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Compare 53 Vacation Homes in Bailieboro with updated reviews, rates, and availability.

Lakefront House! 2 Large Decks + Private Yard
Indulge in luxury with our modern appliances and high-end touches.

Lakefront House! 2 Large Decks + Private Yard

10.0 out of 10, Exceptional, (7)
"Beautifully finished, inside out. We were fortunate enough to spend two nights at this home and could hardly stay indoors. The location, the views, the amenities, the water, the fishing were all top notch, but the beautifully decorated and meticulously finished interiors and majestic windows overlooking the water made it difficult to leave- highly recommended"
Lakefront House! 2 Large Decks + Private Yard
Gorgeous Cozy 5 Bedroom Cottage at Rice Lake!
Exterior

Gorgeous Cozy 5 Bedroom Cottage at Rice Lake!

Gorgeous Cozy 5 Bedroom Cottage at Rice Lake!
Dock your boat on Chemong Lake at Bridgenorth, ON
Exterior

Dock your boat on Chemong Lake at Bridgenorth, ON

10.0 out of 10, Exceptional, (2)
"Beautiful home, love the chalet style decoration with lots of space for everyone to be together comfortably. We were 8 adults celebrating a birthday, just wanting to chill out and swim, it was perfect for us. The kitchen was well appointed, love the espresso machine, the fridge with the bottle chilling drawer and the pantry loaded with condiemnts, etc. The beds were suer comfy and the stereo system with the turntable was a real plus. Best part is the lower deck overlooking the dock and the lake....
Dock your boat on Chemong Lake at Bridgenorth, ON
Brand New Luxe House Reno (5 Star Superhost on Airbnb) on Quiet Cul-De-Sac
Private kitchen

Brand New Luxe House Reno (5 Star Superhost on Airbnb) on Quiet Cul-De-Sac

10.0 out of 10, Exceptional, (1)
The price is AED 407
AED 987 total
includes taxes & fees
26 Nov - 27 Nov
Brand New Luxe House Reno (5 Star Superhost on Airbnb) on Quiet Cul-De-Sac
Cheerful 2-BR Backyard Home, Mins to Beach & Lake
Room

Cheerful 2-BR Backyard Home, Mins to Beach & Lake

9.0 out of 10, Wonderful, (4)
"Because this property uses the same system for the 2 units the owner controls the heating and cooling system. We were in the lower apartment and were freezing cold. As seniors we feel the cold and therefore would not have rented this property had we known. It may be fine for younger people but my husband found it so cold he couldn't sleep and we cut our stay short rather than endure the very uncomfortable temperatures. The other issue I had pertains to the lack of kitchen supplies. Minimal...
Cheerful 2-BR Backyard Home, Mins to Beach & Lake
Cozy 2BR House Near Centre with Patio, BBQ, Backyard, and Netflix
Room

Cozy 2BR House Near Centre with Patio, BBQ, Backyard, and Netflix

The price is AED 279
AED 418 total
includes taxes & fees
8 Dec - 9 Dec
Cozy 2BR House Near Centre with Patio, BBQ, Backyard, and Netflix
Cozy 1 bed & bath located near the Otonabee River.
Dining

Cozy 1 bed & bath located near the Otonabee River.

6.0 out of 10, (3)
"This is what VRBO is supposed to be in my mind. A nice room with a private bath and a place for our dog for a good price. And that is exactly what we got. So pleased and we’ll be back the next time we are in Peterborough!!!"
Cozy 1 bed & bath located near the Otonabee River.
4 Bedroom Home in Port Hope with Hot Tub
Outdoor spa tub

4 Bedroom Home in Port Hope with Hot Tub

9.8 out of 10, Exceptional, (6)
"This property was wonderful for our family to stay for a wedding in Port Hope. It was perfect for entertaining. Well located to shops but a very quiet place to relax. We had no children with us, but it would be great for families with kids. The property manager Amanda was super responsive and helpful. Highly recommend. "
The price is AED 865
AED 1,651 total
includes taxes & fees
27 Nov - 28 Nov
4 Bedroom Home in Port Hope with Hot Tub
Luxury Home with Heated Pool, Hot Tub, BBQ & Beach - Living the Dream !!
Pool

Luxury Home with Heated Pool, Hot Tub, BBQ & Beach - Living the Dream !!

