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 $763 per night (USD)
VRBO
Country retreat with pool, brook and waterfall, 2 hours from NYC and Boston
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
Escape to this stunning, recently restored, 5 bedroom retreat in a historic village only two hours away from NYC and Bos ...
From $763 per night (USD)
VRBO
From $275 per night (USD)
Expedia
Connecticut Colonial with River and Sunset Views!
Bedrooms:
2
Bathrooms:
4
Sleeps:
5
Circa 1830 house located in the historic district of East Haddam Village which includes the Goodspeed Opera House and La ...
From $275 per night (USD)
Expedia
From $324 per night (USD)
VRBO
Lakefront Home East Haddam CT-Peaceful - Crystal Clear Lake-also Academic rental
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Lakefront home, situated 30 feet from lake. Available for Summer Rentals beginning second week of June. ALSO AVAILABLE ...
From $324 per night (USD)
VRBO
From $215 per night (USD)
VRBO
Cottage at the Marina
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This beautifully decorated, clean and comfortable space is 600 square feet, has one bedroom with a queen size bed, a ful ...
From $215 per night (USD)
VRBO
From $227 per night (USD)
VRBO
Marina Guest House
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This beautifully decorated, clean and comfortable space is 600 square feet, has one bedroom with a queen size bed, a ful ...
From $227 per night (USD)
VRBO
From $167 per night (USD)
VRBO
Historic Mansion 1841 - The listed price is per Bedroom
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
The Mansion is a 3,200 square foot structure. You are renting 1 bedroom with a full en-suite bathroom on the first floor ...
From $167 per night (USD)
VRBO
From $444 per night (USD)
VRBO
Direct Lakefront, 2 docks, private, easy access from I 91.
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Rental of this property is subject to The State of Connecticut Travel Restrictions.This property is cleaned and disinfec ...
From $444 per night (USD)
VRBO
From $491 per night (USD)
Expedia
Newly Remodeled 2 Bedroom Cottage On The Beach. The Kaitlyn Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
If you are looking for a beach front property then look no further! This beautiful freshly remodeled 2 bedroom cottage s ...
From $491 per night (USD)
Expedia
From $392 per night (USD)
VRBO
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled between the Long Island Sound and the Connecticut River, Cove Street Cottage is your luxury getaway. You won’t h ...
From $392 per night (USD)
VRBO
From $845 per night (USD)
Expedia
4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill
Bedrooms:
1
Bathrooms:
4
Sleeps:
12
OCEAN FRONT HOME WITH SPECTACULAR views of Duck Island and the Long Island Sound. The front of the house faces the Menu ...
From $845 per night (USD)
Expedia
From $167 per night (USD)
VRBO
Contemporary Loft Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Spacious loft style apartment located on second floor with views of Long Island Sound. Single bedroom with Queen size ...
From $167 per night (USD)
VRBO
From $489 per night (USD)
Expedia
The Perfect Family Beachfront Cottage The Viola Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Guests at this beach cottage will appreciate convenient onsite amenities such as a playground and barbecue grills. The c ...
From $489 per night (USD)
Expedia
From $265 per night (USD)
VRBO
Romantic Lakefront Cottage #5
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This lovely renovated 1950's Lakefront Cottage is a perfect romantic get away. It boasts an open floor plan with kitche ...
From $265 per night (USD)
VRBO
From $326 per night (USD)
Expedia
Now with TV - Relax in our 3-bedroom Westbrook cottage at West Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Nestled in the charming town of Westbrook, this 3-bedroom cottage offers a delightful escape for your next vacation. As ...
From $326 per night (USD)
Expedia
$SeaStar Beach House\nCLOSE WALK TO OCEAN Private Beach Access$
From $304 per night (USD)
VRBO
SeaStar Beach House\nCLOSE WALK TO OCEAN Private Beach Access
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
*****SEASTAR****** Enjoy the beauty and Seascape of Knollwood Beach located in beautiful and scenic Old Saybrook Conne ...
