Middlesex Holiday Rentals, New York: Private House Rentals

A waterfall cascading through a narrow rock formation surrounded by greenery.

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Our top choices for Middlesex hotels

A Microtel by Wyndham hotel with a covered entrance, a parking lot, and a brick facade.

A swimming pool with a marble wall and a 'No Diving' sign, surrounded by chairs and a reception area.

A bar area with a large window, three stools, and a bowl of fruit.

A hotel room with a bed, a desk with a chair, a sofa, a small kitchenette, and a bathroom.

1. Microtel by Wyndham Penn Yan Finger Lakes Region

Penn Yan

Linda

Rp1.852.468

Rp2.137.279 total

includes taxes & fees

30 Aug - 31 Aug

A spacious lobby with a reception desk, seating area, and a flat-screen TV mounted on the wall.

An outdoor seating area with Adirondack chairs and a central fire pit.

A modern lobby with two armchairs, a small round table, a fireplace, and a large window with curtains.

A modern indoor pool area with clear pool lines, a seating area with tables and chairs, and a ceiling with recessed lighting.

2. Best Western Plus The Hammondsport Hotel

Hammondsport

Mariana

Rp2.392.522

Rp2.679.625 total

includes taxes & fees

24 Aug - 25 Aug

A balcony with wicker furniture, a glass table, and a view of a lake and forest.

A large indoor swimming pool with clear blue water, surrounded by tiled flooring and walls. There are multiple seating areas with chairs and tables, and large windows offering views of the outdoors.

A hotel room with two beds, a TV, a desk, and a chair.

A spacious dining area with a long table and multiple chairs, overhead lighting, and large windows with curtains.

3. Hampton Inn Penn Yan

Penn Yan

Hyvis

Rp1.755.456

Rp1.966.110 total

includes taxes & fees

9 Sept - 10 Sept

A hotel room with a bed, bedside lamps, a nightstand, a bathroom with a bathtub, and a window with curtains.

A Comfort Inn & Suites hotel with a covered entrance, multiple windows, and a parking lot.

A dining area with wooden tables and chairs, a bar area, and large windows providing natural light.

A hotel room with a flat-screen TV, a desk with a telephone and coffee maker, a blue sofa with cushions, and a small ottoman.

4. Comfort Inn & Suites Farmington - Victor

Farmington

Paulette

Rp1.956.156

Rp2.161.552 total

includes taxes & fees

9 Sept - 10 Sept

An outdoor patio with tables and chairs, overlooking a body of water.

A modern hotel with a large glass facade, outdoor seating with umbrellas, and a waterfront view.

A hotel room with a large bed, a desk with a flat-screen TV, a sofa, and a chair.

A modern lobby with seating areas, a reception desk, and a colorful artwork on the wall.

5. 41 Lakefront Hotel, Trademark Collection By Wyndham

Geneva

Donald

Rp2.231.784

Rp2.533.077 total

includes taxes & fees

7 Sept - 8 Sept

An outdoor patio with a round table and a fire pit, surrounded by wicker chairs.

A hotel room with a large bed, wooden headboard, two nightstands, and a decorative wall panel.

A room with two wooden chairs, a small round table, a wooden cabinet, and a window with curtains.

A red pergola with a checkered flag, surrounded by various plants and a staircase leading to a building.

6. Vinehurst Inn And Suites

Hammondsport

Andrew

Rp2.301.360

Rp2.577.525 total

includes taxes & fees

30 Aug - 31 Aug

A spacious lobby with a reception desk, a dining area, and a staircase leading to upper floors.

A lakeside building with a dock, a grassy area, and a sandy beach.

A large outdoor amphitheater with tiered seating and a stage at the front.

A buffet with labeled food stations including omelets and cheese.

7. Holiday Inn Express Canandaigua - Finger Lakes by IHG

Canandaigua

Julie

Rp2.319.200

Rp2.562.716 total

includes taxes & fees

20 Sept - 21 Sept

A hotel room with two beds, a ceiling fan, a TV, and a desk.

A modern kitchen with a wooden island, a dining area with a table and chairs, a flat-screen TV, and a window with a view of the outdoors.

A bathroom with a bathtub, toilet, sink, and a towel rack.

A home office setup with a desk, computer, printer, and a potted plant by a window.

8. Econo Lodge Inn & Suites Canandaigua - Fingers Lake Area

Canandaigua

Natalie

Rp1.774.188

Rp1.960.477 total

includes taxes & fees

10 Sept - 11 Sept

9. Days Inn by Wyndham Geneva/Finger Lakes

Geneva

Denise

Rp1.440.580

Rp1.591.841 total

includes taxes & fees

8 Sept - 9 Sept

An outdoor patio with a fire feature, stone walls, and modern outdoor furniture.

