Vacation Rentals in Middletown, CT

PRICE PER NIGHT

ACCOMMODATION TYPES

Modern Middletown Retreat, 2 Mi to CT River!

No reviews

·
Middletown
·
3 br
·
Sleeps 6
·
Free Parking · Fireplace · Oven ·
From
$220/night
Check availability
Property
Apartment · 3 Beds · 1 bath
Amenities
Free Parking
Fireplace
Oven
Dishwasher
In Unit Laundry
Furnished
Wifi
Other spaces
Kitchen
Cozy newly remodeled home close to major amenities in Connecticut a
10

Excellent

·
Middletown
·
3 br
·
Sleeps 6
·
Air Conditioning · Kitchen · In Unit Laundry ·
From
$167/night
Check availability
Property
House · 3 Beds · 1 bath
Amenities
Air Conditioning
In Unit Laundry
Furnished
Wifi
Other spaces
Kitchen
Perfect Hideaway Vacation Home
8.5

Very good

·
Middletown
·
3 br
·
Sleeps 6
·
On Site Laundry · Assigned Parking · Balcony ·
From
$180/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
On Site Laundry
Assigned Parking
Free Parking
Oven
Dishwasher
In Unit Laundry
Furnished
Wifi
Other spaces
Balcony, Workspace, Kitchen
Guest pavilion in 1814 Historic Home in Middletown

No reviews

·
Middletown
·
1 br
·
Sleeps 3
·
Pool · Furnished · Swimming Pool ·
From
$150/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Pool
Furnished
Swimming Pool
Perfect Hideaway vacation home
10

Excellent

·
Middletown
·
3 br
·
Sleeps 6
·
Workspace · Oven · Dishwasher ·
From
$151/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Oven
Dishwasher
In Unit Laundry
Furnished
Wifi
Other spaces
Workspace, Kitchen
Delightful 2-bedroom colonial central Connectiicut

No reviews

·
Middletown
·
2 br
·
Sleeps 4
·
Dishwasher · In Unit Laundry · Furnished ·
From
$112/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Dishwasher
In Unit Laundry
Furnished
Wifi
NEW! Modern Middletown Retreat, 2 Mi to CT River!

No reviews

·
Middletown
·
3 br
·
Sleeps 6
·
Toiletries · Tv · Cable ·
From
$149/night
Check availability
Property
Apartment · 3 Beds · 1 bath
Amenities
Toiletries
Tv
Cable
Microwave
Assigned Parking
Free Parking
Fireplace
Oven
Other spaces
Kitchen
Cozy Getaway w/lots of Natural Light :) 5 mins to adventures
10

Excellent

·
Middletown
·
1 br
·
Sleeps 2
·
Fitness Center · Lake · Waterfront ·
From
$150/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Fitness Center
Lake
Waterfront
Beach
Pool
Air Conditioning
Oven
Dishwasher
Other spaces
Balcony, Workspace, Kitchen

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NEW! Modern Middletown Retreat, 2 Mi to CT River!

No reviews

·
Middletown
·
3 br
·
Sleeps 6
·
Beach · Fireplace · Air Conditioning ·
From
$191/night
Check availability
Property
Apartment · 3 Beds · 1 bath
Amenities
Beach
Fireplace
Air Conditioning
Oven
Dishwasher
In Unit Laundry
Furnished
Wifi
Other spaces
Kitchen
Resort style heated pool and spa!
10

Excellent

·
Middletown
·
4 br
·
Private Pool · Walk In Closets · Hot Tub ·
From
$1,000/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Private Pool
Walk In Closets
Hot Tub
On Site Laundry
Pool
Fireplace
Air Conditioning
Oven
Other spaces
Kitchen
Room for Wesleyan Students and Travel Nurses (D)
10

