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

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From $296 per night (USD)
VRBO
Lakefront Home East Haddam CT-Peaceful - Crystal Clear Lake-also Academic rental
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Lakefront home, situated 30 feet from lake. Available for Summer Rentals beginning second week of June. ALSO AVAILABLE ...
From $296 per night (USD)
VRBO
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Expedia
Wonderful location, walk to beach, private yard, credit cards
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
The Cottage was chosen as one of the top ten unique places to stay in Ct. 'Awesome Cottage! Great Owner! Absolutely love ...
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Expedia
$Classic Lake House w\/ private waterfront, 4 steps to water, FirePit\/Kayaks\/canoe$
From $549 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 $549 per night (USD)
VRBO
From $499 per night (USD)
VRBO
3 BR, 3.5 BA luxury Home sleeps 7 GreatViews, Wildlife. Academic Rental Possible
Bedrooms:
5
Bathrooms:
3
Sleeps:
7
Waterfront, one level, 3 bed, 3.5 marble/tile baths, 2700 sq ft beautifully appointed, completely renovated, luxury wat ...
From $499 per night (USD)
VRBO
From $695 per night (USD)
VRBO
⚓Capt Nathaniel Clarke Historic Homestead🤵Weddings👰Reunions❤Magnificent Yard🐕
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
SPECIAL RATES FOR OCT AND NOV. Built in 1795 by Captain Nathaniel Clarke (a descendant of Capt. Thomas Clarke. The Nat ...
From $695 per night (USD)
VRBO
From $575 per night (USD)
Expedia
Historic Sanctuary on the Pond
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
The Parker Bull House circa 1754. Stunning renovation of a fantastic antique gem sitting on a pond with waterfall. This ...
From $575 per night (USD)
Expedia
From $338 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 $338 per night (USD)
VRBO
From $286 per night (USD)
Expedia
Steps to the Beach, Cozy Year Round Cottage 🐾 Pet Friendly
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Updated furnishings, and freshly painted. Full bath with easy to clean flooring and full size washer and dryer. Inviting ...
From $286 per night (USD)
Expedia
From $223 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 $223 per night (USD)
VRBO
From $545 per night (USD)
Expedia
Spacious yard and view of Long Island Sound-2minute walk to secluded beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Relaxing 4 Bedroom house with two baths and an outdoor shower on a double lot. Sleeps 8 comfortably. The house is surro ...
From $545 per night (USD)
Expedia
From $820 per night (USD)
VRBO
Waterfront House with picture-perfect views from all 3 levels.
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Waterfront home with 3 bedrooms and 2.5 baths. Main level has kitchen, living/family room, and half bath, with wall of w ...
From $820 per night (USD)
VRBO
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Expedia
Beautiful waterfront home with private sand beach and amazing views
Bedrooms:
1
Bathrooms:
0
Sleeps:
0
This new home has gorgeous beach views from every room, a state-of-the-art kitchen, 2 propane fireplaces, and beautifull ...
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Expedia
From $1143 per night (USD)
VRBO
Magnificent Victorian Mansion on Bashan Lake Connecticut DIRECT LAKEFRONT
Bedrooms:
4
Bathrooms:
10
Sleeps:
21
SALE ON JUNE 1-21 WEEKLY RENTALS! (Reduced rates on Friday and Saturday nights).Victorian Mansion with magnificent water ...
From $1143 per night (USD)
VRBO
From $1379 per night (USD)
Expedia
1.5 Acres Gorgeous 1860s Colonial House & Carriage Apartment
Bedrooms:
4
Bathrooms:
7
Sleeps:
14
This spacious home has a main house with 4 bedrooms and 3 bathrooms and then the detached carriage house with 2 bedrooms ...
From $1379 per night (USD)
Expedia
From $545 per night (USD)
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 ...
From $545 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 $1064 per night (USD)
VRBO
1860's Colonial House Near Downtown and Beaches!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
This spacious home has 4 bedrooms and 3 bathrooms. Your group will enjoy easy access to everything from this centrally ...
From $1064 per night (USD)
VRBO
From $455 per night (USD)
Expedia
AIR-CONDITIONED Gorgeous Newly Renovated Home with an Oceanview and Beach Access
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Rates from 10/1-5/14 are for short term stays. Please message for rates for stays 30 days or longer. If you are looki ...
From $455 per night (USD)
Expedia
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VRBO
Private Access Studio_king bed_WiFi_all the amenities of a hotel_5⭐️ experience
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Everything you need for your overnight stay! Rest peacefully in the king size bed. Wake to a cup of coffee with your cho ...
