating, 217 reviews

Tiny home in Brighton

Tiny House Big View

Living Big in a Tiny House On Wheels! Surrounded by local orchards and wineries, this THOW is like a pearl in between The Big Apple and Presqu’ile Provincial Park With its tranquil setting and picturesque view, it is perfect for a romantic getaway Or a solitary visit to the nature. Total area of 230 sqft, includes a Loft bedroom, a kitchenette, a 3-pcs bathroom with a Nature’s Head Composting Toilet and a living room with a sofa and an electric fireplace

4.87 out of 5 average rating, 134 reviews

Cottage in Brighton

Spacious 3+2 BR 2Bath Cottage w/ FirePit & PoolTbl

Escape to our stunning, fully-furnished cottage on a one-acre lot, surrounded by nature just an hour from the GTA. Relax in the bright, clean, and spacious interior or explore nearby attractions such as North Beach Provincial Park, Sandbanks beach, and Prince Edward County wineries. Minutes away from Presqu'ille, downtown Brighton, and much more! Check out our almost perfect 5-star ratings from past guests and book now for an unforgettable stay!

4.89 out of 5 average rating, 436 reviews

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 cooling off pool in summer.

Holiday rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodation and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Castleton holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Castleton

Cottage in Grafton

4.67 out of 5 average rating, 122 reviews

Cottage in Grafton

GordRating, 5 stars1 week ago

it is a beautiful place with lots to do. Clean home. I would recommend this to anyone looking for a private getaway.

Guest suite in Alnwick/Haldimand

5 out of 5 average rating, 67 reviews

Hidden Retreat 2 bedroom suite in new home

JennRating, 5 stars9 months ago

We had a great night at hidden retreat! David was so welcoming, friendly and easy to communicate with. The rooms were great and the property is beautiful. We enjoyed time around the pool, using the hot tub and sitting around the fire at night. Highly recommend this hidden gem!

4.81 out of 5 average rating, 94 reviews

Tiny home in Warkworth

Cheerful 1 Bedroom Bunkie on 5 acres

EnriqueRating, 5 stars2 months ago

JoeAnn were amazing, we were celebrating our anniversary and they kindly brought a Prosecco and 2 glasses to celebrate!! The place was perfect for a gateway, cozy and calm. We will be definitely coming back!! If you are looking to scape from the city for a while this is the perfect spot!

5 out of 5 average rating, 71 reviews

Guest house in Havelock

Cozy Riverside Getaway * No cleaning or pet fees*

JoannaRating, 5 stars2 weeks ago

Lovely quiet place to stay. Twyla was an excellent hostess. She ensured we had everything we needed and knew where everything was. Lovely path down to the river.

4.93 out of 5 average rating, 45 reviews

Tiny home in Thomasburg

Loft in the Wild Glamping Cabin in the Woods

CrystalRating, 5 stars2 weeks ago

This was our first time glamping, and it couldn't have been more perfect. My husband wanted the outdoorsy camping feel, and I was looking for something more aesthetic and luxurious—this place gave us the best of both worlds. The space was quiet, cozy, and beautifully set up. It felt like our own little hideaway, peaceful and private, yet thoughtfully prepared with every detail in mind. The hosts communicated everything clearly and respectfully, which made us feel both welcomed and left alone to enjoy the experience. It was truly a magical night away—exactly what we needed. Highly recommend for couples looking to unplug and reconnect.

5 out of 5 average rating, 6 reviews

Home in Cramahe

Relaxing Retreat: Office, Patio, Nature & Netflix

JoannaRating, 5 stars1 month ago

My partner Mike had an extended stay at Elijah’s and really enjoyed his stay. The house was great, the neighbourhood was inviting. Elijah was a great host and very responsive and understanding. Would definitely recommend!!