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Middle Haddam Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Middle Haddam holiday rentals

A cabin with a dining table set for two, a bicycle, and a small porch area.

1. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.5 star property
East Haddam
9.4 out of 10, Exceptional, (222 reviews)
"Amazing stay, quiet, relaxing, will definitely do it again"
United States
Kelvin
The price is HK$996
HK$1,507 total
includes taxes & fees
10 Dec - 11 Dec
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
A spacious living area with a wooden floor, a dining table with chairs, a sofa, and a coffee table. There is a kitchen in the background with white cabinets and a wooden countertop.

2. Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown

Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Haddam
10.0 out of 10, Exceptional, (40 reviews)
"We had a great stay, very clean and cozy! Our host was very nice and responsive. Great location, would definitely recommend!!!"
United States
Kristy C.
The price is HK$981
HK$1,983 total
includes taxes & fees
1 Dec - 2 Dec
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Veterans Park, near the house

3. Family Stays: Middletown, CT

Family Stays: Middletown, CT
Middletown
10.0 out of 10, Exceptional, (34 reviews)
"Gilbert is an amazing host! I highly recommend staying here if you are visiting Middletown."
United States
Audrey F.
The price is HK$1,059
HK$1,975 total
includes taxes & fees
16 Nov - 17 Nov
Family Stays: Middletown, CT
A compact kitchen with modern appliances, a dining area with a glass table and black chairs, and a geometric pendant light.

4. 2BR Apartment Near Wesleyan 102

2BR Apartment Near Wesleyan 102
Washington Street Historic District
8.8 out of 10, Excellent, (8 reviews)
"Excellent beds and clean."
United States
DANIEL M.
The price is HK$748
HK$1,863 total
includes taxes & fees
12 Nov - 13 Nov
2BR Apartment Near Wesleyan 102
A modern living room with a leather sofa, a dining table with chairs, a kitchen area with white cabinets, and a chandelier.

5. #29 - Modern 5 Bedroom/2 Bath

#29 - Modern 5 Bedroom/2 Bath
Middletown
9.0 out of 10, Wonderful, (7 reviews)
"Great place! "
United States
Gail R.
The price is HK$1,631
HK$3,696 total
includes taxes & fees
23 Nov - 24 Nov
#29 - Modern 5 Bedroom/2 Bath
A large, white, multi-story building with a prominent tower and a flag on top.

6. Walk To Goodspeed Opera House!

Walk To Goodspeed Opera House!
East Haddam
9.4 out of 10, Exceptional, (43 reviews)
"Very convenient location with good parking"
United States
Anonymous traveller
The price is HK$1,208
HK$1,903 total
includes taxes & fees
24 Nov - 25 Nov
Walk To Goodspeed Opera House!
A spacious living room with a sectional sofa, a coffee table, and a dartboard on the wall.

7. 2BR Apartment Near Wesleyan 303

2BR Apartment Near Wesleyan 303
Washington Street Historic District
2BR Apartment Near Wesleyan 303
A modern office space with a sofa, two round tables, and a coffee table. There are chairs around the tables, a rug on the floor, and a door in the background.

8. Conference Room Rental no sleeping arrangements

Conference Room Rental no sleeping arrangements
Main Street Historic District
The price is HK$5,647
HK$6,980 total
includes taxes & fees
23 Nov - 24 Nov
Conference Room Rental no sleeping arrangements
A hotel reception area with a counter, a digital tablet, and a poster on the wall.

9. 1 Queen Bed | Micfridge

1 Queen Bed | Micfridge
Wethersfield
10.0 out of 10, Exceptional, (51 reviews)
"Quick stop, quiet room near the highway."
United States
Anonymous traveller
The price is HK$603
HK$693 total
includes taxes & fees
24 Nov - 25 Nov
1 Queen Bed | Micfridge
A modern kitchen with a central island, bar stools, and pendant lighting.

10. 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, (35 reviews)
"This was an amazing home that exceeded our expectations- it was clean, comfortable, and in such a beautiful setting! A great place for our family to stay together during a college graduation trip! We would certainly come back again!"
United States
Iris F.
The price is HK$5,686
HK$8,962 total
includes taxes & fees
12 Nov - 13 Nov
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Stairwell

11. Private Apartment in Berlin

Private Apartment in Berlin
Berlin
8.8 out of 10, Excellent, (8 reviews)
"Clean, convenient, and great location."
United States
Shaun L.
The price is HK$748
HK$1,881 total
includes taxes & fees
12 Nov - 13 Nov
Private Apartment in Berlin
A living room with a dark blue sofa, a round ottoman, a coffee table, and a TV on a stand. There is a large abstract painting on the wall and a window with curtains.

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

Cozy basement apartment with private bathroom, kitchen and entrance.
Marlborough
The price is HK$1,249
HK$3,680 total
includes taxes & fees
12 Nov - 13 Nov
Cozy basement apartment with private bathroom, kitchen and entrance.
A compact kitchen with white cabinets, a built-in oven, and a dining table with chairs.

