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 $703 per night (USD)
VRBO
The Beverly
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Located in East Hampton , CT near the Salmon River and right off of Lake Pocotopaug, less than a mile away from Sears Pa ...
From $703 per night (USD)
VRBO
From $319 per night (USD)
VRBO
Newly Renovated Guest Suite - Steps to West Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape to the charming coastal town of Westbrook, CT and experience ultimate luxury & comfort in your own private guest ...
From $319 per night (USD)
VRBO
From $360 per night (USD)
VRBO
Beautiful New West Beach Location House for Rent - Westbrook, CT
Bedrooms:
2
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 $360 per night (USD)
VRBO
$COZY! 🍁Maple Tree Cabin🍁 Situated on 6 private acres.\nEnjoy a hike in the woods🍁$
From $646 per night (USD)
Expedia
COZY! 🍁Maple Tree Cabin🍁 Situated on 6 private acres.\nEnjoy a hike in the woods🍁
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
A quiet - peaceful place for families to enjoy. Also a great place for a couples retreat/romantic getaway. Get away fro ...
From $646 per night (USD)
Expedia
From $670 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 $670 per night (USD)
VRBO
$Old Saybrook Home w\/ Screened Porch & Ocean View!$
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Expedia
Old Saybrook Home w\/ Screened Porch & Ocean View!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Ocean views, salty breezes, and the soothing soundtrack of coastal Connecticut await you at this charming 2-bedroom, 1-b ...
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Expedia
From $618 per night (USD)
VRBO
Spacious, quiet suburban getaway in Madison. 15 min from beach & hiking trails!
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Welcome to our home! Located in North Madison, it is within 15 minutes of beautiful beaches or serene hiking trails. It ...
From $618 per night (USD)
VRBO
From $177 per night (USD)
VRBO
Cozy apartment with a bird's eye view of Chester. 5 minute walk downtown
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Step back in time in this cozy third floor apartment with private entrance. Here you will enjoy a bird's eye view of Che ...
From $177 per night (USD)
VRBO
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VRBO
Beautiful Family Friendly Beach Home in Old Saybrook!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy lazy beach days and cozy summer nights in this 4 bedroom 2 and a half bath home. Full kitchen with seating for 7. ...
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VRBO
From $504 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 $504 per night (USD)
Expedia
From $296 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 $296 per night (USD)
VRBO
From $594 per night (USD)
Expedia
Historic waterside home is stylish and comfortable 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 $594 per night (USD)
Expedia
From $496 per night (USD)
VRBO
Waterfront Goodspeed airport 2-bedroom house with AC, WiFi
Bedrooms:
2
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 $496 per night (USD)
VRBO
$Spacious East Haddam Retreat w\/ Private Pool!$
From $732 per night (USD)
Expedia
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 $732 per night (USD)
Expedia
From $361 per night (USD)
VRBO
Little Pine: A Serene Tiny Home Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Little Pine, a charming tiny home nestled on 4 acres of land in the heart of Chester. This tiny home retreat ...
From $361 per night (USD)
VRBO
From $353 per night (USD)
Expedia
Bliss by the Sea: Cozy Beachside Escape
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Nestled in the Harborview Beach Association community. This charming single-level home, perfect for up to four guests, f ...
From $353 per night (USD)
Expedia
From $563 per night (USD)
VRBO
Lovely 3-bedroom home in Madison close to downtown and great beaches.
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Lovely 3-bedroom home in Madison close to downtown and beaches. Well-maintained, new appliances, new hardwood floors, ot ...
From $563 per night (USD)
VRBO
From $907 per night (USD)
Expedia
Riverview Grandeur Tranquility & Luxury Essex CT
Bedrooms:
5
Bathrooms:
3
Sleeps:
6
Escape to the serene beauty of Essex, CT, where modern comfort meets classic charm at our luxurious vacation home. Nestl ...
From $907 per night (USD)
Expedia
From $366 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 $366 per night (USD)
VRBO
From $508 per night (USD)
VRBO
3BR beach house. Steps from private beach. Gardens, wraparound porch. Quiet St.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Now accepting bookings for summer 2025, one week minimum, Saturday-Saturday. 2024 weekends available, flexible dates, ...
