Middlesex Area Rentals
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VRBO
Newly Renovated Private Quiet Cape 1\/2 mile from the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located on a private drive surrounded by pastures overlooking the Oyster River. Peaceful and Quiet. Close to beaches, pa ...
Click For PricingVRBO
- From $183 per night (USD)
Expedia
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 $183 per night (USD)Expedia
- From $285 per night (USD)
VRBO
The perfect New England getaway only a 10 minute walk to downtown!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy and convenient This New England Cottage is the perfect base to explore Essex and the surrounding area. Stroll to ...
From $285 per night (USD)VRBO
- From $488 per night (USD)
Expedia
Cabin Deck House - Formidable Cabin in Laurel Island
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 10
Rental basis: Entire house or apartment Number of bedrooms: 4; Number of other rooms with beds: 0 Number of bathrooms: 1 ...
From $488 per night (USD)Expedia
- From $500 per night (USD)
VRBO
Fantastic pool home in park-like setting on Connecticut Shore
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Bright and airy modern home surrounded by trees and grass. Good sized pool with outdoor furniture, including grill, hamm ...
From $500 per night (USD)VRBO
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Expedia
Walk to Beach, pool, tennis court and kids playscape.
- Bedrooms:
- 3
- 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 ...
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VRBO
Little House on River - architectural gem
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy Little House designed by renowned architect offers wonderful opportunity to vacation, work from home, or simply enj ...
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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 ...
Click For PricingExpedia
- From $717 per night (USD)
VRBO
Beachside Twinhome: 2 Private Sides + Sunroom Escape for Friends & Family
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 12
Summer Availability: June 1-6 June 9-15 July 1-3 August 4-6 August 20-22 August 25-30 September 2-6 September 9-19 Septe ...
From $717 per night (USD)VRBO
- From $369 per night (USD)
Expedia
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 $369 per night (USD)Expedia
- From $238 per night (USD)
VRBO
Lake House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Waterfront,beautiful views of the lake,3 association beaches with activities, weekly entertainment at pavilion on first ...
From $238 per night (USD)VRBO
- From $386 per night (USD)
VRBO
Pristine cottage at Cornfield Point
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly renovated quaint cottage at private beach association in Cornfield Point; two upstairs bedrooms and one downstairs ...
From $386 per night (USD)VRBO
- From $293 per night (USD)
VRBO
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 $293 per night (USD)VRBO
- From $899 per night (USD)
VRBO
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 $899 per night (USD)VRBO
- From $550 per night (USD)
VRBO
Cozy Escape - Stunning Waterfront Home!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Well-appointed waterfront home on the Connecticut shoreline. Home features its own private beach, uninterrupted views, ...
From $550 per night (USD)VRBO
- From $195 per night (USD)
VRBO
Beautiful modern Farmhouse studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Modern farmhouse studio attached to an early 1900's farmhouse. The studio has a no contact entry from your private deck ...
From $195 per night (USD)VRBO
- From $428 per night (USD)
VRBO
Modern 70s Architectural Marvel - ★★★ Water and Hillside Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Like a starship resting on a hill over the river, this is truly a unique design house like no other! The Great Room, wit ...
From $428 per night (USD)VRBO
- From $350 per night (USD)
Expedia
Vrbo Property
- 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 ...
From $350 per night (USD)Expedia
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VRBO
Walk to the beach for your summer escape
- Bedrooms:
- 3
- Bathrooms:
- 3
- 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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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 ...
Click For PricingExpedia
- From $447 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 $447 per night (USD)VRBO
- From $359 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 $359 per night (USD)Expedia
- From $300 per night (USD)
VRBO
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 $300 per night (USD)VRBO
- From $749 per night (USD)
Expedia
★ Duckling Crossing Beach House ★ Sand | Sun | Fun
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
This amazing beachfront home has one of the best private beaches in southeastern Connecticut. The sand is terrific, it s ...
From $749 per night (USD)Expedia
- From $254 per night (USD)
VRBO
A cozy cottage with a beautiful deck - swim, hike and play!
