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

Filter

Popular Areas

From $626 per night (USD)
VRBO
Brand New, Villa Je t’aime, Across the Street from the beach, Sleeps 6 adults
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This totally renovated house across the street from the beach in Westbrooks West Beach community. This large, 2500 squar ...
From $626 per night (USD)
VRBO
From $496 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 $496 per night (USD)
Expedia
Click For Pricing
VRBO
Walk to the beach for your summer escape
Bedrooms:
2
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 ...
Click For Pricing
VRBO
Click For Pricing
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 Pricing
Expedia
From $578 per night (USD)
VRBO
Amazing Lakefront Property
Bedrooms:
3
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 $578 per night (USD)
VRBO
From $419 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 $419 per night (USD)
VRBO
From $379 per night (USD)
VRBO
Westbrook Home w/ Ocean Views - Walk to Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Explore the quaint shoreline community of Westbrook with this top-floor 2-bedroom, 1-bath vacation rental home at your h ...
From $379 per night (USD)
VRBO
From $397 per night (USD)
VRBO
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)
VRBO
From $483 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 $483 per night (USD)
VRBO
From $673 per night (USD)
VRBO
Elegant Middlefield Getaway w/ Game Room!
Bedrooms:
2
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 $673 per night (USD)
VRBO
From $366 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 $366 per night (USD)
VRBO
From $411 per night (USD)
Expedia
Sea Salt Air Changes Everything - ⭐️Stroll to Private Association Beach⭐️
Bedrooms:
2
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 $411 per night (USD)
Expedia
From $708 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 $708 per night (USD)
VRBO
From $148 per night (USD)
VRBO
Renovated Apt - 4min walk from Wesleyan & Main St
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Enjoy a home away from home at this centrally-located private apartment. Renovated, professionally disinfected and clean ...
From $148 per night (USD)
VRBO
From $457 per night (USD)
VRBO
UPDATED HOME, king+queen beds, AC, 5 min walk to beach, 1 min to Waters Edge
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to our beautifully updated home, in a peaceful beach neighborhood. Sweet Spot Getaway is a newly renovated charm ...
From $457 per night (USD)
VRBO
Click For Pricing
Expedia
Convenience and Privacy in Exclusive North Cove! Close to beaches and downtown!
Bedrooms:
1
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 ...
Click For Pricing
Expedia
From $310 per night (USD)
VRBO
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Convenient, Private, Relaxing ….a 2 minute walk to the waves. Old style New England summer beach home renovated for comf ...
From $310 per night (USD)
VRBO
From $463 per night (USD)
Expedia
Great family home, fenced in back yard and Weber grill.
Bedrooms:
1
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 $463 per night (USD)
Expedia
From $486 per night (USD)
VRBO
Tranquil property, amazing sunsets!
Bedrooms:
1
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 $486 per night (USD)
VRBO
From $400 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 the heart of Essex Village. With all the charact ...
From $400 per night (USD)
VRBO
From $324 per night (USD)
VRBO
The Millhouse Downtown Chester
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
An upscale destination with accommodations for foodies & friends in the heart of historic Chester CT. Stay at this beaut ...
From $324 per night (USD)
VRBO
From $298 per night (USD)
VRBO
Waterfront Cottage w/ Sunroom + Patio & Grill
Bedrooms:
1
Bathrooms:
2
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
From $268 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 $268 per night (USD)
VRBO
From $520 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 $520 per night (USD)
Expedia
From $311 per night (USD)
VRBO
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 $311 per night (USD)
VRBO
From $383 per night (USD)
Expedia
Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Come stay on the closest property to Hammonasset Beach State Park in all of Madison! Just 1 mile and your feet are on th ...
From $383 per night (USD)
Expedia
From $1417 per night (USD)
VRBO
PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON W/ 4 QUEENS 2 FULL
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Steps away from CT Shoreline in back of beach house! *certain holidays/summer excluded in booking min *discounts applied ...
From $1417 per night (USD)
VRBO
From $232 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 $232 per night (USD)
VRBO
From $458 per night (USD)
VRBO
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 $458 per night (USD)
VRBO
From $168 per night (USD)
VRBO
3 Bedroom House Westbrook, Connecticut, West Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Beautifully redone cottage located within 300 steps of West Beach. The neighborhood is friendly and quaint, yet only ste ...
