Title: Middlesex Vacation Rentals : Search Short-Term Rentals | Expedia.com

[Middlesex Travel Guide](https://expedia.com/Middlesex.dx553248635935228195)[Hotels in Middlesex](https://expedia.com/Middlesex-Hotels.d553248635935228195.Travel-Guide-Hotels)[Flights to Middlesex](https://expedia.com/Cheap-Flights-To-Middlesex.d553248635935228195.Travel-Guide-Flights)[Car Rentals in Middlesex](https://expedia.com/Car-Rentals-In-Middlesex.d553248635935228195.Car-Rental-Guide)[Middlesex Vacation Packages](https://expedia.com/Middlesex.d553248635935228195.Destination-Travel-Guides)

![Cascade at Clark's Gully
#Localsecrets
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Photo by Matthew Jay

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=553248635935228195&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=553248635935228195&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=553248635935228195&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=553248635935228195&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Middlesex%2C+New+York%2C+United+States+of+America&regionId=553248635935228195&latLong=42.70536%2C-77.275963&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CABIN)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Middlesex%2C+New+York%2C+United+States+of+America&regionId=553248635935228195&latLong=42.70536%2C-77.275963&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Middlesex%2C+New+York%2C+United+States+of+America&regionId=553248635935228195&latLong=42.70536%2C-77.275963&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VACATION_HOME)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Middlesex%2C+New+York%2C+United+States+of+America&regionId=553248635935228195&latLong=42.70536%2C-77.275963&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CONDO)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Middlesex%2C+New+York%2C+United+States+of+America&regionId=553248635935228195&latLong=42.70536%2C-77.275963&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APARTMENT)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Middlesex%2C+New+York%2C+United+States+of+America&regionId=553248635935228195&latLong=42.70536%2C-77.275963&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VILLA)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Middlesex%2C+New+York%2C+United+States+of+America&regionId=553248635935228195&latLong=42.70536%2C-77.275963&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=HOUSE_BOAT)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Middlesex%2C+New+York%2C+United+States+of+America&regionId=553248635935228195&latLong=42.70536%2C-77.275963&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CHALET)

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## Top Middlesex Hotel Reviews

![Holiday Inn Express & Suites Geneva Finger Lakes by IHG](https://images.trvl-media.com/lodging/8000000/7860000/7857700/7857635/1499ae12_y.jpg)

### Holiday Inn Express & Suites Geneva Finger Lakes by IHG

10/10 Excellent

"Staff was extremely helpful and breakfast had many options."

[](https://expedia.com/Geneva-Hotels-Holiday-Inn-Express-Suites-Geneva-Finger-Lakes.h7857635.Hotel-Information)

![Hampton Inn Penn Yan](https://images.trvl-media.com/lodging/16000000/15440000/15438800/15438769/63228067_y.jpg)

### Hampton Inn Penn Yan

10/10 Excellent

"The staff was very kind and the property was clean. "

[](https://expedia.com/Penn-Yan-Hotels-Hampton-Inn-By-Hilton-Penn-Yan.h15438769.Hotel-Information)

![Budget Inn Farmington](https://images.trvl-media.com/lodging/2000000/1540000/1535600/1535573/f6b7c465_y.jpg)

### Budget Inn Farmington

10/10 Excellent

"Clean room"

[](https://expedia.com/Farmington-Hotels-Budget-Inn-Farmington.h1535573.Hotel-Information)

![Hotel Canandaigua, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/51000000/50900000/50896900/50896866/8aa2072d_y.jpg)

### Hotel Canandaigua, Tapestry Collection by Hilton

10/10 Excellent

"From the moment o walked in the staff was kind and helpful. The entrance, restaurant, and rooms were clean and inviting"

[](https://expedia.com/Rochester-Hotels-Hotel-Canandaigua.h50896866.Hotel-Information)

![Microtel by Wyndham Penn Yan Finger Lakes Region](https://images.trvl-media.com/lodging/12000000/11030000/11022300/11022292/8011e32a_y.jpg)

### Microtel by Wyndham Penn Yan Finger Lakes Region

10/10 Excellent

"Room was clean, staff are very friendly. Warm clean amellimg heater"

[](https://expedia.com/Penn-Yan-Hotels-Microtel-By-Wyndham-Penn-Yan-Finger-Lakes-Region.h11022292.Hotel-Information)

![41 Lakefront Hotel, Trademark Collection By Wyndham](https://images.trvl-media.com/lodging/1000000/70000/60800/60711/c46b1bc3_y.jpg)

### 41 Lakefront Hotel, Trademark Collection By Wyndham

10/10 Excellent

"Clean room and great location"

[](https://expedia.com/Geneva-Hotels-Ramada-Plaza-By-Wyndham-Geneva-Lakefront-Resort.h60711.Hotel-Information)

![Holiday Inn Express Canandaigua - Finger Lakes by IHG](https://images.trvl-media.com/lodging/6000000/5450000/5440700/5440685/fed0e46d_y.jpg)

### Holiday Inn Express Canandaigua - Finger Lakes by IHG

10/10 Excellent

"Friendly staff!"

