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12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Vacation Homes in Middletown

Dining
#24 *Serenity* A Lakefront Cottage Retreat

#24 *Serenity* A Lakefront Cottage Retreat

Middletown
9.8 out of 10, Exceptional, (21)
"We had a wonderful stay at this property! The house itself was beautiful—spacious, clean, and incredibly comfortable. The setting was just as impressive, offering peaceful views and a great atmosphere to relax and unwind. Everything was exactly as described, if not better. We would absolutely stay here again and highly recommend it to anyone looking for a serene and well-appointed home base for our stay. "
United States
Nichole N.
The price is SAR 447
SAR 1,099 total
includes taxes & fees
10 Dec - 11 Dec
#24 *Serenity* A Lakefront Cottage Retreat
Fridge, microwave, oven, stovetop
Family Stays: Middletown, CT

Family Stays: Middletown, CT

Middletown
10.0 out of 10, Exceptional, (18)
"The house was great, the welcome snacks and balloons were thoughtful and the kitchen coffee, etc, was much appreciated. This was an excellent stay and I highly recommend it!"
United States
Cari M.
The price is SAR 450
SAR 863 total
includes taxes & fees
15 Dec - 16 Dec
Family Stays: Middletown, CT
Interior
Cozy Guest Suite in Historic Home

Cozy Guest Suite in Historic Home

Middletown
10.0 out of 10, Exceptional, (1)
"Perfect for a single traveler. Clean, roomy, quaint room. "
United States
Brooke
The price is SAR 554
SAR 806 total
includes taxes & fees
15 Dec - 16 Dec
Cozy Guest Suite in Historic Home
Beach nearby
Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private

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

Salem
10.0 out of 10, Exceptional, (5)
"Place is nice would stay again "
United States
nic
The price is SAR 343
SAR 1,334 total
includes taxes & fees
16 Dec - 17 Dec
Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private
Property grounds
Rogers Lake House (87) · CT College+Beach+USCGA

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

Old Lyme
10.0 out of 10, Exceptional, (4)
"Communication was excellent. "
United States
Katy C.
The price is SAR 329
SAR 1,509 total
includes taxes & fees
4 Dec - 5 Dec
Rogers Lake House (87) · CT College+Beach+USCGA
Terrace/patio
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

Saybrook Manor
9.6 out of 10, Exceptional, (133)
"Like a trip to 1800 but with AC. Amazing place. Didn’t want to leave, but will come back. "
United States
Rob C.
The price is SAR 751
SAR 1,933 total
includes taxes & fees
8 Dec - 9 Dec
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard
Fridge, microwave, oven, stovetop
Adorable Cottage, 5 min walk to water & town

Adorable Cottage, 5 min walk to water & town

Westbrook Center
9.4 out of 10, Exceptional, (14)
"Very nice small place to stay by the beach and close to great coffee shop. "
United States
Donovan V.
The price is SAR 652
SAR 1,563 total
includes taxes & fees
4 Dec - 5 Dec
Adorable Cottage, 5 min walk to water & town
Terrace/patio
Gorgeous Lakehouse with Handicap Accessibiliy

Gorgeous Lakehouse with Handicap Accessibiliy

2.0 star property
East Haddam
The price is SAR 1,407
SAR 1,780 total
includes taxes & fees
4 Dec - 5 Dec
Gorgeous Lakehouse with Handicap Accessibiliy
Beach
Beachside Bliss w/ Game Room, Gym & Golf Green

Beachside Bliss w/ Game Room, Gym & Golf Green

2.0 star property
Westbrook
10.0 out of 10, Exceptional, (1)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
The price is SAR 487
SAR 1,867 total
includes taxes & fees
9 Dec - 10 Dec
Beachside Bliss w/ Game Room, Gym & Golf Green
Fridge, microwave, oven, stovetop
Charming Lakeview, 3 Bedroom home in Colchester

Charming Lakeview, 3 Bedroom home in Colchester

Colchester
The price is SAR 631
SAR 1,303 total
includes taxes & fees
4 Dec - 5 Dec
Charming Lakeview, 3 Bedroom home in Colchester
TV, fireplace
Spacious Lakefront Home|Bikes|Hot Tub| Kayak|Group

Spacious Lakefront Home|Bikes|Hot Tub| Kayak|Group

East Haddam
The price is SAR 2,747
SAR 4,582 total
includes taxes & fees
1 Jan - 2 January 2026
Spacious Lakefront Home|Bikes|Hot Tub| Kayak|Group
Interior
House in Clinton, CT - Tide Unit - Charming Furnished Boutique 1BR

House in Clinton, CT - Tide Unit - Charming Furnished Boutique 1BR

2.0 star property
Clinton
The price is SAR 601
SAR 770 total
includes taxes & fees
4 Dec - 5 Dec
House in Clinton, CT - Tide Unit - Charming Furnished Boutique 1BR
Smart TV
Cozy basement apartment with private bathroom, kitchen and entrance.