From $168 per night (USD)
VRBO
From $481 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 $481 per night (USD)
VRBO
From $446 per night (USD)
VRBO
Beachfront Classic New England Home With Direct Views Of Long Island Sound
Bedrooms:
3
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 $446 per night (USD)
VRBO
From $254 per night (USD)
VRBO
Wake up with Views of the Ocean
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
THREE WEEKS IN SUMMER '25 STILL AVAILABLE. Located in sleepy Westbrook, Ct and across the street from Long Island Sound ...
From $254 per night (USD)
VRBO
From $188 per night (USD)
Expedia
Year Round Beach house
Bedrooms:
2
Bathrooms:
3
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)
Expedia
From $499 per night (USD)
VRBO
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 $499 per night (USD)
VRBO
From $238 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 $238 per night (USD)
Expedia
From $1297 per night (USD)
VRBO
Luxury One-of-a-kind Waterfront Estate w/ Pool, Spa, Tennis & Pond Access
Bedrooms:
2
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 $1297 per night (USD)
VRBO
Click For Pricing
Expedia
Stunning Waterfront Home with Private Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Well-appointed waterfront home on the Connecticut shoreline. Home features its own private beach, uninterrupted views, ...
Click For Pricing
Expedia
From $224 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 $224 per night (USD)
VRBO
From $1322 per night (USD)
VRBO
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)
VRBO
From $442 per night (USD)
VRBO
1910 Beach home: CT's most exquisite private beach!
Bedrooms:
1
Bathrooms:
4
Sleeps:
10
-- 1910 Shore house; only one surviving the 1938 hurricane on this stretch of beach. Immense lot, gorgeous beach, dune ...
From $442 per night (USD)
VRBO
From $255 per night (USD)
VRBO
Modern Middletown Retreat, Minutes to Downtown!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Whether you’re visiting family, seeking outdoor adventure, or simply exploring a new area, this sleek 3-bedroom, 1-bathr ...
From $255 per night (USD)
VRBO
From $341 per night (USD)
VRBO
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 $341 per night (USD)
VRBO
From $822 per night (USD)
VRBO
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 $822 per night (USD)
VRBO
From $450 per night (USD)
VRBO
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 $450 per night (USD)
VRBO
From $278 per night (USD)
VRBO
Cozy Nantucket Style Cottage, mins walk to private beach.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Guests are sure to enjoy a memorable vacation in this fully furnished, 2 bedroom/2 bath cottage. The main/master bedroo ...
From $278 per night (USD)
VRBO
From $399 per night (USD)
VRBO
Newly Renovated Beach Cottage in Old Saybrook CT - AIR CONDITIONED - ACADEMIC
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
2025/26 ACADEMIC RENTAL AVAILABLE-Sparkling clean, fully air-conditioned, quiet and comfortable 2 bedroom, 1 1/2 bath co ...
From $399 per night (USD)
VRBO
From $187 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 $187 per night (USD)
Expedia
From $494 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 $494 per night (USD)
VRBO
From $452 per night (USD)
VRBO
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 $452 per night (USD)
VRBO
From $470 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 at th ...
From $470 per night (USD)
VRBO
From $158 per night (USD)
Expedia
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 $158 per night (USD)
Expedia
Click For Pricing
VRBO
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
VRBO
From $272 per night (USD)
Expedia
Grammy's Famous Lake House Retreat w/ Private Waterfront Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Summary Welcome to Grammy’s Lake House — a beloved 3-bedroom, 2.5-bath home sitting on nearly an acre with private dock ...
From $272 per night (USD)
Expedia
Click For Pricing
VRBO
Exquisite Beach Villa In Ground pool and Spacious Bermuda room! 2 living Rooms!
Bedrooms:
3
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
VRBO
From $417 per night (USD)
VRBO
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 $417 per night (USD)
VRBO
From $337 per night (USD)
VRBO
Beautiful Marsh Views in a Beach Community
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Sun-filled home within a bike ride to a private beach community with gorgeous marsh views and access to a private dock. ...
From $337 per night (USD)
VRBO
From $601 per night (USD)
Expedia
Escape to your lakeside paradise
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to our stunning 4-bedroom, 2.5-bathroom lake house that boasts luxurious amenities and breathtaking views. This ...
From $601 per night (USD)
Expedia
From $323 per night (USD)
VRBO
Charming private home on the Connecticut River that comfortably sleeps 11 people
Bedrooms:
2
Bathrooms:
5
Sleeps:
11
Beautiful River Views and River Access! This unique 5 bed, 2 full bath contemporary sits on 1.39 acres of tranquil, priv ...