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VRBO
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Expedia
Perfect Water View Year-Round Cottage!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Fully up to date 2 level renovated cottage with water views and 8 minute walk to private beach! Sleeps 8, has 2 outside ...
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Expedia
From $240 per night (USD)
VRBO
Beautiful views from private deck. Overlooking the Hammock River Marsh wildlife
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Cottage steps away from private small beach. This cottage has deeded beach rights. Beautiful private back yard w/ deck ...
From $240 per night (USD)
VRBO
From $1194 per night (USD)
Expedia
Beach front home
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Recently remodeled beach front home, perfect for family getaways! Large cedar deck for relaxing conversations and waterf ...
From $1194 per night (USD)
Expedia
From $463 per night (USD)
VRBO
Patchogue River Retreat, 8 minute walk to West Beach
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
This spacious home, with private, serene riverfront views on the back deck and an 8-minute walk from the front door to W ...
From $463 per night (USD)
VRBO
From $297 per night (USD)
VRBO
Lake House
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Waterfront,beautiful views of the lake,3 association beaches with activities, weekly entertainment at pavilion on first ...
From $297 per night (USD)
VRBO
From $336 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 $336 per night (USD)
VRBO
$Summertime Fun\/clinton CT Shoreline Cottage$
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Expedia
Summertime Fun\/clinton CT Shoreline Cottage
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Summer Time Fun! Just steps from the beach! Perfect for families with small children or anyone with lots of beach gear ...
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Expedia
From $2875 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 $2875 per night (USD)
VRBO
From $1030 per night (USD)
Expedia
Beachside Twinhome: 2 Private Sides + Sunroom Escape for Friends & Family
Bedrooms:
2
Bathrooms:
6
Sleeps:
12
Escape to your own private beach oasis in our charming twin home that offers two completely separate sides, both of whic ...
From $1030 per night (USD)
Expedia
From $708 per night (USD)
VRBO
Brand New, Villa Je t’aime, Across the Street from the beach, Sleeps 6 adults
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This totally renovated house across the street from the beach in Westbrooks West Beach community. This large, 2500 squar ...
From $708 per night (USD)
VRBO
From $436 per night (USD)
Expedia
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 $436 per night (USD)
Expedia
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VRBO
Walk to the beach for your summer escape
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Get away without getting on a plane. Beach is steps away. Just turn the key to be welcomed by a bright, open floor plan ...
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VRBO
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Expedia
AMAZING GUEST SUITE just STEPS from BEACH
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Bright and sunny happy place with ocean views! This is a spacious 1 BR apartment located in a Beach House. You will have ...
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Expedia
From $612 per night (USD)
VRBO
Amazing Lakefront Property
Bedrooms:
4
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 $612 per night (USD)
VRBO
From $297 per night (USD)
Expedia
Quiet, Peaceful Getaway by a Private Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Absolutely Idyllic Escape in a Quintessential New England Beach Town ~ This is a very special home. Nestled at the end o ...
From $297 per night (USD)
Expedia
From $437 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 $437 per night (USD)
VRBO
$Westbrook Home w\/ Ocean Views - Walk to Beach$
From $382 per night (USD)
Expedia
Westbrook Home w\/ Ocean Views - Walk to Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Explore the quaint shoreline community of Westbrook with this top-floor 2-bedroom, 1-bath vacation rental home at your h ...
From $382 per night (USD)
Expedia
From $845 per night (USD)
VRBO
Spectacular Home with Deep Water Dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beautiful cape style home with 100' of waterfront and a 25' dock. This 3 bedroom 1.5 bath home has everything needed for ...
From $845 per night (USD)
VRBO
From $397 per night (USD)
Expedia
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 $397 per night (USD)
Expedia
$Room for the whole family 1\/2 hour to Mohegan and Mystic Seaport$
From $482 per night (USD)
VRBO
Room for the whole family 1\/2 hour to Mohegan and Mystic Seaport
Bedrooms:
2
Bathrooms:
4
Sleeps:
11
Relax with the whole family at The Treehouse! Plenty of space to unwind in this modern home in a quiet and peaceful wood ...
From $482 per night (USD)
VRBO
$Elegant Middlefield Getaway w\/ Game Room!$
From $713 per night (USD)
Expedia
Elegant Middlefield Getaway w\/ Game Room!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
No matter what brings you to the area, this 4-bedroom, 2.5-bathroom vacation rental provides the perfect home-away-home- ...
