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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Middletown vacation homes

Property grounds

#24 *Serenity* A Lakefront Cottage Retreat

#24 *Serenity* A Lakefront Cottage Retreat
Middletown
9.8 out of 10, Exceptional, (23 reviews)
"The house was cozy and comfortable. The location was great while dropping our son off at Wesleyan University for his sophomore year. The lake was a peaceful place to relax and read."
United States
julia h.
The price is AED 782
AED 1,461 total
includes taxes & fees
19 May - 20 May
#24 *Serenity* A Lakefront Cottage Retreat
Smart TV

#29 - Modern 5 Bedroom/2 Bath

#29 - Modern 5 Bedroom/2 Bath
Middletown
9.4 out of 10, Exceptional, (6 reviews)
"Great place! "
United States
Gail R.
The price is AED 782
AED 1,674 total
includes taxes & fees
7 May - 8 May
#29 - Modern 5 Bedroom/2 Bath
Exterior

Family Stays: Middletown, CT

Family Stays: Middletown, CT
Middletown
10.0 out of 10, Exceptional, (26 reviews)
"A truly wonderful experience! The host and home were amazing and we’ll definitely be staying here again!"
United States
Harmony R.
The price is AED 503
AED 906 total
includes taxes & fees
18 May - 19 May
Family Stays: Middletown, CT
1 bedroom, iron/ironing board, WiFi, bed sheets

Once the old Schools house now a newly furnished Apartment

Once the old Schools house now a newly furnished Apartment
Wallingford Center
9.0 out of 10, Wonderful, (13 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is AED 433
AED 1,071 total
includes taxes & fees
1 May - 2 May
Once the old Schools house now a newly furnished Apartment
Smart TV

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Manchester
9.4 out of 10, Exceptional, (22 reviews)
"Great place"
United States
John S.
The price is AED 547
AED 1,169 total
includes taxes & fees
3 May - 4 May
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Private kitchen

Welcoming 4-bedroom house in charming Hamden

Welcoming 4-bedroom house in charming Hamden
Hamden
10.0 out of 10, Exceptional, (2 reviews)
"Host was kind and attentive. Location was convenient and the home was clean and spacious. "
United States
Renee H.
The price is AED 1,015
AED 1,766 total
includes taxes & fees
30 Apr - 1 May
Welcoming 4-bedroom house in charming Hamden
Interior

Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private

Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private
Salem
9.8 out of 10, Exceptional, (10 reviews)
"Place is nice would stay again "
United States
nic
The price is AED 483
AED 1,500 total
includes taxes & fees
30 Apr - 1 May
Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private
Smart TV, books

Rogers Lake House (87) · CT College+Beach+USCGA

Rogers Lake House (87) · CT College+Beach+USCGA
Old Lyme
10.0 out of 10, Exceptional, (6 reviews)
"Host was very responsive. Property as described. We would stay again! "
United States
john18250
The price is AED 573
AED 1,809 total
includes taxes & fees
5 May - 6 May
Rogers Lake House (87) · CT College+Beach+USCGA
Marina

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Fair Haven
9.6 out of 10, Exceptional, (15 reviews)
"A cozy pet and family-friendly property. Very spacious."
United States
Wallace R.
The price is AED 735
AED 1,311 total
includes taxes & fees
4 May - 5 May
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Smart TV, fireplace, books, offices

Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
Old Saybrook
9.8 out of 10, Exceptional, (10 reviews)
"Very clean & comfortable home, great host & location! "
United States
Becky W.
The price is AED 1,286
AED 2,373 total
includes taxes & fees
6 May - 7 May
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
Interior

Modern & Cozy Cape | 4 Bedroom House | Central Location

Modern & Cozy Cape | 4 Bedroom House | Central Location
Manchester Center
10.0 out of 10, Exceptional, (8 reviews)
"This house was perfect for the 4 of us. We all had our own bedroom and shared the bath. It’s very clean and close to everywhere we were going! The home is modern and the beds were comfy! I would stay there again. Great home! "
United States
Lorie D.
The price is AED 514
AED 1,128 total
includes taxes & fees
12 May - 13 May
Modern & Cozy Cape | 4 Bedroom House | Central Location
Dining