From $323 per night (USD)
VRBO
From $791 per night (USD)
Expedia
Charming beach home, complete with pool & cozy guest house!
Bedrooms:
3
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 $791 per night (USD)
Expedia
From $374 per night (USD)
VRBO
Escape to Your Tranquil Seaside Retreat at Clinton Beach Bungalows: Bungalow 1
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 $374 per night (USD)
VRBO
From $370 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 $370 per night (USD)
VRBO
From $265 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 $265 per night (USD)
VRBO
From $1051 per night (USD)
VRBO
Large Updated Direct Waterfront Home on CT Shoreline, Private Beach, Westbrook
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Large home with direct access to its own private beach! The magnificent front porch stretches over 50 feet capturing bea ...
From $1051 per night (USD)
VRBO
From $232 per night (USD)
VRBO
Charming Chester Retreat- Near Village Center
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This thoughtfully designed and smartly decorated 2 bed, 1 bath unit is the perfect blend of style and comfort. The space ...
From $232 per night (USD)
VRBO
From $224 per night (USD)
Expedia
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This newly renovated 2-bedroom, 1.5-bathroom lakeside cottage is the perfect place to relax and escape the hustle and bu ...
From $224 per night (USD)
Expedia
From $357 per night (USD)
VRBO
Cozy cottage in Old Saybrook beach community, walking distance to private beach.
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Recently renovated, cozy cottage in Old Saybrook beach community, walking distance to two private beaches. Home has eve ...
From $357 per night (USD)
VRBO
From $323 per night (USD)
Expedia
Storybook Cottage
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Absolutely cozy little cottage style house. Has style like no other ! Beaches nearby in summer! Hiking in nearby parks. ...
From $323 per night (USD)
Expedia
From $288 per night (USD)
VRBO
Bimbadeen Loft: Huge Open Plan 2-bedroom! Bring the boat, kids, and the dog!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Gorgeous NEW loft apartment on our country property! Enjoy views of the surrounding forest from the open-space living ar ...
From $288 per night (USD)
VRBO
From $1321 per night (USD)
VRBO
A Luxury Estate, Elegant, Historical, Hot Tub, Salt Water Pool ~The White Lion~
Bedrooms:
8
Bathrooms:
9
Sleeps:
16
Escape the frenzy of the world in this family friendly spacious and serene space. White Lion Manor is a gated estate loc ...
From $1321 per night (USD)
VRBO
From $400 per night (USD)
VRBO
Charming country retreat. Minutes away from the beach. A perfect getaway!
Bedrooms:
2
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 $400 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
From $691 per night (USD)
VRBO
A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A perfect getaway! This unique, meticulously maintained rental boasts an open floor plan, hardwood floors throughout, th ...
From $691 per night (USD)
VRBO
From $276 per night (USD)
VRBO
Carriage House Studio Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Spacious cozy loft studio in a private natural setting. Two miles to shopping and restaurants. Three miles to Historic E ...
From $276 per night (USD)
VRBO
From $542 per night (USD)
VRBO
Home away from home Hot Tub and Pool in Middletown home of Wesleyan university
Bedrooms:
3
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 $542 per night (USD)
VRBO
From $194 per night (USD)
VRBO
Quiet Killingworth Rental w/ Deck & Grill!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Seeking a tranquil escape? Look no further than 'Pond View Farm,' a lovely 1-bedroom, 1-bath apartment in Killingworth, ...
From $194 per night (USD)
VRBO
From $418 per night (USD)
VRBO
Adorable Cottage with Cottage porch, walk to water & town
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to your adorable beachside haven in Westbrook, CT! This quaint getaway is recently renovated and freshly painted ...
From $418 per night (USD)
VRBO
$Updated cottage \Beriozka\ on Cedar Lake$
From $233 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 $233 per night (USD)
Expedia
From $947 per night (USD)
VRBO
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Got college visits coming up? Local weddings?Halfway between Boston and NYC. Very near Yale and Wesleyan Universities. ...
From $947 per night (USD)
VRBO
$Luxury & Premier Location-THE CASHMERE COTTAGE! Near the Kate / Saybrook Point!\n$
From $413 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 $413 per night (USD)
VRBO
From $784 per night (USD)
VRBO
Beach Retreat - 5 beds , 2 kitchens @ Salt Island- Westbrook -walk to water
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Charming Coastal Retreat – Two-Unit Getaway Near the Beach! Experience the charm of Westbrook, CT, in this adorable coa ...
