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 $339 per night (USD)
VRBO
Beautiful New West Beach Location House for Rent - Westbrook, CT
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Just Steps from West Beach (Westbrook, CT). Great views of Long Island Sound and Salt Marsh from Extra Large Deck. New ...
From $339 per night (USD)
VRBO
From $513 per night (USD)
Expedia
COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
A quiet - peaceful place for families to enjoy. Also a great place for a couples retreat/romantic getaway. Peaceful pla ...
From $513 per night (USD)
Expedia
From $674 per night (USD)
VRBO
The Beach life at Knollwood beach , Year round house short walk to the beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to this year round coastal sanctuary! This stylish home is perfectly positioned within the charming Knollwood Be ...
From $674 per night (USD)
VRBO
From $489 per night (USD)
Expedia
Waterfront oasis 4 bdr house in Old Saybrook direct waterfront amazing sunsets
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Direct oceanfront - pure paradise at the beach! Spectacular views of Long Island Sound with a large, partially covered, ...
From $489 per night (USD)
Expedia
From $330 per night (USD)
VRBO
Escape to Caladan Cottage! Cozy pet-friendly lake house: AC, multi-beach access.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Just 300 feet from Lake Pocotopaug, this East Hampton cottage boasts 3 inviting bedrooms. There is a large main bedroom ...
From $330 per night (USD)
VRBO
From $719 per night (USD)
VRBO
Walk to beach! Historic 2 story waterside home with harbor and beach views.
Bedrooms:
2
Bathrooms:
4
Sleeps:
4
Just two doors from Old Harbor Marina and Clinton Town Beach, this cozy getaway is located on one of Connecticut's most ...
From $719 per night (USD)
VRBO
From $474 per night (USD)
VRBO
Waterfront Goodspeed airport 2-bedroom house with AC, WiFi
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Watch airplanes take off from the kitchen or relax on the deck or by the river! This 2-bedroom house abutting the Goodsp ...
From $474 per night (USD)
VRBO
From $734 per night (USD)
VRBO
Spacious East Haddam Retreat w/ Private Pool!
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Enjoy a pleasant getaway with friends and family at this bright 5-bedroom, 2-bathroom vacation rental in East Haddam, Co ...
From $734 per night (USD)
VRBO
From $469 per night (USD)
VRBO
Modern 3 Bedroom Lake House- Close To Restaurants and Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This newly renovated 3 bed/2 bath home is perfect for your stay on the lake. Open concept kitchen and living room provid ...
From $469 per night (USD)
VRBO
From $576 per night (USD)
VRBO
3BR beach house. Steps from private beach. Gardens, wraparound porch. Quiet St.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Now accepting bookings for summer 2025, one week minimum, Saturday-Saturday. 2024 weekends available, flexible dates, ...
From $576 per night (USD)
VRBO
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VRBO
Charming 3-bedroom beach cottage in Westbrook, CT- room for your whole family!
Bedrooms:
1
Bathrooms:
3
Sleeps:
9
Your Westbrook beach vacation begins at our vintage family cottage, just steps to the beach. 3 bedrooms- 2 bedrooms each ...
Click For Pricing
VRBO
From $344 per night (USD)
Expedia
LONG-TERM Relaxing Glass House - Fall Leaves/Beach 5mins/Ski 25mins
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Time to book for the Fall and Winter seasons! Colors of the leaves are changing and ski resort within 25 mins! This is o ...
From $344 per night (USD)
Expedia
From $1353 per night (USD)
VRBO
Sunset Skies: walk to Water's Edge, 2 homes in 1, pet-friendly, fully redone!
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Welcome to Sunset Skies! This fully renovated home in Westbrook, CT offers shoreline views and is centrally located - wa ...
From $1353 per night (USD)
VRBO
From $333 per night (USD)
VRBO
Charming Waterfront Lake House in Colchester, CT
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Relax with the whole family at this peaceful place to stay. Lakefront property on Pickerel Lake with a dock for fishing, ...
From $333 per night (USD)
VRBO
From $497 per night (USD)
VRBO
Charming year-round beach home in Indian Town, Old Saybrook
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Escape to this lovely house in picturesque Old Saybrook. With 3 bedrooms including a king, queen, and twin with trundle ...
From $497 per night (USD)
VRBO
$Pet-Friendly Getaway in Historic East Haddam Home\n\n$
From $378 per night (USD)
Expedia
Pet-Friendly Getaway in Historic East Haddam Home\n\n
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
Welcome to Creamery Road Karczma! "Karczma" means "Inn" in Polish. Take it easy at this unique and tranquil getaway. Ne ...
From $378 per night (USD)
Expedia
From $321 per night (USD)
VRBO
Walk to Wesleyan & Dwtn - New hot tub with outdoor TV
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Don't miss this fully renovated 2nd floor family friendly 3br apt in a historic home built in 1829. Formerly owned by ...
