Vacation Rentals in Middlesex County

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Top Vacation Rentals in Middlesex County

Postcard Cabins Machimoodus
Standard Cabin, 1 Queen Bed | Exterior

Postcard Cabins Machimoodus

2.0 star property
9.4 out of 10, Exceptional, (45)
"Great stay"
The price is ￥21,894
￥31,092 total
includes taxes & fees
Aug 10 - Aug 11
Postcard Cabins Machimoodus
adorable ranch in beach community
Beach nearby

adorable ranch in beach community

10.0 out of 10, Exceptional, (45)
"Close to the shore and the heart of Old Saybrook. The house is very comfortable."
The price is ￥37,617
￥77,129 total
includes taxes & fees
Sep 8 - Sep 9
adorable ranch in beach community
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, (39)
"My wife and I loved our weekend stay at this cabin!"
The price is ￥55,103
￥99,736 total
includes taxes & fees
Sep 8 - Sep 9
COZY Maple Tree Cabin - Situated on 6 private acres - short drive to beaches!😎
Shoreline Oasis
Exterior

Shoreline Oasis

8.8 out of 10, Excellent, (5)
"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 ￥26,302
￥38,586 total
includes taxes & fees
Sep 3 - Sep 4
Shoreline Oasis
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, (92)
"It was a very nice stay. Sound of the ocean was calming. We would go back. "
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, (233)
"Great location, great views. Walls are a little thin."
The price is ￥54,385
￥68,521 total
includes taxes & fees
Sep 1 - Sep 2
Cliffside Resort Condominiums
Regency Inn and Suites - RS Handicapped Non Smoking Double Bed Hearing
Dining

Regency Inn and Suites - RS Handicapped Non Smoking Double Bed Hearing

5.4 out of 10, (3)
"The listing states a 1 bedroom, don’t be confused thinking there is a room with a door and then another room, as it’s just a single room with a bed. There was one gentleman that was very blunt and rude with his words. I unfortunately dealt with him prior to my visit, via phone, and once I got there. However, I had interaction with two others and the experience with them was very pleasant! Breakfast staff was extremely welcoming and friendly! (They check your paper for breakfast- be sure to bring...
The price is ￥12,843
￥17,708 total
includes taxes & fees
Aug 11 - Aug 12
Regency Inn and Suites - RS Handicapped Non Smoking Double Bed Hearing
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

7.6 out of 10, Good, (7)
Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge
NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day
Outdoor spa tub

NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day

4.0 star property
9.6 out of 10, Exceptional, (133)
"Loved our stay and will be back"
NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day
Charming houseboat in pleasant New London with AC, WiFi
Interior

Charming houseboat in pleasant New London with AC, WiFi

9.8 out of 10, Exceptional, (7)
"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 ￥22,041
￥47,388 total
includes taxes & fees
Aug 11 - Aug 12
Charming houseboat in pleasant New London with AC, WiFi
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 ￥13,850
￥31,948 total
includes taxes & fees
Aug 27 - Aug 28
The Stern at Soundview · Beach+Ocean+Sunrise
Regency Inn and Suites - Non Smoking King
Dining

Regency Inn and Suites - Non Smoking King

8.0 out of 10, Very Good, (3)
"Desk clerk was wonderful. Made sure my stay was everything that I needed."
The price is ￥12,843
￥17,708 total
includes taxes & fees
Aug 17 - Aug 18
Regency Inn and Suites - Non Smoking King
Thames River Retreat · CT College+Casinos+USCGA
Terrace/patio

Thames River Retreat · CT College+Casinos+USCGA

10.0 out of 10, Exceptional, (6)
"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 ￥33,253
￥92,310 total
includes taxes & fees
Aug 17 - Aug 18
Thames River Retreat · CT College+Casinos+USCGA
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, (91)
"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
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

9.8 out of 10, Exceptional, (8)
"William was very thorough with our check in and a pleasure to deal with"
The price is ￥14,400
￥19,499 total
includes taxes & fees
Aug 12 - Aug 13
Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in
Rustic Lakeside Cabin at White Gate Farm
Interior

Rustic Lakeside Cabin at White Gate Farm

10.0 out of 10, Exceptional, (112)
"Just amazing!"
Rustic Lakeside Cabin at White Gate Farm
The Anchor at Soundview · Beach+Ocean+Sunrise
On the beach

The Anchor at Soundview · Beach+Ocean+Sunrise

2.0 star property
8.0 out of 10, Very Good, (1)
"Great stay. Clean, all amenities provided, located short walk from beach. I wouldn’t call it an apartment or studio, though. It’s the size of a bedroom and includes only a bed, dresser, fridge and microwave. Not even a chair. Description made me expect a bit more but if you know the size going in, it’s a marvelous place to stay. "
The price is ￥11,173
￥28,557 total
includes taxes & fees
Aug 19 - Aug 20
The Anchor at Soundview · Beach+Ocean+Sunrise
Freeboard at Soundview · Beach+Ocean+Sunrise
On the beach

Freeboard at Soundview · Beach+Ocean+Sunrise

2.0 star property
8.8 out of 10, Excellent, (3)
"I love everything about this property. Excellent response from host. Excellent cleanliness of place. OVERALL TOP EXPERIENCE. 1000 PERCENT will be back."
The price is ￥10,625
￥27,813 total
includes taxes & fees
Aug 26 - Aug 27
Freeboard at Soundview · Beach+Ocean+Sunrise
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Outdoor pool, a heated pool

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

10.0 out of 10, Exceptional, (136)
"Perfect location for a get-away! Beautiful location on the water. The cottage was cozy & had everything we needed. Very clean. Lots to do in the area. Host was very nice We had a great time and will absolutely be back! "
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Regency Inn and Suites - Handicapped Non Smoking Double Bed
Dining

Regency Inn and Suites - Handicapped Non Smoking Double Bed

The price is ￥12,843
￥17,708 total
includes taxes & fees
Aug 17 - Aug 18
Regency Inn and Suites - Handicapped Non Smoking Double Bed
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middlesex County Hotel Reviews

Howard Johnson by Wyndham Mystic

Howard Johnson by Wyndham Mystic

8/10 Good
"Good location and the room was clean. The hallway rugs and lobby rugs need a cleaning."
Mark 3-night trip
Posted 7 hours ago
Howard Johnson by Wyndham Mystic