Stocked home close to Yale, in Heart of New Haven

Stocked home close to Yale, in Heart of New Haven
Mill River
9.2 out of 10, Wonderful, (20 reviews)
"Great value very close to university. "
United States
Lawrence
The price is AED 463
AED 813 total
includes taxes & fees
30 Apr - 1 May
Stocked home close to Yale, in Heart of New Haven
Fridge, microwave, oven, stovetop

Heavenly Home in New Haven /5 mins drive from Yale

Heavenly Home in New Haven /5 mins drive from Yale
Fair Haven
9.2 out of 10, Wonderful, (23 reviews)
"This house has everything you need to enjoy a getaway. Clean, It will sleep 20 and their is room for 20 to gather."
United States
Kathy B.
The price is AED 2,162
AED 2,886 total
includes taxes & fees
5 May - 6 May
Heavenly Home in New Haven /5 mins drive from Yale
Smart TV

15mins to Hartford, Home in Manchester w/ King Bed

15mins to Hartford, Home in Manchester w/ King Bed
Manchester
9.2 out of 10, Wonderful, (7 reviews)
"Check in easy, great communications - very quick & answered any questions. Great location for what we needed, layout of house was perfect for us, Roku let us stream all the shows we wanted to watch. Ate out so didn’t use kitchen a lot, beds were comfortable. When we come back to visit our daughter will use again. "
United States
mike p.
The price is AED 772
AED 1,457 total
includes taxes & fees
12 May - 13 May
15mins to Hartford, Home in Manchester w/ King Bed
Smart TV

Spacious 5-bedroom townhome with WiFi and AC in charming Bloomfield

Spacious 5-bedroom townhome with WiFi and AC in charming Bloomfield
Bloomfield
9.0 out of 10, Wonderful, (6 reviews)
"I had a great time and I felt very welcome"
United States
Avis b.
The price is AED 970
AED 2,560 total
includes taxes & fees
30 Apr - 1 May
Spacious 5-bedroom townhome with WiFi and AC in charming Bloomfield
Exterior detail

1-bedroom vacation home 22 minutes from Quinnipiac University

1-bedroom vacation home 22 minutes from Quinnipiac University
Wolcott
9.6 out of 10, Exceptional, (4 reviews)
"Very clean and the host was great "
United States
David G.
The price is AED 551
AED 1,456 total
includes taxes & fees
30 Apr - 1 May
1-bedroom vacation home 22 minutes from Quinnipiac University
Interior

Modern Family Retreat | Near Downtown Hartford | Sleeps 10

Modern Family Retreat | Near Downtown Hartford | Sleeps 10
Bloomfield
7.6 out of 10, Good, (4 reviews)
"There were 7 of us staying for a Wedding near by. The home was bright, clean and very roomy. I would 100% stay here again. Host was on top of everything!! "
United States
Joslynn T.
The price is AED 889
AED 2,321 total
includes taxes & fees
3 May - 4 May
Modern Family Retreat | Near Downtown Hartford | Sleeps 10
Fridge, microwave, oven, stovetop

#27- Luxury Collection

#27- Luxury Collection
Southington
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful home, well designed and spacious rooms. Host was fantastic and communication was great! Thank you"
United States
C B.
The price is AED 900
AED 1,876 total
includes taxes & fees
7 May - 8 May
#27- Luxury Collection
Interior

Cozy basement apartment with private bathroom, kitchen and entrance.

Cozy basement apartment with private bathroom, kitchen and entrance.
Marlborough
The price is AED 612
AED 1,835 total
includes taxes & fees
30 Apr - 1 May
Cozy basement apartment with private bathroom, kitchen and entrance.
Smart TV

Entire guest suite in South Windsor, Connecticut

Entire guest suite in South Windsor, Connecticut
South Windsor
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay at this clean, cozy and well-decorated guest suite! Our host was very welcoming, and quickly responded to inquiries and messages. We would definitely plan to return here if we’re back in the area!"
United States
Jan E.
The price is AED 317
AED 438 total
includes taxes & fees
6 May - 7 May
Entire guest suite in South Windsor, Connecticut
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Middletown Hotel Reviews

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

10/10 Excellent
"The air conditioning/heating unit was very loud. Made it very difficult to sleep at night. We turned it off when we were sleeping. Other than that, we enjoyed the stay."
Magdeline 4-night trip
Posted 14 hours ago
Holiday Inn Express Southington by IHG

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