A sign for Hobart and William Smith Colleges with a landscaped garden in front.

A modern lobby with a blue sofa, a round coffee table, and a stone fireplace.

10. Fairfield Inn & Suites by Marriott Geneva Finger Lakes

Western Gardens

Zhihong

Rp2.151.504

Rp2.441.958 total

includes taxes & fees

8 Sept - 9 Sept

A multi-story hotel with a covered entrance and brick facade.

A hotel room with a bed, a desk with a chair, a bench, a bathtub, a mirror, and a TV.

A reception area with a counter, seating, and a staircase leading to an upper floor.

A hotel breakfast area with a buffet, dining tables, and chairs.

11. Microtel Inn & Suites by Wyndham Geneva

Geneva

Tamara

Rp2.031.976

Rp2.245.334 total

includes taxes & fees

23 Aug - 24 Aug

A Best Western Plus hotel with a covered entrance, multiple windows, and a brick facade.

A spacious dining area with a long table and six chairs, a chandelier, and a decorative wall piece.

A patio area with Adirondack chairs and a pergola, featuring stone planters with flowers.

A hotel room with a bed, a TV, a sofa, and a desk.

12. Best Western Plus Vineyard Inn & Suites

Penn Yan

Danielle

Rp1.958.568

Rp2.193.597 total

includes taxes & fees

7 Sept - 8 Sept

An indoor swimming pool with clear signage indicating no lifeguard on duty and no diving allowed.

A hotel room with a kitchenette, a large mirror, a television, a sofa, and a window with curtains.

A hotel reception desk with framed photographs on the wall, a sign reading "Welcome to Geneva," and a "Hilton Honors" sign.

A Hampton Inn hotel with a prominent illuminated sign, a well-maintained lawn, and a parking area.

13. Hampton Inn Geneva

Geneva

SHERWIN

Rp2.179.691

Rp2.473.951 total

includes taxes & fees

8 Sept - 9 Sept

A hotel room with a large bed, a desk, a chair, a desk lamp, a bedside table, a nightstand, a wall-mounted TV, and a bathroom with a bathtub and a shower.

A modern kitchen with wooden cabinets, a built-in oven, and a coffee station.

A modern kitchen with a large window, built-in cabinets, a flat-screen TV, and a coffee machine.

A modern kitchen with wooden cabinets, a countertop, and a built-in stove.

14. Americas Best Value Inn Farmington

Farmington

Nathan

Rp1.518.270

Rp1.677.778 total

includes taxes & fees

30 Aug - 31 Aug

A Super 8 motel with a white exterior, multiple windows, and a well-lit entrance.

A hotel room with a bed, a TV, a desk with a lamp, a chair, and a trash bin.

15. Super 8 by Wyndham Canandaigua

Canandaigua

William

Rp1.577.056

Rp1.742.647 total

includes taxes & fees

3 Sept - 4 Sept

An outdoor patio area with a fire pit, lounge chairs, and a well-lit garden.

A bathroom with a bathtub, two champagne glasses with strawberries, and a large mirror reflecting a room with a red chair and a plant.

A room with two red upholstered chairs, a small round table with a vase of flowers, and wooden paneled walls with large windows.

A wooden staircase with a floral curtain, a wooden chair, a table with a lamp, and a bookshelf with various items.

16. Sutherland House Victorian Bed & Breakfast

Canandaigua

Mike

Rp2.930.541

Rp3.238.248 total

includes taxes & fees

27 Aug - 28 Aug

A Holiday Inn Express & Suites building with a modern design, featuring a flat roof, large windows, and a brick facade.

An outdoor patio area with wicker furniture, a stone fire pit, and brick walls.

An indoor swimming pool with a view of the parking lot outside.

A spa area with a hot tub, tiled floor, and large windows.

17. Holiday Inn Express & Suites Geneva Finger Lakes by IHG

Geneva

Santa

Rp1.873.200

Rp2.069.975 total

includes taxes & fees

8 Sept - 9 Sept

A two-story house with a front porch, green shutters, and a chimney.

A spacious dining area with a wooden table and chairs, a chandelier, and a large window with curtains.

A framed world map with a red border and a quote, a Scrabble game with the word 'RELAX' spelled out, a vintage bicycle, and a small bookshelf with books and a glass container.

A traditional living room with a fireplace, wooden flooring, and classic furniture.

18. B&B at Oliver Phelps

Canandaigua

Douglas P

Rp3.835.600

Rp4.353.495 total

includes taxes & fees

24 Aug - 25 Aug

A bar area with a checkered floor, wooden bar counter, and multiple stools.