Cozy basement apartment with private bathroom, kitchen and entrance.

Marlborough
The price is SAR 591
SAR 1,832 total
includes taxes & fees
16 Dec - 17 Dec
Cozy basement apartment with private bathroom, kitchen and entrance.
Private kitchen
Stylish Modern Stay Steps from the Ocean

Stylish Modern Stay Steps from the Ocean

Clinton
10.0 out of 10, Exceptional, (1)
"Very Clean and New. Location very convenient to Shopping , Coffee and Winery. Place very very small but Shower was huge and token gifts such as wine and toiletries a big plus . As well as guest for TV for Netflix. Added bonus outdoor space makes up for lack of living room. I would recommend this place and stay again for sure. Also, conveniently located to major highway and safe. "
United States
Kelly Z.
The price is SAR 540
SAR 1,147 total
includes taxes & fees
4 Dec - 5 Dec
Stylish Modern Stay Steps from the Ocean
Fridge, microwave, oven, stovetop
Cozy Nest ~ 3.5BR & 2Bath Home ~ Manchester CT

Cozy Nest ~ 3.5BR & 2Bath Home ~ Manchester CT

Manchester
9.8 out of 10, Exceptional, (6)
"Spacious, clean and comfortable home. Nice neighborhood near a nice park and trails . Beds were comfortable, kitchen had the pots and pans we needed for dinner and breakfast. Perfect space for us and our 3 adult boys. "
United States
Denise L.
The price is SAR 1,062
SAR 1,837 total
includes taxes & fees
4 Dec - 5 Dec
Cozy Nest ~ 3.5BR & 2Bath Home ~ Manchester CT
Fridge, microwave, oven, stovetop
Modern & Cozy Cape | 4 Bedroom House | Central Location

Modern & Cozy Cape | 4 Bedroom House | Central Location

Manchester Center
10.0 out of 10, Exceptional, (5)
"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 SAR 484
SAR 1,097 total
includes taxes & fees
7 Dec - 8 Dec
Modern & Cozy Cape | 4 Bedroom House | Central Location
Fridge, microwave, oven, stovetop
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, (14)
"House was great & close to where we needed to be. "
United States
Erica M.
The price is SAR 552
SAR 1,186 total
includes taxes & fees
7 Dec - 8 Dec
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Fridge, microwave, oven, stovetop
Historic New England home ,Reunions Beach pass

Historic New England home ,Reunions Beach pass

Guilford
9.2 out of 10, Wonderful, (90)
"The location of this place is best!"
United States
Dr. Maureen C.
The price is SAR 659
SAR 1,562 total
includes taxes & fees
4 Dec - 5 Dec
Historic New England home ,Reunions Beach pass
Smart TV, fireplace, video games
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
10.0 out of 10, Exceptional, (24)
"As advertised. Enjoyed our stay. "
United States
Jeff C.
The price is SAR 2,196
SAR 3,533 total
includes taxes & fees
4 Dec - 5 Dec
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Interior
2-bedroom Oasis in Portland

2-bedroom Oasis in Portland

2.0 star property
Portland
The price is SAR 591
SAR 2,211 total
includes taxes & fees
9 Dec - 10 Dec
2-bedroom Oasis in Portland
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

Hampton Inn & Suites Hartford/East Hartford

Hampton Inn & Suites Hartford/East Hartford

10/10 Excellent
"We have stayed at this hotel multiple times. It is a very convenient location, it is always kept very clean, and it is a very good value noting also the exceptional complimentary breakfast. This trip stood out in that the customer service provided at the front desk was above and beyond to make our stay even better. Donna at the front desk went out of her way to correct a booking problem with our room and her kindness and friendliness made us feel both welcome and appreciated as guests. She provided exceptional customer service that is uncommon to find nowadays and she did it cheerfully despite the challeges brought about by a holiday weekend."
lea 3-night trip
Posted 1 day ago
Hampton Inn & Suites Hartford/East Hartford