Middlesex Area Rentals
From $372 per night (USD)VRBO
The Beach Nest-Lux Cottage Steps to the Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Come enjoy the cutest cottage on Shore Rd. Newly renovated. Just steps to the beach and minutes away from town and all o ...
From $372 per night (USD)VRBO
From $264 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 $264 per night (USD)Expedia
From $530 per night (USD)VRBO
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 $530 per night (USD)VRBO
From $347 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 $347 per night (USD)VRBO
From $1079 per night (USD)VRBO
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 $1079 per night (USD)VRBO
From $452 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 $452 per night (USD)VRBO
From $306 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 $306 per night (USD)VRBO
From $314 per night (USD)VRBO
Charming Chester Retreat- Near Village Center
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
**Summer is Here!** Lake Access! This thoughtfully designed and smartly decorated 2 bed, 1 bath unit is the perfect blen ...
From $314 per night (USD)VRBO
From $233 per night (USD)VRBO
Lakeview Carriage House with Spectacular Sunset Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This newly renovated 2-bedroom, 1.5-bathroom lakeview carriage house is the perfect place to relax and escape the hustle ...
From $233 per night (USD)VRBO
From $355 per night (USD)Expedia
Cozy Westbrook Vacation Rental - Walk to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Unwind in the comfort of this 3-bed, 1.5-bath vacation rental in Westbrook, just steps from West Beach! With a spacious ...
From $355 per night (USD)Expedia
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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 ...
Click For PricingVRBO
Click For PricingVRBO
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 ...
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From $317 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 $317 per night (USD)VRBO
From $1440 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 $1440 per night (USD)VRBO
From $592 per night (USD)VRBO
Charming country retreat. Minutes away from the beach! A perfect getaway!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
The house is set behind a long tree lined driveway giving the property maximum privacy and security. The house sleeps ...
From $592 per night (USD)VRBO
From $566 per night (USD)Expedia
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 $566 per night (USD)Expedia
From $876 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 $876 per night (USD)VRBO
From $292 per night (USD)Expedia
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 $292 per night (USD)Expedia
From $308 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 $308 per night (USD)VRBO
From $1034 per night (USD)Expedia
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 $1034 per night (USD)Expedia
From $496 per night (USD)VRBO
#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 $496 per night (USD)VRBO
From $720 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 $720 per night (USD)VRBO
From $584 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 $584 per night (USD)VRBO
From $620 per night (USD)VRBO
Cornfield Point Beach. Weekend Escape. Family Friendly.
- 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 $620 per night (USD)VRBO
From $868 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 $868 per night (USD)VRBO
From $2535 per night (USD)Expedia
Hollow Brook Estate
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
70 Acre Lakefront Estate close to beaches, casinos, and a wide variety of local attractions with private pool, event spa ...
From $2535 per night (USD)Expedia
From $423 per night (USD)VRBO
Fresh, Airy Townhome next to Pilot's Point Marina with Long Island Sound Views
- Bedrooms:
- 2
- 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 $423 per night (USD)VRBO
From $450 per night (USD)Expedia
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 $450 per night (USD)Expedia
From $798 per night (USD)VRBO
Daniel Boone meets Mid Century Modern Retreat
- 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 $798 per night (USD)VRBO
From $562 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 $562 per night (USD)VRBO
From $237 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 $237 per night (USD)VRBO
From $835 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 $835 per night (USD)VRBO
From $659 per night (USD)VRBO
Fenwood Coastal Getaway Private Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to your perfect beach getaway! This charming beach house offers everything you need for a relaxing and ...
From $659 per night (USD)VRBO
From $620 per night (USD)Expedia
Sunny, Beach Days - Enjoy the beach just steps away in Clinton, Connecticut
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Recently renovated 4BR, 3 bath home just steps to private association beach. Enjoy all that the Connecticut shoreline ha ...
From $620 per night (USD)Expedia
From $931 per night (USD)VRBO
Conference Room Rental no sleeping arrangements
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 30
🌟 Historic Charm and Modern Convenience: Conference Room Rental in Cromwell, Connecticut 🌟 Welcome to our unique conf ...