- Bedrooms:
- 1
- Bathrooms:
- 3
- 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 $254 per night (USD)VRBO
- From $569 per night (USD)
Expedia
Modern Farmhouse minutes from historical Essex CT
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Kick back and relax in this calm, stylish new england home. We have designed and furnished this brand new home in early ...
From $569 per night (USD)Expedia
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VRBO
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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- From $258 per night (USD)
Expedia
Westbrook Home w\/ Ocean Views - Walk to Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Explore the quaint shoreline community of Westbrook with this top-floor 2-bedroom, 1-bath vacation rental home at your h ...
From $258 per night (USD)Expedia
- From $298 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 Essex, Connecticut. With all the character and c ...
From $298 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Idyllic Saltaire Retreat at Cornfield Point, Old Saybrook, CT
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Looking to do a summer reset or a wonderful spot for long-lasting family memories? In need of a serene, long-term rental ...
From $250 per night (USD)VRBO
- From $265 per night (USD)
VRBO
Comfy cottage with sunrise marsh views - 5 minute walk to private beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Cuddle up and relax in our comfy cottage with stunning views of the marsh. Read a book in our cozy sun room, breathe th ...
From $265 per night (USD)VRBO
- From $199 per night (USD)
VRBO
Pool House on Quiet Country Property
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Pool House with 1 Bedroom with New Queen Sized Bed, Living Room with Sectional Sofa with Fold Out Sleeper, 55" 4K Ultra ...
From $199 per night (USD)VRBO
- From $175 per night (USD)
VRBO
Cozy Apartment in Antique Home on Second Floor in East Haddam, CT
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The apartment is fully furnished located in the historic District of East Haddam close to Rt 9 or 2, the Goodspeed Opera ...
From $175 per night (USD)VRBO
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VRBO
Spacious 1-Bedroom Apartment surrounded by Woods
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Relax in large 1-bedroom apartment with fully-equipped kitchen, private patio space, access to an above ground pool, was ...
Click For PricingVRBO
- From $248 per night (USD)
VRBO
Storybook Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Absolutely cozy little cottage style house. Has style like no other ! Beaches nearby in summer! Hiking in nearby parks. ...
From $248 per night (USD)VRBO
- From $496 per night (USD)
Expedia
Home away from home Hot Tub and Pool in Middletown home of Wesleyan university
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Bring the whole family for fantastic vacation to this great place with lots of room to relax and unwind. Hot Tub for 5 , ...
From $496 per night (USD)Expedia
- From $103 per night (USD)
VRBO
Charming Chester Apartment: Steps to Main Street!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the small-town charm and outdoor fun in Connecticut when you stay at this Chester vacation rental! With its coz ...
From $103 per night (USD)VRBO
- From $132 per night (USD)
Expedia
Quiet Killingworth Rental w\/ Shared Patio & Grill!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Seeking a soothing, tranquil escape? Look no further than this charming 1-bedroom, 1-bath apartment in Killingworth, CT! ...
From $132 per night (USD)Expedia
- From $304 per night (USD)
VRBO
Charming country retreat. Minutes away from the beach. A perfect getaway!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The house is set behind a long tree lined driveway giving the property maximum privacy and security. Three large sized b ...
From $304 per night (USD)VRBO
- From $500 per night (USD)
Expedia
Private beach community home across the street access to Cornfield Point Beach.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Beach living at its finest. Water and marsh views from every window. Steps away from a private beach. Plenty of outdoor ...
From $500 per night (USD)Expedia
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VRBO
Gorgeous Riverfront home on 5 acres
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Gorgeous contemporary river front home with turret. Breathtaking views on 5 acres. In ground pool, kyacks, bonfires, gou ...
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Expedia
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 ...
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VRBO
Private waterfront home in Historic in Essex CT
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
“COVELAND” at Cove Meadow off River Road in Essex, CT is privately situated, historically significant residential proper ...
