Vacation Rentals in Middlesex County

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Top Vacation Rentals in Middlesex County

Our top choices for Middlesex County vacation rentals

Postcard Cabins Machimoodus
Standard Cabin, 1 Queen Bed | Exterior

Postcard Cabins Machimoodus

2.0 star property
9.6 out of 10, Exceptional, (69)
"Great stay"
The price is ￥20,532
￥29,558 total
includes taxes & fees
Sep 24 - Sep 25
Postcard Cabins Machimoodus
Shoreline Oasis
Exterior

Shoreline Oasis

9.2 out of 10, Wonderful, (7)
"A very comfortable, clean, convenient apartment close to the shore and all the natural attractions near Madison and Clinton. We particularly appreciated that the owners quickly replaced the bedroom air conditioner when it broke. Great hosts!"
The price is ￥26,440
￥38,789 total
includes taxes & fees
Sep 24 - Sep 25
Shoreline Oasis
Conference Room Rental no sleeping arrangements
Interior

Conference Room Rental no sleeping arrangements

The price is ￥106,351
￥136,188 total
includes taxes & fees
Sep 24 - Sep 25
Conference Room Rental no sleeping arrangements
Waterfront House with picture-perfect views from all 3 levels.
Interior

Waterfront House with picture-perfect views from all 3 levels.

9.6 out of 10, Exceptional, (93)
"Took our four grandsons here for a week and it was perfect. Location is great and the house worked perfectly for us. Owners could not be easier to work with "
Waterfront House with picture-perfect views from all 3 levels.
Cliffside Resort Condominiums
Beach nearby

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (240)
"Great view of the water and nice amenities with the beach and pool."
The price is ￥48,564
￥61,901 total
includes taxes & fees
Sep 25 - Sep 26
Cliffside Resort Condominiums
Charming houseboat in pleasant New London with AC, WiFi
Interior

Charming houseboat in pleasant New London with AC, WiFi

9.6 out of 10, Exceptional, (10)
"Very nice people. Boat was roomy and well stocked but dirty. Toilet pump was broken and made loud noises all night. We were not informed this was an issue til checkout. Some other small issues "
The price is ￥22,157
￥47,785 total
includes taxes & fees
Sep 24 - Sep 25
Charming houseboat in pleasant New London with AC, WiFi
Luxury Furnished Apartments by Hyatus Downtown at Yale
Honeymoon Apartment, 3 Bedrooms, Kitchen | In-room dining

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 star property
9.6 out of 10, Exceptional, (54)
"Loved the property and we will surely be coming back."
Luxury Furnished Apartments by Hyatus Downtown at Yale
The Stern at Soundview · Beach+Ocean+Sunrise
On the beach

The Stern at Soundview · Beach+Ocean+Sunrise

2.0 star property
10.0 out of 10, Exceptional, (3)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
The price is ￥10,279
￥27,468 total
includes taxes & fees
Sep 30 - Oct 1
The Stern at Soundview · Beach+Ocean+Sunrise
Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath
1 bedroom, WiFi, bed sheets

Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath

10.0 out of 10, Exceptional, (6)
"Didn’t know what to expect in new London. The host William is by far a class act. The hospitality upon first entry was remarkable. Spotless clean everything. Never saw whiter sheets! I will defiantly return and enjoy the complimentary breakfast!"
The price is ￥12,998
￥17,902 total
includes taxes & fees
Sep 24 - Sep 25
Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath
Charming Studio| Near Yale| Downtown New Haven
Exterior

Charming Studio| Near Yale| Downtown New Haven

9.0 out of 10, Wonderful, (4)
"A great place to stay during reunions! Prime campus-adjacent location, an easy walk to all things on campus!"
The price is ￥15,979
￥31,070 total
includes taxes & fees
Sep 24 - Sep 25
Charming Studio| Near Yale| Downtown New Haven
Rustic Lakeside Cabin at White Gate Farm
Interior

Rustic Lakeside Cabin at White Gate Farm

10.0 out of 10, Exceptional, (119)
"Just amazing!"
Rustic Lakeside Cabin at White Gate Farm
Cozy houseboat escape surrounded by breath taking views across from Rocky Neck!
Terrace/patio

Cozy houseboat escape surrounded by breath taking views across from Rocky Neck!

