Middlesex Area, Connecticut Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Middlesex Area, Connecticut on RentalSaver.com!

Middlesex Area Rentals

From $448 per night (USD)
VRBO
3+BR/ 2 bath in Grove Beach Improvement Association Community... Central AC
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Looking for a quintessential family vacation on the Connecticut shore? Our family vacation home has Central Air, 3 bedr ...
From $448 per night (USD)
VRBO
From $513 per night (USD)
VRBO
Waterfront Retreat overlooking Long Island Sound w/gorgeous sunrises & sunsets!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
*******************************************NOTE************************************************** I DO NOT LIST THIS PRO ...
From $513 per night (USD)
VRBO
From $574 per night (USD)
VRBO
Spectacular Lakefront home with expansive decks
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Escape to charming Lake front home with water views from virtually every room. Indoor/outdoor living at it's best with ...
From $574 per night (USD)
VRBO
From $1016 per night (USD)
VRBO
Luxurious Beach Home! Elegantly Decorated , Sprawling Open Floor Plan
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Enjoy you vacation time at this Newly Remodeled Luxurious Beach Home,With two first floor full Baths and bedrooms With ...
From $1016 per night (USD)
VRBO
From $300 per night (USD)
VRBO
Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Our Great Hammock Beach cottage is a seasonal rental with 4 bedrooms and 1 bath. Recently installed central air conditio ...
From $300 per night (USD)
VRBO
From $646 per night (USD)
VRBO
Charming Lakefront Home with Sunset Views
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Newly renovated home on beautiful Lake Pocotopaug. This private 650-acre lake is closed to the public! Located in a sm ...
From $646 per night (USD)
VRBO
From $1029 per night (USD)
VRBO
Upscale Beach Home!! Beautiful views
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Thinking of having your wedding at Waters Edge? Stay at this beautiful beach home . . Relax at this Newly Remodeled Spac ...
From $1029 per night (USD)
VRBO
From $254 per night (USD)
VRBO
Charming Beach House With Totally Private Backyard - 500 Ft. From Private Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
(Disregard the GPS map - The beach house is 500 feet from Island View Beach) This cozy and very clean beach house offer ...
From $254 per night (USD)
VRBO
From $854 per night (USD)
VRBO
Beach front property steps from Long Island Sound!
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
The Salty Seahorse Cottage is a charming vacation destination located directly on the beach in Westbrook, CT. It is ava ...
From $854 per night (USD)
VRBO
From $562 per night (USD)
VRBO
Beautiful Cottage Cove!
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Come stay at this tastefully updated 4 bedroom-2.5 bath home. Large kitchen and spacious rooms. Each room has its own TV ...
From $562 per night (USD)
VRBO
From $316 per night (USD)
VRBO
Romantic Cottage by the Sea, steps to private beach, sleeps 2!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This adorable little studio cottage is located in a private association with beach just 200 steps away! The property ha ...
From $316 per night (USD)
VRBO
From $446 per night (USD)
VRBO
Saybrook Almost Beach-Front, Private Beach, Boat Launch, Shallow Dock, Secluded
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
This water view, beach access home is located just one house away from the beach. The house features four bedrooms, one ...
From $446 per night (USD)
VRBO
From $254 per night (USD)
VRBO
'Grandma's Cottage' w/ Sunroom: Walk to Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Take a step back in time and embrace a peaceful retreat from the comfort of this 3-bedroom, 1-bathroom vintage vacation ...
From $254 per night (USD)
VRBO
From $450 per night (USD)
Expedia
Relaxing summer rental, walking distance to the beach, short ride to the outlets
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Enjoy your summer vacation on the Connecticut coast in this beautiful 3 bedroom beach house. Enjoy the clean, renovated, ...
From $450 per night (USD)
Expedia
From $1034 per night (USD)
VRBO
Paradise in Clinton! AIR-CONDITIONED
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This newly renovated, oceanfront 4-bedroom, 3-bathroom luxury residence in Clinton, Connecticut, offers over 2,000 squar ...
From $1034 per night (USD)
VRBO
From $1311 per night (USD)
Expedia
Resort style getaway w/pool, spa, game room & more
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
SUMMER IN NEW ENGLAND…Step into your own.... PRIVATE RESORT STYLE PATIO - stunning pool, hot tub, cabana bar and grill, ...
From $1311 per night (USD)
Expedia
From $469 per night (USD)
VRBO
Center of CT shoreline.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Beach Barn is a guest house behind our Clinton, shoreline home. Updated, the converted barn has an open floor plan ...