From $713 per night (USD)
Expedia
$Lake Front home, dock w\/2 kayaks, firepit, grill, pedal boat. Lv2 EV charger$
From $435 per night (USD)
VRBO
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 $435 per night (USD)
VRBO
From $488 per night (USD)
Expedia
Sea Salt Air Changes Everything - ⭐️Stroll to Private Association Beach⭐️
Bedrooms:
3
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 $488 per night (USD)
Expedia
From $951 per night (USD)
VRBO
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 terri ...
From $951 per night (USD)
VRBO
From $262 per night (USD)
Expedia
A cozy cottage with a beautiful deck - swim, hike and play!
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
Relax and unwind at Stargazer. A cozy cottage in the community of Lake Hayward. This home is nestled in a quiet and peac ...
From $262 per night (USD)
Expedia
From $732 per night (USD)
VRBO
Renovated Barn, Sidewalk Stroll into Essex Village & Marina
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to the River Barn in Essex, Connecticut: A Small Town Where History Lives On (NYT July 2019). The barn is a pe ...
From $732 per night (USD)
VRBO
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Expedia
2 Minute walk to private beach.
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Classic beach home with water views. Large deck, outside shower. Located in a private beach association great for riding ...
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Expedia
From $545 per night (USD)
VRBO
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 4
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Beautiful resort condo. Resort hotel is on the water - Sleeps 4. First floor unit. Indoor and outdoor pool and beach ac ...
From $545 per night (USD)
VRBO
From $619 per night (USD)
Expedia
Updated kitchen, king+queen beds, AC, walk to beach, 1 min to Waters Edge Resort
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Welcome to our beautifully updated home, in a peaceful beach neighborhood. Sweet Spot Getaway is a newly renovated charm ...
From $619 per night (USD)
Expedia
Click For Pricing
VRBO
Convenience and Privacy in Exclusive North Cove! Close to beaches and downtown!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Very private 3 bedroom, 1.5 bath home in the exclusive community of North Cove. Minutes from Route 9 and I95. Bright op ...
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VRBO
From $387 per night (USD)
Expedia
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Convenient, Private, Relaxing ….a 2 minute walk to the waves. Old style New England summer beach home renovated for comf ...
From $387 per night (USD)
Expedia
From $198 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 $198 per night (USD)
VRBO
From $466 per night (USD)
Expedia
Great family home, fenced in back yard and Weber grill.
Bedrooms:
2
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 $466 per night (USD)
Expedia
From $489 per night (USD)
VRBO
Tranquil property, amazing sunsets!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
New Outdoor Shower! Remodeled 3 bedroom, 1.5 bath beach home nestled in Old Saybrook, CT. Sits on a private 1/2 acre. ...
From $489 per night (USD)
VRBO
From $407 per night (USD)
Expedia
Downtown Essex Apartment - Steps to River!
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Embrace the essence of small-town living at this renovated apartment in the heart of Essex Village. With all the charact ...
From $407 per night (USD)
Expedia
From $329 per night (USD)
VRBO
The Braswell
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
*This property is located in West Haven, CT* Stylish two bedroom with lots of space and located 8 mins from the West Hav ...
From $329 per night (USD)
VRBO
From $370 per night (USD)
Expedia
The Millhouse Downtown Chester
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
An upscale destination with accommodations for foodies & friends in the heart of historic Chester CT. Stay at this beaut ...
From $370 per night (USD)
Expedia
$Waterfront Cottage w\/ Sunroom + Patio & Grill$
From $298 per night (USD)
VRBO
Waterfront Cottage w\/ Sunroom + Patio & Grill
Bedrooms:
1
Bathrooms:
4
Sleeps:
4
Sandy beaches and state parks await you from this 2-bedroom, 1-bath cottage in Clinton, Connecticut! Launch kayaks right ...
From $298 per night (USD)
VRBO
Click For Pricing
Expedia
Cute, Cozy & Cool 2-bedroom, 1-bath cottage across the street from Clinton Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The cottage sleeps 6. Parking for 4 cars. No pets. Check in on Saturday at 1 PM and check out on the following Saturday ...
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Expedia
From $267 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 $267 per night (USD)
VRBO
From $514 per night (USD)
Expedia
Waterfront Beach House
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to our Shore Rd beach house! This single family home was recently renovated in 2021 - brand new stainless steel ...