Excellent

·
Middletown
·
1 br
·
Sleeps 1
·
Workspace · Oven · Dishwasher ·
From
$34/night
Check availability
Property
Apartment · 1 Bed · 2 baths
Amenities
Oven
Dishwasher
In Unit Laundry
Furnished
Wifi
Other spaces
Workspace, Kitchen
Cozy Condo Sleeps 4, 1 Bed, 1 Bath

No reviews

·
Middletown
·
1 br
·
Pool · Air Conditioning · In Unit Laundry ·
From
$155/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Pool
Air Conditioning
In Unit Laundry
Furnished
Wifi
Swimming Pool
Cozy, Pet-Friendly Apartment Near University
10

Excellent

·
Middletown
·
2 br
·
Sleeps 6
·
Outdoor Space · Air Conditioning · Oven ·
From
$120/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Air Conditioning
Oven
Dishwasher
In Unit Laundry
Furnished
Wifi
Storage
Other spaces
Kitchen
Showing 1 - 13 of 13 results
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Explore more stays nearby

Direct Lakefront, 2 docks, private, easy access from I 91.
10

Excellent

·
Middlefield
·
3 br
·
Sleeps 8
·
Lake · Waterfront · Outdoor Space ·
From
$350/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Lake
Waterfront
On Site Laundry
Fireplace
Air Conditioning
Oven
Dishwasher
In Unit Laundry
Other spaces
Workspace, Kitchen
Country retreat with pool, brook and waterfall, 2 hours from NYC and Boston
10

Excellent

·
East Hampton
·
5 br
·
Sleeps 9
·
Smoking Allowed · Private Pool · Waterfront ·
From
$476/night
Check availability
Property
House · 5 Beds · 2 baths
Amenities
Smoking Allowed
Private Pool
Waterfront
On Site Laundry
Pool
Fireplace
Air Conditioning
Oven
Other spaces
Workspace, Kitchen
Peaceful lake cottage
9.6

Excellent

·
Middlefield
·
1 br
·
Deck · Air Conditioning · Oven ·
From
$148/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Air Conditioning
Oven
In Unit Laundry
Furnished
Wifi
Other spaces
Deck, Kitchen
Elegant Middlefield Getaway w/ Beach Access!
9.3

Excellent

·
Middlefield
·
4 br
·
Sleeps 8
·
Outdoor Space · Fireplace · Air Conditioning ·
From
$573/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Fireplace
Air Conditioning
Oven
Dishwasher
In Unit Laundry
Furnished
Wifi
Other spaces
Kitchen
Luxury Waterfront Lake House by Ski Resort & Winery
9.8

Excellent

·
Middlefield
·
3 br
·
Sleeps 6
·
Mountains · Ski In Ski Out · Lake ·
From
$550/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Mountains
Ski In Ski Out
Lake
Waterfront
Fireplace
Air Conditioning
Oven
Dishwasher
Other spaces
Balcony, Kitchen
Historic Mansion 1841
10

Excellent

·
Higganum
·
4 br
·
Sleeps 7
·
Lake · Waterfront · Outdoor Space ·
From
$158/night
Check availability
Property
Apartment · 4 Beds · 2 baths
Amenities
Lake
Waterfront
Air Conditioning
Oven
In Unit Laundry
Furnished
Wifi
Business Center
Lake Front Home.....
9.6

Excellent

·
Middlefield
·
3 br
·
Sleeps 6
·
Outdoor Space · On Site Laundry · Fireplace ·
From
$301/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
On Site Laundry
Fireplace
Air Conditioning
Oven
Dishwasher
In Unit Laundry
Furnished
Wifi
Other spaces
Kitchen
Tiny Lakefront Cottage!
9.7

Excellent

·
Middlefield
·
1 br
·
Sleeps 2
·
Hardwood Floor · Lake · Waterfront ·
From
$143/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Hardwood Floor
Lake
Waterfront
Air Conditioning
Oven
In Unit Laundry
Furnished
Wifi
Other spaces
Kitchen

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Be the first to hear about new listings matching your search.