[](https://expedia.com/Canandaigua-Hotels-Holiday-Inn-Express-Canandaigua-Finger-Lakes.h5440685.Hotel-Information)

![The Lake House on Canandaigua](https://images.trvl-media.com/lodging/50000000/49090000/49087800/49087717/07c0c541_y.jpg)

### The Lake House on Canandaigua

10/10 Excellent

"Great place. The rooms were clean, staff was great. Loved the spa and the sauna."

[](https://expedia.com/Canandaigua-Hotels-The-Lake-House-On-Canandaigua.h49087717.Hotel-Information)

![Microtel Inn & Suites by Wyndham Geneva](https://images.trvl-media.com/lodging/4000000/3060000/3052600/3052585/f2bced46_y.jpg)

### Microtel Inn & Suites by Wyndham Geneva

10/10 Excellent

"It was clean and the staff was super friendly! "

[](https://expedia.com/Geneva-Hotels-Microtel-Inn-Suites-By-Wyndham-Geneva.h3052585.Hotel-Information)

## Find out more about Middlesex

**Everything you need to know about Middlesex vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middlesex vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middlesex vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Middlesex vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Middlesex. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Middlesex in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Middlesex rentals**

At Expedia, we put the best Middlesex vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Middlesex rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middlesex vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middlesex. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

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- [Vacation Homes in Middlesex ](https://expedia.com/Middlesex-Private-Vacation-Homes.d553248635935228195-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Middlesex ](https://expedia.com/Middlesex-Cottages.d553248635935228195-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Middlesex ](https://expedia.com/Middlesex-Apartments.d553248635935228195-aaApartments.Travel-Guide-Accommodation)
- [Cabin Rentals in Middlesex ](https://expedia.com/Middlesex-Cabins.d553248635935228195-aaCabins.Travel-Guide-Accommodation)
- [Condo Rentals in Middlesex ](https://expedia.com/Middlesex-Condos.d553248635935228195-aaCondos.Travel-Guide-Accommodation)
- [B&B in Middlesex ](https://expedia.com/Middlesex-Bed-And-Breakfast.d553248635935228195-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Farmstay in Middlesex ](https://expedia.com/Middlesex-Agritourism.d553248635935228195-aaAgritourism.Travel-Guide-Accommodation)
- [Chalets in Middlesex ](https://expedia.com/Middlesex-Chalets.d553248635935228195-aaChalets.Travel-Guide-Accommodation)
- [Motels in Middlesex ](https://expedia.com/Middlesex-Motels.d553248635935228195-aaMotels.Travel-Guide-Accommodation)
- [RV Parks in Middlesex ](https://expedia.com/Middlesex-RV-Parks.d553248635935228195-aaRVParks.Travel-Guide-Accommodation)
- [Guest Houses in Middlesex ](https://expedia.com/Middlesex-Guest-Houses.d553248635935228195-aaGuestHouses.Travel-Guide-Accommodation)
- [Lodges in Middlesex ](https://expedia.com/Middlesex-Lodges.d553248635935228195-aaLodges.Travel-Guide-Accommodation)
- [Resorts in Middlesex ](https://expedia.com/Middlesex-Resorts.d553248635935228195-aaResorts.Travel-Guide-Accommodation)
- [Inns in Middlesex ](https://expedia.com/Middlesex-Inns.d553248635935228195-aaInns.Travel-Guide-Accommodation)
- [Houseboats in Middlesex ](https://expedia.com/Middlesex-Houseboats.d553248635935228195-aaHouseboats.Travel-Guide-Accommodation)
- [Castles in Middlesex ](https://expedia.com/Middlesex-Castles.d553248635935228195-aaCastles.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Middlesex?

### What's the top vacation rental in Middlesex?

### How many vacation rentals will I find in Middlesex?

### What can I see and do in Middlesex?

### What are vacation rentals like in Middlesex?

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