From $514 per night (USD)
Expedia
From $509 per night (USD)
VRBO
Perfect Beach House & Academic Rental: 3-Bedroom Home, just steps to Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
***Long Term off season/Academic Rentals with reduced monthly rate*** Kick back and re ...
From $509 per night (USD)
VRBO
From $420 per night (USD)
Expedia
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 $420 per night (USD)
Expedia
From $483 per night (USD)
VRBO
Newly Renovated Carriage House Near Town & Beaches!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Come stay on the property closest to Hammonasset Beach State Park than any other in all of Madison!! Walk across the str ...
From $483 per night (USD)
VRBO
$PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON W\/ 4 QUEENS 2 FULL$
From $920 per night (USD)
Expedia
PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON W\/ 4 QUEENS 2 FULL
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
REDUCED RATES: Apr '25 INSTANT BOOK NOW = SPRING 2 & 3 DAY MIN Apr '25 - Sept '25 All Open Availability + SUMMER '25 *c ...
From $920 per night (USD)
Expedia
From $226 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 $226 per night (USD)
VRBO
From $604 per night (USD)
Expedia
54 Steps to the Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Beautiful, newly renovated spacious beach house 3 bedroom 2 Full baths. **Bed sheets,blanket, and comforters are NOT p ...
From $604 per night (USD)
Expedia
From $215 per night (USD)
VRBO
3 Bedroom House Westbrook, Connecticut, West Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Beautifully redone cottage located within 300 steps of West Beach. The neighborhood is friendly and quaint, yet only ste ...
From $215 per night (USD)
VRBO
From $715 per night (USD)
Expedia
Lake Fun: PingPong, Pool Table, Slide, EV Charger
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Fun on Lake Pocotopaug - Fun on the water with swimming, kayaks, rowboat, canoe, stand up paddle boards, and a water sli ...
From $715 per night (USD)
Expedia
From $518 per night (USD)
VRBO
Beachfront Classic New England Home With Direct Views Of Long Island Sound
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Graceful and sprawling 3,500 s.f. home. Large bay windowed living room with an adjacent sun porch. Ensuite master bedroo ...
From $518 per night (USD)
VRBO
From $326 per night (USD)
Expedia
Wake up with Views of the Ocean
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Located in sleepy Westbrook, Ct and across the street from Long Island Sound, this beach house is spacious with a full k ...
From $326 per night (USD)
Expedia
From $188 per night (USD)
VRBO
Available May 10-31 Beach house
Bedrooms:
2
Bathrooms:
4
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 - ...
From $188 per night (USD)
VRBO
From $623 per night (USD)
Expedia
Waterfront Escape
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Panoramic views of Long Island Sound. From sunup to sundown this property will mesmerize you. Kayak, float, swim, fish, ...
From $623 per night (USD)
Expedia
From $286 per night (USD)
VRBO
The gardners Cottage 1 mile from long Island Sound - pet friendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Gardeners Cottage, less then1mile from the Long Island Sound, is a great alternative to the common hotel. Situated a ...
From $286 per night (USD)
VRBO
$Luxury One-of-a-kind Waterfront Estate w\/ Pool, Spa, Tennis & Pond Access$
From $1342 per night (USD)
Expedia
Luxury One-of-a-kind Waterfront Estate w\/ Pool, Spa, Tennis & Pond Access
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Nestled in nature, this luxurious property is situated on 3.5 park-like acres with two streams that wrap around the hous ...
From $1342 per night (USD)
Expedia
$NEW JULY\/AUGUST 2025 DATES JUST ADDED! Stunning Waterfront Home\/Private Beach!$
From $848 per night (USD)
VRBO
NEW JULY\/AUGUST 2025 DATES JUST ADDED! Stunning Waterfront Home\/Private Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Well-appointed waterfront home on the Connecticut shoreline. Home features its own private beach, uninterrupted views, ...
From $848 per night (USD)
VRBO
From $433 per night (USD)
Expedia
Stunning Artisan Waterfall Escape [Walk to Downtown]
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Over ten years of work went into creating a work of art using more than 80% recycled building materials known locally as ...
From $433 per night (USD)
Expedia
From $271 per night (USD)
VRBO
Lovely Family sized 3 bedroom Colonial home, close to restaurant.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy the peace of this perfect colonial 3 bedroom 2bath Hideaway that welcomes you to a bright and airy living space, c ...
From $271 per night (USD)
VRBO
From $1322 per night (USD)
Expedia
Stunning Ocean view with Hot tub. Sleeps 10
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Enjoy your morning coffee with a beautiful ocean view! Stunning remodeled 3388 sqft Colonial with sweeping Ocean views ...
