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Middlesex Holiday Rentals

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Holiday Rentals in Middlesex

The Flatts at North Shore

3.5 star property
9.8 out of 10, Exceptional, (89)
"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

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

10.0 out of 10, Exceptional, (235)
"Lovely cabin with great views."
The price is AU$728
includes taxes & fees
30 July - 31 July
Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!

Fully Furnished Seneca Lake Lakefront Rental

10.0 out of 10, Exceptional, (53)
"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

Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake

9.6 out of 10, Exceptional, (139)
"We stayed one night, & it met our needs for a place to sleepy& shower after a friends wine tasting. We hope to stay there again when in the area. Mary, & her family were friendly & helpful."
The price is AU$305
includes taxes & fees
5 Aug - 6 Aug
Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake

Adirondack Style Lodge - Minutes from Keuka Lake, Wineries.

10.0 out of 10, Exceptional, (256)
"My husband and I stayed at the cabin for a couple of nights as I had a booth at the Keuka Arts Festival nearby. It was the perfect place to relax after long busy days at the festival. We loved how peaceful and cosy it was, how clean everything was, and how clear all the directions on what to expect were. There were no surprises. We would definitely stay here again in the future."
Adirondack Style Lodge - Minutes from Keuka Lake, Wineries.

Renovated Cabin, with custom craftwork, in Picturesque Finger Lakes Wine Country

2.0 star property
10.0 out of 10, Exceptional, (19)
"The house was perfect for my friends and I (four of us in total). Really clean and comfortable place to stay, with all the amenities that we needed for a couple nights. Would absolutely stay here again if I'm back in the area. "
Renovated Cabin, with custom craftwork, in Picturesque Finger Lakes Wine Country

Pet-Friendly Seneca Lake Home w/ Private Deck

9.6 out of 10, Exceptional, (39)
"Loved our stay ❤️"
Pet-Friendly Seneca Lake Home w/ Private Deck

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

9.6 out of 10, Exceptional, (34)
"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.

Welcome to Camp Waneta.

9.8 out of 10, Exceptional, (12)
"The house is tiny but nicely designed and built. It has all the necessities, a fire pit, a grill (outdoor) and direct access to a private dock where you can enjoy the lake view and fishing. We are also glad to know we are the first guests so everything is brand new. We enjoyed our stay. My kids love the fire pit, grill, house etc. My husband loves the fishing. By the way, it’s easy to fish; we caught 8 fish in about half hours. The house is close to a lot of attractions, e.g. finger lake area,...
The price is AU$421
includes taxes & fees
27 July - 28 July
Welcome to Camp Waneta.

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 AU$508
includes taxes & fees
27 July - 28 July
1 bed/ba lakeside cottage, large deck, west side of Seneca Lake. Pet Friendly!

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

Your Destination For July 4th!!!

10.0 out of 10, Exceptional, (7)
"Perfect spot for pur parents weekend!"
Your Destination For July 4th!!!

Experience wine country magic with several wineries nearby and memorable tasting

9.8 out of 10, Exceptional, (162)
"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

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

9.6 out of 10, Exceptional, (127)
"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

Charming 3-bedroom house in nice Hammondsport with AC, WiFi

2.0 star property
2.0 out of 10, (1)
The price is AU$495
includes taxes & fees
27 July - 28 July
Charming 3-bedroom house in nice Hammondsport with AC, WiFi

Peaceful Hilltop Retreat Near Keuka Lake & Wine Trails

10.0 out of 10, Exceptional, (10)
The price is AU$522
includes taxes & fees
6 Aug - 7 Aug
Peaceful Hilltop Retreat Near Keuka Lake & Wine Trails

Beautiful Retreat w/Amazing Views-Kayak&Canoe! Lakefront! Free WIFI

9.8 out of 10, Exceptional, (237)
"Great house in Keuka lake. We enjoyed our stay. "
Beautiful Retreat w/Amazing Views-Kayak&Canoe! Lakefront! Free WIFI

Robin's Nest: Newly renovated home located on 60 acres of fields & forest.

10.0 out of 10, Exceptional, (3)
"We had a great stay at Robins nest. The host is very kind and sweet. The area is very quiet and you can hear all the birds chirping!! Recommend "
Robin's Nest: Newly renovated home located on 60 acres of fields & forest.

Large Finger Lakes Getaway - 5 BR with Bath Access!

8.8 out of 10, Excellent, (37)
"This home is on a large property with no near neighbors, lending it a quiet atmosphere. The large fireplace up stairs, and the gas fireplace in the basement are great features. The huge dining table (seats 14) makes for a great center of operations. The well water has a distinct sulfur smell, but we brought water with us for drinking and cooking. Overall, very nice experience."
Large Finger Lakes Getaway - 5 BR with Bath Access!

Large Lakefront Lodge on Canandaigua Lake Sleeps 22 Guests!

9.6 out of 10, Exceptional, (62)
"Family reunion, we rented a boat, excellent accommodations !"
Large Lakefront Lodge on Canandaigua Lake Sleeps 22 Guests!
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 Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!: This holiday home rental outside of Middlesex is located on the beach, and has a balcony, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

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.