From $931 per night (USD)VRBO
From $515 per night (USD)VRBO
Old Saybrook family gem very close to local beaches!
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 8
Five bedroom family friendly home and the best of Old Saybrook. Our home is close to the beaches, dozens of fine restau ...
From $515 per night (USD)VRBO
From $1476 per night (USD)VRBO
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 $1476 per night (USD)VRBO
From $693 per night (USD)Expedia
Private Pool! Getaway, 14 Mi to Hammonasset Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Furnished Sunroom | 11 Mi to Powder Ridge Mtn Biking | 16 Mi to Brownstone Adventure Sports Park Seeking a serene retre ...
From $693 per night (USD)Expedia
From $813 per night (USD)VRBO
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 $813 per night (USD)VRBO
From $799 per night (USD)Expedia
Beautiful Family Friendly Beach Home in Old Saybrook!
- Bedrooms:
- 2
- 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. ...
From $799 per night (USD)Expedia
From $619 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 $619 per night (USD)VRBO
From $840 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 $840 per night (USD)VRBO
From $562 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 $562 per night (USD)VRBO
From $609 per night (USD)Expedia
Bliss by the Sea - Cozy Beachside Escape
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Nestled in the Harborview Beach Association community. This charming single-level home, perfect for up to four ...
From $609 per night (USD)Expedia
From $593 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 $593 per night (USD)VRBO
From $545 per night (USD)VRBO
3BR beach house. Steps from private beach. Gardens. ONLY 18-24 JULY 2026 avail.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Only 18-24 July is available for summer 2026. Book now! Now accepting bookings for summer 2026, one week minimum, Satur ...
From $545 per night (USD)VRBO
From $260 per night (USD)VRBO
The Little Chestnut. A charming historic apartment in Downtown Chester
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in the heart of the charming village of Chester, this cozy apartment sits above a beloved local bookstore, offer ...
From $260 per night (USD)VRBO
From $625 per night (USD)Expedia
LONG TERM-Fall is coming, Leaves Colors, Beach, Golf, Outlets!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
IDEAL FOR LONG TERM STAYS!! Ski, Beach, Shopping outlets, Restaurants, 2 golf courses... everything is within a short dr ...
From $625 per night (USD)Expedia
From $1493 per night (USD)VRBO
Sunset Skies: filmed for TV, walk to Water's Edge, 2 homes in 1, pet-friendly
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 14
Sunset Skies was filmed for The Destination Channel’s Emmy-award winning TV series Staycation Sports, and appears on the ...
From $1493 per night (USD)VRBO
From $568 per night (USD)Expedia
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 $568 per night (USD)Expedia
From $511 per night (USD)VRBO
Pet-Friendly Getaway in Historic East Haddam Home
- 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 $511 per night (USD)VRBO
From $252 per night (USD)Expedia
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 $252 per night (USD)Expedia
From $258 per night (USD)VRBO
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 $258 per night (USD)VRBO
From $249 per night (USD)Expedia
Family Stays: Middletown, CT
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Centrally located and just 1.2 miles from Wesleyan University, this home offers comfort, convenience, and plenty of spac ...
From $249 per night (USD)Expedia
From $740 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 $740 per night (USD)VRBO
From $346 per night (USD)VRBO
Escape to Your Tranquil Seaside Retreat at Clinton Beach Bungalows
- 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 $346 per night (USD)VRBO
From $574 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 $574 per night (USD)VRBO
From $1189 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 $1189 per night (USD)VRBO
From $443 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 $443 per night (USD)VRBO
From $614 per night (USD)Expedia
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 $614 per night (USD)Expedia
From $240 per night (USD)VRBO
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 $240 per night (USD)VRBO
From $1469 per night (USD)Expedia
Waterside retreat! 4BR/3BA with private dock/views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
**8/24-27, 8/30-9/4, 9/7-10/31 STILL AVAILABLE! EXPERIENCE FALL ON THE CT SHORELINE!!** Welcome to Waterside! Just steps ...
