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 $430 per night (USD)
VRBO
Charming 3BR home-water views and 1 min walk to desirable Cornfield Point Beach!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to this beautifully renovated 3-bedroom, 1-bathroom cottage, nestled just steps away from the sandy shores of th ...
From $430 per night (USD)
VRBO
From $344 per night (USD)
Expedia
Charming 1-bedrm unit with WiFi, AC in quaint Deep River- “Queen of the Valley”
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Get ready to relax in this two family house in Deep River, CT. The available unit is on the first and second floor and ...
From $344 per night (USD)
Expedia
From $512 per night (USD)
VRBO
Perfect Shoreline Stay – Walk to Beach, Dine, Shop & Play!
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Welcome to Our Happy Place – Your Perfect Beach Getaway in Westbrook, CT! Escape to this cozy and sun-filled home locat ...
From $512 per night (USD)
VRBO
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Expedia
Coastal Connecticut Waters Edge Resort and Spa Long Island Sound Westbrook, CT
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located in Westbrook, CT at Water's Edge Resort and Spa timeshare condo 3 restaurants, outdoor patio, beach, indoor/outd ...
Click For Pricing
Expedia
From $305 per night (USD)
VRBO
Charming 2-bedroom, cozy cottage in the quaint village of Madison, CT
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
TWO NIGHT MIN STAY. ACADEMIC RENTAL FROM OCT THRU MAY 2026 $3200. Includes all uti ...
From $305 per night (USD)
VRBO
From $443 per night (USD)
VRBO
Sea Glass Cottage-In the Heart of Clinton Harbor!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
8/11-8/16 LAST MINUTE CANCELLATION SPECIAL-REDUCED RATES! Our charming coastal harborside cottage has just been complete ...
From $443 per night (USD)
VRBO
From $495 per night (USD)
VRBO
Modern Luxury, The Perfect Getaway Awaits
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Modern Comfort Meets Convenience – Your Perfect Getaway Awaits Welcome to this stunning brand-new 3-bedroom, 3-bathroom ...
From $495 per night (USD)
VRBO
From $385 per night (USD)
VRBO
Escape to Your Tranquil Seaside Retreat at Clinton Beach Bungalows
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Walk to beach! Tucked away on the peaceful and historic Waterside Ln, just behind the Captains House (circa 1785), disco ...
From $385 per night (USD)
VRBO
From $417 per night (USD)
VRBO
Escape to Your Tranquil Seaside Retreat at Clinton Beach Bungalows: Bungalow 3
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Walk to beach! Tucked away on the peaceful and historic Waterside Ln, just behind the Captains House (circa 1785), disco ...
From $417 per night (USD)
VRBO
From $452 per night (USD)
Expedia
Charming 4-bedroom house in Ivoryton/Essex
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Nestled in the village of Ivoryton, just outside the picturesque town of Essex and a stone's throw from the beautiful Bu ...
From $452 per night (USD)
Expedia
From $721 per night (USD)
VRBO
Luxury coastal home in located in Cornfield Point, sleeps 8+.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
A perfect retreat to relax and enjoy this private beach, the amazing sunsets and our special town! Located in family-fr ...
From $721 per night (USD)
VRBO
From $438 per night (USD)
VRBO
Charming 3-bedroom cottage in Old Saybrook with WiFi and AC
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Welcome to this seasonal, summer cottage located in the picturesque Great Hammock community of Old Saybrook, CT. This ch ...
From $438 per night (USD)
VRBO
From $567 per night (USD)
VRBO
Charming 3-bedroom cottage short walk to Chalker Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Your home away from home in Old Saybrook awaits you. This attractive 3 bedroom, 2 bath beach cottage is in the desirable ...
From $567 per night (USD)
VRBO
From $263 per night (USD)
Expedia
Shoreline Oasis
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Keep it simple at this peaceful little oasis located in a quiet neighborhood, but close to all the fun stuff! We are a 5 ...