From $784 per night (USD)
VRBO
From $502 per night (USD)
VRBO
Beach house with views that has access to Tennis, Basketball and Private Beach.
Bedrooms:
2
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 $502 per night (USD)
VRBO
From $503 per night (USD)
VRBO
SHORE BEATS WORK! Weekend Warriors.Family Friendly. Cornfield Beach Sunsets.
Bedrooms:
2
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 $503 per night (USD)
VRBO
From $374 per night (USD)
VRBO
Contemporary and Stylish, 4-Bedroom, Madison CT
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Stylish 4-Bedroom Home in Madison Connecticut - Features Contemporary Scandanavian Interior Design - Proximity to Local/ ...
From $374 per night (USD)
VRBO
From $754 per night (USD)
VRBO
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 $754 per night (USD)
VRBO
From $2147 per night (USD)
VRBO
Hollow Brook Estate
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
70 Acre Lakefront Estate close to the prestigious town of Madison, CT with private tennis, volleyball and bocce courts, ...
From $2147 per night (USD)
VRBO
From $301 per night (USD)
VRBO
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Explore our Old Saybrook retreat on Great Hammock Rd, a cozy spot near the beach. Perfect for romance or family fun, it ...
From $301 per night (USD)
VRBO
$Equestrian Living: It's a lifestyle \Living on the Farm\ Not your ordinary Stay!$
From $633 per night (USD)
VRBO
Equestrian Living: It's a lifestyle \"Living on the Farm\" Not your ordinary Stay!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
"Living on the Farm" The Estate quarters are gorgeous, everything you would expect from Luxury Living like on Yellowston ...
From $633 per night (USD)
VRBO
From $152 per night (USD)
VRBO
Life on the Farm
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Imagine living on a horse farm! Enjoy the wildlife, and watch horses graze right from your steps. Relax, at this unique ...
From $152 per night (USD)
VRBO
From $631 per night (USD)
VRBO
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 $631 per night (USD)
VRBO
From $834 per night (USD)
VRBO
Waterfront Lakehouse in Clinton, CT with Hot Tub!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Embrace lakeside serenity at our inviting Lakehouse retreat. With modern comforts and tranquil surroundings, it comforta ...
From $834 per night (USD)
VRBO
From $287 per night (USD)
VRBO
Dreamy Waterfront Westbrook Home on Private Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Salty breezes, sunrise views, the soothing soundtrack of crashing waves — all of the above and more await at this idylli ...
From $287 per night (USD)
VRBO
From $279 per night (USD)
VRBO
Charming Westbrook Cottage, Steps to Private Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
They say salt water heals all, and at this cozy 3-bedroom, 1-bath vacation rental, you'll live and breathe life by the o ...
From $279 per night (USD)
VRBO
From $489 per night (USD)
Expedia
Sunny, Beach Days - Enjoy the beach just steps away in Clinton, Connecticut
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Recently renovated 4BR, 3 bath home just steps to private association beach. Enjoy all that the Connecticut shoreline ha ...
From $489 per night (USD)
Expedia
From $448 per night (USD)
VRBO
Lakeside Home: Pet-Friendly Retreat with Breathtaking Sunsets
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to tranquility at our stunning lakeside property, perfect for romantic getaways, family adventures, or relaxing r ...
From $448 per night (USD)
VRBO
Click For Pricing
Expedia
Delightful retreat in the heart of Old Saybrook. Summertime bliss!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Most summer dates are reserved already, but send me a message to inquire... as we will have cancellations. We're certain ...
Click For Pricing
Expedia
From $682 per night (USD)
VRBO
Blue House - Steps from the Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Step into the modern, bright and airy designed 3BR 3Bath House in the beachfront community in Middlesex County, CT. It o ...
From $682 per night (USD)
VRBO
From $1135 per night (USD)
Expedia
Waterfront home in the town of Old Saybrook, CT, walk to beach in a minute.
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Welcome to our home. The beach is just a minute or 2 away from the home. Truly magically sunrise. If you are on the back ...
From $1135 per night (USD)
Expedia
From $587 per night (USD)
VRBO
BBQ Ready: Quiet Connecticut Retreat w/ Fire Pit
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Seeking a serene and secluded vacation rental in Killingworth, CT? Search no further! Conveniently located near beaches, ...
From $587 per night (USD)
VRBO
From $688 per night (USD)
Expedia
The Beverly
Bedrooms:
2
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 $688 per night (USD)
Expedia

Search Your Destination Now!

Middlesex Area Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 252 Rentals