Middlesex Resorts

10.0
Exceptional
(2 Reviews)
1872.92 ft² 6 Guests 3 Bedrooms 3 Bathrooms
Resort
  • Private Beach
  • Oceanfront
  • Skiing
US $275/Night For 7 Nights US $1,924
10.0
Exceptional
(94 Reviews)
1200 ft² 4 Guests 2 Bedrooms 1 Bathroom
Ocean View Cottage
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
US $484/Night For 7 Nights US $3,388
10.0
Exceptional
(1 Review)
1754.52 ft² 6 Guests 3 Bedrooms 2 Bathrooms
House
  • Spa
  • Fireplace/Heating
  • Parking
US $557/Night For 7 Nights US $3,899
10.0
Exceptional
(65 Reviews)
1900 ft² 6 Guests 2 Bedrooms 1 Bathroom
Ocean View House
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
US $379/Night For 7 Nights US $2,653
8.4
Excellent
(11 Reviews)
1194.79 ft² 4 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Private Beach
  • Oceanfront
  • Skiing
US $265/Night For 7 Nights US $1,855
10.0
Exceptional
(38 Reviews)
6 Guests 2 Bedrooms 1 Bathroom
Ocean View Cabin
  • Hot Tub
  • Fireplace/Heating
  • Ocean View
US $247/Night For 7 Nights US $1,729
8.0
Excellent
(1 Review)
1184.03 ft² 8 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Parking
US $128/Night For 7 Nights US $896
10.0
Exceptional
(34 Reviews)
1113 ft² 6 Guests 3 Bedrooms 1 Bathroom
Ocean View Condo
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $292/Night For 7 Nights US $2,043
7.5
Very Good
(2 Reviews)
1496.18 ft² 14 Guests 1 Bedroom 3 Bathrooms
Ocean View House
  • Private Beach
  • Hot Tub
  • Spa
US $1,133/Night For 7 Nights US $7,929
10.0
Exceptional
(32 Reviews)
1100 ft² 6 Guests 2 Bedrooms 1 Bathroom
Ocean View Cottage
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $377/Night For 7 Nights US $2,638
3.0
Average
(1 Review)
1754.52 ft² 8 Guests 3 Bedrooms 2 Bathrooms
Free Cancellation House
  • Parking
  • Internet
  • Child Friendly
US $321/Night For 7 Nights US $2,249
10.0
Exceptional
(19 Reviews)
4 Guests 2 Bedrooms 2 Bathrooms
Ocean View Condo
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $242/Night For 7 Nights US $1,695

Why Choose Rent By Owner for your Middlesex Resorts?

What makes our Resorts special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Weekly Weather Forecast for Middlesex

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Other Places to Stay in Middlesex, NY

Middlesex Resorts Frequently Asked Questions

2. How many Resorts are available in Middlesex?

Currently, the total number of properties listed by RBO in 2026 is over 1 in the Middlesex area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Resorts in Middlesex. 

More Rentals You May Like Near Middlesex

New
3153.83 ft² 16 Guests 7 Bedrooms 6 Bathrooms
Ocean View House
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
US $1,172/Night For 7 Nights US $8,204
10.0
Exceptional
(10 Reviews)
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Couples Retreat RV Rental
  • Balcony/Terrace
  • Child Friendly
  • Security/Safety
US $279/Night For 7 Nights US $1,952
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Exceptional
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Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
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10.0
Exceptional
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4 Guests 1 Bedroom 1 Bathroom
Family Friendly Bed & Breakfast
  • Pool
  • Balcony/Terrace
  • View
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Exceptional
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  • Balcony/Terrace
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  • Parking
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10.0
Exceptional
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Family Friendly Bed & Breakfast
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  • Balcony/Terrace
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10.0
Exceptional
(2 Reviews)
4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Ski Chalet
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $340/Night For 7 Nights US $2,380
10.0
Exceptional
(1 Review)
5 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $231/Night For 7 Nights US $1,618
9.8
Exceptional
(106 Reviews)
975 ft² 8 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $224/Night For 7 Nights US $1,568
9.8
Exceptional
(90 Reviews)
1100 ft² 6 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $353/Night For 7 Nights US $2,470
9.8
Exceptional
(56 Reviews)
1100 ft² 2 Guests 2 Bedrooms 1 Bathroom
Ocean View Cabin
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $226/Night For 7 Nights US $1,580
9.8
Exceptional
(19 Reviews)
1100 ft² 4 Guests 3 Bedrooms 1 Bathroom
Ocean View Condo
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $201/Night For 7 Nights US $1,407