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Compare 209 Vacation Homes in Milford with updated reviews, rates, and availability.

Charming cottage in the heart of Wellington

9.8 out of 10, Exceptional, (9)
"We thoroughly enjoyed our stay. Beautiful home and perfect location! We can't wait to visit again!!"
The price is SAR 240
SAR 764 total
includes taxes & fees
28 Nov - 29 Nov
Charming cottage in the heart of Wellington

Modern 4BR Harbourfront Century Home

9.8 out of 10, Exceptional, (59)
"Enjoyed our girls weekend, great location, close walk to town and short drive to Bloomfield, local wineries, Sandbanks. Beautiful home, lots of space to accommodate 6 adults. House did smell a little musty upon entering, but really a non issue. Loved it! Linda & friends "
Modern 4BR Harbourfront Century Home

Prime Wellington Location with Water Views and Sandbanks Provincial Park Pass

10.0 out of 10, Exceptional, (13)
"Located on the main street short walk to Wellington Beach and to local restaurants. Host was very helpful and the space is bright, well equiped and well maintained. "
Prime Wellington Location with Water Views and Sandbanks Provincial Park Pass

Private Retreat Home in Picton Bay - Lake Ontario

10.0 out of 10, Exceptional, (2)
"This Lake house was recently renovated and is sitting on the banks of Picton bay. Cool breezes and lots of shade. Our Host was there to greet us. Then cottage was air conditioned and the beds were comfortable. The four of us had a very enjoyable week at this cottage/home. Lots of chairs were available as well as many outdoor games to entertain children. A+++"
Private Retreat Home in Picton Bay - Lake Ontario

Farmhouse w/ pool, wood fired oven, basketball court and centrally located

10.0 out of 10, Exceptional, (50)
"Five of us met at this VRBO property for a long weekend of wine and cider sampling, shopping, touring and walking. The spacious, clean and comfortable house allowed us to each have our own room and to gather easily in the large, well-equipped kitchen, dining room and TV room for a great visit. We were close to many of the attractions in the County , another benefit of the location. It was a very enjoyable weekend away. With thanks to Monica."
Farmhouse w/ pool, wood fired oven, basketball court and centrally located

Sunlit + Tranquil 2 Bedroom Home | Rewild House

10.0 out of 10, Exceptional, (1)
"Such a cute, cozy and clean house! Everything was perfect for our little family!"
Sunlit + Tranquil 2 Bedroom Home | Rewild House

Sandbanks Cottage Retreat

10.0 out of 10, Exceptional, (40)
"So close to Sandbanks PP, very quiet modern home in a beautiful community . Very comfortable and well equipped close to Wellington and Picton for great restaurants and shopping "
Sandbanks Cottage Retreat

Cape Cod style home in the heart of the lakeside village of Wellington

10.0 out of 10, Exceptional, (117)
" Lovely spot, clean and refreshing colours! Four senior girlfriends had everything we needed…. Enjoyed every minute! Many TXS!! "
Cape Cod style home in the heart of the lakeside village of Wellington

Harbour Main playful century home w/ private patio

10.0 out of 10, Exceptional, (15)
"We had a great time and will certainly look to return again in the future. The place is easy to find, well located - walking distance to downtown Picton for restaurants, coffee shops and shopping. The home was perfect for the 3 of us - a well equipped kitchen, spacious living room and dining area, comfy beds and very clean. Communication with the host Parker was great. We will be sure to spread the news to friends interested in a visit to PEC. Thank you for your hospitality."
Harbour Main playful century home w/ private patio

Steps to Main Street, Picton w Sandbanks Pass, Bbq and Large Private Back Yard

10.0 out of 10, Exceptional, (34)
"We had a wonderful stay in this charming house full of character. We really appreciated its convenient location, just a few minutes from the main street, and all attractions are within a 30-minute drive. We especially enjoyed the peacefulness of the place, the immaculate cleanliness, and the fully equipped kitchen. It’s a house where spending time with family feels great. Thank you to Ari and Hannah for their excellent communication and service."
Steps to Main Street, Picton w Sandbanks Pass, Bbq and Large Private Back Yard

Waterfront Vacation Rental 5 Min. From Sandbanks Beach

10.0 out of 10, Exceptional, (88)
"Aggie was a very helpful host, and the property was gorgeous. We spent time swimming off the dock, watching the sun set from the muskoka chairs, and sharing laughs by the fire. The kitchen was well appointed, beds were comfy, and the space was clean and well-located for county exploration. Thanks for a great vacation!"
Waterfront Vacation Rental 5 Min. From Sandbanks Beach

Delightful 2bdrm Church w/Incredible Water View!

