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 $250 per night (USD)
VRBO
Charming Quiet Updated 1921 Cottage West Beach Connecticut
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Second cottage see VRBO #342736 is also available at the front of the property, for vacations with extended family and f ...
From $250 per night (USD)
VRBO
$WATER FRONT COTTAGE BY THE SEA \n$
From $430 per night (USD)
VRBO
WATER FRONT COTTAGE BY THE SEA \n
Bedrooms:
2
Bathrooms:
6
Sleeps:
10
HEAVEN'S A LITTLE CLOSER IN A COTTAGE BY THE SEA... Charming cottage for rent on PRIME SHORELINE location in ...
From $430 per night (USD)
VRBO
From $175 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 $175 per night (USD)
VRBO
From $750 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 $750 per night (USD)
VRBO
From $300 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 $300 per night (USD)
VRBO
From $350 per night (USD)
VRBO
Lake Front Home on the water
Bedrooms:
4
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 $350 per night (USD)
VRBO
From $342 per night (USD)
VRBO
SeaStar Beach House -Knollwood Private beach -CLOSE WALK TO OCEAN
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
*****SEASTAR****** Enjoy the beauty and Seascape of Knollwood Beach located in beautiful and scenic Old Saybrook Conn ...
From $342 per night (USD)
VRBO
From $205 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 $205 per night (USD)
VRBO
From $1000 per night (USD)
VRBO
Cornfield Point Cottage
Bedrooms:
5
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 $1000 per night (USD)
VRBO
From $498 per night (USD)
VRBO
🌅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 $498 per night (USD)
VRBO
From $425 per night (USD)
VRBO
Newly Renovated House - 5 Minute Walk to Private Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This adorable ranch has everything you could possibly want while on vacation! The newly renovated, 2-bedroom, 2 bath ho ...
From $425 per night (USD)
VRBO
From $300 per night (USD)
Expedia
The Perfect Family Beachfront Cottage The Viola 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 $300 per night (USD)
Expedia
From $442 per night (USD)
VRBO
Luxury Waterfront Lake House by Ski Resort & Winery
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
2800 sqft waterfront house with own dock and boat launch. Powder Ridge ski resort is minutes away. Lyman orchards minute ...
From $442 per night (USD)
VRBO
From $280 per night (USD)
VRBO
Charming Cottage with L.I. Sound and Marsh Views
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Completely renovated beach home directly across the street from one house on a private beach. Enjoy water views of Long ...
From $280 per night (USD)
VRBO
From $325 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 $325 per night (USD)
VRBO
From $184 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 $184 per night (USD)
VRBO
From $350 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 $350 per night (USD)
VRBO
From $235 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 $235 per night (USD)
VRBO
$OCEAN\/BEACH FRONT, HUGE YARD, SUNSET VIEW$
From $676 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 $676 per night (USD)
VRBO
From $888 per night (USD)
VRBO
Family memories in this stunning New England home
Bedrooms:
6
Bathrooms:
5
Sleeps:
14
1 mile to East Haddam Center Home of the Goodspeed opera house NY times listed East Haddam in their “52 places to love ...
From $888 per night (USD)
VRBO
From $333 per night (USD)
VRBO
Updated year round Cottage in Lake Hayward Community
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Updated year round cottage at Lake Hayward. Everything is new! Central air, washer/dryer, office work area, furnished de ...
From $333 per night (USD)
VRBO
From $750 per night (USD)
VRBO
Luxury Waterfront Home-Now booking Winter & Spring 2024 Message me for Summer
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Perched along a luxurious peninsula jutting into the Long Island Sound, the Obstreperous Octopus sinks its tentacles int ...
From $750 per night (USD)
VRBO
From $250 per night (USD)
VRBO
Family compound, vintage 1872 cottage water views
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
A second cottage (see VRBO #394631) is also available at the back of the property if you'd like to rent both. A large l ...
From $250 per night (USD)
VRBO
From $400 per night (USD)
Expedia
Spacious And Luxurious Beach Home Steps From The Water
Bedrooms:
5
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 $400 per night (USD)
Expedia
From $300 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 $300 per night (USD)
VRBO
From $1319 per night (USD)
VRBO
Paradise in Clinton! AIR-CONDITIONED
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This ocean front luxurious 4 bedroom 3 bath is a dream home in a high-end community located in Clinton, Connecticut. T ...
