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Top Holiday Rentals in Middlesex

The Flatts at North Shore

3.5 star property
9.8 out of 10, Exceptional, (90)
"The property was in a great location and had everything we needed. The bedrooms and bathrooms are spacious and the owners were great ! "
The Flatts at North Shore

Camp Believe It is a secluded cabin with 50 acres of hiking trails!

10.0 out of 10, Exceptional, (2)
"We had a wonderfully relaxing stay at Camp Believe It! The cabin was very clean and ready for guests with all the amenities we needed for our stay. Spencer was very attentive and available for any needs/concerns we had. The property is beautiful! We will definitely book again when we're in the area."
The price is £149
includes taxes & fees
14 Aug - 15 Aug
Camp Believe It is a secluded cabin with 50 acres of hiking trails!

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

3.0 star property
9.8 out of 10, Exceptional, (64)
"Great place overlooking the lake, we enjoyed sitting in the deck taking in the view."
The price is £290
includes taxes & fees
1 Sept - 2 Sept
1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!

Peaceful Hilltop Retreat Near Keuka Lake & Wine Trails

10.0 out of 10, Exceptional, (12)
"Loved staying at this home. It was clean, simple and comfy. Adequately equipped with dishes, games, wine and local Finger Lakes Coffee. The views were nice, particularly the lake at night. Good food choices in nearby Penn Yan and convenient to many wineries on the trail. Great communication with the owner, Karl. I will definitely consider this property when making future trips to the Finger Lakes. Thank you!"
The price is £241
includes taxes & fees
1 Sept - 2 Sept
Peaceful Hilltop Retreat Near Keuka Lake & Wine Trails

The Little Cabin By The Lake

8.8 out of 10, Excellent, (3)
"We had a really a great time on an overnight mid-week get away at the property. For not much more than what we would have spent on a lousy hotel we got the full vacation vibe. The space is modern, private and fully equipped with everything you need. "
The price is £223
includes taxes & fees
18 Aug - 19 Aug
The Little Cabin By The Lake

WELCOME! WE ARE PET FRIENDLY.

9.8 out of 10, Exceptional, (283)
"Beautiful place"
WELCOME! WE ARE PET FRIENDLY.

Experience wine country magic with several wineries nearby and memorable tasting

9.8 out of 10, Exceptional, (164)
"The location and overall property was great. The doggie door and fenced yard was perfect. Property was super clean and beds comfortable. Would recommend staying there."
Experience wine country magic with several wineries nearby and memorable tasting

Cozy All Season Bungalow right on the Lake wine and brewery trail.

9.6 out of 10, Exceptional, (36)
"Wonderful gem right on the water. Close to great breweries! Very clean and private. Looking forward to booking again."
Cozy All Season Bungalow right on the Lake wine and brewery trail.

Anthony Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Big Deck, Recently Updated-New Dock-Pets OK

9.6 out of 10, Exceptional, (201)
"Beautiful location right on the water! Very relaxing getaway. Super close to wineries as well!"
Anthony Beach-Seneca-Waterfront-Hot Tub-Wine Trail-Big Deck, Recently Updated-New Dock-Pets OK

Newly Renovated Rustic Cabin w/WiFi in the Heart of the Finger Lakes

9.6 out of 10, Exceptional, (129)
"Nice secluded cabin. Clean and well stocked. Only complaint is the birds and bees both had homes on the back porch under the grill and they did not enjoy us visiting! Grill is in needs some fixing (ignitor and plates), but it was doable! Otherwise, everything was great and as described. "
Newly Renovated Rustic Cabin w/WiFi in the Heart of the Finger Lakes

Fully Furnished Seneca Lake Lakefront Rental

10.0 out of 10, Exceptional, (54)
"Great location, house is beautiful and we had plenty of room. There are 2 livings rooms- one is a little secluded so u didn’t wake anyone that wanted to sleep in. Love sitting on the couch and being able to see the water.I would recommend this house to anyone. Amanda was very responsive and very easy to connect with."
Fully Furnished Seneca Lake Lakefront Rental