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- From $225 per night (USD)
Expedia
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 $225 per night (USD)Expedia
- From $375 per night (USD)
VRBO
#29 - Modern 5 Bedroom\/2 Bath
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: Discover comfort and convenience in our stylish rental. 5 Bedrooms with 4 king beds & 1 queen, two living rooms ...
From $375 per night (USD)VRBO
- From $750 per night (USD)
Expedia
Remote private, w\/5 acre pond and w\/Shooting Range @ Devils Hopyard State Park
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 14
New renovated post and beam farm style private home. Located 1/2 mile off a rural town road. 15 wooded acres abutting De ...
From $750 per night (USD)Expedia
- From $126 per night (USD)
VRBO
Convenient and cute in Downtown Old Saybrook
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Old Saybrook! Our apartment sits over our garage and is attached to our primary residence. It is conveniently ...
From $126 per night (USD)VRBO
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Expedia
Water Edge Spa and Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
So the dates that are available for the unit are 12/01/2023 to 12/8/2023 or 12/08/2023 to 12/15/2023, it will be either ...
Click For PricingExpedia
- From $340 per night (USD)
VRBO
Charming Castle Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to the Castle Cottage, a charming 3-bedroom retreat that sleeps 8, nestled along the scenic Connecticut River in ...
From $340 per night (USD)VRBO
- From $185 per night (USD)
Expedia
Updated cottage \"Beriozka\" on Cedar Lake
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
About this space Originally from Russia (hence the name “Beriozka” meaning Birch Tree) I live in Stamford CT. About 7-8 ...
From $185 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Fresh, Airy Townhome next to Pilot's Point Marina with Long Island Sound Views
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
This modern, bright airy townhome built in 2017 is a rare find on the Connecticut Shoreline. A turn key, well appointed ...
From $350 per night (USD)VRBO
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Expedia
Historic House by the River
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
About this space No matter the reason for your stay, this house is a great choice! Located in the center of town just st ...
Click For PricingExpedia
- From $250 per night (USD)
VRBO
Great Hammcock Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Explore our Old Saybrook retreat on Great Hammock Rd, a cozy spot near the beach. Perfect for romance or family ...
From $250 per night (USD)VRBO
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Expedia
Ideal Historic Home in Essex Village
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your opportunity to live the village life and stay in the heart of Essex Village. This is the first time a va ...
Click For PricingExpedia
- From $600 per night (USD)
VRBO
Daniel Boon meets Mid Century Modern Retreat
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
This wilderness lodge is anything but typical. Charming and rustic the “mid century modern meets Daniel Boone” decor wi ...
From $600 per night (USD)VRBO
- From $595 per night (USD)
Expedia
Soundscape Beachfront House!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Need an escape by the sea with gorgeous sunrises and stunning sunsets? Come stay at this beautiful beachfront retreat. W ...
From $595 per night (USD)Expedia
- From $247 per night (USD)
VRBO
Charming Deep River Vacation Rental on Star Lake!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the tranquility of Deep River at this 2-bedroom, 1-bath vacation rental! This cozy cottage is nestled on Star ...
From $247 per night (USD)VRBO
- From $1995 per night (USD)
VRBO
Hollow Brook Estate
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
70 Acre Lakefront Estate close to the prestigious town of Madison, CT with private tennis, volleyball and bocce courts, ...
From $1995 per night (USD)VRBO
- From $170 per night (USD)
VRBO
Cozy, Home away from Home and close to downtown, Wesleyan and the CT River
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Home is a feeling and we've made sure you feel it here. Our house is comfortable, unique and spacious. There's a custom ...
From $170 per night (USD)VRBO
- From $319 per night (USD)
VRBO
Luxury & Premier Location-THE CASHMERE COTTAGE! Near the Kate \/ Saybrook Point!\n
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Indulge in the charm of the Cashmere Cottage, a delightful 2-bedroom, 2-bathroom home exuding style, comfort, and cozy e ...
From $319 per night (USD)VRBO
- From $439 per night (USD)
VRBO
Beach house with views that has access to Tennis, Basketball and Private Beach.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Very quaint and charming New England year-round beach home in a private community with beautiful sunset views. NO PART ...
