search location
Travel Dates:
Reset Dates
336 Rentals In Middlesex Area
United States
Connecticut
Middlesex Area
Filters
Guests
Guests
1
2
3
4
5
6
7
8+
Price
Per Night:
Amenities
Pool
Internet
Washer
Fishing
FirePlace
Wheelchair Access
Non Smoking
Yard
TV
Balcony
Patio
Parking
AC
Microwave
No Pets
Jacuzzi
Pet Allowed
Dishwasher
Kitchen
Sauna
Crib
Smoking Allowed
Grill
Beach front property steps from Long Island Sound!
4
2.0
6
Westbrook Connecticut Private vacation home
From $1400 per night
(USD)
Relax with a beautiful lake view
3
1.0
6
Colchester Connecticut Cottage
From $198 per night
(USD)
Relaxing summer rental, walking distance to the beach, short ride to the outlets
3
1.0
6
Westbrook Connecticut Private vacation home
From $314 per night
(USD)
Lovely easy to maintain cottage on Long Island Sound
6
3.0
12
Old Saybrook Connecticut Private vacation home
From $850 per night
(USD)
Cozy Getaway w\/lots of Natural Light :) 5 mins to adventures
1
1.0
2
Middletown Connecticut Apartment
From $146 per night
(USD)
⚓️Perfect Summer Oasis with nautical touches….. 59 steps to private beach ⛱
4
1.0
5
Old Saybrook Connecticut Cottage
Click For Pricing
<br>Beach barn guest house. Center of CT shoreline.
3
2.0
6
Clinton Connecticut Private vacation home
From $333 per night
(USD)
Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF
5
3.0
9
Middle Haddam Connecticut Private vacation home
From $575 per night
(USD)
Historic Essex Home w\/ Large Yard Near Downtown!
2
2.0
4
Essex Connecticut Private vacation home
From $304 per night
(USD)
Cape Overlooking South Cove of Old Saybrook
3
2.0
6
Old Saybrook Connecticut Private vacation home
From $371 per night
(USD)
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
2
2.0
6
Westbrook Connecticut Hotel resort
From $449 per night
(USD)
Gorgeous Designer Contemporary Beach House with Views
3
2.0
7
Clinton Connecticut Private vacation home
From $315 per night
(USD)
adorable ranch in beach community
3
1.0
4
Old Saybrook Connecticut Private vacation home
From $350 per night
(USD)
Saybrook Manor House, Walk to Cove Beach!
3
1.0
8
Old Saybrook Connecticut Private vacation home
Click For Pricing
Beach community with private beaches
3
2.0
6
Old Saybrook Connecticut Private vacation home
From $350 per night
(USD)
Beautiful beach house
4
3.0
8
Westbrook Connecticut Private vacation home
From $495 per night
(USD)
Cozy cottage near downtown Clinton, Marina & Hammonasset Park
3
1.0
6
Clinton Connecticut Cottage
From $169 per night
(USD)
Cozy Beach House - 5 min walk! to Knollwood Beach
3
3.0
4
Old Saybrook Connecticut Private vacation home
From $325 per night
(USD)
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
2
2.0
6
Westbrook Connecticut Hotel resort
From $449 per night
(USD)
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
2
1.0
6
Westbrook Connecticut Hotel resort
From $449 per night
(USD)
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
2
2.0
6
Westbrook Connecticut Hotel resort
From $449 per night
(USD)
Down the street from the beach.
3
1.0
5
Westbrook Connecticut Cottage
Click For Pricing
Cozy home with ocean views in private beach community Off season rates now!
2
2.0
6
Westbrook Connecticut Private vacation home
From $399 per night
(USD)
Wonderful location, walk to beach, private yard, credit cards
2
1.0
4
old saybrook Connecticut Cottage
From $172 per night
(USD)
Classic Lake House w\/ private waterfront, 4 steps to water, FirePit\/Kayaks\/canoe
3
2.0
10
East Hampton Connecticut Private vacation home
From $2623 per night
(USD)
Adorable large beach cottage
4
2.0
8
Westbrook Connecticut Cottage
From $429 per night
(USD)
Summer at the Haddam House
1
1.0
4
Haddam Connecticut Private vacation home
From $221 per night
(USD)
Historic Sanctuary on the Pond
3
3.0
5
Essex Connecticut Private vacation home
From $500 per night
(USD)
Steps to the Beach, Cozy Year Round Cottage 🐾 Pet Friendly
1
1.0
4
Old Saybrook Connecticut Private vacation home
From $266 per night
(USD)
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
1
1.0
6
Westbrook Connecticut Condo
From $449 per night
(USD)
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
2
2.0
6
Westbrook Connecticut Private vacation home
From $449 per night
(USD)
Available July 21-28, 2023
1
1.0
4
Westbrook Connecticut Hotel resort
Click For Pricing
Timeless Pre Revolution House with Pool
4
3.0
7
Durham Connecticut Private vacation home
Click For Pricing
Amazing Lakefront Property
4
4.0
10
Middlefield Connecticut Private vacation home
From $470 per night
(USD)
Quiet, Peaceful Getaway by a Private Beach
3
2.0
6
Westbrook Connecticut Private vacation home
From $387 per night
(USD)
Renovated Apt - 4min walk from Wesleyan & Main St
1
1.0
3
Middletown Connecticut Apartment
From $96 per night
(USD)
Two bedroom unit on 3rd floor. Private entrance.
