Search Vacation Homes in Middle Haddam

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Compare 266 Vacation Homes in Middle Haddam with updated reviews, rates, and availability.

Waterfront House with picture-perfect views from all 3 levels.

9.8 out of 10, Exceptional, (83)
"We had an amazing weekend celebrating my husbands birthday. The house was perfect. The view was priceless. The beach was amazing. It was the first time we were able to travel with our dog, and he had the best time at the beach. We will be returning for another vacation for sure. "
Waterfront House with picture-perfect views from all 3 levels.

Large Charming Historic House close to Beaches

9.6 out of 10, Exceptional, (23)
"This was the BEST decision for our family. The house was very cozy, old charm feel with some modern updates. The downstairs bathroom had a Spa vibe. We loved the 6 bedrooms & spacious kitchen & dining room. Loved how close it was to food & entertainment. The walk to the beach was only 10 minutes & very safe. We are use to blinds and/or shades, so just having light curtains for the windows was"
Large Charming Historic House close to Beaches

Cozy Westbrook Vacation Rental - Walk to Beach!

10.0 out of 10, Exceptional, (14)
"Perfect off season weekend for us with easy access to walks on the beach and lots of relaxing!"
Cozy Westbrook Vacation Rental - Walk to Beach!

New Madison beach house - Ocean front- Great views- booking Summer 2025

10.0 out of 10, Exceptional, (57)
"The house really sits on its beach with a rock surrounded natural pool at high tide. The weather was CRAZY with rain and wind. The house held the temperature and was comfortable as the temps dropped below freezing! FYI the 4th bedroom with the trundle bed hasn’t a door so hence not a lot of privacy. But we were all good friends;) it was a comfortable space for 5 women who were good friends"
New Madison beach house - Ocean front- Great views- booking Summer 2025

Waterfront Beach House

9.6 out of 10, Exceptional, (42)
"The property is nicely located on the water and convenient to many attractions. "
Waterfront Beach House

Luxe Lake House in Connecticut

10.0 out of 10, Exceptional, (2)
"The house easily accommodated my friends and family for a weekend of relaxation. The place is very spacious with all modern amenities. We especially loved waking up to the gorgeous view of the lake in the back. The views were breathtaking. Would definitely consider going back. "
The price is SAR 1,316
SAR 3,393 total
includes taxes & fees
21 Apr - 22 Apr
Luxe Lake House in Connecticut

Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included

9.0 out of 10, Wonderful, (89)
"Tuvimos un finde increíble en la casa, súper cómoda y bonita "
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included

Updated kitchen, king+queen beds, AC, walk to beach, 1 min to Waters Edge Resort

10.0 out of 10, Exceptional, (55)
"Lovely, spacious and clean. We spent our Christmas holiday together with our family and the house was spacious and spotless. We had 5 adults with 2 small children in house. We hosted Christmas dinner for us and local family. Great space. Would love to rent in summer months to utilize outdoor space"
Updated kitchen, king+queen beds, AC, walk to beach, 1 min to Waters Edge Resort

Waterfront Lakehouse in Clinton, CT with Hot Tub!

7.0 out of 10, Good, (2)
"My family and I absolutely loved our stay at this home! It was the perfect retreat for us, and we thoroughly enjoyed the hot tub and the breathtaking sunset views, especially while cooking in the beautifully designed kitchen. The kitchen was fully equipped, making it easy to prepare an amazing family dinner. The town of Clinton was absolutely charming, with the friendliest people, and we fell in love with Hammonasset Beach—it’s a must-visit! We’ll definitely be returning in the summer. The...
Waterfront Lakehouse in Clinton, CT with Hot Tub!

Grammy's Lake House w/ Private Waterfront Access

9.4 out of 10, Exceptional, (12)
"The home was beautiful. Some of the furniture was old and it shouldn’t be sat on plenty of room for family plenty of games to play beautiful electricfireplace,beautiful view! The beds were uncomfortable and a few things needed to be updated."
Grammy's Lake House w/ Private Waterfront Access

Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck.

10.0 out of 10, Exceptional, (42)
"This property is beautiful and the house is spacious and well equipped for a wonderful stay. The host was attentive and easy to contact when it was necessary. Such a fantastic choice for a stay in a delightful town. "
Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck.

