Vacation Rentals in Middlesex County

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Top Vacation Rentals in Middlesex County

Postcard Cabins Machimoodus
Standard Cabin, 1 Queen Bed | Exterior

Postcard Cabins Machimoodus

2.0 star property
9.8 out of 10, Exceptional, (29)
"Great stay"
The price is ￥20,307
￥29,233 total
includes taxes & fees
Jun 24 - Jun 25
Postcard Cabins Machimoodus
COZY Maple Tree Cabin - Situated on 6 private acres - Get Away and RELAX 😎
Exterior

COZY Maple Tree Cabin - Situated on 6 private acres - Get Away and RELAX 😎

10.0 out of 10, Exceptional, (34)
"My wife and I loved our weekend stay at this cabin!"
The price is ￥57,706
￥109,568 total
includes taxes & fees
Jun 24 - Jun 25
COZY Maple Tree Cabin - Situated on 6 private acres - Get Away and RELAX 😎
Shoreline Oasis
Exterior

Shoreline Oasis

6.0 out of 10, (1)
"So the listing said house number 26 but it's really 25. So we circled the block a few times. Then the key was not in the key safe. Called the owner who apologized profusely. Had to wait a half hour for the key. Not ideal. Otherwise ok. "
The price is ￥26,150
￥38,071 total
includes taxes & fees
Jun 25 - Jun 26
Shoreline Oasis
adorable ranch in beach community
Beach nearby

adorable ranch in beach community

10.0 out of 10, Exceptional, (44)
"Close to the shore and the heart of Old Saybrook. The house is very comfortable."
The price is ￥51,132
￥93,352 total
includes taxes & fees
Jul 7 - Jul 8
adorable ranch in beach community
1-bedroom cottage with Grove Beach 🏖️ access.
Smart TV

1-bedroom cottage with Grove Beach 🏖️ access.

9.2 out of 10, Wonderful, (26)
"Loved the overall stay and experience. The private beach access is a bonus"
The price is ￥24,689
￥41,701 total
includes taxes & fees
Jul 20 - Jul 21
1-bedroom cottage with Grove Beach 🏖️ access.
Brand New, Villa Je t’aime, Across the Street from the beach, Sleeps 6 adults
Exterior

Brand New, Villa Je t’aime, Across the Street from the beach, Sleeps 6 adults

9.8 out of 10, Exceptional, (60)
"We had an absolute blast and could not have been easier for check in and accommodations very prefect. The place was prefect for our trip w/ beautiful decor and extremely spacious for everyone’s needs. Thank you for a great stay."
Brand New, Villa Je t’aime, Across the Street from the beach, Sleeps 6 adults
Cliffside Resort Condominiums
Beach nearby

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (222)
"After some lengthy travel to get to LI this was an excellent choice to start our vacation. Great accommodations, comfortable and great location. "
The price is ￥32,705
￥43,713 total
includes taxes & fees
Jun 24 - Jun 25
Cliffside Resort Condominiums
Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge
TV, foosball

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

10.0 out of 10, Exceptional, (1)
"Affordable, fun, relaxing house. Indoor and outdoor things to do. Some pretty glass decor in the dining room, so I easily moved a few things to temporarily kid proof it. A/C in bedrooms, ceiling fans in almost every room. The hosts were very responsive and addressed our concerns exceptionally well."
Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge
Regency Inn and Suites - RS Handicapped Non Smoking Double Bed Hearing
Dining

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

7.0 out of 10, Good, (2)
"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 ￥12,096
￥16,832 total
includes taxes & fees
Jun 29 - Jun 30
Regency Inn and Suites - RS Handicapped Non Smoking Double Bed Hearing
Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access
Dining

Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access

7.4 out of 10, Good, (3)
"Really convenient location breakfast was good. Rooms were clean."
The price is ￥12,096
￥16,832 total
includes taxes & fees
Jun 29 - Jun 30
Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access
Perfect East Hampton Getaway!Pool, HotTub, PirateShip, Trampoline, Walk to Beach
A heated pool

Perfect East Hampton Getaway!Pool, HotTub, PirateShip, Trampoline, Walk to Beach

10.0 out of 10, Exceptional, (83)
"Great time"
Perfect East Hampton Getaway!Pool, HotTub, PirateShip, Trampoline, Walk to Beach
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, (131)
"My husband and I had a wonderful time at this idyllic cottage on the water in Branford. Great location and hosts. Beautiful community for long walks, restaurants nearby. Highly recommend! "
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Beachfront Bliss: Water Front, Steps to Sand, Minutes from Dining & Attractions!
Exterior detail

Beachfront Bliss: Water Front, Steps to Sand, Minutes from Dining & Attractions!

2.0 star property
9.8 out of 10, Exceptional, (6)
"Easy check in, awesome views, and clean apartment "
Beachfront Bliss: Water Front, Steps to Sand, Minutes from Dining & Attractions!
Retro Modern 3-Bedroom House with Heated Pool, Large Deck, WiFi in East Hampton
Smart TV, fireplace

Retro Modern 3-Bedroom House with Heated Pool, Large Deck, WiFi in East Hampton

Retro Modern 3-Bedroom House with Heated Pool, Large Deck, WiFi in East Hampton
Freeboard at Soundview · Beach+Ocean+Sunrise
1 bedroom, desk, iron/ironing board, travel crib

Freeboard at Soundview · Beach+Ocean+Sunrise

2.0 star property
The price is ￥11,109
￥28,247 total
includes taxes & fees
Jun 25 - Jun 26
Freeboard at Soundview · Beach+Ocean+Sunrise
The Crow's Nest at the Blue Anchor. New for 2025
Property grounds

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

2.0 star property
10.0 out of 10, Exceptional, (5)
"Nice to come home to a welcoming place with well-outfitted kitchen ready to cook breakfast!"
The Crow's Nest at the Blue Anchor. New for 2025
Thames River Retreat · CT College+Casinos+USCGA
Terrace/patio

Thames River Retreat · CT College+Casinos+USCGA

10.0 out of 10, Exceptional, (5)
"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 ￥20,765
￥75,939 total
includes taxes & fees
Jun 24 - Jun 25
Thames River Retreat · CT College+Casinos+USCGA
The Mast at Soundview · Beach+Ocean+Sunrise
1 bedroom, desk, iron/ironing board, travel crib

The Mast at Soundview · Beach+Ocean+Sunrise

2.0 star property
9.0 out of 10, Wonderful, (2)
"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 ￥12,050
￥29,324 total
includes taxes & fees
Jun 24 - Jun 25
The Mast at Soundview · Beach+Ocean+Sunrise
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, (86)
"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
5 Minute Walk to Downtown Mystic
3 bedrooms, travel crib, WiFi, bed sheets

5 Minute Walk to Downtown Mystic

9.6 out of 10, Exceptional, (86)
"We had the best girls weekend in Mystic. Loved this property, wonderful location, simply amazing! "
5 Minute Walk to Downtown Mystic
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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