From $1469 per night (USD)Expedia
From $582 per night (USD)VRBO
Clinton's Hidden Secret Renovated 2BR Stonehouse, WiFi, AC, Beach Pass & 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 $582 per night (USD)VRBO
From $284 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 $284 per night (USD)VRBO
From $689 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 $689 per night (USD)VRBO
From $331 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 $331 per night (USD)Expedia
From $546 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 $546 per night (USD)VRBO
From $1680 per night (USD)VRBO
Coastal house and cottage on 2 acres with heated pool. 3 minutes walk to beach
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 14
Private 2-acre coastal compound. Antique charm meets modern convenience. This listing is to rent the main house, with an ...
From $1680 per night (USD)VRBO
From $742 per night (USD)VRBO
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 $742 per night (USD)VRBO
From $452 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 $452 per night (USD)VRBO
From $290 per night (USD)VRBO
“3BR Home Near Wesleyan & Downtown Middletown
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Discover the beauty of Middletown from this 3-bedroom unit house. The pleasant interior features 3 queen beds, a cozy li ...
From $290 per night (USD)VRBO
From $532 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 $532 per night (USD)Expedia
From $415 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 $415 per night (USD)VRBO
From $201 per night (USD)Expedia
Sister Sands, waterfront Boho Beach House on the Long Island Sound-Westbrook,CT
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
NOW RENTING FOR OFF SEASON RENTAL AT $4,750 PER MONTH 11/1 - 4/30. Sister Sands is a waterfront boho beach house nestled ...
From $201 per night (USD)Expedia
From $102 per night (USD)VRBO
3-bedroom beach community cottage in quaint Westbrook
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
This 3-bedroom cottage is perfect for your escape to Westbrook. Guests will find a queen bed, a full bed, and 2 twin bed ...
From $102 per night (USD)VRBO
From $1110 per night (USD)Expedia
Saybrook Point Pool House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Come relax and enjoy the historic North Cove neighborhood in this renovated barn that was used to build wooden boats. C ...
From $1110 per night (USD)Expedia
From $1389 per night (USD)VRBO
Evertide: Walk to Saybrook Point Resort + Main St + South Cove, pet-friendly
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 15
Welcome to Evertide! Just a short walk to Saybrook Point Resort & Marina, Main Street's restaurants/shops, and the South ...
From $1389 per night (USD)VRBO
From $287 per night (USD)Expedia
Cozy 1-bedroom In-law apartment in cool Middletown with AC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Escape to this amazing apartment in picturesque Middletown. Walking distance to Wesleyan University, Middlesex Hospital, ...
From $287 per night (USD)Expedia
From $528 per night (USD)VRBO
Coral Cottage - in Clinton Harbor!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our bright, tranquil boutique cottage in Clinton, CT—just a short stroll from the harbor, boat launch, and po ...
From $528 per night (USD)VRBO
From $363 per night (USD)Expedia
The Connecticut Cottage Historic Modern Charm
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to The Connecticut Cottage — a beautifully restored 1790s stone cottage blending historic New England charm with ...
From $363 per night (USD)Expedia
From $476 per night (USD)VRBO
Charming Waterview 3 Bedroom House in Old Saybrook
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Consider this house your home away from home while you visit Old Saybrook. This wonderful retreat features three bedroom ...
From $476 per night (USD)VRBO
From $1178 per night (USD)VRBO
Sunrise and Sunset views are gorgeous from this direct waterfront beach house.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This beachfront vacation house is the perfect for time with family and friends. Walk out the door to the beach .Baby gat ...
From $1178 per night (USD)VRBO
From $374 per night (USD)VRBO
3 BR Apartment Near Wesleyan 201
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to our spacious second floor apartment located in the heart of Middletown, just a stone's throw away f ...
From $374 per night (USD)VRBO
From $388 per night (USD)Expedia
Charming Waterfront Getaway — South Cove, Old Saybrook
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to your South Cove waterfront getaway in Old Saybrook! This one-bedroom waterfront retreat is the perfect spot t ...
From $388 per night (USD)Expedia
From $424 per night (USD)VRBO
Charming Connecticut Hideaway: Year-Round Fun!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Hike, Ski & Golf | High-End Furnishings | Near State Parks Embrace the best of Connecticut when you stay at this 2-bed ...