9.8 out of 10, Exceptional, (13)
"Thank you for the use of your house. It was exactly as advertised and very well equipped with alot of nice touches. We loved the pool and the hot tub as well as the backyard sitting areas. Would absolutely recommend this property and host."
Luxury Home with Heated Pool, Hot Tub, BBQ & Beach - Living the Dream !!
Vintage Jazz House with Hot Tub
Breakfast nook, perfect for a morning coffee!

Vintage Jazz House with Hot Tub

9.0 out of 10, Wonderful, (6)
"We had a wonderful time at Scott’s place! Communication was excellent and the place was clean and as posted! We would recommend this to anyone visiting Port Hope!"
Vintage Jazz House with Hot Tub
Amazing lakeside
Aerial view

Amazing lakeside

Amazing lakeside
Lakeside Bliss With Breathtaking View: Villa With Direct Access To The Lake.
Private kitchen

Lakeside Bliss With Breathtaking View: Villa With Direct Access To The Lake.

8.0 out of 10, Very Good, (2)
"Pretty and comfotable house with a nice beach house vibe and a beautiful back yard with a lakeview and great for lawn games! 2 minute walk to the beach and walking distance to charming main street in Port Hope. There was something for everyone! Group group. "
Lakeside Bliss With Breathtaking View: Villa With Direct Access To The Lake.
Beautiful 3 bedroom cottage on Chemong Lake with 100 ft of sandy waterfront.
Exterior

Beautiful 3 bedroom cottage on Chemong Lake with 100 ft of sandy waterfront.

9.2 out of 10, Wonderful, (5)
"Great place to get away from the hustle and bustle to relax "
Beautiful 3 bedroom cottage on Chemong Lake with 100 ft of sandy waterfront.
Charming 3BR Bungalow + Hot Tub in Port Hope
Living area

Charming 3BR Bungalow + Hot Tub in Port Hope

10.0 out of 10, Exceptional, (10)
"This property was perfect for our ladies weekend getaway in Port Hope. Immaculate and tastefully decorated with lots of room inside and out for the seven of us. We enjoyed being able to walk to the waterfront trail and enjoy the beach. We plan to rent again and would highly recommend this gem."
Charming 3BR Bungalow + Hot Tub in Port Hope
5 STAR! - The jewel of the Kawarthas... short drive from Toronto!
Exterior

5 STAR! - The jewel of the Kawarthas... short drive from Toronto!

10.0 out of 10, Exceptional, (17)
"Our recent stay at Lori’s beautiful, homey cottage was absolutely perfect. The cottage was cozy and charming, with stunning views of the water right from the porch. The sunsets were breathtaking! The interior was tastefully decorated and had all the amenities we needed for a comfortable stay. The location was peaceful and serene, making it the ideal spot for a relaxing getaway. I would highly recommend this cottage to anyone looking for a peaceful and picturesque retreat by the water!"
5 STAR! - The jewel of the Kawarthas... short drive from Toronto!
Spacious house, 5 min walk to downtown- cafes, restaurants, and pubs
Living room

Spacious house, 5 min walk to downtown- cafes, restaurants, and pubs

Spacious house, 5 min walk to downtown- cafes, restaurants, and pubs
BEAUTIFUL HOME WITH POOL NEAR TRENT UNIVERSITY
Exterior detail