10.0 out of 10, Exceptional, (13)
"Such a fun, beautiful and unique stay. Would love to stay again!"
The price is ￥29,542
￥49,631 total
includes taxes & fees
Sep 24 - Sep 25
Cozy houseboat escape surrounded by breath taking views across from Rocky Neck!
The Crow's Nest at the Blue Anchor. Ready for 2025
Property grounds

The Crow's Nest at the Blue Anchor. Ready for 2025

2.0 star property
10.0 out of 10, Exceptional, (11)
"Nice to come home to a welcoming place with well-outfitted kitchen ready to cook breakfast!"
The Crow's Nest at the Blue Anchor. Ready for 2025
Oak Grove Cottage - in the foothills of Mystic
Property grounds

Oak Grove Cottage - in the foothills of Mystic

10.0 out of 10, Exceptional, (8)
The price is ￥36,928
￥62,149 total
includes taxes & fees
Sep 28 - Sep 29
Oak Grove Cottage - in the foothills of Mystic
Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in
1 bedroom, WiFi, bed sheets

Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in

9.6 out of 10, Exceptional, (12)
"William was very thorough with our check in and a pleasure to deal with"
The price is ￥12,998
￥17,902 total
includes taxes & fees
Sep 24 - Sep 25
Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in
Safari Tent Glamping,S6-CedarPt, East Hampton, NY
Terrace/patio

Safari Tent Glamping,S6-CedarPt, East Hampton, NY

8.8 out of 10, Excellent, (3)
"We loved the surroundings, the pizza restaurant with live music and ping pong, and the friendly, warm atmosphere and kind staff. We do wish the bathrooms and especially the showers were cleaner."
The price is ￥29,877
￥39,029 total
includes taxes & fees
Oct 3 - Oct 4
Safari Tent Glamping,S6-CedarPt, East Hampton, NY
The Mast at Soundview · Beach+Ocean+Sunrise
On the beach

The Mast at Soundview · Beach+Ocean+Sunrise

2.0 star property
9.4 out of 10, Exceptional, (3)
"Nice place, little smaller than I was expecting, but location was close to the beach, info regarding access to the property was clear and easy to follow! Parking was assigned but other occupants decided not to utilize their assigned space and took ours. Be prepared to clean the studio before you leave to include dishes and take out the trash. Was surprised by the cleaning request. Overall great weekend!"
The price is ￥9,343
￥26,422 total
includes taxes & fees
Sep 29 - Sep 30
The Mast at Soundview · Beach+Ocean+Sunrise
Your Charming 4BR Retreat Home Minutes from Casino Excitement!
Private kitchen

Your Charming 4BR Retreat Home Minutes from Casino Excitement!

9.8 out of 10, Exceptional, (8)
"Had a wonderful weekend"
The price is ￥79,630
￥143,732 total
includes taxes & fees
Sep 24 - Sep 25
Your Charming 4BR Retreat Home Minutes from Casino Excitement!
Thames River Retreat · CT College+Casinos+USCGA
Property grounds

Thames River Retreat · CT College+Casinos+USCGA

10.0 out of 10, Exceptional, (14)
"Clean"
The price is ￥38,341
￥99,013 total
includes taxes & fees
Sep 24 - Sep 25
Thames River Retreat · CT College+Casinos+USCGA
Cozy Coastal Cottage New London
Fridge, microwave, oven, stovetop

Cozy Coastal Cottage New London

9.4 out of 10, Exceptional, (9)
"It was the perfect little place for a night away from the kids. "
The price is ￥31,019
￥68,887 total
includes taxes & fees
Sep 24 - Sep 25
Cozy Coastal Cottage New London
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 County Hotel Reviews

Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

10/10 Excellent
"It was a great hotel very clean and comfy bed. And the staff was very helpful and friendly. Will be staying there again "
Marcel 1-night trip
Posted 10 hours ago
Hyatt Place Uncasville - Casino Area

Find out more about Middlesex County

Find out more about Middlesex County

Vacation Apartments in Middlesex County

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