From $304 per night (USD)
VRBO
From $261 per night (USD)
VRBO
Fun Lake Front Cottage!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This cottage was lovingly remodeled with lake décor and fun in mind. Come enjoy this two bedroom with open living room ...
From $261 per night (USD)
VRBO
From $1076 per night (USD)
VRBO
Cornfield Point Cottage
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Our NEWLY RENOVATED cozy cottage is right on the beach. 🏖 You can’t get any closer than a home on the beach. Great fish ...
From $1076 per night (USD)
VRBO
From $687 per night (USD)
Expedia
🌅A Lakefront Sunrise retreat for Couples or Families🌅
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Welcome to Lake Pocotopaug! Enjoy four seasons of fun, relaxation and adventure! This lakefront destination offers it a ...
From $687 per night (USD)
Expedia
From $288 per night (USD)
VRBO
Family Friendly, Beach Themed Cottage - Chalker Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This is a beautiful, Cape Cod style cottage that is only an 8 minute walk from the beach. Located in the private Chalker ...
From $288 per night (USD)
VRBO
From $225 per night (USD)
VRBO
Lovely Cottage by Lake Hayward
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Stay in this lovely, recently renovated cottage that is just a quick walk (or drive) to 3 lakeside beaches and just 30 m ...
From $225 per night (USD)
VRBO
From $833 per night (USD)
VRBO
Large, Comfortable Beach House with Shared Private Beach and Stunning Views
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
We have some prime weeks remaining for summer 2024. This lovely family vacation home has 5 bedrooms, 2.5 bathrooms (one ...
From $833 per night (USD)
VRBO
From $393 per night (USD)
VRBO
Seasonal cottage rental,waterview
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Guests are sure to enjoy a memorable vacation in this fully furnished, 3 bedroom/1 bath cottage. The space is comforta ...
From $393 per night (USD)
VRBO
From $542 per night (USD)
VRBO
Lake Front Home on the water
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
5 bedrooms, 3 & 1/2 bathrooms, sleeps up to 10 Beautiful renovated home on Lake Pocotopaug. This private 553 acre lake i ...
From $542 per night (USD)
VRBO
From $330 per night (USD)
VRBO
Charming Cottage with L.I. Sound and Marsh Views
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Completely renovated with new septic, solar, appliances,.. 1000 SF home sleeps 7 directly across the street from one hou ...
From $330 per night (USD)
VRBO
From $432 per night (USD)
VRBO
You and your Family deserve a break. Relax and enjoy lake front living
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
2 story lake front cottage. Sleeps 8 in 2-Bedrooms 10 steps off the rear deck lies the Modus Reservoir, a 450 acre fresh ...
From $432 per night (USD)
VRBO
From $1421 per night (USD)
VRBO
Paradise in Clinton! AIR-CONDITIONED
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Rates from 5/14-9/30 are for short term stays. Rentals during this period have a 1 week minimum requirement and begin o ...
From $1421 per night (USD)
VRBO
From $402 per night (USD)
VRBO
5 Bedroom Cottage Steps From The Beach @ Great Hammock Beach - JULY RENTAL ONLY
Bedrooms:
1
Bathrooms:
5
Sleeps:
12
We are booked for the 2022 season! Check back with us next year! We will not reply to any inquiries for 2022. Thank yo ...
From $402 per night (USD)
VRBO
From $270 per night (USD)
VRBO
Vintage Cottage- 2 Bedrooms, Sleeps 6 Comfortably, Chalker Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Chalker Beach has been part of our family since 1966; come and enjoy our cozy renovated vintage cottage. Two bedrooms co ...
From $270 per night (USD)
VRBO
From $644 per night (USD)
VRBO
OCEAN/BEACH FRONT, HUGE YARD, SUNSET VIEW
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Ocean front, sunset facing, property is the only one in the area that has a huge yard and beach. 4-bedrooms, beautiful ...
