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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Featured Cottages in Middlesex

Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..
Exterior

Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..

8.8 out of 10, Excellent, (199)
"Perfect little getaway with the hot tub and a cozy and quiet hill. Glad we had the four-wheel-drive car to get up the hill!!!"
Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..
Canandaigua Lakefront Gem w/ Dock & Boat Slip
Miscellaneous

Canandaigua Lakefront Gem w/ Dock & Boat Slip

Canandaigua Lakefront Gem w/ Dock & Boat Slip
Lake Orchard View: "Seneca Lake Paradise Found!"
Property grounds

Lake Orchard View: "Seneca Lake Paradise Found!"

8.8 out of 10, Excellent, (27)
"The weekend was perfect. More than enough room for our group. The view of the lake was excellent."
Lake Orchard View: "Seneca Lake Paradise Found!"
Cozy new England style cottage Right on Wine and Beer Trail
Terrace/patio

Cozy new England style cottage Right on Wine and Beer Trail

9.8 out of 10, Exceptional, (253)
"The location of the Vrbo was perfect. We were going to an event called Deck the Halls at Seneca Lake in the Finger Lakes region. Vrbo was clean, quaint and quiet. A beautiful view of Seneca Lake. We all had a great time!"
Cozy new England style cottage Right on Wine and Beer Trail
Amish Built Cottage near Fingerlakes Wineries, Fishing, Hiking, Hunting & More!
Terrace/patio

Amish Built Cottage near Fingerlakes Wineries, Fishing, Hiking, Hunting & More!

10.0 out of 10, Exceptional, (38)
"It was as listed! Clean and simple!"
Amish Built Cottage near Fingerlakes Wineries, Fishing, Hiking, Hunting & More!
1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!
Outdoor dining

1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!

3.0 star property
9.8 out of 10, Exceptional, (48)
"We had a nice time at Maryann's property last week. The location was great and was in the middle of many great wineries, restaurants, and towns. The cottage was clean and it was beautiful to wake up on the lake! The sunrises were incredible!"
1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!
Beautiful Views, Sunrises, Pet Friendly, Comfortable!
Outdoor dining

Beautiful Views, Sunrises, Pet Friendly, Comfortable!

10.0 out of 10, Exceptional, (101)
"Our stay was everything we expected and more. The house was well stocked with everything we needed and more!!! "
Beautiful Views, Sunrises, Pet Friendly, Comfortable!
The Trottage:"Modern 2 Bedroom Seneca Lake Home"
Outdoor spa tub

The Trottage:"Modern 2 Bedroom Seneca Lake Home"

9.6 out of 10, Exceptional, (39)
"Very clean, contained everything we needed to enjoy a weekend away! Quiet and relaxing. "
The Trottage:"Modern 2 Bedroom Seneca Lake Home"
Lakeside Lookout: Gorgeous Seneca Lake Views Right Off Wine Trail!
Property grounds

Lakeside Lookout: Gorgeous Seneca Lake Views Right Off Wine Trail!

9.6 out of 10, Exceptional, (30)
"Spacious rooms, nice big dining table, well stocked kitchen, lots of outdoor space, great location to visit lots of wineries"
Lakeside Lookout: Gorgeous Seneca Lake Views Right Off Wine Trail!
The Heart Of The Wine Country! Sip wine, take a dip, relax and enjoy
Property grounds

The Heart Of The Wine Country! Sip wine, take a dip, relax and enjoy

9.8 out of 10, Exceptional, (155)
"Located at the end of a dirt road along the lake, this cozy home leaves little to be desired. It’s off the beaten path and provides seclusion as well close proximity to the wide variety of wineries and towns in the area. The host was wonderful; calling before our arrival to ensure there were no questions, and informing us of a temporary power outage the day we were to arrive. The home was well kept, fully stocked, and clean upon our arrival. The Finger Lakes is one of my favorite vacation...
The Heart Of The Wine Country! Sip wine, take a dip, relax and enjoy
Harmony Hill: Private Pond + 52 Acres of Adventure and Fun!
TV, fireplace

Harmony Hill: Private Pond + 52 Acres of Adventure and Fun!

9.4 out of 10, Exceptional, (39)
"Beautiful, bright well-appointed property with plenty of space to spread out. The trails were perfect for country skiing. We would stay again. "
Harmony Hill: Private Pond + 52 Acres of Adventure and Fun!
Solitude: "Canandaigua Lake Front + Large Family Home for Finger Lakes Vacation"
Dining

Solitude: "Canandaigua Lake Front + Large Family Home for Finger Lakes Vacation"

9.6 out of 10, Exceptional, (10)
"We thoroughly enjoyed our stay! We found the place to be very family oriented with lots of things to do at the cabin from games to a hot tub. We enjoyed cooking meals in the kitchen and sitting out on the beautiful deck overlooking the water. We were lucky in that we had beautiful weather for December!! My son in law enjoyed snowboarding at Bristol. All in all, a great place to unwind from the holiday season!!"
Solitude: "Canandaigua Lake Front + Large Family Home for Finger Lakes Vacation"
Russell's Rendezvous - Enjoy a Vacation Full of Adventure!
Outdoor spa tub

Russell's Rendezvous - Enjoy a Vacation Full of Adventure!