A brick building with a white porch, outdoor seating, and a flag.

A hallway with a wooden staircase, blue walls, and a door with a glass window.

A hallway with a carpeted floor, framed pictures on the walls, a chandelier, and a door on the right.

19. The Naples Hotel

Naples

Alex

Rp4.263.760

Rp4.711.544 total

includes taxes & fees

27 Aug - 28 Aug

A waterfront restaurant with outdoor seating, stone walls, and nautical-themed decor.

A multi-story hotel with a stone facade, multiple balconies, and a covered entrance area.

A spacious dining area with a long wooden table, wicker chairs, and hanging pendant lights.

A bar area with a central island, bar stools, hanging pendant lights, and a shelf with bottles and glasses.

20. Hotel Canandaigua, Tapestry Collection by Hilton

Canandaigua

Ashley

Rp3.349.995

Rp3.802.244 total

includes taxes & fees

8 Sept - 9 Sept

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Stay near popular Middlesex attractions

Clarks Gully

Commune with nature and explore the great outdoors at Clarks Gully during your travels in Middlesex. Stroll along this relaxing area's lakeside or simply enjoy its wineries.

See properties

Learn more about Middlesex

Nestled along the shores of Canandaigua Lake, this charming town invites visitors to explore the dramatic rock formations of Clarks Gully. Outdoor enthusiasts can split their time between Deep Run Beach's refreshing waters and nearby Bristol Mountain's scenic slopes depending on the season.

See all hotels in Middlesex

Top Middlesex Hotel Reviews

Comfort Inn & Suites Farmington - Victor

10/10 Excellent

"good"

Days Inn by Wyndham Geneva/Finger Lakes

8/10 Good

"It was clean. People were nice and helpful."

Vinehurst Inn And Suites

10/10 Excellent

"The owners are very nice and attentive. She always offers great local recommendations for vineyards and other attractions. This was our second time there, and we will return. Great location for visiting Lakes Keuka and Seneca."

Microtel by Wyndham Penn Yan Finger Lakes Region

10/10 Excellent

"Rooms are clean Staff are helpful too . Disappointed with the breakfast ( it will better if they serve boiled egg and fruits)"

Hotel Canandaigua, Tapestry Collection by Hilton

10/10 Excellent

"Nicole at reception was efficient and very helpful. She made everyone feel welcomed and right at home. Setting, grounds and amenities were incredible."

Best Western Plus Vineyard Inn & Suites

10/10 Excellent

"We stay every year or so while when we visit the winerys. Love the location, rooms and the staff. Would recommend."

41 Lakefront Hotel, Trademark Collection By Wyndham

8/10 Good

"We appreciated the location near the lake and the proximity to walk downtown and visit restaurants and that was the saving grace of the hotel. The parking was free. The bad parts: When we arrived there was no staff at the desk and a note they were away helping someone else. It was a 15 minute wait until someone arrived. We went down to the lobby and wanted tea. They had hot water but no tea bags, we asked the desk for bags and they said there were none. I found some in a conference room and the next morning I asked again to a different staff member and she found 6 bags but that was it. There was a kuerig in the room with tea but the machines usually have a coffee taste and the tap water from the sink was not the best. In our room i found a piece of chewed gum on the floor by the hotel door, The wash clothes we had seemed clean but were brownish not really white so it was questionable. We were told they did not make up the room every day which was OK. While the restaurant was nice, no one did anything about the bird feathers, I guess a lot of sea gulls hang out there but there were so it looked like a flock was killed and the feathers came into the hotel as well. Not the best around food. The internet had no password and bandwidth was 1.5 download. Impossible to try to do any work. I would not stay there again"

Hampton Inn Penn Yan

10/10 Excellent

"Beautiful lake view. Nicely manicured property. Good breakfast. Comfortable beds. Nice bathroom."

Holiday Inn Express & Suites Geneva Finger Lakes by IHG

10/10 Excellent

"Good place"

More cheap stays in Middlesex

Days Inn by Wyndham Geneva/Finger Lakes

485 Hamilton St Geneva NY

Rp1.440.580

Rp1.591.841 total

8 Sept - 9 Sept

includes taxes & fees

7.4/10 Good! (1,022 reviews)

Americas Best Value Inn Farmington

6037 Route 96 Farmington NY

Rp1.518.270

Rp1.677.778 total

30 Aug - 31 Aug

includes taxes & fees

8.6/10 Excellent! (574 reviews)

