Middlesex County Vacation Rentals

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Top cities in Middlesex County

A coastal town with a lighthouse, houses, and a river.
Vacation Rentals

Old Saybrook

Old Saybrook

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Middlesex County vacation rentals

A glass enclosure with a view of a forest interior, including a bed and a small table with items.

1. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.5 star property
East Haddam
9.4 out of 10, Exceptional, (216 reviews)
"Amazing stay, quiet, relaxing, will definitely do it again"
United States
Kelvin
The price is P8,578
P12,787 total
includes taxes & fees
Dec 6 - Dec 7
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
A balcony with a view of the ocean, a lawn, and a house in the background.

2. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (299 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is P12,619
P21,460 total
includes taxes & fees
Nov 10 - Nov 11
Cliffside Resort Condominiums
A modern house with a deck, outdoor seating, and a fire pit.

3. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (73 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is P20,395
P23,301 total
includes taxes & fees
Nov 8 - Nov 9
North Fork Resort
A modern conference room with wooden flooring, grey sofas, a blue ottoman, and a flat-screen TV on the wall.

4. Trumbull Apartments

Trumbull Apartments
3.0 star property
Downtown Hartford
2.0 out of 10, (1 review)
"Terrible, worst stay ever . It was such a hassle to get in no clear instructions… never again"
United States
Nicolas
The price is P11,997
P19,510 total
includes taxes & fees
Nov 27 - Nov 28
Trumbull Apartments
A spacious living room with large windows, a fireplace, and a view of the outdoors.

5. Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
3.0 star property
Oakville
The price is P17,329
P34,217 total
includes taxes & fees
Nov 18 - Nov 19
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
A spacious living room with a large sofa, a coffee table, and a dining area with chairs and a table.

6. Groton Home < 1 Mi to Beach on Long Island Sound!

Groton Home < 1 Mi to Beach on Long Island Sound!
3.0 star property
Groton
The price is P25,073
P51,159 total
includes taxes & fees
Nov 22 - Nov 23
Groton Home < 1 Mi to Beach on Long Island Sound!
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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Holiday Apartments in Middlesex County

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Look no further and take a look at our great range of rental properties in Middlesex County!