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 $185 per night (USD)
VRBO
Lake Front Cottage #7!
Bedrooms:
1
Bathrooms:
0
Sleeps:
0
This lake front cottage is a step back in time. Crooked floors and ceilings only add to the charm. A simple clean w ...
From $185 per night (USD)
VRBO
From $532 per night (USD)
VRBO
Essex Village home within walking distance to downtown.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Take a break and relax at this private home located in historic Essex Village. One of the most desirable locations in Es ...
From $532 per night (USD)
VRBO
$Newly Renovated Private Quiet Cape 1\/2 mile from the beach$
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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 ...
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VRBO
From $297 per night (USD)
Expedia
Cozy newly remodeled home close to major amenities in Connecticut a
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
Clean, spacious, beautiful kitchen and bath newly remodeled closed to major stores and restaurants 46 Braeburn Ln is a ...
From $297 per night (USD)
Expedia
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VRBO
Newly Constructed 3 Bedroom, 2 Bath Home on 12.5 Acres, Water Access and Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Water views from every room of this private, newly constructed haven. Spend some time lounging on the private dock whil ...
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VRBO
$'Grandma's Cottage' w\/ Sunroom: Walk to Beach$
From $227 per night (USD)
Expedia
'Grandma's Cottage' w\/ Sunroom: Walk to Beach
Bedrooms:
1
Bathrooms:
6
Sleeps:
5
Take a step back in time and embrace a peaceful retreat from the comfort of this 3-bedroom, 1-bathroom vintage vacation ...
From $227 per night (USD)
Expedia
From $619 per night (USD)
VRBO
Mid Century Cabin with Japanese decor and a Hot Tub
Bedrooms:
2
Bathrooms:
5
Sleeps:
6
This Mid- Century home was designed and built by a Yale Architect who Studied under Louis Kahn and Frank Lloyd Wright. ...
From $619 per night (USD)
VRBO
From $41 per night (USD)
Expedia
Rent A Room In This Spacious Victorian
Bedrooms:
2
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 $41 per night (USD)
Expedia
From $939 per night (USD)
VRBO
Sister Sands - Waterfront Boho Beach House
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Summary: Summary: Nestled in sunny Westbrook, CT this 3BD / 2BA waterfront beach house (sleeps 8-10) is close to casinos ...
From $939 per night (USD)
VRBO
From $338 per night (USD)
Expedia
Quaint cottage at Cornfield Point Assn - Walk to Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Quaint cottage at private Cornfield Point Beach Association, two upstairs bedrooms (queen bed and two twin beds) with o ...
From $338 per night (USD)
Expedia
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VRBO
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 ...
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VRBO
From $408 per night (USD)
Expedia
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 $408 per night (USD)
Expedia
From $496 per night (USD)
VRBO
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 $496 per night (USD)
VRBO
From $969 per night (USD)
Expedia
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 $969 per night (USD)
Expedia
From $236 per night (USD)
VRBO
Walk to Beach, pool, tennis court and kids playscape.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Beautiful summer escape in Westbrook CT. Quiet beach community. Relax in the pool, play tennis, or walk to the beach. In ...
From $236 per night (USD)
VRBO
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Expedia
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
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VRBO
PRIVATE LAND ....OPEN SPACE 30 ACRES with POND, Very Basic
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
During this difficult time...I want to share a little gem! Pitch your tent, RV or Camper, you're welcome.... I call t ...
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VRBO
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Expedia
Lovely 3 BR Beach house with beach just a 1 block walk away
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Lovely 3 bedroom beach house 1 block from 3 private association beaches. Cottage includes 3 bedrooms on the second floor ...
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Expedia
From $352 per night (USD)
VRBO
Charming Old Saybrook Cottage < 1 Mi to Beach
Bedrooms:
2
Bathrooms:
5
Sleeps:
7
Slip on your sandals and embrace the seaside when you book this Old Saybrook vacation rental! Ideally situated less than ...