13. Private Apt in Middletown-Wesleyan 101

Private Apt in Middletown-Wesleyan 101
Washington Street Historic District
7.2 out of 10, Good, (5 reviews)
"Very clean. No frills."
United States
Kristoph
The price is HK$720
HK$1,966 total
includes taxes & fees
12 Nov - 13 Nov
Private Apt in Middletown-Wesleyan 101
A living room with a blue sofa, patterned armchair, wooden coffee table, and a globe on a side table.

14. Brand New Platform #1

Brand New Platform #1
Wallingford Center
9.6 out of 10, Exceptional, (4 reviews)
"This is the second time we have stayed at this location, although it was a different "platform/room." Once again, a very nice stay. Room was perfect for the 2 of us, and all the right ameneties. This is a perfect location within Wallenford, with access to everything, whether walking or driving. The property is very well maintained, and feels very secure. "
United States
Cherie G.
The price is HK$1,083
HK$2,390 total
includes taxes & fees
14 Nov - 15 Nov
Brand New Platform #1
A hotel reception area with a receptionist, a guest, and a child.

15. 1 Queen Bed | Smoking

1 Queen Bed | Smoking
Wethersfield
10.0 out of 10, Exceptional, (49 reviews)
"Simple rooms close to I-91 made travel convenient."
United States
Anonymous traveller
The price is HK$572
HK$658 total
includes taxes & fees
24 Nov - 25 Nov
1 Queen Bed | Smoking
An outdoor kitchen area with a stone fireplace, grill, and built-in refrigerator.

16. Cozy 1 bedroom private farmhouse apartment

Cozy 1 bedroom private farmhouse apartment
Durham
The price is HK$1,214
HK$2,144 total
includes taxes & fees
30 Nov - 1 Dec
Cozy 1 bedroom private farmhouse apartment
A modern living room with a glass dining table, dark chairs, a sofa, and a ceiling fan.

17. Two Families, up and Down Stairs, the 2nd Floor is the Vrbos Apartment

Two Families, up and Down Stairs, the 2nd Floor is the Vrbos Apartment
New Britain
6.8 out of 10, (8 reviews)
" Not bad for the price "
United States
Audrey L.
The price is HK$1,043
HK$2,840 total
includes taxes & fees
12 Nov - 13 Nov
Two Families, up and Down Stairs, the 2nd Floor is the Vrbos Apartment
A living room with a grey sofa, yellow cushions, a wooden coffee table, a TV on a stand, and a lamp on a side table.

18. Newly Remodeled with deck. Close to town center

Newly Remodeled with deck. Close to town center
Wallingford
10.0 out of 10, Exceptional, (2 reviews)
"The apartment was perfect - size, location, furnishings and price. Will definitely return when I visit friends and family."
United States
Karen F.
The price is HK$1,036
HK$2,336 total
includes taxes & fees
24 Nov - 25 Nov
Newly Remodeled with deck. Close to town center
A modern kitchen with a wooden island, white cabinetry, and a ceiling fan.

19. New Railside Residents

New Railside Residents
Wallingford Center
10.0 out of 10, Exceptional, (2 reviews)
"Clean & comfortable, in an architecturally unique setting. Great proximity to a variety of downtown shops & restaurants - check out Center Street Brewing Co. for some excellent beer."
United States
Thomas S.
The price is HK$1,036
HK$2,336 total
includes taxes & fees
16 Nov - 17 Nov
New Railside Residents
A hotel reception area with a receptionist, a guest, and a child.

20. 1 Queen Bed | Wethersfield

1 Queen Bed | Wethersfield
Wethersfield
10.0 out of 10, Exceptional, (47 reviews)
"Quick check-in and quiet room helped us get good rest before hitting the road again."
United States
Anonymous traveller
The price is HK$572
HK$658 total
includes taxes & fees
24 Nov - 25 Nov
1 Queen Bed | Wethersfield
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 Middle Haddam Hotel Reviews

Best Western Manchester

Best Western Manchester

8/10 Good
"This is a very nice, clean and solid property. We had a nice stay. The amenities were great."
Cena 1-night trip
Posted 2 hours ago
Best Western Manchester

Find out more about Middle Haddam

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Frequently asked questions

Are there holiday rentals in Middle Haddam?

Yes, there are holiday rentals close to the most popular sights in Middle Haddam, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Middle Haddam has to offer?

New Madison beach house - Ocean front- Great views- booking Summer 2026: This holiday home rental outside of Middle Haddam is located on the beach, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Middle Haddam?

While exploring the area, visit family-friendly sights like Brownstone Exploration & Discovery Park, or get outside and enjoy nature at Connecticut River. In the wider area, you’ll find Hurd State Park and Machimoodus State Park.

What are holiday rentals like in Middle Haddam?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Middle Haddam. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for family trips or small group gatherings.