From $1319 per night (USD)
VRBO
From $267 per night (USD)
VRBO
Family-friendly Cottage by the Shore
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Whether you’re planning a quick get away at the beach, traveling to the area or are ready for a vacation… You’ve found ...
From $267 per night (USD)
VRBO
From $235 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 $235 per night (USD)
VRBO
From $1423 per night (USD)
VRBO
Family friendly beachfront escape
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Relax and spend time with family on this beautiful beachfront home! Originally built in 1890, this newly renovated bunga ...
From $1423 per night (USD)
VRBO
From $325 per night (USD)
VRBO
Saybrook Almost Beach-Front, Private Beach, Boat Launch, Shallow Dock, Secluded
Bedrooms:
2
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 $325 per night (USD)
VRBO
From $304 per night (USD)
VRBO
Stunning cottage
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Great Hammock beach is an exceptional summer community with fishing, swimming and kayaking. enjoy walking the beautiful ...
From $304 per night (USD)
VRBO
From $500 per night (USD)
Expedia
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included
Bedrooms:
2
Bathrooms:
4
Sleeps:
13
Amazing Waterview Getaway with All the Essentials Experience a fantastic coastal escape just steps away from breathtaki ...
From $500 per night (USD)
Expedia
From $482 per night (USD)
VRBO
Beautiful Cottage Cove!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Come stay at this tastefully updated 4 bedroom-2.5 bath home. Large kitchen and spacious rooms. Remodeled bathrooms. Sit ...
From $482 per night (USD)
VRBO
From $260 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 $260 per night (USD)
VRBO
$3+BR\/ 2 bath in Grove Beach Improvement Association Community... Central AC$
From $337 per night (USD)
VRBO
3+BR\/ 2 bath in Grove Beach Improvement Association Community... Central AC
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Looking for a quintessential family vacation on the Connecticut shore? Our family vacation home has Central Air, 3 bedr ...
From $337 per night (USD)
VRBO
From $500 per night (USD)
VRBO
Waterfront relaxing retreat with beautiful sunrises and sunsets!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
*******************************************NOTE************************************************** I DO NOT LIST THIS PRO ...
From $500 per night (USD)
VRBO
From $300 per night (USD)
VRBO
Spectacular Lakefront home with expansive decks
Bedrooms:
3
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 $300 per night (USD)
VRBO
From $619 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 $619 per night (USD)
VRBO
From $229 per night (USD)
VRBO
3 Minute Walk To Beach in Sought After Indian Town Private Beach Assoc.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Indian Town is a wonderful private beach association with two beaches to choose from. The harbor between them offers cl ...
From $229 per night (USD)
VRBO
From $175 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 $175 per night (USD)
Expedia
From $475 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 $475 per night (USD)
VRBO
From $552 per night (USD)
VRBO
Upscale Beach Home!!
Bedrooms:
4
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 $552 per night (USD)
VRBO
From $200 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 $200 per night (USD)
VRBO
Click For Pricing
Expedia
Private Access Studio_king bed_WiFi_all the amenities of a hotel_5⭐️ experience
Bedrooms:
1
Bathrooms:
0
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 ...
Click For Pricing
Expedia
From $125 per night (USD)
VRBO
Cozy, Pet-Friendly Apartment Near University
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The Space There are two bedrooms with Queen sized beds (sleeping 2 guests each) and closets. One of these bedrooms also ...
From $125 per night (USD)
VRBO
From $175 per night (USD)
Expedia
Charming 2 Bedroom Guest Apartment in Essex, CT
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Relax in our bright and spacious guest house for a long weekend or New England getaway vacation. Walk to Essex for shopp ...
From $175 per night (USD)
Expedia
From $162 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 $162 per night (USD)
VRBO
From $348 per night (USD)
VRBO
Clinton Beach Bungalow #4 is stylish and secluded with harbor and beach views.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
After a day at the beach, hiking, boating or shopping, you can relax in one of our private, stylish bungalows, while tak ...
From $348 per night (USD)
VRBO
From $250 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 $250 per night (USD)
VRBO
Click For Pricing
Expedia
Exquisite Beach Villa In Ground pool and Spacious Bermuda room! 2 living Rooms!
Bedrooms:
4
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
From $262 per night (USD)
VRBO
The Old Salt Cottage · Cozy Gateway Near Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Grab your flip-flops and bathing suit and let your beach vacation begin! Located within walking distance to the privat ...
From $262 per night (USD)
VRBO
From $220 per night (USD)
Expedia
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 ...