9.6 out of 10, Exceptional, (29)
"This home was wonderful for our vacation. It was very clean, well stocked, great lay out and marvelous view. We enjoyed our stay thoroughly."
Russell's Rendezvous - Enjoy a Vacation Full of Adventure!
The North Star of Honeoye: Family Friendly, Great View of Honeoye Lake!
Terrace/patio

The North Star of Honeoye: Family Friendly, Great View of Honeoye Lake!

9.8 out of 10, Exceptional, (46)
"Great view, great location, and a beautiful, cozy property! We enjoyed our stay in Honeoye and want to come back again to explore in different seasons."
The North Star of Honeoye: Family Friendly, Great View of Honeoye Lake!
Serenity Cove - Tranquil Setting and Level Lakefront!
Interior

Serenity Cove - Tranquil Setting and Level Lakefront!

8.4 out of 10, Very good, (5)
"The view is breath taking . Unfortunately the couches and bed were extremely uncomfortable. All of the beds are very worn and thin. The springs jabbed into my hips and back all night. My mother in law is 70 years old and she didn’t get much sleep in her bed because of the same. The bedroom off the kitchen has a door that leads into the living room. The doorknob to that door falls off and you have to turn and pull tediously in order to open the door otherwise it falls off and your stuck. While...
Serenity Cove - Tranquil Setting and Level Lakefront!
HUGE DECK! ENJOY the beauty and quaintness of this 3 bedroom and 2 bath cottage
Smart TV

HUGE DECK! ENJOY the beauty and quaintness of this 3 bedroom and 2 bath cottage

10.0 out of 10, Exceptional, (32)
"We had a great time! Amazing deck! Beautiful location. The only thing I would warn folks about is the steepness of the stairs to the property - there are a lot of stairs and they are pretty steep. "
HUGE DECK! ENJOY the beauty and quaintness of this 3 bedroom and 2 bath cottage
Cozy Lake Front Cottage
Interior

Cozy Lake Front Cottage

9.8 out of 10, Exceptional, (19)
"Beautiful property! Easy access. Nicely decorated and fully stocked with amenities. However, due to the awkward layout, we would have been much more comfortable with privacy window treatments in the front porch area. Also, the shower floor is EXTREMELY slippery. We would definitely rent again. Hopefully with those 2 issues addressed. Thank you so much for sharing your lovely cottage with us!"
Cozy Lake Front Cottage
The Kove - Lakeside Living with Spectacular Views!
Outdoor dining

The Kove - Lakeside Living with Spectacular Views!

9.8 out of 10, Exceptional, (7)
"liked layout of house ,sleeping quarters were separated and kitchen was well equipped with dish ware and cooking utensils."
The Kove - Lakeside Living with Spectacular Views!
Pet-friendly Ovid Home Near Seneca Lake & Wineries
House (3 Bedrooms) | Private kitchen

Pet-friendly Ovid Home Near Seneca Lake & Wineries

3.0 star property
10.0 out of 10, Exceptional, (1)
Pet-friendly Ovid Home Near Seneca Lake & Wineries
Sip, Splash, and Relax at Caywood Cottage - a peaceful wine country retreat!
Miscellaneous

Sip, Splash, and Relax at Caywood Cottage - a peaceful wine country retreat!

9.6 out of 10, Exceptional, (61)
"It was a Beautiful peaceful place, Clean, great views. No issues to speak of. Would stay again. "
Sip, Splash, and Relax at Caywood Cottage - a peaceful wine country retreat!
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 Middlesex

Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..
Exterior

Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..

8.8 out of 10, Excellent, (199)
"Perfect little getaway with the hot tub and a cozy and quiet hill. Glad we had the four-wheel-drive car to get up the hill!!!"
Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..
Naples Valley Getaway! Private home with hot tub- 20 min. From Bristol Mountain
Outdoor dining

Naples Valley Getaway! Private home with hot tub- 20 min. From Bristol Mountain

10.0 out of 10, Exceptional, (310)
"Loved our stay in this house! It was very clean and peaceful. The hosts are very responsive. "
Naples Valley Getaway! Private home with hot tub- 20 min. From Bristol Mountain
WELCOME! WE ARE PET FRIENDLY.
Outdoor dining

WELCOME! WE ARE PET FRIENDLY.

9.8 out of 10, Exceptional, (264)
"Perfect location. While close to local wineries we decided to just relax at the cabin. Plenty of games, puzzles, and DVDs. Smart tv available for streaming. Lots of natural light with the windows. Also with all of the windows we had lots of entertainment with bird watching. Bird seed was available at the cabin to help attract a variety of birds. Able to see a couple of deer walk up the driveway at dusk. Cabin was very clean and warm, cozy is a great descriptor. Had all of the amenities you...
WELCOME! WE ARE PET FRIENDLY.
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.

Frequently asked questions

How much do cottages in Middlesex cost?
Expect to pay between and per night for cottages in Middlesex. Whatever your budget, the perfect stay is just a click or two away on Expedia. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What is there to do in Middlesex near my cottage?
You’ll find tons of superb things to do in Middlesex. You won’t want to miss big attractions like Hunt Country Vineyards, Inspire Moore Winery and Vineyard and Bristol Valley Theatre. Conklin Gully, Clarks Gully and Ontario County Park at Gannett Hill also lure many visitors.