Middle Haddam Holiday Rentals

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Check prices for these dates

Tonight
30 Dec - 31 Dec
Tomorrow
31 Dec - 1 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Middle Haddam holiday rentals

Exterior
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Cabin in East Haddam

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.0 star property
9.6 out of 10, Exceptional, (95)
"My wife loved it…she has a rough week with work and just life in general, so I wanted to do something nice for her and surprised her with a stay here…she was really happy and loved everything about it…can’t wait to do this again 😊"
United States
Keven
The price is HK$925
HK$1,421 total
includes taxes & fees
4 Jan - 5 Jan 2026
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Smart TV
1-bedroom cottage with Grove Beach 🏖️ access.

Cottage in Clinton

1-bedroom cottage with Grove Beach 🏖️ access.
9.2 out of 10, Wonderful, (36)
"Many local restaurants near by. Christy's for breakfast was very good. "
United States
Benjamin H.
The price is HK$614
HK$1,389 total
includes taxes & fees
5 Jan - 6 Jan 2026
1-bedroom cottage with Grove Beach 🏖️ access.
Beach nearby
Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private

Holiday Home in Salem

Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private
10.0 out of 10, Exceptional, (6)
"Place is nice would stay again "
United States
nic
The price is HK$791
HK$2,879 total
includes taxes & fees
6 Jan - 7 Jan 2026
Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private
Property grounds
Rogers Lake House (87) · CT College+Beach+USCGA

Holiday Home in Old Lyme

Rogers Lake House (87) · CT College+Beach+USCGA
10.0 out of 10, Exceptional, (5)
"My family and I came for an 8 day event from a different state and wanted a clean and comfortable place to stay with our at the time 9 month old daughter. And this place did exactly that. Comfortable and CLEAN. The owner did a great job with details. Even when we had unexpected check out delays the owner showed human empathy. Great place!"
United States
Hemie J.
The price is HK$671
HK$3,130 total
includes taxes & fees
4 Jan - 5 Jan 2026
Rogers Lake House (87) · CT College+Beach+USCGA
Property grounds
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Cabin in Coventry Lake

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
8.8 out of 10, Excellent, (48)
"It was great! Thank you :-) "
United States
Becki S.
The price is HK$925
HK$2,175 total
includes taxes & fees
6 Jan - 7 Jan 2026
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Dining
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Cabin in Coventry Lake

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
9.4 out of 10, Exceptional, (39)
"Pet and family, friendly"
United States
Mary-Kate G
The price is HK$1,026
HK$2,275 total
includes taxes & fees
12 Jan - 13 Jan 2026
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Smart TV, computer monitors
Central Chic Pad - with Free Parking, Heat & AC

Apartment in Manchester

Central Chic Pad - with Free Parking, Heat & AC
9.6 out of 10, Exceptional, (7)
"Great stay. Gas stove was a highlight!"
United States
Domenic
The price is HK$670
HK$1,633 total
includes taxes & fees
12 Jan - 13 Jan 2026
Central Chic Pad - with Free Parking, Heat & AC
1 bedroom, iron/ironing board, WiFi, bed sheets
Once the old Schools house now a newly furnished Apartment

Holiday Home in Wallingford Center

Once the old Schools house now a newly furnished Apartment
9.0 out of 10, Wonderful, (13)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is HK$894
HK$2,241 total
includes taxes & fees
2 Jan - 3 Jan 2026
Once the old Schools house now a newly furnished Apartment
Exterior
The Blue Back Bungalow

Apartment in West Hartford

The Blue Back Bungalow
2.0 star property
9.4 out of 10, Exceptional, (18)
"The stay was good. The house is located in a great area and very close to my family member we were visiting. I will stay again and make sure everything is in order. "
United States
Vanessia P.
The Blue Back Bungalow
Fridge, microwave, oven, stovetop
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Apartment in Cheshire

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
9.4 out of 10, Exceptional, (13)
"Needed a place to sleep for a couple of nights and this worked for us."
United States
James (Jim) L.
The price is HK$664
HK$1,277 total
includes taxes & fees
1 Jan - 2 Jan 2026
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Fridge, microwave, oven, stovetop
#26 Beautifully Renovated 2 BR Home