From $263 per night (USD)
Expedia
From $893 per night (USD)
VRBO
Waterside retreat! 4BR/3BA with private dock/views
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
**7/5-12, 7/23-25, 8/2-7, 8/20-23 STILL AVAILABLE FOR SUMMER 2025! ASK ME ABOUT LAST-MINUTE DISCOUNTS!! NOW ALSO AVAILAB ...
From $893 per night (USD)
VRBO
From $275 per night (USD)
Expedia
Charming 1-bedroom apartment with AC, 3 minute walk to beach, and new hot tub
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to your perfect getaway! Recently renovated for comfort and style, this charming and cozy retreat offers everyth ...
From $275 per night (USD)
Expedia
From $536 per night (USD)
VRBO
Clinton's Hidden Secret Renovated 2-bedroom Stonehouse with WiFi, AC and more
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Imagine the clinking of glasses, laughter and friendship during prohibition. This was Pierre Houpert's private distiller ...
From $536 per night (USD)
VRBO
From $277 per night (USD)
VRBO
Little Cottage of Gratitude Saybrook Manor walk to beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This adorable cottage features a cozy coastal decor. Sleep in a queen or full bedroom or the queen sleeper sofa in the ...
From $277 per night (USD)
VRBO
From $518 per night (USD)
VRBO
Direct Waterfront -Charming 3-BR house with AC, fitness room in Old Saybrook
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Consider this house your home away from home while you visit Old Saybrook. This serene property boasts 3 bedrooms, inclu ...
From $518 per night (USD)
VRBO
From $346 per night (USD)
Expedia
Best of Both Worlds
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Great location- 1 mile to the beach, 1/2 mile to shops and restaurants, and less than a 1/4 mile to a park! The house i ...
From $346 per night (USD)
Expedia
From $905 per night (USD)
VRBO
Spacious Lakefront Home|Bikes|Hot Tub| Kayak|Group
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
This bright, breezy lakefront home with modern coastal decor offers a relaxing vibe and stunning views. With great ameni ...
From $905 per night (USD)
VRBO
From $359 per night (USD)
Expedia
Historic cottage in Deep River, CT
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Hosmer House, an historic cottage located in Deep River, is close to hiking trails and a short, 5 minute drive to both d ...
From $359 per night (USD)
Expedia
From $172 per night (USD)
VRBO
Cottage on the Moodus Reservoir go back in time enjoy a quite get away .
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Consider this cabin your home away from home while you visit East Haddam. This cozy retreat offers a bedroom with all th ...
From $172 per night (USD)
VRBO
From $240 per night (USD)
Expedia
Charming 1920's no frills cottage in peaceful Old Saybrook
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Explore the shoreline in this quaint 1920'2 Sears Kit house. Walk to South Cove at the end of the street for beautiful s ...
From $240 per night (USD)
Expedia
From $365 per night (USD)
VRBO
Charming Beach House-Short walk to Private Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Recently renovated year round beach house at Chapman Beach. There is plenty of room with 3 bedrooms, living room, dining ...
From $365 per night (USD)
VRBO
Click For Pricing
Expedia
Landing at Concierge Rocky Hill Apartments - 1 Bedroom in Downtown Rocky Hill
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Concierge Rocky Hill Apartments is a bustling property in the Downtown Rocky Hill neighborhood of Rocky Hill where Landi ...
Click For Pricing
Expedia
From $1265 per night (USD)
VRBO
Victorian beach house and cottage family compound with large pool in Westbrook
Bedrooms:
3
Bathrooms:
7
Sleeps:
12
Beautiful 4 bedroom /2 bathroom (sleeps 8) Victorian beach house with modern style and amenities and a charming 3 bedroo ...
From $1265 per night (USD)
VRBO
From $608 per night (USD)
Expedia
The Farmhouse Stay
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Designed to be your very own home away from home. At The Farmhouse Stay, we’ve honored its history and all that makes it ...