From $1322 per night (USD)
Expedia
From $661 per night (USD)
VRBO
1910 Beach home: CT's most exquisite private beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
-- 1910 Shore house; only one surviving the 1938 hurricane on this stretch of beach. Immense lot, gorgeous beach, dune ...
From $661 per night (USD)
VRBO
From $293 per night (USD)
Expedia
Modern Middletown Retreat, Minutes to Downtown!
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
Whether you’re visiting family, seeking outdoor adventure, or simply exploring a new area, this sleek 3-bedroom, 1-bathr ...
From $293 per night (USD)
Expedia
From $1025 per night (USD)
VRBO
Seaside Beach Haven with a private beach!
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
Summary: This stunning beachfront home has 3 bedrooms & 3.5 bathrooms and sleeps 10 guests! It is the perfect sunny esca ...
From $1025 per night (USD)
VRBO
From $448 per night (USD)
Expedia
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 $448 per night (USD)
Expedia
From $377 per night (USD)
VRBO
#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 $377 per night (USD)
VRBO
$Stroll to beach at charming, historical, rustic home w\/expansive yard & pool.$
From $724 per night (USD)
Expedia
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 $724 per night (USD)
Expedia
From $246 per night (USD)
VRBO
Cozy Cottage On Star Lake
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Relax and enjoy this unique and tranquil getaway. Gorgeous lake house remolded in 2021. Enjoy the kitchen with stainless ...
From $246 per night (USD)
VRBO
From $474 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 $474 per night (USD)
Expedia
From $393 per night (USD)
VRBO
Newly Renovated Beach Cottage in Old Saybrook CT - AIR CONDITIONED!
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Sparkling clean, fully air-conditioned, quiet and comfortable 2 bedroom, 1 1/2 bath cottage, summer weeks still availabl ...
From $393 per night (USD)
VRBO
From $175 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 $175 per night (USD)
Expedia
From $485 per night (USD)
VRBO
Fully Updated Cornfield Point Beach House, Old Saybrook, CT
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
This tired little cottage needed some TLC. We bring it to you and your family in fully renovated, brand-new-to-you condi ...
From $485 per night (USD)
VRBO
From $356 per night (USD)
Expedia
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 $356 per night (USD)
Expedia
From $605 per night (USD)
VRBO
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 a ...
From $605 per night (USD)
VRBO
From $411 per night (USD)
Expedia
The Beach Nest-Lux Cottage Steps to the Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Come enjoy the cutest cottage on Shore Rd. Newly renovated. Just steps to the beach and minutes away from town and all o ...
From $411 per night (USD)
Expedia
From $697 per night (USD)
VRBO
Tiffany's Oasis on the Shore
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
*Inquire for long term rentals* Nestled across from a private beach, this Pilots Point gem provides for a spacious and ...
From $697 per night (USD)
VRBO
From $338 per night (USD)
Expedia
Family Friendly Waterfront Cottage
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Cozy waterfront cottage on Lake Hayward. Lots of exposed wood with outdoor patio on the water. Excellent for a romantic ...
From $338 per night (USD)
Expedia
From $294 per night (USD)
VRBO
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Keep it simple at this peaceful and centrally located apartment! Completely open concept and fully renovated. Plenty of ...
From $294 per night (USD)
VRBO
Click For Pricing
Expedia
Spacious Lake Hayward Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Forget your worries in this spacious and serene space. This 1,400+ Sq/Ft cottage is just a short 0.1 mile walk to Lake H ...
Click For Pricing
Expedia
$Grammy's Lake House w\/ Private Waterfront Access$
From $362 per night (USD)
VRBO
Grammy's Lake House w\/ Private Waterfront Access
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Summary: Discover your ideal family getaway at Grammy's Famed Bell House, a charming 3-bedroom, 3-bathroom home located ...
From $362 per night (USD)
VRBO
Click For Pricing
Expedia
Exquisite Beach Villa In Ground pool and Spacious Bermuda room! 2 living Rooms!
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Elegant 3200 Sq. Ft. Home on Private setting, with 2 Living Rooms, Bermuda room with Large in ground pool! Gourmet Kit ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Lakefront Home: 2 Mi to Air Line State Park Trail!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
With Lake Pocotopaug just steps away, this vacation rental in East Hampton, CT, is the ideal escape for lake lovers and ...
Click For Pricing
VRBO
From $592 per night (USD)
Expedia
Charming New Beach Cottage
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summer Living on the Shore! Brand new beautiful renovation. Steps to the beach with partial water views. Desirable bea ...
From $592 per night (USD)
Expedia

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