From $469 per night (USD)
VRBO
From $908 per night (USD)
VRBO
Luxury Waterfront Home-Still some availability for Summer 2026
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Perched along a luxurious peninsula jutting into the Long Island Sound, the Obstreperous Octopus sinks its tentacles int ...
From $908 per night (USD)
VRBO
Click For Pricing
VRBO
2 mins/350 ft walk to West Beach 4-BR cottage in Westbrook, CT with large yard
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Nestled in the charming town of Westbrook, this 4-bedroom cottage offers the perfect escape for your next vacation. As y ...
Click For Pricing
VRBO
From $723 per night (USD)
Expedia
Spacious And Luxurious Beach Home Steps From The Water
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This house is perfect for families or groups that want to enjoy beautiful Old Saybrook in a spacious, newly remodeled, t ...
From $723 per night (USD)
Expedia
From $420 per night (USD)
VRBO
LAKE HOUSE! Walking distance to Lake Pocotopaug!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Welcome to The Mohawk Cottage! Perfectly located walking distance to Lake Pocotopaug in East Hampton, Connecticut. Our ...
From $420 per night (USD)
VRBO
From $883 per night (USD)
Expedia
Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
Quoted from a renter " This property has a million dollar view!" Featured in the 2022 movie Damons Revenge https://yout ...
From $883 per night (USD)
Expedia
Click For Pricing
VRBO
Vintage Cottage- 2 Bedrooms, Sleeps 6 Comfortably, Chalker Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Chalker Beach has been part of our family since 1966; come and enjoy our cozy renovated vintage cottage. Two bedrooms co ...
Click For Pricing
VRBO
From $840 per night (USD)
VRBO
Secluded Family escape w/ pool & jacuzzi
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
This beautiful property is a secluded escape as it sits on 3.5 acres of land with an in-ground Pool and Jacuzzi. Plan t ...
From $840 per night (USD)
VRBO
From $400 per night (USD)
VRBO
Charming Cottage with L.I. Sound and Marsh Views
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Completely renovated with new septic, solar, appliances,.. 1000 SF home sleeps 7 directly across the street from one hou ...
From $400 per night (USD)
VRBO
From $571 per night (USD)
Expedia
Lake Front Paradise Sleeps 8
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
2 story lake front cottage. Sleeps 8 in 2-Bedrooms 10 steps off the rear deck lies the Modus Reservoir, a 450 acre fresh ...
From $571 per night (USD)
Expedia
From $571 per night (USD)
VRBO
The Perfect Family Beachfront Cottage The Viola Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Guests at this beach cottage will appreciate convenient onsite amenities such as a playground and barbecue grills. The c ...
From $571 per night (USD)
VRBO
From $471 per night (USD)
Expedia
Gorgeous Designer Contemporary Beach House with Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Enjoy the most relaxing vacation in this exquisite beach contemporary built in 2003. Over 700 sq. ft. of decking on 3 l ...
From $471 per night (USD)
Expedia
Click For Pricing
VRBO
2 mins/350 ft walk to West Beach, relaxing 3-BR sleeps 8 cottage with large yard
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Nestled in the charming town of Westbrook, this 3-bedroom cottage offers a delightful escape for your next vacation. As ...
Click For Pricing
VRBO
From $646 per night (USD)
VRBO
WATERFRONT COTTAGE BY THE SEA
Bedrooms:
1
Bathrooms:
6
Sleeps:
10
HEAVEN'S A LITTLE CLOSER IN A COTTAGE BY THE SEA... Charming cottage for rent on PRIME SHORELINE location in ...
From $646 per night (USD)
VRBO
From $323 per night (USD)
VRBO
Family Friendly, Beach Themed Cottage - Chalker Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This is a beautiful, Cape Cod style cottage that is only an 8 minute walk from the beach. Located in the private Chalker ...
From $323 per night (USD)
VRBO
From $228 per night (USD)
VRBO
Lake Front Cottage #7!
Bedrooms:
1
Bathrooms:
0
Sleeps:
0
This lake front cottage is a step back in time. Crooked floors and ceilings only add to the charm. A simple clean w ...
From $228 per night (USD)
VRBO
From $1196 per night (USD)
VRBO
Cozy Beach House: Shared Private Beach, Incredible Sand Bar, Stunning Views
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
We have only a couple of prime weeks remaining for summer 2026. This lovely family vacation home has 5 bedrooms, 2.5 ba ...