2
1.0
3
Middletown Connecticut Apartment
Click For Pricing
Convenience and Privacy in Exclusive North Cove! Close to beaches and downtown!
3
2.0
8
Old Saybrook Connecticut Private vacation home
Click For Pricing
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
4
2.0
8
Westbrook Connecticut Cottage
From $259 per night
(USD)
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 4
1
1.0
4
Westbrook Connecticut Hotel resort
Click For Pricing
Heaven is a Little Beach House!
3
2.0
8
Clinton Connecticut Private vacation home
From $317 per night
(USD)
Great family home, big back yard with grill and fire pit.
3
2.0
6
Old Saybrook Connecticut Private vacation home
From $339 per night
(USD)
Downtown, Main Street, Center of it All Location
2
1.0
5
Old Saybrook Connecticut Apartment
From $250 per night
(USD)
The Millhouse Downtown Chester
2
2.0
5
Chester Connecticut Apartment
From $243 per night
(USD)
Cute, Cozy & Cool 2-bedroom, 1-bath cottage across the street from Clinton Beach
2
1.0
6
Clinton Connecticut Cottage
Click For Pricing
PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON W\/ 4 QUEENS 2 FULL
4
3.0
12
Clinton Connecticut Private vacation home
From $762 per night
(USD)
54 Steps to the Beach
4
2.0
8
Old Saybrook Connecticut Private vacation home
From $313 per night
(USD)
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
1
1.0
2
Haddam Connecticut Apartment
From $125 per night
(USD)
Bell House w\/ Lake Access & Massive Deck
3
2.0
7
East Hampton Connecticut Private vacation home
From $298 per night
(USD)
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
2
2.0
6
East Hampton Connecticut Cottage
From $252 per night
(USD)
Cozy Westbrook Vacation Rental - Walk to Beach!
3
2.0
6
Westbrook Connecticut Private vacation home
From $258 per night
(USD)
A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve
2
2.0
4
Old Saybrook Connecticut Cottage
From $345 per night
(USD)
Carriage House Studio Apartment
1
1.0
3
Deep River Connecticut Apartment
Click For Pricing
The Little Nest-Cozy & Adorable cottage just a short walk to Lake Pocotopaug!
1
1.0
4
East Hampton Connecticut Cottage
From $230 per night
(USD)
Cozy cottage in Old Saybrook beach community, walking distance to private beach.
2
2.0
6
Old Saybrook Connecticut Cottage
From $300 per night
(USD)
Downtown Old Saybrook Oasis
4
2.0
8
Old Saybrook Connecticut Private vacation home
From $360 per night
(USD)
Luxury Clinton Beach House\n\n
3
1.0
4
Clinton Connecticut Private vacation home
From $488 per night
(USD)
Beautiful\/Relaxing Lakehouse-Sleeps 8-Large Deck with Furniture-Family Friendly\n
3
3.0
8
East Haddam Connecticut Private vacation home
From $701 per night
(USD)
3 Bedroom House Westbrook, Connecticut, West Beach
3
2.0
8
Westbrook Connecticut Private vacation home
From $160 per night
(USD)
Saybrook Point Cottage - Charming and Private
1
1.0
2
Old Saybrook Connecticut Cottage
From $170 per night
(USD)
Family Friendly,Lakefront Cottage, 1 dock, private, easy access from I 91.
2
1.0
4
Middlefield Connecticut Private vacation home
From $250 per night
(USD)
Beachfront Classic New England Home With Direct Views Of Long Island Sound
5
4.0
12
Old Saybrook Connecticut Private vacation home
From $325 per night
(USD)
Wake up with Views of the Ocean
2
2.0
7
Westbrook Connecticut Private vacation home
From $275 per night
(USD)
Available April 12 to June 1
3
2.0
8
Old Saybrook Connecticut Private vacation home
From $135 per night
(USD)
Perfect Beach House & Academic Rental: 3-Bedroom Home, just steps to Beach!