From $220 per night (USD)
Expedia
From $287 per night (USD)
VRBO
Charming private home on the Connecticut River that comfortably sleeps 11 people
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Beautiful River Views and River Access! This unique 5 bed, 2 full bath contemporary sits on 1.39 acres of tranquil, priv ...
From $287 per night (USD)
VRBO
Click For Pricing
VRBO
Recently Updated, Old Saybrook Beach Cottage
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
WestView at Saybrook is an updated beautiful beach home just “a wagon walk” away from Knollwood Beach. Private access to ...
Click For Pricing
VRBO
From $269 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 $269 per night (USD)
VRBO
From $351 per night (USD)
VRBO
Relax in stylish beach bungalow 1 while taking in the views of Long Island Sound
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy views of the Long Island Sound in these beautiful New England Bungalows. Walk to Clinton Beach. Queen Bed, Full Ki ...
From $351 per night (USD)
VRBO
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 $150 per night (USD)
Expedia
Cozy 3-bedroom house, front porch & super close to ocean.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Relax on the front porch of this charming cottage in beautiful Cornfield Point. With just a 4 minute walk, you will be ...
From $150 per night (USD)
Expedia
$Stroll to beach at charming, historical, rustic home w\/expansive yard & pool.$
From $539 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 $539 per night (USD)
VRBO
From $395 per night (USD)
Expedia
New England Colonial home with fabulous Connecticut River views!!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This quintessential home speaks for itself. It sits stately on a hill overlooking the awe-inspiring historic Connectic ...
From $395 per night (USD)
Expedia
From $350 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 $350 per night (USD)
VRBO
From $120 per night (USD)
Expedia
Long term condo Old Saybrook
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Beautiful condo for rent. One bedroom, one bathroom, living room and incredible kitchen for your use. Fully furnished. ...
From $120 per night (USD)
Expedia
$Equestrian Living: It's a lifestyle \Living on the Farm\ Not your ordinary Stay!$
From $610 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 $610 per night (USD)
VRBO
From $150 per night (USD)
Expedia
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 $150 per night (USD)
Expedia
From $500 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 $500 per night (USD)
VRBO
From $116 per night (USD)
Expedia
Private Apt in Middletown-Wesleyan
Bedrooms:
1
Bathrooms:
9
Sleeps:
4
Summary: Welcome to our charming apartment located in the heart of Middletown, just a stone's throw away from Wesleyan U ...
From $116 per night (USD)
Expedia
From $956 per night (USD)
VRBO
Beach Bungalow Retreat- 2 Family Suites, 5 minutes to water
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to your adorable beachside haven in Westbrook, CT! This quaint getaway is recently renovated and freshly painted ...
From $956 per night (USD)
VRBO
From $688 per night (USD)
Expedia
4 Bedroom Lakehouse in Clinton
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Embrace lakeside serenity at our inviting Lakehouse retreat. With modern comforts and tranquil surroundings, it comforta ...
From $688 per night (USD)
Expedia
From $500 per night (USD)
VRBO
KNOLLWOOD BEACH! Old Saybrook, CT - Beautiful 4 bedroom home ,WALKto the beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Relax at the beach! Cape Cod 4 bedroom home within walking distance to Knollwood Beach! Large lot with deck, beach cha ...
From $500 per night (USD)
VRBO
$3BR Private Cottage w\/ Pool in Old Saybrook$
From $438 per night (USD)
VRBO
3BR Private Cottage w\/ Pool in Old Saybrook
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to Osprey Lookout! 3 bedroom, 1 full bath updated cottage located in the beautiful town of Old Saybrook, CT. ...
From $438 per night (USD)
VRBO
From $235 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 $235 per night (USD)
VRBO
From $325 per night (USD)
VRBO
August & Sept weeks available- Beach Cottage in Old Saybrook CT
Bedrooms:
3
Bathrooms:
2
Sleeps:
5
Sparkling clean, quiet and comfortable 2 bedroom, 1 1/2 bath cottage, summer weeks still available. Short walk to privat ...
From $325 per night (USD)
VRBO
From $92 per night (USD)
VRBO
Shalom Cottage with private beach rights.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This is a beautiful cottage that we finished up and we have 2 more cottages in progress for guest to enjoy. We are about ...
From $92 per night (USD)
VRBO
From $197 per night (USD)
Expedia
Cozy Cottage On Star Lake
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Relax and enjoy this unique and tranquil getaway. Gorgeous lake house remolded in 2021. Enjoy the kitchen with stainless ...