From $1196 per night (USD)
VRBO
From $501 per night (USD)
VRBO
Seasonal cottage rental,waterview
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Guests are sure to enjoy a memorable vacation in this fully furnished, 3 bedroom/1 bath cottage. The space is comforta ...
From $501 per night (USD)
VRBO
From $288 per night (USD)
VRBO
Fun Lake Front Cottage!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This cottage was lovingly remodeled with lake décor and fun in mind. Come enjoy this two bedroom with open living room ...
From $288 per night (USD)
VRBO
From $1454 per night (USD)
VRBO
Cornfield Point Cottage
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Our NEWLY RENOVATED cozy cottage is right on the beach. 🏖 You can’t get any closer than a home on the beach. Great fish ...
From $1454 per night (USD)
VRBO
From $233 per night (USD)
VRBO
Cozy newly remodeled home close to major amenities in Connecticut a
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Clean, spacious, beautiful kitchen and bath newly remodeled closed to major stores and restaurants 46 Braeburn Ln is a ...
From $233 per night (USD)
VRBO
From $303 per night (USD)
VRBO
Romantic Lakefront Cottage #5
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This lovely renovated 1950's Lakefront Cottage is a perfect romantic get away. It boasts an open floor plan with kitche ...
From $303 per night (USD)
VRBO
From $246 per night (USD)
VRBO
Cozy cottage near downtown Clinton, Marina & Hammonasset Park
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Imagine a clean New England cottage with a beautiful outside deck to see spring emerge! It's cozy, nicely decorated and ...
From $246 per night (USD)
VRBO
From $272 per night (USD)
VRBO
Tiny Lakefront Cottage!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This lake front cottage is approx. 325sq. of adorable efficiency living space. It has an open floor plan with full siz ...
From $272 per night (USD)
VRBO
From $408 per night (USD)
VRBO
Cozy Beach House - 5 min walk! to Knollwood Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Walk to beach! Comfy older house in CT most special shoreline. Private beach & tennis and basketball courts with short d ...
From $408 per night (USD)
VRBO
From $573 per night (USD)
Expedia
Newly Remodeled 2 Bedroom Cottage On The Beach. The Kaitlyn Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
If you are looking for a beach front property then look no further! This beautiful freshly remodeled 2 bedroom cottage s ...
From $573 per night (USD)
Expedia
From $1071 per night (USD)
VRBO
4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill
Bedrooms:
1
Bathrooms:
4
Sleeps:
12
OCEAN FRONT HOME WITH SPECTACULAR views of Duck Island and the Long Island Sound. The front of the house faces the Menu ...
From $1071 per night (USD)
VRBO
From $258 per night (USD)
Expedia
Walk to Beach, pool, tennis court and kids playscape.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful summer escape in Westbrook CT. Quiet beach community. Relax in the pool, play tennis, or walk to the beach. In ...
From $258 per night (USD)
Expedia
From $534 per night (USD)
VRBO
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Nestled between the Long Island Sound and the Connecticut River, Cove Street Cottage is your luxury getaway. You won’t h ...
From $534 per night (USD)
VRBO
Click For Pricing
Expedia
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful resort condo on the water - Sleeps 6. Indoor and outdoor pool and beach access. Water's Edge Resort and Spa ...
Click For Pricing
Expedia
From $407 per night (USD)
VRBO
Cheerful, private cottage in Essex village.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Take a break and relax at this peaceful cottage tucked away in historic Essex Village. One of the most desirable locatio ...
From $407 per night (USD)
VRBO
Click For Pricing
Expedia
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful resort condo on the water - Sleeps 6. Indoor and outdoor pool and beach access. Water's Edge Resort and Spa ...
Click For Pricing
Expedia
From $265 per night (USD)
VRBO
Historic Mansion 1841 - The listed price is per Bedroom, Private Entrance
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
The rustic Mansion is a 3,200 square foot structure. You are renting 1 of a total of 4 available bedrooms, a large livin ...
From $265 per night (USD)
VRBO
From $488 per night (USD)
VRBO
Direct Lakefront, 2 docks, private, easy access from I 91.
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Rental of this property is subject to The State of Connecticut Travel Restrictions.This property is cleaned and disinfec ...
From $488 per night (USD)
VRBO
From $432 per night (USD)
VRBO
Charming Old Saybrook Cottage < 1 Mi to Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Slip on your sandals and embrace the seaside when you book this Old Saybrook vacation rental! Ideally situated less than ...