From $644 per night (USD)
VRBO
From $804 per night (USD)
VRBO
Luxury Waterfront Home-Labor Day Weekend is available
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Perched along a luxurious peninsula jutting into the Long Island Sound, the Obstreperous Octopus sinks its tentacles int ...
From $804 per night (USD)
VRBO
From $247 per night (USD)
VRBO
Now has TV + linens - Relaxing 4-bedroom cottage in Westbrook, CT at West Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Nestled in the charming town of Westbrook, this 4-bedroom cottage offers the perfect escape for your next vacation. As y ...
From $247 per night (USD)
VRBO
From $470 per night (USD)
Expedia
Spacious And Luxurious Beach Home Steps From The Water
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This house is perfect for families or groups that want to enjoy beautiful Old Saybrook in a spacious, newly remodeled, t ...
From $470 per night (USD)
Expedia
From $303 per night (USD)
VRBO
LAKE HOUSE! Walking distance to Lake Pocotopaug!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Welcome to The Mohawk Cottage! Perfectly located walking distance to Lake Pocotopaug in East Hampton, Connecticut. Our ...
From $303 per night (USD)
VRBO
From $1083 per night (USD)
Expedia
Spacious 5-bedroom, 6 bath vacation home just 30 min drive to beaches and casino
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
What you will LOVE - PRIVATE RESORT STYLE PATIO - stunning pool, hot tub, cabana bar and grill, 65" TV and more! Tons o ...
From $1083 per night (USD)
Expedia
From $269 per night (USD)
VRBO
Charming Beach House - Steps to private beach! Sleeps 4
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This adorable house is located in a great private beach community, 6 houses away from beach (200 steps!) with a water vi ...
From $269 per night (USD)
VRBO
From $1096 per night (USD)
VRBO
Family friendly beachfront escape
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Relax and spend time with family on this beautiful beachfront home! Originally built in 1890, this newly renovated bunga ...
From $1096 per night (USD)
VRBO
From $441 per night (USD)
VRBO
Saybrook Almost Beach-Front, Private Beach, Boat Launch, Shallow Dock, Secluded
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
This water view, beach access home is located just one house away from the beach. The house features four bedrooms, one ...
From $441 per night (USD)
VRBO
From $256 per night (USD)
VRBO
Romantic Cottage by the Sea, steps to private beach, sleeps 2!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This adorable little studio cottage is located in a private association with beach just 200 steps away! The property ha ...
From $256 per night (USD)
VRBO
From $380 per night (USD)
VRBO
Stunning cottage
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
Great Hammock beach is an exceptional summer community with fishing, swimming and kayaking. enjoy walking the beautiful ...
From $380 per night (USD)
VRBO
From $618 per night (USD)
VRBO
Beautiful Cottage Cove!
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Come stay at this tastefully updated 4 bedroom-2.5 bath home. Large kitchen and spacious rooms. Each room has its own TV ...
From $618 per night (USD)
VRBO
From $322 per night (USD)
VRBO
Cozy, Beach Cottage on West Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Cozy cottage, with water views, steps from West Beach and Coral Sands Beach. A wonderful family community with many recr ...
From $322 per night (USD)
VRBO
From $444 per night (USD)
VRBO
3+BR/ 2 bath in Grove Beach Improvement Association Community... Central AC
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Looking for a quintessential family vacation on the Connecticut shore? Our family vacation home has Central Air, 3 bedr ...
From $444 per night (USD)
VRBO
From $460 per night (USD)
VRBO
Waterfront Retreat overlooking Long Island Sound w/gorgeous sunrises & sunsets!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
*******************************************NOTE************************************************** I DO NOT LIST THIS PRO ...
From $460 per night (USD)
VRBO
From $372 per night (USD)
VRBO
Spectacular Lakefront home with expansive decks
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Escape to charming Lake front home with water views from virtually every room. Indoor/outdoor living at it's best with ...