Holiday Home in Plainville

#26 Beautifully Renovated 2 BR Home
10.0 out of 10, Exceptional, (4)
"We thoroughly enjoyed our stay! The space was great for our family of 4. Would recommend!"
United States
LaTanya W.
The price is HK$906
HK$1,819 total
includes taxes & fees
15 Jan - 16 Jan 2026
#26 Beautifully Renovated 2 BR Home
Interior
Cozy Guest Suite in Historic Home

Holiday Home in Middletown

Cozy Guest Suite in Historic Home
10.0 out of 10, Exceptional, (1)
"Perfect for a single traveler. Clean, roomy, quaint room. "
United States
Brooke
The price is HK$1,147
HK$1,669 total
includes taxes & fees
3 Jan - 4 Jan 2026
Cozy Guest Suite in Historic Home
Property grounds
Humble Abode #2

Apartment in Manchester Center

Humble Abode #2
2.0 star property
10.0 out of 10, Exceptional, (1)
"the place was clean bed was nice"
United States
Jonathan
The price is HK$933
HK$1,228 total
includes taxes & fees
1 Jan - 2 Jan 2026
Humble Abode #2
Smart TV
Cozy 1-bedroom with WiFi, central air, in unit laundry in enjoyable Manchester

Apartment in Manchester Center

Cozy 1-bedroom with WiFi, central air, in unit laundry in enjoyable Manchester
2.0 star property
10.0 out of 10, Exceptional, (5)
"Cute, comfortable, quiet accommodation. It was perfect for our visit to Hartford. "
United States
Diana V.
The price is HK$933
HK$1,556 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy 1-bedroom with WiFi, central air, in unit laundry in enjoyable Manchester
Exterior
Newly Remodeled with deck. Close to town center

Apartment in Wallingford

Newly Remodeled with deck. Close to town center
10.0 out of 10, Exceptional, (2)
"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$894
HK$2,241 total
includes taxes & fees
4 Jan - 5 Jan 2026
Newly Remodeled with deck. Close to town center
Interior
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown

Apartment in Haddam

Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
10.0 out of 10, Exceptional, (27)
"Fantastic experience from beginning to end! Loved every minute of my stay! "
United States
Jody U.
The price is HK$971
HK$1,982 total
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Beach
Beachside Bliss w/ Game Room, Gym & Golf Green

Holiday Home in Westbrook

Beachside Bliss w/ Game Room, Gym & Golf Green
2.0 star property
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 HK$727
HK$3,481 total
includes taxes & fees
7 Jan - 8 Jan 2026
Beachside Bliss w/ Game Room, Gym & Golf Green
Fridge, microwave, oven, stovetop
LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!

Holiday Home in Clinton

LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!
2.0 star property
10.0 out of 10, Exceptional, (3)
"Beautiful home in a quiet neighborhood. We greatly enjoyed staying at Glass House. "
United States
Elya D.
The price is HK$1,084
HK$4,024 total
includes taxes & fees
11 Jan - 12 Jan 2026
LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!
Smart TV
Premier League Pad - with Free Parking, Heat & AC

Apartment in Manchester

Premier League Pad - with Free Parking, Heat & AC
10.0 out of 10, Exceptional, (3)
"Perfect place to stay if you need to stay in Manchester. The apartment was so clean and accommodating. The host was very easy to communicate with! I would gladly stay here again!"
United States
Corey J.
The price is HK$876
HK$1,893 total
includes taxes & fees
1 Jan - 2 Jan 2026
Premier League Pad - with Free Parking, Heat & AC
Fridge, microwave, oven, stovetop
Private Apartment in Berlin

Holiday Home in Berlin

Private Apartment in Berlin
2.0 star property
9.2 out of 10, Wonderful, (5)
"Place was great, not to small and not to big. Beds were extremely comfortable. Berlin is a busy town but the house in tucked far enough away from it all. Great place and would gladly stay again! "
United States
Daniel L.
The price is HK$824
HK$2,342 total
includes taxes & fees
31 Dec - 1 Jan 2026
Private Apartment in Berlin
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

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

10/10 Excellent
"Courteous staff, hearty breakfast and well-equipped room for a good price."
William 2-night trip
Posted 3 days ago
Holiday Inn Express Southington by IHG

Find out more about Middle Haddam

Search for holiday rentals in Middle Haddam on Expedia! You can easily find your home rentals, villas, holiday apartments in Middle Haddam using one of the methods below:

  • View our selection of featured holiday rentals in Middle Haddam
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Look no further and take a look at our great range of rental properties in Middle Haddam!

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?

Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage: This holiday home rental outside of Middle Haddam offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, 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.