From $352 per night (USD)
VRBO
$Summertime Fun\/clinton CT Shoreline Cottage$
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Expedia
Summertime Fun\/clinton CT Shoreline Cottage
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 ...
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Expedia
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VRBO
Walk to the beach for your summer escape
Bedrooms:
3
Bathrooms:
4
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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VRBO
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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 ...
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Expedia
From $996 per night (USD)
VRBO
Beachside Twinhome: 2 Private Sides + Sunroom Escape for Friends & Family
Bedrooms:
2
Bathrooms:
6
Sleeps:
12
Escape to your own private beach oasis in our charming twin home that offers two completely separate sides, both of whic ...
From $996 per night (USD)
VRBO
From $425 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 $425 per night (USD)
Expedia
From $297 per night (USD)
VRBO
Lake House
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Waterfront,beautiful views of the lake,3 association beaches with activities, weekly entertainment at pavilion on first ...
From $297 per night (USD)
VRBO
$Room for the whole family 1\/2 hour to Mohegan and Mystic Seaport$
From $455 per night (USD)
Expedia
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 $455 per night (USD)
Expedia
$Elegant Middlefield Getaway w\/ Game Room!$
From $684 per night (USD)
VRBO
Elegant Middlefield Getaway w\/ Game Room!
Bedrooms:
3
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 $684 per night (USD)
VRBO
$Lake Front home, dock w\/2 kayaks, firepit, grill, pedal boat. Lv2 EV charger$
From $381 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 $381 per night (USD)
Expedia
From $466 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 $466 per night (USD)
VRBO
From $1069 per night (USD)
Expedia
Duckling Crossing | Beach House on the Sand
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Summary: This amazing beachfront home has one of the best private beaches in southeastern Connecticut. The sand is terri ...
From $1069 per night (USD)
Expedia
From $278 per night (USD)
VRBO
A cozy cottage with a beautiful deck - swim, hike and play!
Bedrooms:
1
Bathrooms:
4
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 $278 per night (USD)
VRBO
$Westbrook Home w\/ Ocean Views - Walk to Beach$
From $382 per night (USD)
Expedia
Westbrook Home w\/ Ocean Views - Walk to Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Explore the quaint shoreline community of Westbrook with this top-floor 2-bedroom, 1-bath vacation rental home at your h ...
From $382 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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VRBO
From $399 per night (USD)
Expedia
Downtown Essex Apartment - Steps to River!
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Embrace the essence of small-town living at this renovated apartment in the heart of Essex Village. With all the charact ...
From $399 per night (USD)
Expedia
From $264 per night (USD)
VRBO
The gardners Cottage 1 mile from long Island Sound - pet friendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Gardeners Cottage, less then1mile from the Long Island Sound, is a great alternative to the common hotel. Situated a ...
From $264 per night (USD)
VRBO
$Luxury One-of-a-kind Waterfront Estate w\/ Pool, Spa, Tennis & Pond Access$
From $1321 per night (USD)
Expedia
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 $1321 per night (USD)
Expedia
$NEW JULY\/AUGUST 2025 DATES JUST ADDED! Stunning Waterfront Home\/Private Beach!$
From $848 per night (USD)
VRBO
NEW JULY\/AUGUST 2025 DATES JUST ADDED! Stunning Waterfront Home\/Private Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Well-appointed waterfront home on the Connecticut shoreline. Home features its own private beach, uninterrupted views, ...
From $848 per night (USD)
VRBO
From $393 per night (USD)
Expedia
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 $393 per night (USD)
Expedia
From $334 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 $334 per night (USD)
VRBO
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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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Expedia
$Waterfront Home w\/ Private Beach$
From $879 per night (USD)
VRBO
Waterfront Home w\/ Private Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Let your senses relax and stroll the beach at your doorstep! This ocean front luxurious 4+ bedroom 2.5 bath is a dream h ...