From $372 per night (USD)
VRBO
From $775 per night (USD)
VRBO
Luxurious Beach Home!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Enjoy you vacation time at this Newly Remodeled Luxurious Beach Home,With two first floor full Baths and bedrooms With ...
From $775 per night (USD)
VRBO
From $224 per night (USD)
Expedia
Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Our Great Hammock Beach cottage is a seasonal rental with 4 bedrooms and 1 bath. Recently installed central air conditio ...
From $224 per night (USD)
Expedia
From $476 per night (USD)
VRBO
Charming Lakefront Home with Sunset Views
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Newly renovated home on beautiful Lake Pocotopaug. This private 650-acre lake is closed to the public! Located in a sm ...
From $476 per night (USD)
VRBO
From $738 per night (USD)
VRBO
Upscale Beach Home!! PRIME WEEKS STILL AVAILABLE !! Discounted Rate of 200 off
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Thinking of having your wedding at Waters Edge? Stay at this beautiful beach home . . Relax at this Newly Remodeled Spac ...
From $738 per night (USD)
VRBO
From $262 per night (USD)
VRBO
Charming Beach House With Totally Private Backyard - 500 Ft. From Private Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
(Disregard the GPS map - The beach house is 500 feet from Island View Beach) This cozy and very clean beach house offer ...
From $262 per night (USD)
VRBO
From $158 per night (USD)
Expedia
Private Access Studio_king bed_WiFi_all the amenities of a hotel_5⭐️ experience
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Everything you need for your overnight stay! Rest peacefully in the king size bed. Wake to a cup of coffee with your cho ...
From $158 per night (USD)
Expedia
From $254 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 $254 per night (USD)
VRBO
Click For Pricing
Expedia
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
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 $810 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 $810 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 $288 per night (USD)
Expedia
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)
Expedia
Click For Pricing
VRBO
Charming Old Saybrook Home: Half-Mi to Sand & Sea!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Complement your next escape to the Connecticut coastline with a stay at this charming Old Saybrook vacation rental! Loca ...
Click For Pricing
VRBO
From $330 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 $330 per night (USD)
VRBO
From $267 per night (USD)
VRBO
East Haddam Country Loft......
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Bring the whole family and friends to this great place with lots of room for fun. Outdoor picnic table for 15, Grill, Ha ...
From $267 per night (USD)
VRBO
From $377 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 $377 per night (USD)
VRBO
From $402 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 $402 per night (USD)
VRBO
From $481 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 $481 per night (USD)
VRBO
From $1135 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 $1135 per night (USD)
VRBO
From $601 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 $601 per night (USD)
VRBO
From $669 per night (USD)
VRBO
COZY Maple Tree Cabin - Situated on 6 private acres - short drive to beaches!😎
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 $669 per night (USD)
VRBO
$Coastal Cottage !3 bedroom, 2 bath home with deck and walk to the beach\n$
From $385 per night (USD)
Expedia
Coastal Cottage !3 bedroom, 2 bath home with deck and walk to the beach\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Enjoy oceanside walks, cool summer breezes, local beaches and amazing sunsets. Have fun looking for shells, catching cra ...
From $385 per night (USD)
Expedia
From $331 per night (USD)
VRBO
Walk to Wesleyan & Dwtn - New hot tub with outdoor TV
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Don't miss this fully renovated 2nd floor family friendly 3br apt in a historic home built in 1829. Formerly owned by ...
From $331 per night (USD)
VRBO
From $921 per night (USD)
Expedia
Luxe Lake House in Connecticut
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Take the peaceful lakeside escape you've been craving at this 5-bedroom, 3.5-bath vacation rental in Higganum, CT! 2 hou ...
From $921 per night (USD)
Expedia
From $207 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 $207 per night (USD)
VRBO
From $834 per night (USD)
Expedia
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)
Expedia
From $816 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 $816 per night (USD)
VRBO
From $415 per night (USD)
Expedia
Private Apt in Middletown-Wesleyan
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to our charming apartment located in the heart of Middletown, just a stone's throw away from Wesleyan University ...