From $508 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 ...
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VRBO
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Expedia
Charming 2-bedroom house with AC and WiFi in Westbrook
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to this charming house in Westbrook. Walking distance to the beach. This beautiful property features 2 fabulous ...
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Expedia
From $227 per night (USD)
VRBO
The little Chestnut. A charming historic apartment in Downtown Chester
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Last-minute bookings, please message us and we may also be able to accomodate one-night stays. Located in the village of ...
From $227 per night (USD)
VRBO
$LONG-TERM Relaxing Glass House - Fall Leaves\/Beach 5mins\/Ski 25mins$
From $188 per night (USD)
Expedia
LONG-TERM Relaxing Glass House - Fall Leaves\/Beach 5mins\/Ski 25mins
Bedrooms:
3
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 $188 per night (USD)
Expedia
From $1080 per night (USD)
VRBO
Sunset Skies: walk to Water's Edge, 2 homes in 1, pet-friendly, fully redone!
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Welcome to Sunset Skies! This fully renovated home in Westbrook, CT offers shoreline views and is centrally located - wa ...
From $1080 per night (USD)
VRBO
From $336 per night (USD)
VRBO
Charming Waterfront Lake House in Colchester, CT
Bedrooms:
2
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 $336 per night (USD)
VRBO
From $203 per night (USD)
VRBO
Middletown Guest Suite Near Dtwn & University
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
'The Bear's Den' | Historic Home | Dedicated Workspace | Shared Outdoor Pool (Memorial Day-Labor Day) Whether you plan ...
From $203 per night (USD)
VRBO
From $853 per night (USD)
Expedia
Charming year-round beach home in Indian Town, Old Saybrook
Bedrooms:
2
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 $853 per night (USD)
Expedia
$Pet-Friendly Getaway in Historic East Haddam Home\n\n$
From $276 per night (USD)
VRBO
Pet-Friendly Getaway in Historic East Haddam Home\n\n
Bedrooms:
2
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 $276 per night (USD)
VRBO
From $175 per night (USD)
Expedia
Charming bedroom townhome
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Space? Relax with the whole family or by yourself at this peaceful place to stay. Forget your worries in this spaci ...
From $175 per night (USD)
Expedia
From $269 per night (USD)
VRBO
Newly renovated! 3 bedroom apt in downtown Middletown - across from Wesleyan
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 $269 per night (USD)
VRBO
From $593 per night (USD)
Expedia
The Old Salt Cottage · Walk to Beach, Waters Edge
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Grab your flip-flops and bathing suit and let your beach vacation begin! Located within walking distance to the private ...
From $593 per night (USD)
Expedia
From $360 per night (USD)
VRBO
Luxe Lake House in Connecticut: Private Dock
Bedrooms:
4
Bathrooms:
5
Sleeps:
11
Beautiful Secluded Setting | Fire Pit | Remote Workers Welcome | 4,016 Sq Ft Take the peaceful lakeside escape you've b ...
From $360 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 $923 per night (USD)
VRBO
Luxe Lake House in Connecticut
Bedrooms:
4
Bathrooms:
5
Sleeps:
11
Take the peaceful lakeside escape you've been craving at this 5-bedroom, 3.5-bath vacation rental in Higganum, CT! 2 hou ...
From $923 per night (USD)
VRBO
From $259 per night (USD)
Expedia
Charming 2-bedroom farm cottage in quiet Killingworth neighborhood
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Immerse yourself in the beauty of Killingworth and experience a quiet getaway at this welcoming "gentleman's" farm. Stay ...
From $259 per night (USD)
Expedia
From $428 per night (USD)
VRBO
Charming 3-bedroom cottage in Old Saybrook with AC, WiFi
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Make memories at this Old Saybrook summer home, just a 2-minute walk to your private neighborhood beach! This charming c ...
From $428 per night (USD)
VRBO

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Middlesex Area Rentals

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Results: 337 Rentals