Microtel Inn & Suites by Wyndham Farmington

1299 NYS Route 332 Farmington NY

Rp1.592.220

Rp1.759.403 total

23 Aug - 24 Aug

includes taxes & fees

Microtel Inn & Suites by Wyndham Geneva

550 Hamilton St Geneva NY

Rp2.031.976

Rp2.245.334 total

23 Aug - 24 Aug

includes taxes & fees

Holiday Inn Express Canandaigua - Finger Lakes by IHG

330 Eastern Blvd. Canandaigua NY

Rp2.319.200

Rp2.562.716 total

20 Sept - 21 Sept

includes taxes & fees

8.6/10 Excellent! (1,003 reviews)

Best Western Plus The Hammondsport Hotel

8440 State Route 54 Hammondsport NY

Rp2.392.522

Rp2.679.625 total

24 Aug - 25 Aug

includes taxes & fees

Frequently asked questions

Where is the best place to stay in Middlesex?

41 Lakefront Hotel, Trademark Collection By Wyndham, located 18.7 mi (30.1 km) from the heart of Middlesex, is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are The Lake House on Canandaigua and Microtel by Wyndham Penn Yan Finger Lakes Region. See all available top hotels, or vacation rentals in Middlesex.

If I need to cancel my hotel reservation in Middlesex, will I receive a refund?

Yes, most hotel room reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a non-refundable reservation, it might still be possible to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Middlesex.

What are some accommodation options with pools in Middlesex?

41 Lakefront Hotel, Trademark Collection By Wyndham: Hotel, 2-minute walk from Seneca Lake. Features free self parking, an indoor pool and complimentary wireless Internet access. The Lake House on Canandaigua and Microtel by Wyndham Penn Yan Finger Lakes Region are two additional hotels that offer an on-site pool. View all hotels with pools in Middlesex.

What's it like to stay in Middlesex?

Visitors will definitely enjoy all that Middlesex has to offer. In Middlesex, there are 18 hotels and other accommodation options to choose from. Find out more about Middlesex.

What should I see while I'm in Middlesex?

Natural beauty is on display at Canandaigua Lake, Clarks Gully and West River Marsh. You'll also find Bristol Mountain Ski Resort and Keuka Lake State Park in the area. Take a look at what more there is to see and do in Expedia's Middlesex guide.

What's the weather like in Middlesex?

The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Middlesex are January, March, February and December, with each month seeing an average of 19 cm of snowfall.

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Find hotels in Middlesex, NY from Rp1.591.841

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Middlesex

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Middlesex hotels

1. Microtel by Wyndham Penn Yan Finger Lakes Region

2. Best Western Plus The Hammondsport Hotel

3. Hampton Inn Penn Yan

4. Comfort Inn & Suites Farmington - Victor

5. 41 Lakefront Hotel, Trademark Collection By Wyndham

6. Vinehurst Inn And Suites

7. Holiday Inn Express Canandaigua - Finger Lakes by IHG

8. Econo Lodge Inn & Suites Canandaigua - Fingers Lake Area

9. Days Inn by Wyndham Geneva/Finger Lakes

10. Fairfield Inn & Suites by Marriott Geneva Finger Lakes

11. Microtel Inn & Suites by Wyndham Geneva

12. Best Western Plus Vineyard Inn & Suites

13. Hampton Inn Geneva

14. Americas Best Value Inn Farmington

15. Super 8 by Wyndham Canandaigua

16. Sutherland House Victorian Bed & Breakfast

17. Holiday Inn Express & Suites Geneva Finger Lakes by IHG

18. B&B at Oliver Phelps

19. The Naples Hotel

20. Hotel Canandaigua, Tapestry Collection by Hilton

Stay near popular Middlesex attractions

Clarks Gully

Learn more about Middlesex

Top Middlesex Hotel Reviews

Comfort Inn & Suites Farmington - Victor

Days Inn by Wyndham Geneva/Finger Lakes

Vinehurst Inn And Suites

Microtel by Wyndham Penn Yan Finger Lakes Region

Hotel Canandaigua, Tapestry Collection by Hilton

Best Western Plus Vineyard Inn & Suites

41 Lakefront Hotel, Trademark Collection By Wyndham

Hampton Inn Penn Yan

Holiday Inn Express & Suites Geneva Finger Lakes by IHG

More cheap stays in Middlesex

Days Inn by Wyndham Geneva/Finger Lakes

Americas Best Value Inn Farmington

Microtel Inn & Suites by Wyndham Farmington

Microtel Inn & Suites by Wyndham Geneva

Holiday Inn Express Canandaigua - Finger Lakes by IHG

Best Western Plus The Hammondsport Hotel

Frequently asked questions

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