From $415 per night (USD)
Expedia
From $985 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 $985 per night (USD)
VRBO
$Equestrian Living: It's a lifestyle \Living on the Farm\ Not your ordinary Stay!$
From $633 per night (USD)
Expedia
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)
Expedia
From $174 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 $174 per night (USD)
VRBO
From $509 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 $509 per night (USD)
Expedia
From $411 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 $411 per night (USD)
VRBO
From $196 per night (USD)
Expedia
Cozy Guest Suite in Historic Home
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Escape to a bright, cozy guest suite next to a historic New England home! Enter through your own doorway and feel welcom ...
From $196 per night (USD)
Expedia
From $263 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 $263 per night (USD)
VRBO
From $275 per night (USD)
Expedia
Charming 1-bedroom apartment with AC, 3 minute walk to beach, and new hot tub
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to your perfect getaway! Recently renovated for comfort and style, this charming and cozy retreat offers everyth ...
From $275 per night (USD)
Expedia
From $536 per night (USD)
VRBO
Clinton's Hidden Secret Renovated 2-bedroom Stonehouse with WiFi, AC and more
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Imagine the clinking of glasses, laughter and friendship during prohibition. This was Pierre Houpert's private distiller ...
From $536 per night (USD)
VRBO
From $277 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 $277 per night (USD)
VRBO
From $452 per night (USD)
VRBO
Charming 4-bedroom house in Ivoryton/Essex
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Nestled in the village of Ivoryton, just outside the picturesque town of Essex and a stone's throw from the beautiful Bu ...
From $452 per night (USD)
VRBO
From $438 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 $438 per night (USD)
VRBO
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VRBO
Coastal Connecticut Waters Edge Resort and Spa Long Island Sound Westbrook, CT
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located in Westbrook, CT at Water's Edge Resort and Spa timeshare condo 3 restaurants, outdoor patio, beach, indoor/outd ...
Click For Pricing
VRBO
From $386 per night (USD)
Expedia
Charming 3-bedroom cottage in Old Saybrook with AC, WiFi
Bedrooms:
1
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 $386 per night (USD)
Expedia
From $256 per night (USD)
VRBO
Family Stays: Middletown, CT
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Centrally Located Cozy Family Vacation Home: Just 1.2 miles from Wesleyan University, our space is perfect for families, ...
From $256 per night (USD)
VRBO
From $1265 per night (USD)
VRBO
Victorian beach house and cottage family compound with large pool in Westbrook
Bedrooms:
3
Bathrooms:
7
Sleeps:
12
Beautiful 4 bedroom /2 bathroom (sleeps 8) Victorian beach house with modern style and amenities and a charming 3 bedroo ...
From $1265 per night (USD)
VRBO
From $233 per night (USD)
VRBO
Lakeside treasure boating swimming kayaking
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Relax and unwind at this cozy lake home, thoughtfully stocked with everything you need for a memorable stay. Just a one- ...
From $233 per night (USD)
VRBO
From $345 per night (USD)
VRBO
Charming 2-bedroom cottage short walk to beach located at Chalker Beach,
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Located in Chalker Beach,, this dream cottage getaway is a short walk to the private beach and playground for the kids. ...
From $345 per night (USD)
VRBO
From $391 per night (USD)
VRBO
Saltwater Gospel-Indian Town, Old Saybrook CT
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to 58 Nehantic Trail, Old Saybrook CT. Located in the beach community of Indiantown within walking distance to ...
From $391 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 $684 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 $684 per night (USD)
VRBO
From $244 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 $244 per night (USD)
VRBO
From $274 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 $274 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 $252 per night (USD)
VRBO
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 $252 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 $366 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 $366 per night (USD)
VRBO
From $547 per night (USD)
Expedia
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 $547 per night (USD)
Expedia

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Results: 341 Rentals