From $608 per night (USD)
Expedia
From $288 per night (USD)
VRBO
Marsh Landing, a charming 2-bedroom cottage in serene Westbrook with WiFi, AC
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Consider this cottage your home away from home while you visit Westbrook. This peaceful retreat features 2 charming quee ...
From $288 per night (USD)
VRBO
From $723 per night (USD)
Expedia
Nautical Paradise
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Direct waterfront and newly lifted 10 feet for outstanding views. You can't be any closer to Long Island Sound unless yo ...
From $723 per night (USD)
Expedia
From $345 per night (USD)
VRBO
Charming 2-bedroom cottage short walk to beach located at Chalker Beach,
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Located in Chalker Beach,, this dream cottage getaway is a short walk to the private beach and playground for the kids. ...
From $345 per night (USD)
VRBO
From $530 per night (USD)
VRBO
Chalker Beach cottage, steps to private beach.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Old Saybrook is waiting for you at this delightful 3-bedroom cottage. With 1 queen bed and 2 twin beds on the first floo ...
From $530 per night (USD)
VRBO
From $298 per night (USD)
VRBO
Cozy 2-bed cottage with dynamic Lake Hayward view WiFi, AC in Colchester
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Relax and enjoy the peaceful lake views. Unwind on the porch window seat or lawn + deck seating. Launch a kayak/paddle b ...
From $298 per night (USD)
VRBO
Click For Pricing
Expedia
3-bedroom house in tranquil Middletown with WiFi, AC. Enjoy your stay
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Discover the beauty of Middletown from this 3-bedroom house. The pleasant interior features 3 queen beds, a cozy living ...
Click For Pricing
Expedia
From $262 per night (USD)
VRBO
Cottage-Chic Retreat < 1 Mi to Connecticut River!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Modernized 1800s Home | Near Salmon River Boat Launch | Easy Access to Route 82 Imagine days of hiking at Gilette Castl ...
From $262 per night (USD)
VRBO
From $509 per night (USD)
Expedia
Historic Coastal Home • Marsh Views • Pet-Friendly
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Historic Coastal Home • Marsh Views • Pet-Friendly ★☆ ABOUT THIS SPACE ☆★ Step into a home that blends historic charm w ...
From $509 per night (USD)
Expedia
From $411 per night (USD)
VRBO
Cozy 2-bedroom condo with AC, fitness room in charming Westbrook. Oceanfront,
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Escape to a delightful 2-bedroom condo in Westbrook. This cozy retreat features a king bed and a twin bed, perfect for 6 ...
From $411 per night (USD)
VRBO
From $196 per night (USD)
Expedia
Cozy Guest Suite in Historic Home
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Escape to a bright, cozy guest suite next to a historic New England home! Enter through your own doorway and feel welcom ...
From $196 per night (USD)
Expedia
From $233 per night (USD)
VRBO
Lakeside treasure boating swimming kayaking
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Relax and unwind at this cozy lake home, thoughtfully stocked with everything you need for a memorable stay. Just a one- ...
From $233 per night (USD)
VRBO
From $368 per night (USD)
Expedia
Soothing 2-bedroom lower-level apartment in Berlin
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Get ready to relax in this 2-bedroom lower-level apartment in Berlin with own entrance in the rear of the house. This de ...
From $368 per night (USD)
Expedia
From $972 per night (USD)
VRBO
Seaside Sanctuary steps from Long Island Sound
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Soak up the sun on the sandy beach just across the street from your private oasis! Welcome to Seaside Sanctuary at 331 S ...
From $972 per night (USD)
VRBO
From $172 per night (USD)
VRBO
Spectacular Waterfront home waiting for you.
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Step back in time and make yourself at home in this waterfront cottage on Long Island Sound. Fully furnished and filled ...
From $172 per night (USD)
VRBO
From $215 per night (USD)
VRBO
The little cottage on the ct river
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience Haddam like a local in this adorable 1-bedroom cottage. The cozy bedroom features a queen bed, perfect for a ...
From $215 per night (USD)
VRBO

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Middlesex Area Rentals

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Results: 343 Rentals