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By clicking submit, I accept Zumper's Terms and Conditions, Privacy Policy, and Community Values.
Romantic Lakefront Cottage #5
9.7

Excellent

·
Middlefield
·
1 br
·
Sleeps 2
·
Ski In Ski Out · Lake · Waterfront ·
From
$201/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Ski In Ski Out
Lake
Waterfront
Air Conditioning
Oven
In Unit Laundry
Furnished
Wifi
Other spaces
Kitchen
Fun Lake Front Cottage!
9.8

Excellent

·
Middlefield
·
2 br
·
Sleeps 4
·
Ski In Ski Out · Lake · Waterfront ·
From
$185/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Ski In Ski Out
Lake
Waterfront
Air Conditioning
Oven
In Unit Laundry
Furnished
Wifi
Other spaces
Kitchen
Lake Front Cottage #7!
9.5

Excellent

·
Middlefield
·
Studio
·
Sleeps 2
·
Fitness Center · Lake · Waterfront ·
From
$168/night
Check availability
Property
Apartment · Studio · 1 bath
Amenities
Fitness Center
Lake
Waterfront
Air Conditioning
Oven
In Unit Laundry
Furnished
Wifi
Other spaces
Kitchen
Home > Connecticut Vacation Rentals > Middletown Vacation Rentals
Updated: March 22, 2023

Learn about vacation rentals in

Middletown

Explore 13 vacation rentals near Middletown, Connecticut. Whether you’re a tourist or on a staycation, there’s plenty of things to do and restaurants to try around the city. If you’re looking to take a trip to Middletown, you can see photos of Middletown vacation rentals, view amenities and features, browse by specific property types, and more. Use our interactive map to find Middletown vacation rentals in specific areas. Whether you’re looking for a Middletown staycation, weekend getaway, or a long vacation, we’ve got you covered. Use the date filters at the top to select your travel dates and view availability. The lowest vacation rental price in Middletown is $34 per night and the highest price is $1,000 per night.
7 of the vacation rentals near Middletown are apartments or condos. The average bathroom count for this property type is 1. The median price for these vacation units is $150 per night. There are currently 4 vacation units under this price. 6 of the vacation rentals near Middletown are houses. The average bathroom count for a vacation house near Middletown is 2. The average price for vacation houses near Middletown is $293 per night. There are 5 vacation homes under this price. The most common amenities for vacation rentals near Middletown are: furnished, wifi, and in-unit laundry. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.

1 bed rentals

4 available

2 bed rentals

2 available

3 bed rentals

6 available

4+ bed rentals

1 available

Getting around Middletown

Walking

3/10
Fewer daily needs are within walking distance (unless you’re up for a challenge).

Car

9/10
Commuting is easy with multiple accessible routes and plenty of parking.

Points of interest in Middletown

Groceries

5/10
At least one grocery store within a 30-minute walk

Shopping

0/10
Few or no shops within walking distance

Cafes

0/10
Few or no cafés within walking distance

Restaurants

3/10
Few or no restaurants within walking distance

Nightlife

3/10
Few or no bars within walking distance

Vacation Rentals in Middletown, CT FAQ

How many vacation rentals in Middletown are available?

There are currently 13 vacation rentals in Middletown available. Our vacation rentals in Middletown include nightly rentals, weekend rentals, weekly rentals, and monthly rentals.

Are there any pet friendly vacation rentals in Middletown?

Yes, right now there are 3 pet friendly vacation rentals in Middletown. A pet friendly vacation rental in Middletown means a rental home that is dog friendly or cat friendly. Some pet friendly homes may accommodate other types of pets, as well. Contact the listing agent for any pet related inquiries.

Are there any vacation rentals in Middletown with a pool?

Yes there are vacation rentals with a pool available in Middletown, CT. View more detailed vacation spots on Vacations by Zumper.

Are there any vacation rentals in Middletown with internet access?

As of March 22, 2023, there are vacation rentals with internet access available in Middletown, Connecticut. Check out more enjoyable destinations on Vacations by Zumper.

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