From $439 per night (USD)VRBO
- From $385 per night (USD)
VRBO
SHORE BEATS WORK! Walk to Cornfield Point Beach. Family Friendly
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Old Saybrook and Cornfield Point! It's time to relax. Our recently updated beach house has all the special to ...
From $385 per night (USD)VRBO
- From $998 per night (USD)
VRBO
Luxury Estate, Elegant, Private-2 miles from Wesleyan University-The White Lion
- Bedrooms:
- 10
- Bathrooms:
- 9
- Sleeps:
- 14
Escape the frenzy of the world in this family friendly spacious and serene space. White Lion Manor is a gated estate loc ...
From $998 per night (USD)VRBO
- From $434 per night (USD)
Expedia
Family Friendly Lake House, Lake Pocotopaug, Sunsets, Pet-Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy every season in this newly renovated cozy retreat on the water! Located on Lake Pocotopaug in East Hampton, Conne ...
From $434 per night (USD)Expedia
- From $225 per night (USD)
VRBO
Charming cottage - 330 steps from beautiful Chapman Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Please let us answer any questions CONTACT: 978/761/5060 or email (see contact in photo). Our beach cottage is part of ...
From $225 per night (USD)VRBO
- From $761 per night (USD)
VRBO
Well-appointed beach area home with pool & guest house!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
1 1/2 blocks from the water! Beautiful 4BR/2.5 BA beach area home (sleeps 9), close to marina and town beach. Property i ...
From $761 per night (USD)VRBO
- From $271 per night (USD)
VRBO
Westbrook: Beach house in IVBA. Private beach, house 400 ft. to beach sleeps 6.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful 3 bedroom, 2 bath beach house is located in much sought after Island View Beach Association. First floor ...
From $271 per night (USD)VRBO
- From $47 per night (USD)
VRBO
Rent A Room In This Spacious Victorian
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Rent a room in this spacious vintage Victorian style colonial. This home is located in an ideal central location, a blo ...
From $47 per night (USD)VRBO
- From $47 per night (USD)
VRBO
Rent A Room In A Spacious Victorian
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Rent a room in this spacious vintage Victorian style colonial. This home is located in an ideal central location, a blo ...
From $47 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Lake Cottage Getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Leave your worries behind and enjoy the breath-taking view of the Great Hill Pond Lake with your own private dock! Sit b ...
From $250 per night (USD)VRBO
- From $205 per night (USD)
VRBO
Cozy Lakefront Cottage #6
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This cozy lakefront cottage holds the charm of lake living. A lovingly refreshed 1950's gem. Come enjoy the quiet commu ...
From $205 per night (USD)VRBO
- From $175 per night (USD)
VRBO
Beautiful Period Intact Victorian Apartment in East Haddam, CT
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This is a charming c1850 Victorian home in the historic district of East Haddam. Most of its period details like first g ...
From $175 per night (USD)VRBO
- From $145 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 $145 per night (USD)VRBO
- From $360 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 $360 per night (USD)VRBO
- From $180 per night (USD)
VRBO
3 bedroom apartment near Beaches and Outlets Mall
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This property is close to grocery shop just cross street. Beach is located 3min drive. Clinton Outlets Mall is about 5 m ...
From $180 per night (USD)VRBO
- From $522 per night (USD)
VRBO
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 $522 per night (USD)VRBO
- Click For Pricing
VRBO
Life's at ease, with an ocean breeze!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This quaint cottage with modern day flare will have you wanting to come back for more! All homes are located across the ...
Click For PricingVRBO
- From $202 per night (USD)
Expedia
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 $202 per night (USD)Expedia
- Click For Pricing
VRBO
Pilot's Point Beach Waterfront Home with Beautiful Views of Long Island Sound
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 2
Beautifully furnished single level living with 2 bedrooms, 1 full bath, living room and full kitchen. Fireplace, washer ...
Click For PricingVRBO
- From $320 per night (USD)
VRBO
Lovely Connecticut Beach Community Home -Upgraded,Sleeps 11
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
Our home is a lovely four bedroom Cape Cod steps from the beach at Stannard Beach in Westbrook, CT. The minimum rental ...