FROG HOUSE - ROMANTIC - OFF GRID - WINE TRAIL CABIN - Pet Friendly! 4 Seasons

2.0 star property
9.8 out of 10, Exceptional, (8)
"Overall, our impression is that the property was very comfortable as a campsite. The property was very much what we had hoped for -- (mostly) quiet, forest, trails. Thought "Frog House" meant frog sounds all night, but .... "
FROG HOUSE - ROMANTIC - OFF GRID - WINE TRAIL CABIN - Pet Friendly! 4 Seasons

Cottage on Conesus lake w private shared beach, dock, fireplace & AC

2.0 star property
9.2 out of 10, Wonderful, (7)
"We had a nice stay! Very beautiful and quiet. The cabin was cute and had plenty of space for my dog and I! We would definitely recommend and return!"
Cottage on Conesus lake w private shared beach, dock, fireplace & AC

STARWOOD - ROMANTIC - OFF GRID - WINE TRAIL CABIN - Pet Friendly! 4 Seasons

9.8 out of 10, Exceptional, (28)
"Overall beautiful property and nice place to stay! "
STARWOOD - ROMANTIC - OFF GRID - WINE TRAIL CABIN - Pet Friendly! 4 Seasons

Vintage Camper Overlooking Seneca Lake

10.0 out of 10, Exceptional, (5)
"Enjoyed the privacy, quiet and remoteness immensely. Clean and organized Nothing was lacking"
The price is £157
includes taxes & fees
7 Sept - 8 Sept
Vintage Camper Overlooking Seneca Lake

Canandaigua Lake access via 3 private beaches and park - RV with AC, hot tub

10.0 out of 10, Exceptional, (2)
"Super nice host. Everything was clean and in good condition!"
The price is £210
includes taxes & fees
15 Aug - 16 Aug
Canandaigua Lake access via 3 private beaches and park - RV with AC, hot tub

Seneca Hideaway/Sunken Vessel/Hot Tub

2.0 star property
10.0 out of 10, Exceptional, (3)
"Lovely clean cabin with great ac. A great hot tub as well. Thanks!"
Seneca Hideaway/Sunken Vessel/Hot Tub

Relax and Enjoy your time at the Lake

10.0 out of 10, Exceptional, (114)
"This is our second stay here and plan on making it an annual event as the location is superb if you like quiet, beaty, and good fishing.has been the most relaxing vacation hands down."
Relax and Enjoy your time at the Lake

Pine Grove Cabin

9.4 out of 10, Exceptional, (3)
"Extremely quiet and peaceful. Surrounded by farmland and close to Seneca lake. One of the beds is a foam mattress to put on the floor. You’ll have to cover the motion detector light if you want to sleep."
The price is £121
includes taxes & fees
8 Aug - 9 Aug
Pine Grove Cabin

Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!

10.0 out of 10, Exceptional, (238)
"Lovely cabin with great views."
The price is £520
includes taxes & fees
16 Aug - 17 Aug
Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!
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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Top Middlesex Hotel Reviews

Frequently asked questions

Are there holiday rentals in Middlesex?

Yes, there are holiday rentals close to the most popular sights in Middlesex, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Middlesex has to offer?

Cozy All Season Bungalow right on the Lake wine and brewery trail.: This holiday home rental outside of Middlesex is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker. You and your friends and family can relax into your holiday with amenities such as a garden.

How many holiday rentals will I find in Middlesex?

Choose from 11 Expedia holiday rentals in Middlesex for a memorable holiday.

What can I see and do in Middlesex?

Canandaigua Lake and Clarks Gully are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find West River Marsh and Bristol Mountain Ski Resort.

What are holiday rentals like in Middlesex?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Middlesex. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for family trips.