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Vacations by Zumper

Vacation Rentals in Middletown, CT

PRICE PER NIGHT

ACCOMMODATION TYPES

Top-Rated Vacation Rentals in Middletown, CT

Book a vacation rental in Middletown that has the highest visitor rating. Here are 6 of the best vacation rentals in Middletown.
#24 *Serenity* A Lakefront Cottage Retreat
10

Excellent

·
Middletown
·
2 br
·
Sleeps 4
·
Air Conditioning · Outdoor Space · Lake ·
From
$191/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Air Conditioning
Lake
Furnished
Wifi
In Unit Laundry
Waterfront
Other spaces
Kitchen, Balcony
Price drop
Modern Middletown Retreat, 2 Mi to CT River!
10

Excellent

·
Middletown
·
3 br
·
Sleeps 6
·
Residents Lounge · Furnished · Air Conditioning ·
From
$184/night
Check availability
Property
Apartment · 3 Beds · 1 bath
Amenities
Residents Lounge
Furnished
Air Conditioning
Oven
Wifi
Beach
Dishwasher
In Unit Laundry
Other spaces
Kitchen, Workspace
Perfect Hideaway vacation home
10

Excellent

·
Middletown
·
3 br
·
Sleeps 6
·
Wifi · Dishwasher · Kitchen ·
From
$152/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Wifi
Dishwasher
Air Conditioning
Hot Tub
Furnished
In Unit Laundry
Oven
Other spaces
Kitchen, Workspace
Rent A Room In This Spacious Victorian
10

Excellent

·
Middletown
·
1 br
·
Sleeps 1
·
Hot Tub · Wifi · Workspace ·
From
$52/night
Check availability
Property
Apartment · 1 Bed · 2 baths
Amenities
Hot Tub
Wifi
Oven
Air Conditioning
Dishwasher
In Unit Laundry
Furnished
Other spaces
Workspace, Kitchen
Price drop
Cozy newly remodeled home close to major amenities in Connecticut a
10

Excellent

·
Middletown
·
3 br
·
Sleeps 6
·
Kitchen · In Unit Laundry · Outdoor Space ·
From
$103/night
Check availability
Property
House · 3 Beds · 1 bath
Amenities
In Unit Laundry
Furnished
Air Conditioning
Wifi
Other spaces
Kitchen
Price drop
Cozy Getaway w/lots of Natural Light :) 5 mins to adventures
10

Excellent

·
Middletown
·
1 br
·
Sleeps 2
·
Lake · Furnished · Oven ·
From
$146/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Lake
Furnished
Oven
Dishwasher
Wifi
Beach
Pool
Fitness Center
Other spaces
Workspace, Kitchen, Balcony

Our Recommended Vacation Rentals in Middletown, CT

We analyzed vacation rentals in Middletown from many property providers including but not limited to VRBO, Booking.com, Evolve, Blueground and more. We're providing our top recommended offers on the best vacation rentals in Middletown to help you find a deal for your next trip.
Price drop
Perfect Hideaway Vacation Home
8.4

Very good

·
Middletown
·
3 br
·
Sleeps 6
·
Oven · Workspace · Assigned Parking ·
From
$300/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Oven
Assigned Parking
Furnished
Dishwasher
On Site Laundry
Free Parking
In Unit Laundry
Wifi
Other spaces
Workspace, Balcony, Kitchen
Price drop
Modern Middletown Retreat, 2 Mi to CT River!
9

Excellent

·
Middletown
·
3 br
·
Sleeps 6
·
Outdoor Space · In Unit Laundry · Oven ·
From
$238/night
Check availability
Property
Apartment · 3 Beds · 1 bath
Amenities
In Unit Laundry
Oven
Free Parking
Furnished
Fireplace
Air Conditioning
Wifi
Dishwasher
Other spaces
Workspace, Kitchen
Price drop
Cozy 2 bedroom - Discount!

No rating

·
Middletown
·
2 br
·
Sleeps 4
·
Air Conditioning · Wifi · Workspace ·
From
$105/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Air Conditioning
Wifi
Furnished
Other spaces
Workspace

Budget-Friendly Vacation Rentals in Middletown, CT

Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Middletown starting at $47. Use the price filter at the top of the page to search for more specific prices.
Rent A Room In This Spacious Victorian

No rating

·
Middletown
·
1 br
·
Sleeps 1
·
Kitchen · Furnished · In Unit Laundry ·
From
$47/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Furnished
In Unit Laundry
Wifi
Air Conditioning
Other spaces
Kitchen
Rent A Room In A Spacious Victorian

No rating

·
Middletown
·
1 br
·
Sleeps 1
·
Air Conditioning · Wifi · Furnished ·
From
$47/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Air Conditioning
Wifi
Furnished
In Unit Laundry
Other spaces
Kitchen
Renovated Apt - 4min walk from Wesleyan & Main St

No rating

·
Middletown
·
1 br
·
Sleeps 3
·
Oven · In Unit Laundry · Air Conditioning ·
From
$99/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Oven
In Unit Laundry
Air Conditioning
Wifi
Furnished
Free Parking
Other spaces
Kitchen
Expand your search criteria to see more vacation rentals near Middletown.
Home > Connecticut Vacation Rentals > Middletown Vacation Rentals
Updated: October 1, 2023