From $432 per night (USD)
VRBO
From $284 per night (USD)
VRBO
Cottage at the Marina
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This beautifully decorated, clean and comfortable space is 600 square feet, has one bedroom with a queen size bed, a ful ...
From $284 per night (USD)
VRBO
From $247 per night (USD)
VRBO
Summer at the Haddam House
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
You cannot miss this beautifully renovated waterfront cottage in Haddam with stunning views of the East Haddam Swing Bri ...
From $247 per night (USD)
VRBO
From $569 per night (USD)
Expedia
Wonderful location, walk to beach, private yard, Voted #1 in town by AB&B
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Voted "One of the Top 10 Unique Places to Stay" by 'Only in CT'. Zen, enchanting beachy cottage on a no-outlet, few loca ...
From $569 per night (USD)
Expedia
From $525 per night (USD)
VRBO
Classic Lake House w/ private waterfront, 4 steps to water, FirePit/Kayaks/canoe
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
*Please note this property does not allow for Saturday check in or check out dates* Make memories with family and friend ...
From $525 per night (USD)
VRBO
From $567 per night (USD)
Expedia
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Gather your people at our 1795 historic homestead near Coastal Connecticut, ideal for reunions, retreats & wedding weeke ...
From $567 per night (USD)
Expedia
From $382 per night (USD)
VRBO
Quaint cottage at Cornfield Point Assn - Walk to Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Quaint cottage at private Cornfield Point Beach Association, two upstairs bedrooms (queen bed and two twin beds) with o ...
From $382 per night (USD)
VRBO
From $216 per night (USD)
Expedia
Steps to the Beach, Cozy Year Round Cottage 🐾 Pet Friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Updated furnishings, and freshly painted. Full bath with easy to clean flooring and full size washer and dryer. Inviting ...
From $216 per night (USD)
Expedia
From $369 per night (USD)
VRBO
Connecticut Colonial with River and Sunset Views!
Bedrooms:
2
Bathrooms:
4
Sleeps:
5
Circa 1830 house located in the historic district of East Haddam Village which includes the Goodspeed Opera House and La ...
From $369 per night (USD)
VRBO
From $1118 per night (USD)
VRBO
Victorian Mansion Lakefront on crystal clear Bashan Lake CT Amazing Views
Bedrooms:
3
Bathrooms:
9
Sleeps:
21
Victorian Mansion with magnificent water views! Perfect setting for family vacations, and family reunions!! Taking reser ...
From $1118 per night (USD)
VRBO
Click For Pricing
VRBO
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Beautiful resort condo on the water - Sleeps 6. Indoor and outdoor pool and beach access. Water's Edge Resort and Spa ...
Click For Pricing
VRBO
From $662 per night (USD)
VRBO
AIR-CONDITIONED Gorgeous Newly Renovated Home with an Oceanview and Beach Access
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This newly renovated 1,000-square-foot single-family home in Clinton, Connecticut, accommodates up to six guests across ...
From $662 per night (USD)
VRBO
From $423 per night (USD)
VRBO
Available July 21-28, 2023
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Perfectly landscaped gardens, acres of grounds overlooking the water, a private white sand beach, restaurants, entertain ...
From $423 per night (USD)
VRBO
From $376 per night (USD)
VRBO
Summertime Fun - Clinton CT Shoreline Cottage
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Summer Time Fun! Just steps from the beach! Perfect for families with small children or anyone with lots of beach gear ...
From $376 per night (USD)
VRBO
From $3230 per night (USD)
VRBO
Stunning Seascape Home For A Dream Family Holiday
Bedrooms:
6
Bathrooms:
9
Sleeps:
16
The home sits right on the Long Island Sound, with stunning views of the water. Nine bedrooms, new kitchen (with two ref ...
From $3230 per night (USD)
VRBO
From $904 per night (USD)
Expedia
Beach duplex—2 full homes with private access, backyard, and ocean views!
Bedrooms:
2
Bathrooms:
6
Sleeps:
12
Welcome to Fig & Pine Twin Home! Gather your favorite people and settle into the relaxed rhythm of the Connecticut shor ...
From $904 per night (USD)
Expedia
From $573 per night (USD)
VRBO
Remodeled 4 BR Waterfront Beach House with all the Comforts of Home...and more!
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Welcom to the 'Sharlene Cottage' If you are looking for a beach front property then look no further! This beautiful fre ...