From $424 per night (USD)VRBO
From $583 per night (USD)Expedia
Beachside Bliss w/ Game Room, Gym & Golf Green
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
About this space Escape to this family-friendly retreat just steps from the beach and 2 miles from the heart of Westbroo ...
From $583 per night (USD)Expedia
From $269 per night (USD)VRBO
2BR Apartment Near Wesleyan 102
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Welcome to our charming apartment located in the heart of Middletown, just a stone's throw away from Wesleyan ...
From $269 per night (USD)VRBO
From $1340 per night (USD)Expedia
Modern, Luxurious 3BR New Build in Central CT-stunning and close to everything!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Step into calm. A brand-new home filled with light, warmth, and space to breathe. Vaulted ceilings rise above an open Gr ...
From $1340 per night (USD)Expedia
From $431 per night (USD)VRBO
Luxury Coastal Retreat w/ Private Beach Access + Water Views, Clinton, CT
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
This is exactly what you picture when you think of a Connecticut shoreline getaway. A bright, beautifully updated beach ...
From $431 per night (USD)VRBO
From $376 per night (USD)Expedia
Gorgeous Lakehouse
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Lakefront home with fenced in yard and direct access for kayaking or motorized boating. Upper wrap around deck includes ...
From $376 per night (USD)Expedia
From $494 per night (USD)VRBO
Welcoming 4-bedroom house with AC in Old Saybrook
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This 4-bedroom house in Old Saybrook is perfect for your escape to tranquility. With 3 queen beds and 1 bunk bed, and mu ...
From $494 per night (USD)VRBO
From $148 per night (USD)Expedia
SUNNY PRIVATE 1 BEDROOM APARTMENT
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel right at home in this modern meets traditional 1 bedroom apartment. Features a full kitchen, living room and readin ...
From $148 per night (USD)Expedia
From $1395 per night (USD)VRBO
Beachfront house. Spacious 4-bedroom house in charming Westbrook with AC
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Beachfront home with 2 beaches. Come enjoy sunrise and sunset at Blue Bird. Beautiful decorate 4 bedrooms home with lots ...
From $1395 per night (USD)VRBO
From $103 per night (USD)VRBO
Cozy 3-bedroom cottage in charming Westbrook with AC, private backyard patio
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This Westbrook cottage boasts 3 inviting bedrooms, including a king, queen, and twin bed. Guests enjoy two nice bathroom ...
From $103 per night (USD)VRBO
From $1919 per night (USD)VRBO
Beachfront 4-bedroom house with AC in Old Saybrook.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Get ready to relax at White Bird a 4-bedroom house in Old Saybrook. The beautiful space features one king bed and three ...
From $1919 per night (USD)VRBO
From $575 per night (USD)VRBO
Peaceful, bright & well appointed OCEANFRONT cottage in Westbrook
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Your peaceful getaway awaits at this beautiful oceanfront cottage. Located in the heart of Westbrooks West Beach area, y ...
From $575 per night (USD)VRBO
From $744 per night (USD)VRBO
Historic Home 3 Mi to Middletown Main Street
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 12
Family-Friendly Neighborhood | Built in 1868 | Ample Gathering Spots | 5,000+ Sq Ft Make memories at this 7-bedroom vac ...
From $744 per night (USD)VRBO
From $746 per night (USD)Expedia
Newly Renovated Clinton Beach House
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy the best of coastal living in this fully renovated home just steps from the beach. With ocean views, fresh sea air ...
From $746 per night (USD)Expedia
From $398 per night (USD)VRBO
Gorgeous 3-bedroom house in tranquil Westbrook perfect for relaxing getaway
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
This memorable house is the perfect home base for your trip to Westbrook. With three comfortable bedrooms, including two ...
From $398 per night (USD)VRBO
From $355 per night (USD)VRBO
Quintessential Essex. Steps from the Steam Train!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a stylish experience at this centrally-located apartment. This 2 bedroom unit boasts vinly plank flooring and tons ...
From $355 per night (USD)VRBO