From $321 per night (USD)
VRBO
Click For Pricing
Expedia
Entire Guesthouse Luxurious Cottage Killingworth
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Consider this delightful warm and inviting cottage your home away from home while you visit Killingworth. This cozy luxu ...
Click For Pricing
Expedia
From $200 per night (USD)
VRBO
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
<p>While you're here, you can enjoy all the comforts of home and more, including a stovetop and a patio, as well as a fi ...
From $200 per night (USD)
VRBO
From $207 per night (USD)
Expedia
Charming 2-bedroom farm cottage in quiet Killingworth neighborhood
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Spring is here! Come get away and immerse yourself in the beauty of Killingworth. Experience a quiet getaway at this wel ...
From $207 per night (USD)
Expedia
From $845 per night (USD)
VRBO
Quarry House: Mid-Century Modern
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Perched atop a hill and nestled among lush woods, Quarry House is a stunning Mid-Century Modern home offering a unique b ...
From $845 per night (USD)
VRBO
From $172 per night (USD)
Expedia
Family Stays: Middletown, CT
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Centrally Located Cozy Family Vacation Home: Just 1.2 miles from Wesleyan University, our space is perfect for families, ...
From $172 per night (USD)
Expedia
Click For Pricing
VRBO
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
VRBO
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 $401 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 $401 per night (USD)
VRBO
From $414 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 $414 per night (USD)
VRBO
From $770 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 $770 per night (USD)
VRBO
From $431 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 $431 per night (USD)
VRBO
From $503 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 $503 per night (USD)
VRBO
From $261 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 $261 per night (USD)
Expedia
From $837 per night (USD)
VRBO
Waterside retreat! 4BR/3BA with private dock/views
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
**BOOK NOW FOR THANKSGIVING, CHRISTMAS, NEW YEAR’S, OR A LONG WEEKEND ON THE SHORELINE!!** Welcome to Waterside. Just st ...
From $837 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 $385 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 $385 per night (USD)
VRBO
From $270 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 $270 per night (USD)
VRBO
From $527 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 $527 per night (USD)
VRBO
From $242 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 $242 per night (USD)
Expedia
From $267 per night (USD)
VRBO
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 $267 per night (USD)
VRBO
From $431 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 $431 per night (USD)
VRBO
From $1106 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 $1106 per night (USD)
VRBO
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 $281 per night (USD)
VRBO
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 ...
From $281 per night (USD)
VRBO
From $285 per night (USD)
VRBO
Cottage-Chic Retreat < 1 Mi to Connecticut River!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Modernized 1800s Home | Near Salmon River Boat Launch | Easy Access to Route 82 Imagine days of hiking at Gilette Castl ...
From $285 per night (USD)
VRBO
From $491 per night (USD)
VRBO
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 $491 per night (USD)
VRBO
From $194 per night (USD)
Expedia
Cozy Guest Suite in Historic Home
Bedrooms:
0
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 $194 per night (USD)
Expedia
From $175 per night (USD)
VRBO
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 $175 per night (USD)
VRBO
From $972 per night (USD)
Expedia
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)
Expedia
From $191 per night (USD)
VRBO
The little cottage on the ct river
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Adorable cozy riverside home! Super safe, quiet, and friendly neighborhood. Great for solo or traveling couples. Charm ...
From $191 per night (USD)
VRBO
From $4643 per night (USD)
Expedia
Sister Sands, waterfront Boho Beach House on the Long Island Sound-Westbrook,CT
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Off Season/Academic Waterfront Rental - Options to rent Sister Sands for 1 month or 8 months or anything in between from ...
From $4643 per night (USD)
Expedia
From $538 per night (USD)
VRBO
Oceanfront Modern Luxury 3-bedroom beach house
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This 3-bedroom house in Westbrook is perfect for your escape to relaxation. With 3 queen beds and 1 sofa bed, this gorge ...
From $538 per night (USD)
VRBO
From $469 per night (USD)
VRBO
Take it easy at this unique and tranquil getaway where history meets luxury.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Blue Lady is located along Connecticut shoreline within a walking distance of restaurants, the train station, short ...
From $469 per night (USD)
VRBO
From $309 per night (USD)
VRBO
Stylish Modern Stay Steps from the Ocean
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape to our modern guest house just steps from the ocean in beautiful Clinton! Enjoy stylish interiors, cozy bedding, ...
From $309 per night (USD)
VRBO
From $276 per night (USD)
Expedia
Charming Lakeview, 3 Bedroom home in Colchester
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Escape to this peaceful Lakeview retreat—just minutes from the shoreline! Perched above the water, this cozy and stylish ...
From $276 per night (USD)
Expedia

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Middlesex Area Rentals

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Results: 252 Rentals