From $320 per night (USD)VRBO
- Click For Pricing
VRBO
Best Luxury home on the Sound in Connecticut summerrental
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 8
Three million dollar home for summer monthly lease. Large bedrooms most with private baths. Waterfront water toys for yo ...
Click For PricingVRBO
- From $376 per night (USD)
VRBO
Light filled Chalet Beach Home on Private Road to Association Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Available June 1st thru 15th and June 15th thru 29th. Two week rentals only. Air Conditioned Pilots Point Beach home wi ...
From $376 per night (USD)VRBO
- From $1114 per night (USD)
VRBO
Waterfront Long Island Sound Luxury Home, Cornfield Pt Old Saybrook, CT
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Waterfront, 3 bed, 2.5 marble baths, 2400 sq ft Exquisitely appointed, completely renovated, luxury waterfront year roun ...
From $1114 per night (USD)VRBO
- From $244 per night (USD)
VRBO
NEW!!! On VBRO! CT Shoreline Beach Diamond!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Walk to the beach! Enjoy a bright and airy single floor Nantucket-style house in the quaint CT Shoreline town of Westbro ...
From $244 per night (USD)VRBO
- From $238 per night (USD)
VRBO
Cheerful, private cottage in Essex village.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Take a break and relax at this peaceful cottage tucked away in historic Essex Village. One of the most desirable locatio ...
From $238 per night (USD)VRBO
- From $550 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 $550 per night (USD)VRBO
- From $265 per night (USD)
VRBO
DIRECT WATERFRONT PRIVATE BEACH
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
NOW RENTING FOR SUMMER 2023 On the water, beautiful views of Long Island Sound. The rental is located directly on a priv ...
From $265 per night (USD)VRBO
- Click For Pricing
Expedia
Beautiful Beach Front Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Beautiful waterfront home on private beach. Walk right out the back door on to your very own sandy beach. This newly ren ...
Click For PricingExpedia
- From $800 per night (USD)
VRBO
Chalker Beach House Steps to the Water!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly renovated beach home available for the first time! Beautifully updated home in the Chalker Beach community of Old ...
From $800 per night (USD)VRBO
- From $295 per night (USD)
VRBO
Adorable Cottage close to Beaches and Town
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our sweet cottage has 2 bedrooms and one bath. The home has been newly updated and ready for your summer vacation. Our h ...
From $295 per night (USD)VRBO
- From $620 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 $620 per night (USD)VRBO
- From $917 per night (USD)
VRBO
1.5 Acres Gorgeous 1860s Colonial House & Carriage Apartment
- Bedrooms:
- 4
- Bathrooms:
- 6
- 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 $917 per night (USD)VRBO
- From $435 per night (USD)
VRBO
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 ...
From $435 per night (USD)VRBO
- From $609 per night (USD)
Expedia
1860's Colonial House Near Downtown and Beaches!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This spacious home has 4 bedrooms and 3 bathrooms. Your group will enjoy easy access to everything from this centrally ...
From $609 per night (USD)Expedia
- From $466 per night (USD)
VRBO
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 $466 per night (USD)VRBO
- From $307 per night (USD)
Expedia
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 $307 per night (USD)Expedia
- From $400 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 averthying needed for ...
From $400 per night (USD)VRBO
- From $500 per night (USD)
Expedia
Spacious, beautiful home. 5-min walk to beach. 1 min to Water's 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 $500 per night (USD)Expedia
- From $450 per night (USD)
VRBO
Romantic colonial in beach town situated on park-like private 8 acres with pool.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Relax with the family in this spacious colonial home with access to a salt water pool (heated on September and October, ...
From $450 per night (USD)VRBO
- From $500 per night (USD)
Expedia
Fun and Relaxing Madison Game Room Retreat\n\n
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our stunning Airbnb retreat! Nestled just 5 minutes away from the picturesque Hammonasset beach, our spacious ...
From $500 per night (USD)Expedia