From $573 per night (USD)
VRBO
From $638 per night (USD)
Expedia
Amazing Lakefront Property
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Affectionally referred to as The Lake House, this is a beautiful waterfront property with a large deck overlooking the l ...
From $638 per night (USD)
Expedia
From $576 per night (USD)
VRBO
Marsh View Home!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Enjoy spectacular sunsets from the deck of our Marsh Side home located in beautiful Old Saybrook, Connecticut or watch t ...
From $576 per night (USD)
VRBO
From $446 per night (USD)
VRBO
Lake Front Home.....
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This newly renovated three bedroom home is positioned on the hill with a view overlooking Lake Beseck in Middlefield, CT ...
From $446 per night (USD)
VRBO
From $764 per night (USD)
VRBO
Walk to Lake: Middlefield Home w/ Fire Pit
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
No matter what brings you to the area, this 4-bedroom, 2-bathroom vacation rental provides the perfect home-away-from-ho ...
From $764 per night (USD)
VRBO
From $552 per night (USD)
Expedia
Lake Front home, dock w/2 kayaks, firepit, grill, pedal boat. Lv2 EV charger
Bedrooms:
1
Bathrooms:
4
Sleeps:
10
Lakefront! Look no further than our tranquil home on beautiful Hidden Lake! What a gem! Relax with the whole family as y ...
From $552 per night (USD)
Expedia
From $541 per night (USD)
VRBO
Sea Salt Air Changes Everything - ⭐️Stroll to Private Association Beach⭐️
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sea Salt Air Changes Everything... The mood. The conversation. The momentum. When you are here you will find yourself at ...
From $541 per night (USD)
VRBO
From $1048 per night (USD)
Expedia
Duckling Crossing | Beach House on the Sand
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Summary: This amazing beachfront home has one of the best private beaches in southeastern Connecticut. The sand is terr ...
From $1048 per night (USD)
Expedia
From $444 per night (USD)
VRBO
RELAXATION!! Inviting, Cozy NE Cottage, 2 min walk to 🏖️, Midcoast NYC, Boston.
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Convenient, Private, Relaxing ….a 2 minute walk to the waves. Old style New England summer beach home renovated for comf ...
From $444 per night (USD)
VRBO
From $272 per night (USD)
VRBO
Peaceful lake cottage #2
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to this renovated, steps to the water lake cottage. This property is perfect for a sweet getaway to enjoy Lake ...
From $272 per night (USD)
VRBO
From $601 per night (USD)
VRBO
Great family home, fenced in back yard and Weber grill.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
One floor, 1200 square feet on a 1/2 acre on a quiet residential street. Convenient to the beach, great walks, close t ...
From $601 per night (USD)
VRBO
From $575 per night (USD)
VRBO
Tranquil property, amazing sunsets!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Remodeled 3 bedroom, 1.5 bath beach home nestled in Old Saybrook, CT. Sits on a private 1/2 acre. Just step outside and ...
From $575 per night (USD)
VRBO
From $527 per night (USD)
VRBO
Downtown Essex Apartment - Steps to River!
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Embrace the essence of small-town living at this renovated apartment in the heart of Essex Village. With all the charact ...
From $527 per night (USD)
VRBO
From $433 per night (USD)
Expedia
The Millhouse Downtown Chester
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
An upscale destination with accommodations for foodies & friends in the heart of historic Chester CT. Stay at this beaut ...
From $433 per night (USD)
Expedia
From $300 per night (USD)
VRBO
Family Friendly,Lakefront Cottage, 1 dock, private, easy access from I 91.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This property is cleaned and disinfected after each guest . Rental of this property is subject to The State of Connecti ...
From $300 per night (USD)
VRBO
From $502 per night (USD)
VRBO
Discover Clinton charm, near premium outlet shopping and private beaches
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
In the delightful town of Clinton lies a cozy three-bedroom retreat, perfect for your peaceful holiday. As you step insi ...
From $502 per night (USD)
VRBO
From $591 per night (USD)
VRBO
PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON W/ 4 QUEENS 2 FULL
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
INSTANT BOOK: Sept '26 - Aug '27 = AVAILABLE SUMMER 2026: Sept **2027 Summer Available: June - Aug** Steps away from C ...
From $591 per night (USD)
VRBO
From $317 per night (USD)
VRBO
Saybrook Point Cottage - Charming and Private
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Charming, one bedroom cottage is located on historic Saybrook Point where the Connecticut River meets Long Island Sound. ...
