Holiday Rentals in Middlesex County

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Featured Holiday Rentals in Middlesex County

Postcard Cabins Machimoodus
Standard Cabin, 1 Queen Bed | Exterior

Postcard Cabins Machimoodus

2.0 star property
9.6 out of 10, Exceptional, (57)
"Great stay"
The price is €161
includes taxes & fees
2 Sept - 3 Sept
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 €231
includes taxes & fees
2 Sept - 3 Sept
Shoreline Oasis
COZY Maple Tree Cabin - Situated on 6 private acres - short drive to beaches!😎
Exterior

COZY Maple Tree Cabin - Situated on 6 private acres - short drive to beaches!😎

10.0 out of 10, Exceptional, (43)
"Amazing property, we loved everything about it, highly recommended, will stay again "
The price is €613
includes taxes & fees
2 Sept - 3 Sept
COZY Maple Tree Cabin - Situated on 6 private acres - short drive to beaches!😎
adorable ranch in beach community
Beach nearby

adorable ranch in beach community

9.8 out of 10, Exceptional, (46)
"Close to the shore and the heart of Old Saybrook. The house is very comfortable."
The price is €420
includes taxes & fees
22 Sept - 23 Sept
adorable ranch in beach community
Relaxing summer rental, walking distance to the beach, short ride to the outlets
Exterior

Relaxing summer rental, walking distance to the beach, short ride to the outlets

9.8 out of 10, Exceptional, (48)
"Very pleased with this stay. Perfect for us and the kids. Super cute beach home."
Relaxing summer rental, walking distance to the beach, short ride to the outlets
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)
"Our family had a fabulous week at the beach celebrating my 70th birthday. Lots of fun, food and laughter with the ocean as our background. This beach house had everything we needed as was as comfortable as our own home. "
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, (239)
"Had a great time. Will be back"
The price is €361
includes taxes & fees
11 Sept - 12 Sept
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 €284
includes taxes & fees
4 Sept - 5 Sept
Charming houseboat in pleasant New London with AC, WiFi
Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen
Smart TV, fireplace, stereo

Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen

10.0 out of 10, Exceptional, (93)
"Beautiful house with lots of light and comfort. Excellent quiet location by the ocean with outstanding communication with the host who answered all pertinent questions and addressed all outstanding issues. "
Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen
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 €163
includes taxes & fees
4 Sept - 5 Sept
The Stern at Soundview · Beach+Ocean+Sunrise
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, (10)
"Such a fun, beautiful and unique stay. Would love to stay again!"
The price is €324
includes taxes & fees
1 Oct - 2 Oct
Cozy houseboat escape surrounded by breath taking views across from Rocky Neck!
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 €166
includes taxes & fees
2 Sept - 3 Sept
The Mast 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, (5)
The price is €110
includes taxes & fees
2 Sept - 3 Sept
Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath
Thames River Retreat · CT College+Casinos+USCGA
Property grounds

Thames River Retreat · CT College+Casinos+USCGA

10.0 out of 10, Exceptional, (9)
"We found this home a perfect combination of being able to get away but also convenient to restaurants, stores, and activities. The view could not be beat and the house was clean and comfortable."
The price is €744
includes taxes & fees
30 Sept - 1 Oct
Thames River Retreat · CT College+Casinos+USCGA
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
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
Property grounds

New England Hospitality at the Carriage House Mystic Vacation Rentals LLC

10.0 out of 10, Exceptional, (26)
"Very nice rooms staff go above and beyond with the little things to make you're experience awesome "
The price is €160
includes taxes & fees
2 Sept - 3 Sept
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge
Property grounds

Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge

8.0 out of 10, Very good, (9)
Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge
Safari Tent Glamping,S10-CedarPt, East Hampton, NY
Terrace/patio

Safari Tent Glamping,S10-CedarPt, East Hampton, NY

The price is €225
includes taxes & fees
2 Sept - 3 Sept
Safari Tent Glamping,S10-CedarPt, East Hampton, NY
Safari Tent Glamping,S5-CedarPt, East Hampton, NY
Terrace/patio

Safari Tent Glamping,S5-CedarPt, East Hampton, NY

9.0 out of 10, Wonderful, (2)
"We loved our tent, the view was great. The bed was super comfortable. We will definitely come back and hopefully stay longer. Also, the pizza is so good as was the watermelon Margherita."
The price is €225
includes taxes & fees
2 Sept - 3 Sept
Safari Tent Glamping,S5-CedarPt, East Hampton, NY
4-bedroom house on lake in delightful Shelter Island with WiFi, AC on 3.2 acres
Exterior

4-bedroom house on lake in delightful Shelter Island with WiFi, AC on 3.2 acres

4-bedroom house on lake in delightful Shelter Island with WiFi, AC on 3.2 acres
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

Find out more about Middlesex County

Find out more about Middlesex County

Holiday Homes in Middlesex County

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