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Middle Haddam Holiday Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Middle Haddam holiday rentals

View from property

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, (175 reviews)
"Beautiful view, very clean !"
United States
Karolyne
The price is HK$1,247
HK$2,156 total
includes taxes & fees
19 Aug - 20 Aug
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Smart TV, fireplace, books, music library

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, (34 reviews)
"My son and I were here for two nights and had an excellent time. It was exactly as described and such a tastefully decorated and maintained place to stay. Would definitely stay here again if in the area!"
United States
Kate F.
The price is HK$980
HK$2,008 total
includes taxes & fees
1 Sept - 2 Sept
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Property grounds

3. Lakeview Carriage House with Spectacular Sunset Views

Lakeview Carriage House with Spectacular Sunset Views
Lake Pocotopaug
10.0 out of 10, Exceptional, (19 reviews)
"Clean, quiet, beautiful surroundings and a great host"
United States
Jennifer J.
The price is HK$1,129
HK$2,468 total
includes taxes & fees
17 Aug - 18 Aug
Lakeview Carriage House with Spectacular Sunset Views
Coffee/tea maker, fridge, microwave, oven

4. 2BR Apartment Near Wesleyan 301

2BR Apartment Near Wesleyan 301
Washington Street Historic District
10.0 out of 10, Exceptional, (3 reviews)
"The living quarters was clean, no bugs, essentials provided (except laundry detergent and hair dryer), quiet residence, muddy parking lot, safe neighborhood, great communication and ease of parking and entry. "
United States
Joanne L.
2BR Apartment Near Wesleyan 301
Dining

5. 2BR Apartment Near Wesleyan 102

2BR Apartment Near Wesleyan 102
Washington Street Historic District
9.0 out of 10, Wonderful, (4 reviews)
"Excellent beds and clean."
United States
DANIEL M.
The price is HK$949
HK$2,195 total
includes taxes & fees
10 Aug - 11 Aug
2BR Apartment Near Wesleyan 102
Exterior

6. Walk To Goodspeed Opera House!

Walk To Goodspeed Opera House!
East Haddam
9.4 out of 10, Exceptional, (40 reviews)
"Simple process, plenty of room, ample parking and no issues with noise from the business above. "
United States
Amber J.
The price is HK$1,443
HK$2,346 total
includes taxes & fees
10 Aug - 11 Aug
Walk To Goodspeed Opera House!
Smart TV

7. #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 HK$1,670
HK$3,685 total
includes taxes & fees
11 Aug - 12 Aug
#29 - Modern 5 Bedroom/2 Bath
Dining

8. 3 BR Apartment Near Wesleyan 202

3 BR Apartment Near Wesleyan 202
Washington Street Historic District
8.0 out of 10, Very good, (1 review)
"The apartment is the first floor of a two story duplex. It was very clean and larger than we were expecting. We had just about everything we needed for our stay. We really appreciate being able to bring our pets with us. I enjoyed walking around the neighborhood with my dog."
United States
Douglas M.
The price is HK$1,341
HK$3,217 total
includes taxes & fees
10 Aug - 11 Aug
3 BR Apartment Near Wesleyan 202
Interior

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

Cozy basement apartment with private bathroom, kitchen and entrance.
Marlborough
The price is HK$1,306
HK$3,917 total
includes taxes & fees
18 Aug - 19 Aug
Cozy basement apartment with private bathroom, kitchen and entrance.
Interior

10. Private Apartment in Berlin

Private Apartment in Berlin
Berlin
9.0 out of 10, Wonderful, (7 reviews)
"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$996
HK$2,275 total
includes taxes & fees
11 Aug - 12 Aug
Private Apartment in Berlin
Coffee/tea maker, fridge, microwave, oven

11. “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.
The price is HK$1,961
HK$2,498 total
includes taxes & fees
31 Aug - 1 Sept
“3BR Home Near Wesleyan & Downtown Middletown
Coffee/tea maker, fridge, microwave, oven

12. Private Apt in Middletown-Wesleyan 101

Private Apt in Middletown-Wesleyan 101
Washington Street Historic District
7.0 out of 10, Good, (4 reviews)
"Very clean. No frills."
United States
Kristoph
The price is HK$933
HK$2,399 total
includes taxes & fees
11 Aug - 12 Aug
Private Apt in Middletown-Wesleyan 101
TV

13. 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$926
HK$2,280 total
includes taxes & fees
6 Sept - 7 Sept
Newly Remodeled with deck. Close to town center
TV

14. 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 HK$925
HK$2,288 total
includes taxes & fees
13 Aug - 14 Aug
Newly Remodeled 1-BR Close to Everything yet Very Private
Exterior

15. All New Studio apartment in center of town

All New Studio apartment in center of town
Wallingford Center
10.0 out of 10, Exceptional, (2 reviews)
"I had the most amazing stay. The apartment is decorated beautifully. The bed was comfortable. It was spotless, clean the towels were soft. It was perfect."
United States
Nadine C.
The price is HK$925
HK$2,280 total
includes taxes & fees
4 Sept - 5 Sept
All New Studio apartment in center of town
Dining

16. 3 BR Apartment Near Wesleyan 201

3 BR Apartment Near Wesleyan 201
Washington Street Historic District
10.0 out of 10, Exceptional, (1 review)
"Clean apartment plenty of parking"
United States
Rebecca P.
The price is HK$1,349
HK$2,932 total
includes taxes & fees
11 Aug - 12 Aug
3 BR Apartment Near Wesleyan 201
Exterior

17. All New 1BR with tons of Charm

All New 1BR with tons of Charm
Wallingford Center
10.0 out of 10, Exceptional, (11 reviews)
"Charming, unique, and very comfortable. Would surely stay again. "
United States
David S.
The price is HK$925
HK$2,288 total
includes taxes & fees
11 Aug - 12 Aug
All New 1BR with tons of Charm
1 bedroom, iron/ironing board, WiFi, bed sheets

18. 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 HK$925
HK$2,288 total
includes taxes & fees
13 Aug - 14 Aug
Once the old Schools house now a newly furnished Apartment
A row of colorful kayaks lined up on a grassy shore by a lake, with a wooden dock extending into the water.

19. Go Jump in the Lake!

Go Jump in the Lake!
Lebanon
9.8 out of 10, Exceptional, (159 reviews)
"The stay was clean and neat, the host responded to messages quickly, very enjoyable to stay for the weekend!"
United States
Manny D.
The price is HK$1,608
HK$3,043 total
includes taxes & fees
20 Aug - 21 Aug
Go Jump in the Lake!
1 bedroom, desk, iron/ironing board, travel cot

20. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (51 reviews)
"We enjoyed our stay"
United States
JM B.
The price is HK$1,066
HK$1,970 total
includes taxes & fees
2 Sept - 3 Sept
1-bedroom cottage with Grove Beach 🏖️ access.
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 Hartford Hotel & Suites

Best Western Hartford Hotel & Suites

10/10 Excellent
"The breakfast is amazing. The staff is amazing. The price was amazing. What more can I say."
Gilbert 1-night trip
Posted 19 hours ago
Best Western Hartford Hotel & Suites

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:

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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?

Steps to the Beach, Cozy Year Round Cottage 🐾 Pet Friendly: This holiday home rental outside of Middle Haddam is located near the beach, and has a patio, a garden and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind.

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 Higganum Reservoir 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.