BEAUTIFUL HOME WITH POOL NEAR TRENT UNIVERSITY

6.0 out of 10, (1)
"The main concern is that the listing did not indicate that there was a bottom unit. It was listed as a three bedroom home. In the short time we were there, three different groups were in the bottom unit. One group came to our door as not sure where to go. Parking was not designated for each unit. Bees were on hood of car first day due to nearby nest. Dishwasher was full of dirty dishes, leftover food in fridge. There was only a half role of toilet tissue when we arrived, so we had to run out and...
BEAUTIFUL HOME WITH POOL NEAR TRENT UNIVERSITY
2 story, 2 bdrm, Cute and Small Loft, Mins to Beach and Lake
Room

2 story, 2 bdrm, Cute and Small Loft, Mins to Beach and Lake

9.6 out of 10, Exceptional, (4)
"Cute 2 bedroom house with all that you need for your convenience. Beds are comfortable and air conditioning and fans were wonderful for our summer stay. House was very clean and central to downdown Cobourg. Feeling of security knowing the police station is right across the street. Close walking distance to downtown and the Cobourg Beach. The beach is clean and spacious with food trucks and ice cream right there. Parking is the only drawback. You either park on side of the road or the parking lot...
2 story, 2 bdrm, Cute and Small Loft, Mins to Beach and Lake
Entire guest suite Warm just like home close by PRHC
Room

Entire guest suite Warm just like home close by PRHC

2.0 out of 10, (1)
"it didnt happen because this app is unorganized and never let the owner know"
Entire guest suite Warm just like home close by PRHC
Lake view 3-bedroom cottage- Hot tub & Pool table
Room

Lake view 3-bedroom cottage- Hot tub & Pool table

8.0 out of 10, Very Good, (4)
"Cottage and lot was a very good size for 5 grown women celebrating a Bride to Be. We all enjoyed ourselves and our stay immensely, thanks for the memories ❤️"
The price is AED 460
AED 1,369 total
includes taxes & fees
26 Nov - 27 Nov
Lake view 3-bedroom cottage- Hot tub & Pool table
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Bailieboro

Lakefront House! 2 Large Decks + Private Yard
Indulge in luxury with our modern appliances and high-end touches.

Lakefront House! 2 Large Decks + Private Yard

10.0 out of 10, Exceptional, (7)
"Beautifully finished, inside out. We were fortunate enough to spend two nights at this home and could hardly stay indoors. The location, the views, the amenities, the water, the fishing were all top notch, but the beautifully decorated and meticulously finished interiors and majestic windows overlooking the water made it difficult to leave- highly recommended"
Lakefront House! 2 Large Decks + Private Yard
Small & cozy cottage on rice lake
Exterior

Small & cozy cottage on rice lake

8.4 out of 10, Very Good, (7)
"My friend and I rented this place and really enjoyed it, we wish we could have stayed longer. It was clean and they did a lot with the space. The bedrooms were nice even though there were no photos of them and the area is quiet. The lack of photos is why I put 3 stars for accuracy since it was hard to know what the rooms would be like. This would be a great place to go in the summer to enjoy the lake. Every question I had, the owner answered them very quickly and with great detail. All in all,...
The price is AED 289
AED 811 total
includes taxes & fees
26 Nov - 27 Nov
Small & cozy cottage on rice lake
Waterfront Cottage with Panoramic Lake View and Great Privacy
Over 50 feet of boardwalk from deck to shoreline

Waterfront Cottage with Panoramic Lake View and Great Privacy

10.0 out of 10, Exceptional, (4)
"JANE, EVERYONE ENJOYED YOUR LOVELY HOME....THE ACCOMODATIONS WERE PERFECT FOR US...THE PROPERTY WAS GREAT FOR THE YOUNG GIRLS....WE DID TAKE ADVANTAGE OF THE EMILY PARK....GOOD SWIMMING AND PLAYGROUND (AND STORE) VERY CLOSE BY WE ENJOYED THE PROPERTY SO MUCH WE WILL LIKELY TRY TO DUPLICATE THIS WEEK DURING 2025....MAY I CONTACT YOU DIRECTLY ABOUT THAT POSSIBILITY??"
Waterfront Cottage with Panoramic Lake View and Great Privacy
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.