A forested landscape with a winding dirt road and power lines.

Holiday Homes in Middletown

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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Middletown holiday homes

Property grounds

1. #24 *Serenity* A Lakefront Cottage Retreat

#24 *Serenity* A Lakefront Cottage Retreat
Middletown
9.8 out of 10, Exceptional, (23 reviews)
"It was great "
United States
Rodrigo C.
The price is €320
includes taxes & fees
5 Aug - 6 Aug
#24 *Serenity* A Lakefront Cottage Retreat
Exterior

2. Family Stays: Middletown, CT

Family Stays: Middletown, CT
Middletown
10.0 out of 10, Exceptional, (29 reviews)
"Clean, fully equipped kitchen, family friendly"
United States
Trisha T.
The price is €217
includes taxes & fees
10 Aug - 11 Aug
Family Stays: Middletown, CT
Coffee/tea maker, fridge, microwave, oven

3. “3BR Home Near Wesleyan & Downtown Middletown

“3BR Home Near Wesleyan & Downtown Middletown
Washington Street Historic District
7.8 out of 10, Good, (6 reviews)
"Nice place"
United States
Jousette C.
“3BR Home Near Wesleyan & Downtown Middletown
Smart TV

4. #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 €405
includes taxes & fees
11 Aug - 12 Aug
#29 - Modern 5 Bedroom/2 Bath
Dining

5. 1 Min to I-91 - Newly Renovated Modern 2 BR Home

1 Min to I-91 - Newly Renovated Modern 2 BR Home
Berlin
1 Min to I-91 - Newly Renovated Modern 2 BR Home
TV

6. Newly Remodeled 1-BR Close to Everything yet Very Private

Newly Remodeled 1-BR Close to Everything yet Very Private
Wallingford
10.0 out of 10, Exceptional, (10 reviews)
"Best stay ever! Parking lot was easy; apartment was clean and felt like home. Bed comfortable. Would booked this apartment next trip. My only recommendation that was the kitchen did not have a toaster. "
United States
Linda v.
The price is €258
includes taxes & fees
1 Aug - 2 Aug
Newly Remodeled 1-BR Close to Everything yet Very Private
1 bedroom, iron/ironing board, WiFi, bed sheets

7. 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, (14 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is €261
includes taxes & fees
27 Aug - 28 Aug
Once the old Schools house now a newly furnished Apartment
Interior

8. New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Durham
9.8 out of 10, Exceptional, (30 reviews)
"Wonderful house in a great location."
United States
Edward S.
The price is €908
includes taxes & fees
30 Aug - 31 Aug
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Coffee/tea maker, fridge, microwave, oven

9. #16 *A COZY GETAWAY* 4BED/3BATH HOME W/ FIRE PIT

#16 *A COZY GETAWAY* 4BED/3BATH HOME W/ FIRE PIT
Southington
9.0 out of 10, Wonderful, (8 reviews)
"We enjoyed our stay! And happy with most!!!!"
United States
Dawn H.
The price is €442
includes taxes & fees
10 Aug - 11 Aug
#16 *A COZY GETAWAY* 4BED/3BATH HOME W/ FIRE PIT
Coffee/tea maker, fridge, microwave, oven

10. #26 Beautifully Renovated 2 BR Home

#26 Beautifully Renovated 2 BR Home
Plainville
10.0 out of 10, Exceptional, (5 reviews)
"We thoroughly enjoyed our stay! The space was great for our family of 4. Would recommend!"
United States
LaTanya W.
The price is €340
includes taxes & fees
8 Aug - 9 Aug
#26 Beautifully Renovated 2 BR Home
Interior

11. #22- 4 Br 2 Ba house-Central CT

#22- 4 Br 2 Ba house-Central CT
New Britain
The price is €397
includes taxes & fees
21 Aug - 22 Aug
#22- 4 Br 2 Ba house-Central CT
Interior

12. Cozy basement apartment with private bathroom, kitchen and entrance.

Cozy basement apartment with private bathroom, kitchen and entrance.
Marlborough
The price is €441
includes taxes & fees
13 Aug - 14 Aug
Cozy basement apartment with private bathroom, kitchen and entrance.
Property grounds

13. Lakefront Home, Close to Mt Southington!

Lakefront Home, Close to Mt Southington!
Wolcott
10.0 out of 10, Exceptional, (33 reviews)
"The place was a haven. Lovely home away from home. More than met my expectations. "
United States
Margaret W.
The price is €388
includes taxes & fees
3 Aug - 4 Aug
Lakefront Home, Close to Mt Southington!
Smart TV

14. Entire guest suite in South Windsor, Connecticut

Entire guest suite in South Windsor, Connecticut
South Windsor
10.0 out of 10, Exceptional, (7 reviews)
"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 €108
includes taxes & fees
3 Aug - 4 Aug
Entire guest suite in South Windsor, Connecticut
Exterior detail

15. Spacious 4-Bedroom Home for Groups & Families — Minutes from Hartford

Spacious 4-Bedroom Home for Groups & Families — Minutes from Hartford
East Hartford
8.8 out of 10, Excellent, (6 reviews)
"Great place to stay the nites"
United States
John S.
The price is €390
includes taxes & fees
30 Aug - 31 Aug
Spacious 4-Bedroom Home for Groups & Families — Minutes from Hartford
TV, fireplace

16. #41- Available 12/8! - sleeps 14

#41- Available 12/8! - sleeps 14
Southington
The price is €654
includes taxes & fees
26 Aug - 27 Aug
#41- Available 12/8! - sleeps 14
TV, books

17. The Game House Arcade – West Hartford

The Game House Arcade – West Hartford
West Hartford
The price is €490
includes taxes & fees
2 Aug - 3 Aug
The Game House Arcade – West Hartford
Dining

18. Prime West Hartford Center: Timeless Charm

Prime West Hartford Center: Timeless Charm
West Hartford
10.0 out of 10, Exceptional, (22 reviews)
"Great location and lots of room for grandkids to spread out and fun games for them to play with"
United States
Michael W.
The price is €645
includes taxes & fees
2 Aug - 3 Aug
Prime West Hartford Center: Timeless Charm
Interior

19. Modern & Cozy Cape | 4 Bedroom House | Central Location

Modern & Cozy Cape | 4 Bedroom House | Central Location
Manchester Center
9.8 out of 10, Exceptional, (10 reviews)
"Great place"
United States
John S.
Modern & Cozy Cape | 4 Bedroom House | Central Location
TV, fireplace

20. Willow Haven 2BR Cozy Retreat, Close to Hartford

Willow Haven 2BR Cozy Retreat, Close to Hartford
Manchester
8.0 out of 10, Very good, (2 reviews)
"Very friendly and easy to work with host. Communication was excellent. Home was very comfortable and convenient. Would have loved more towels, blankets and pillows. Adding towel hooks in bathroom and second sink area would be excellent. It was a great location."
United States
alissa
Willow Haven 2BR Cozy Retreat, Close to Hartford
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

Motel 6 Wethersfield, CT - Hartford

Motel 6 Wethersfield, CT - Hartford

8/10 Good
"It was a clean room everything worked snd parking was great ty bill"
William 6-night trip
Posted 3 hours ago
Motel 6 Wethersfield, CT - Hartford

Find out more about Middletown

Middletown Holiday Homes information

Number of reviews
211
Accommodation
349 Holiday Homes
Lowest Price
€108
Highest Price
€908