3
2.0
6
Old Saybrook Connecticut Private vacation home
From $399 per night
(USD)
Mansion on the hill
5
6.0
10
Deep River Connecticut Private vacation home
From $2000 per night
(USD)
Quaint Beach House close to Private Beaches
3
1.0
6
Clinton Connecticut Private vacation home
From $375 per night
(USD)
New England Shoreline Beach Cottage
2
1.0
4
Westbrook Connecticut Private vacation home
Click For Pricing
Renovated Barn, Sidewalk Stroll into Essex Village & Marina
2
2.0
4
Essex Connecticut Private vacation home
From $594 per night
(USD)
Quaint Cottage--Private Beach Access with Parking
3
1.0
6
Old Saybrook Connecticut Private vacation home
From $324 per night
(USD)
Tranquil property
3
2.0
6
Old Saybrook Connecticut Private vacation home
From $410 per night
(USD)
Tuscan Villa in Chester CT
4
3.0
6
Chester Connecticut Private vacation home
Click For Pricing
Lake Front Home.....
3
3.0
6
Middlefield Connecticut Private vacation home
From $332 per night
(USD)
Remodeled 4 BR Waterfront Beach House with all the Comforts of Home...and more!
4
1.0
8
Clinton Connecticut Private vacation home
From $313 per night
(USD)
Waterfront Beachfront
4
2.0
8
Old Saybrook Connecticut Private vacation home
From $571 per night
(USD)
AIR-CONDITIONED Gorgeous Newly Renovated Home with an Oceanview and Beach Access
2
1.0
6
Clinton Connecticut Private vacation home
From $425 per night
(USD)
Magnificent Victorian Mansion on Bashan Lake Connecticut DIRECT LAKEFRONT
9
4.0
21
East Haddam Connecticut Private vacation home
From $1139 per night
(USD)
Beautiful views from private deck. Overlooking the Hammock River Marsh wildlife
2
1.0
6
Clinton Connecticut Cottage
From $218 per night
(USD)
Beach front home
4
3.0
6
Old Saybrook Connecticut Private vacation home
From $1300 per night
(USD)
Stunning Seascape Home For A Dream Family Holiday
9
6.0
16
Old Saybrook Connecticut Cottage
From $2500 per night
(USD)
Connecticut Colonial with River and Sunset Views!
4
2.0
6
East Haddam Connecticut Private vacation home
From $234 per night
(USD)
Vacation in the Grove. Only 1 week left! 8-3-24 to 8-10-24
4
4.0
10
Clinton Connecticut Private vacation home
From $699 per night
(USD)
Lakefront Home East Haddam CT-Peaceful - Crystal Clear Lake-also Academic rental
3
2.0
6
East Haddam Connecticut Private vacation home
From $330 per night
(USD)
3 BR, 3.5 BA luxury Home sleeps 7 GreatViews, Wildlife. Academic Rental Possible
3
5.0
7
Old Saybrook Connecticut Private vacation home
From $454 per night
(USD)
⚓Capt Nathaniel Clarke Historic Homestead🤵Weddings👰Reunions❤Magnificent Yard🐕
5
2.0
14
Old Saybrook Connecticut Private vacation home
From $532 per night
(USD)
Cottage at the Marina
1
1.0
4
Clinton Connecticut Private vacation home
From $160 per night
(USD)
Historic Mansion 1841
1
1.0
7
Higganum Connecticut Apartment
From $142 per night
(USD)
Direct Lakefront, 2 docks, private, easy access from I 91.
3
3.0
8
Middlefield Connecticut Private vacation home
From $350 per night
(USD)
Luxury Cottage near Saybrook Point Marina- Dog Friendly!
3
2.0
6
Old Saybrook Connecticut Cottage
From $287 per night
(USD)
Marina Guest House
1
1.0
2
Clinton Connecticut Guest house
From $178 per night
(USD)
Academic Year Rental at Pilot's Point Beach, Westbrook, CT
3
2.0
8
Westbrook Connecticut Private vacation home
From $379 per night
(USD)
Country retreat with pool, brook and waterfall, 2 hours from NYC and Boston
5
2.0
9
East Hampton Connecticut Private vacation home
From $800 per night
(USD)
A GETAWAY TO REMEMBER AT THE JEWEL BOX @ NORTH COVE
2
1.0
4
Old Saybrook Connecticut Private vacation home
From $288 per night
(USD)
Newly Remodeled 2 Bedroom Cottage On The Beach. The Kaitlyn Cottage
2
1.0
6
Clinton Connecticut Cottage
From $320 per night
(USD)
4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill
4
2.0
12
Westbrook Connecticut Cottage
From $646 per night
(USD)
Romantic Lakefront Cottage #5
1
1.0
2
Middlefield Connecticut Cottage
From $195 per night
(USD)
Cute Cottage in Private Beach Association
3
1.0
6
Clinton Connecticut Private vacation home
From $80 per night
(USD)
Family Friendly, Beach Themed Cottage - Chalker Beach
3
3.0
6
Old Saybrook Connecticut Cottage
From $235 per night
(USD)
Charming Quiet Updated 1921 Cottage West Beach Connecticut
3
2.0
8
Westbrook Connecticut Cottage
From $250 per night
(USD)
WATER FRONT COTTAGE BY THE SEA \n
6
2.0
10
Clinton Connecticut Cottage
From $430 per night
(USD)
Load More Results