10.0 out of 10, Exceptional, (8)
"Spacious, clean, and well-appointed converted church about 10 minutes from Picton. Nice living area, really cozy back room with a water view, and roomy bedrooms with very comfortable beds. Easy checkin and detailed instructions/notes re: the house and area. Really enjoyed our stay and would recommend."
Delightful 2bdrm Church w/Incredible Water View!

The Lazy Acre: Waterfront cottage with unparalleled views of Smith's Bay.

10.0 out of 10, Exceptional, (45)
"The property had everything we needed to enjoy a long weekend in the fall. The kitchen was well appointed, and dining in the sunroom overlooking the lake was lovely. Everything was super clean, and comfortable. The host, Patricia was responsive to our inquiries and the bottle of local wine was a nice surprise. It was a great location as it is close to the wineries and we wouldn't hesitate to stay here again."
The Lazy Acre: Waterfront cottage with unparalleled views of Smith's Bay.

The West Lake House lakeside retreat

10.0 out of 10, Exceptional, (15)
"We had a great stay. Our Host was amazing! Excellent communication and very accommodating. Loved the area!"
The West Lake House lakeside retreat

The Gathering Place PEC

10.0 out of 10, Exceptional, (2)
"This house was clean and filled with any utility you could need! there was an abundance of towels and linens and the kitchen was fully stocked with any equipment you could need. The house owner left a pass for provincial parks which allowed us free access to Sandbanks for the weekend. The host was kind and considerate and checked in with us appropriately. The house was wonderfully located. Would definitely stay here again."
The Gathering Place PEC

Pearadise on West Lake | Waterfront w/ Pool and Dock

10.0 out of 10, Exceptional, (1)
"Such a wonderful home. Clean, bright and beautiful decor. Beds are very comfortable and bedding high quality. Very welcoming and cozy to stay in. The property is stunning as well. Loved watching the swans in the water and the stars at night time are breathtaking. . Recommend this place anytime of year. "
Pearadise on West Lake | Waterfront w/ Pool and Dock

Heaven on Huycks Bay!

10.0 out of 10, Exceptional, (2)
"This property was an excellent location to access PEC for a cycling tour. The building and property were private and allowed for enjoyable and spacious downtime. "
Heaven on Huycks Bay!

The Dylan | 4 Bedrooms | 8 Guests | Hot Tub | Waterfront

10.0 out of 10, Exceptional, (1)
"This house was perfect for 4 couples. Each bedroom has a king size bed and there is a full bathroom upstairs and down. The beds were very comfortable and there were many areas inside and out to sit. The large table overlooking the water was a great location for our meals. We used the hot tub and that was very easy to operate. Location was great. We were 5 minutes by car to center of town."
The Dylan | 4 Bedrooms | 8 Guests | Hot Tub | Waterfront

Make The County Cottage your luxe home base to explore beautiful PEC!

10.0 out of 10, Exceptional, (18)
"This was a fabulous spot for my husband and I to be centrally located to hikes, wineries, shopping, farmer markets, breweries and beach! Leah and Alan were helpful, friendly and accessible if needed. We’ll be back!"
Make The County Cottage your luxe home base to explore beautiful PEC!

Stunning House on the Water's Edge

9.6 out of 10, Exceptional, (17)
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Stunning House on the Water's Edge
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 Milford

Nature Lover's Cottage Retreat On The Black River With Private Dock.

9.8 out of 10, Exceptional, (86)
"We had a great time at this property! Loved the dogs! And access to the garden was a great bonus!"
Nature Lover's Cottage Retreat On The Black River With Private Dock.

Demilune Lodge - Serene cabin with hot tub

9.6 out of 10, Exceptional, (4)
"This was a wedding anniversary getaway for my hubby and I. We had an enjoyable stay… it’s quiet and serene, we really could only hear the birds, which was lovely. We really enjoyed the hot tub. We appreciated the water cooler. We have a few recommendations - we had to contact the property manager on our arrival day and would have appreciated a welcome message that day instead. -Suggestion for owner to install hooks for purse/jackets upon entry into your cottage, in order for guests to hang...
Demilune Lodge - Serene cabin with hot tub

Peaceful and close to wineries in south end of the county. Just 15 minutes from town

8.0 out of 10, Very Good, (2)
"Beautiful spot- great place to watch the stars. The beds were very comfortable kitchen was well equipped."
Peaceful and close to wineries in south end of the county. Just 15 minutes from town
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.