From $317 per night (USD)
VRBO
From $226 per night (USD)
VRBO
3 Bedroom House Westbrook, Connecticut, West Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Beautifully cottage located within 300 steps of West Beach. The neighborhood is friendly and quaint, yet only steps from ...
From $226 per night (USD)
VRBO
From $720 per night (USD)
Expedia
Fun on the Lake: Games, Dock, Slide, EV Charger
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Fun on Lake Pocotopaug - Fun on the water with swimming, kayaks, rowboat, stand up paddle boards, and a water slide; fun ...
From $720 per night (USD)
Expedia
From $256 per night (USD)
VRBO
Wake up with Views of the Ocean
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
THREE WEEKS IN SUMMER '25 STILL AVAILABLE. Located in sleepy Westbrook, Ct and across the street from Long Island Sound ...
From $256 per night (USD)
VRBO
Click For Pricing
Expedia
All year round beach house
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This cozy Knollwood Beach home has 3 bedroom, plus a LR open up couches that sleep 2 in the family room, 2 full baths - ...
Click For Pricing
Expedia
From $322 per night (USD)
VRBO
The gardners Cottage 1 mile from long Island Sound - pet friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Gardeners Cottage, less then1mile from the Long Island Sound, is a great alternative to the common hotel. Situated a ...
From $322 per night (USD)
VRBO
From $1246 per night (USD)
Expedia
Luxury Riverfront Estate - Pool, Spa, Tennis, & Pond
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
A private luxury riverfront estate designed for unforgettable group stays, where two streams wrap around the home and fl ...
From $1246 per night (USD)
Expedia
From $712 per night (USD)
VRBO
Peace Barn in the heart of the CT River Valley
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
The Peace Barn is a cozy retreat close to art and culture and parks. You’ll love the place because of the outdoor space ...
From $712 per night (USD)
VRBO
From $703 per night (USD)
Expedia
Stunning Waterfront Home with Private Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Well-appointed waterfront home on the Connecticut shoreline. Home features its own private beach, uninterrupted views, ...
From $703 per night (USD)
Expedia
From $549 per night (USD)
VRBO
Beach House steps to private beaches in sought after location!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
You will fall in love with this beautiful beach house in the sought-after Indian Town beach. Beautiful views of Harvey B ...
From $549 per night (USD)
VRBO
From $413 per night (USD)
Expedia
#24 Serenity A Lakefront Cottage Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Closed the month of November for some exciting new upgrades! Stunning FALL FOLIAGE & WINTER VIEWS! This Lakefront Cott ...
From $413 per night (USD)
Expedia
From $753 per night (USD)
VRBO
Stroll to beach at charming, historical, rustic home w/expansive yard & pool.
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Charming, spacious, historical, artistic home walking distance to beach. Private yet centrally located; relaxing propert ...
From $753 per night (USD)
VRBO
From $568 per night (USD)
Expedia
Large Charming Historic House close to Beaches
Bedrooms:
2
Bathrooms:
6
Sleeps:
11
This lovely family home has 6 bedrooms and 2 full baths and is close to downtown Clinton, Clinton Marina and many restau ...
From $568 per night (USD)
Expedia
From $468 per night (USD)
VRBO
Cozy Nantucket Style Cottage, mins walk to private beach.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Guests are sure to enjoy a memorable vacation in this fully furnished, 2 bedroom/2 bath cottage. The main/master bedroo ...
From $468 per night (USD)
VRBO
From $236 per night (USD)
Expedia
1-bedroom cottage with Grove Beach 🏖️ access.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
In the delightful town of Clinton lies a snug one-bedroom cottage, ideal for your upcoming getaway. Surrounded by the na ...
From $236 per night (USD)
Expedia
From $495 per night (USD)
VRBO
Country getaway in 2 family home, huge yard & grounds, minutes from lakes & more
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Cozy rental unit in a historic 2-family home. With a private deck and outdoor shower & full use of the 4 acre property. ...
From $495 per night (USD)
VRBO
From $615 per night (USD)
Expedia
Family Friendly Lake House: Lake Pocotopaug, Fire-pit, Kayaks, Canoe. Sunsets.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Charming Lakeside Cottage on Lake Pocotopaug – A Peaceful Retreat for All Seasons Welcome to your perfect getaway at th ...
From $615 per night (USD)
Expedia

Search Your Destination Now!

Middlesex Area Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 206 Rentals