From $879 per night (USD)
VRBO
From $707 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 $707 per night (USD)
VRBO
$Remote private, w\/5 acre pond and w\/Shooting Range @ Devils Hopyard State Park$
From $803 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 $803 per night (USD)
VRBO
From $408 per night (USD)
Expedia
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 $408 per night (USD)
Expedia
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VRBO
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 ...
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VRBO
From $484 per night (USD)
Expedia
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
Bedrooms:
2
Bathrooms:
5
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 $484 per night (USD)
Expedia
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VRBO
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 ...
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VRBO
$Daniel Boone meets Mid Century Modern Retreat\n$
From $727 per night (USD)
VRBO
Daniel Boone meets Mid Century Modern Retreat\n
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 $727 per night (USD)
VRBO
From $187 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 $187 per night (USD)
VRBO
$#29 - Modern 5 Bedroom\/2 Bath$
From $547 per night (USD)
Expedia
#29 - Modern 5 Bedroom\/2 Bath
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Discover comfort and convenience in our stylish rental. 5 Bedrooms with 4 king beds & 1 queen, two living rooms with hug ...
From $547 per night (USD)
Expedia
$1-bedroom timeshare at Waters Edge Resort & Spa\navailable April 18-25, 2025$
From $172 per night (USD)
VRBO
1-bedroom timeshare at Waters Edge Resort & Spa\navailable April 18-25, 2025
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Westbrook is home to a lovely 1-bedroom apartment that offers great relaxation. Situated just a 9-minute drive from the ...
From $172 per night (USD)
VRBO
From $439 per night (USD)
Expedia
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 $439 per night (USD)
Expedia
$Updated cottage \Beriozka\ on Cedar Lake$
From $246 per night (USD)
VRBO
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 $246 per night (USD)
VRBO
From $603 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 $603 per night (USD)
Expedia
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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 ...
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VRBO
$Quiet Killingworth Rental w\/ Deck & Grill!$
From $202 per night (USD)
Expedia
Quiet Killingworth Rental w\/ Deck & Grill!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Seeking a tranquil escape? Look no further than 'Pond View Farm,' a lovely 1-bedroom, 1-bath apartment in Killingworth, ...
From $202 per night (USD)
Expedia
From $363 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 $363 per night (USD)
VRBO
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Expedia
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
From $628 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 $628 per night (USD)
VRBO
Click For Pricing
Expedia
Water's Edge Resort & Spa May 23, 2025 - May 30, 2025
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Beautiful waterfront property located in Westbrook Connecticut. Sleeps 6 Condo with Pools, Spa, 5 star Restaurant, Shops ...
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Expedia
From $536 per night (USD)
VRBO
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 $536 per night (USD)
VRBO
From $296 per night (USD)
Expedia
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)
Expedia
$Waterside retreat! 4BR\/3BA with private dock\/views$
From $949 per night (USD)
VRBO
Waterside retreat! 4BR\/3BA with private dock\/views
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
**7/5-12, 7/18-26, 8/28-9/4, 9/7-10 AVAILABLE FOR SUMMER 2025!! NOW ALSO AVAILABLE SEPT. - MAY FOR SHORT/LONG-TERM STAYS ...
From $949 per night (USD)
VRBO
From $789 per night (USD)
VRBO
Luxury coastal home in located in Cornfield Point, sleeps 8+.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
A perfect retreat to relax and enjoy the beach, the amazing sunsets and our special town! Located in family-friendly Co ...
From $789 per night (USD)
VRBO
From $330 per night (USD)
VRBO
Upscale Bungalow. Walk to beach on historic tree lined street
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Your romantic getaway awaits you on the Connecticut shore line. This charming retreat features 1 bedroom with a comforta ...
From $330 per night (USD)
VRBO
From $340 per night (USD)
Expedia
Upscale Beach Bungalow, beautiful waterside location, stylish, and cozy
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Consider this bungalow your home away from home while you visit the Clinton Shore Line. This delightful property feature ...