From $197 per night (USD)
Expedia
From $272 per night (USD)
VRBO
Country getaway just minutes from lakes, rivers, forest and more!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Cozy rental unit in a historic 2-family home amid forests, lakes, rivers and ponds. With a private deck and outdoor show ...
From $272 per night (USD)
VRBO
From $529 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 $529 per night (USD)
Expedia
From $650 per night (USD)
VRBO
Tiffany's Oasis on the Shore
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Nestled across from a private beach, this Pilots Point gem provides for a spacious and luxurious beach retreat. With swe ...
From $650 per night (USD)
VRBO
From $599 per night (USD)
VRBO
Modern oceanfront home on West Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Experience New England charm while you enjoy the sunset and breathtaking views from our deck or loft. Directly across fr ...
From $599 per night (USD)
VRBO
From $425 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 $425 per night (USD)
VRBO
From $489 per night (USD)
VRBO
Escape to your lakeside paradise
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to our stunning 4-bedroom, 2.5-bathroom lake house that boasts luxurious amenities and breathtaking views. This ...
From $489 per night (USD)
VRBO
From $450 per night (USD)
VRBO
Waterfront Cottage
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Smuggler’s Cove Cottage. Rumor has it that this quaint cottage was once the scene of infamous rum running. To ...
From $450 per night (USD)
VRBO
From $335 per night (USD)
VRBO
Saltwater Gospel-Indian Town, Old Saybrook CT
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to 58 Nehantic Trail, Old Saybrook CT. Located in the beach community of Indiantown within walking distance to ...
From $335 per night (USD)
VRBO
From $222 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 $222 per night (USD)
VRBO
From $800 per night (USD)
Expedia
NEW! Seaside Beach Haven with a private beach!
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
Summary: This stunning beachfront home has 3 bedrooms & 3.5 bathrooms and sleeps 10 guests! It is the perfect sunny esca ...
From $800 per night (USD)
Expedia
From $325 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 $325 per night (USD)
VRBO
From $219 per night (USD)
VRBO
#24 *Serenity* A Lakefront Cottage Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Incredible FALL FOLIAGE & WINTER VIEWS! When it comes to a Lakefront Cottage. From your view on the oversized ...
From $219 per night (USD)
VRBO
From $1235 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 $1235 per night (USD)
VRBO
From $143 per night (USD)
VRBO
Tiny Lakefront Cottage!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This lake front cottage is approx. 325sq. of adorable efficiency living space. It has an open floor plan with full siz ...
From $143 per night (USD)
VRBO
From $115 per night (USD)
VRBO
Cozy Cottage at The Cabins
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A recently renovated one bedroom cottage in historic Westbrook, a quaint shoreline community on the banks of Long Island ...
From $115 per night (USD)
VRBO
From $153 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 $153 per night (USD)
VRBO
From $375 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 $375 per night (USD)
VRBO
From $52 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 $52 per night (USD)
Expedia
Click For Pricing
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 ...
Click For Pricing
VRBO
$'Grandma's Cottage' w\/ Sunroom: Walk to Beach$
From $229 per night (USD)
Expedia
'Grandma's Cottage' w\/ Sunroom: Walk to Beach
Bedrooms:
1
Bathrooms:
3
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 $229 per night (USD)
Expedia
From $510 per night (USD)
VRBO
Mid Century Cabin with Japanese decor and a Hot Tub
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
This Mid- Century home was designed and built by a Yale Architect who Studied under Louis Kahn and Frank Lloyd Wright. ...
From $510 per night (USD)
VRBO
From $625 per night (USD)
Expedia
Sister Sands - Waterfront Boho Beach House
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Summary: Nestled in sunny Westbrook, CT this 3BD / 2BA waterfront beach house (sleeps 8-10) is close to casinos, spas, w ...
From $625 per night (USD)
Expedia
From $560 per night (USD)
VRBO
5 Bedroom Country Home w. Forest Views - ideal for enjoying the fall foliage!
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
Incredible kitchen (newly renovated!), huge backyard and deck overlooking serene forest views. If you enjoy the fall and ...
From $560 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
From $264 per night (USD)
Expedia
Charming Old Saybrook Cottage < 1 Mi to Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Slip on your sandals and embrace the seaside when you book this Old Saybrook vacation rental! Ideally situated less than ...
From $264 per night (USD)
Expedia

Search Your Destination Now!

Middlesex Area Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 340 Rentals