From $340 per night (USD)
Expedia
From $441 per night (USD)
VRBO
Sea Glass Cottage-In the Heart of Clinton Harbor!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our charming coastal harborside cottage has just been completely renovated and is located in the seaside town of Clinton ...
From $441 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 $274 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 $274 per night (USD)
VRBO
From $451 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 $451 per night (USD)
VRBO
From $382 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 $382 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:
2
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 $759 per night (USD)
VRBO
Perfect Shoreline Stay – Walk to Beach, Dine, Shop & Play!
Bedrooms:
2
Bathrooms:
4
Sleeps:
4
Welcome to Our Happy Place – Your Perfect Beach Getaway in Westbrook, CT! Escape to this cozy and sun-filled home locat ...
From $759 per night (USD)
VRBO
From $731 per night (USD)
Expedia
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 $731 per night (USD)
Expedia
From $681 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 $681 per night (USD)
VRBO
$Luxury & Premier Location-THE CASHMERE COTTAGE! Near the Kate \/ Saybrook Point!\n$
From $405 per night (USD)
VRBO
Luxury & Premier Location-THE CASHMERE COTTAGE! Near the Kate \/ Saybrook Point!\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Indulge in the charm of the Cashmere Cottage, a delightful 2-bedroom, 2-bathroom home exuding style, comfort, and cozy e ...
From $405 per night (USD)
VRBO
From $506 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 $506 per night (USD)
VRBO
From $561 per night (USD)
VRBO
SHORE BEATS WORK @ Cornfield Point Beach, Family Friendly, Walk to the Beach!
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 $561 per night (USD)
VRBO
From $2147 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 $2147 per night (USD)
VRBO
From $1513 per night (USD)
VRBO
A Luxury Estate, Elegant, Private, Hot Tub, Salt Water Pool ~The White Lion~
Bedrooms:
10
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 $1513 per night (USD)
VRBO
From $283 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 $283 per night (USD)
VRBO
From $780 per night (USD)
Expedia
Charming beach home, complete with pool & cozy 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 $780 per night (USD)
Expedia
From $3730 per night (USD)
VRBO
Amazing 11 Bedroom 15 Bathroom Mansion Close to Beaches
Bedrooms:
15
Bathrooms:
11
Sleeps:
24
This is a unique Stone Mansion nestled on a very private 16 acres in the beautiful countryside of Killingworth ...
From $3730 per night (USD)
VRBO
From $59 per night (USD)
Expedia
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 $59 per night (USD)
Expedia
From $55 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 $55 per night (USD)
VRBO
From $268 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 $268 per night (USD)
VRBO
From $278 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 $278 per night (USD)
VRBO
From $595 per night (USD)
Expedia
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 a ...
From $595 per night (USD)
Expedia
From $198 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 $198 per night (USD)
VRBO
From $659 per night (USD)
Expedia
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 $659 per night (USD)
Expedia
From $437 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 $437 per night (USD)
VRBO
From $316 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 $316 per night (USD)
VRBO
From $1399 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 $1399 per night (USD)
VRBO
$Secluded Family escape w\/ pool & jacuzzi$
From $657 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 $657 per night (USD)
VRBO
From $997 per night (USD)
VRBO
Chalker Beach House Steps to the Water!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Newly renovated beach home available for the first time! Beautifully updated home in the Chalker Beach community of Old ...
From $997 per night (USD)
VRBO
From $327 per night (USD)
Expedia
DIRECT WATERFRONT PRIVATE BEACH
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
NOW RENTING FOR SUMMER On the water, beautiful views of Long Island Sound. The rental is located directly on a private ...
From $327 per night (USD)
Expedia
Click For Pricing
VRBO
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 Pricing
VRBO
From $362 per night (USD)
VRBO
Adorable Cottage close to Beaches and Town
Bedrooms:
1
Bathrooms:
3
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 $362 per night (USD)
VRBO
From $820 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 $820 per night (USD)
VRBO
From $845 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 everything needed for ...
From $845 per night (USD)
VRBO

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Results: 340 Rentals