Home away from home Hot Tub and Pool in Middletown home of Wesleyan university

10.0 out of 10, Exceptional, (7)
"It was a great house to host our family for Thanksgiving dinner! "
Home away from home Hot Tub and Pool in Middletown home of Wesleyan university

WeHa Oak Haven

10.0 out of 10, Exceptional, (4)
"I had a great stay in West Hartford with my 17 year old daughter. The property is conveniently located in West Hartford and also a quick drive to the University of Hartford, which we visit for an Art School event. The host is fantastic, provides great communication and simple check-in/ check-out process. The parking spot is ample and the home was comfortable and just as described. We will book this place again and highly recommend! "
WeHa Oak Haven

Family Stays: Middletown, CT

10.0 out of 10, Exceptional, (5)
"House was extremely clean, plenty of room, and provided all the comforts of home. Owner provided snacks, water, sodas, etc. Everything was perfect. Wouldn't change a thing! "
The price is SAR 469
SAR 841 total
includes taxes & fees
29 Apr - 30 Apr
Family Stays: Middletown, CT

Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included

9.8 out of 10, Exceptional, (26)
"When my hometown sib couldn't host, we rented here and had our family Thanksgiving! It was great!"
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included

Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

9.4 out of 10, Exceptional, (3)
"We stayed for a week and the house was perfect. Comfortable, so clean, very well stocked, really nice decor and a fantastic location. Host was very helpful and responsive. Highly recommend and we will definitely be back. "
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

Shoreline Oasis

The price is SAR 672
SAR 978 total
includes taxes & fees
20 Apr - 21 Apr
Shoreline Oasis

Summer at the Haddam House

10.0 out of 10, Exceptional, (52)
"This property was awesome. Very cozy little house. Exceptionally clean and just enough for two people. The property is spotless and well kept. You could just feel the hospitality within the home. Our host John communicated very well. There is everything you need. The views of the CT River are beautiful. We had dinner at the Gelston House and saw a show at the Goodspeed which are just a 2 minute ride or 10 minute walk across the bridge. Great home for sure. Definitely five out of stars and more. "
Summer at the Haddam House

Cozy dog friendly updated house in quiet village adjacent to park

10.0 out of 10, Exceptional, (26)
"My family and I had a wonderful week long stay at this beautiful cozy home. Plenty of amenities in the house to make everyone happy. The convenience of 3 bathroom with a large family was wonderful. The location was great for everything i meeded. The park next door is a great addition to get the kids outside. Thankbyou so much for the great communication and hospitality "
Cozy dog friendly updated house in quiet village adjacent to park

Charming Farmhouse w/ Pool & Fishing Pond!

10.0 out of 10, Exceptional, (9)
"Everything about the house and property was exactly as described. We had the best time there with plenty of space to spread out. It was very clean and comfortable. The kids had so much fun exploring and they visited the ice cream shop everyday that it was open.We will definitely stay here again."
Charming Farmhouse w/ Pool & Fishing Pond!
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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Other property types in Middle Haddam

Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF

9.8 out of 10, Exceptional, (116)
"Spent weekend here to visit a student at Wesleyan about 20 min away. Secluded, peaceful with beautiful views. This house has everything we needed! Even on a rainy weekend the location was perfect. Can’tWait to come back and enjoy the beautiful outdoor deck some day!"
Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF

Postcard Cabins Machimoodus

2.0 star property
10.0 out of 10, Exceptional, (7)
"We had a GREAT time here!! Just beautiful scenery all around. The cabin was well equipped with everything we needed essentially. I was quite impressed with how comfortable we actually were. There was a temporary power outage but it didn’t last long and management not only delivered more wood to us but also gave it to us for free as we wanted to spend our time outdoors during the outage. Im super happy to have had this experience and would absolutely be doing it again!! Thank you Postcard...
The price is SAR 388
SAR 598 total
includes taxes & fees
5 May - 6 May
Postcard Cabins Machimoodus

⚓Capt Nathaniel Clarke Historic Homestead🤵Weddings👰Reunions❤Magnificent Yard🐕

9.8 out of 10, Exceptional, (128)
"Very much enjoyed our trip! "
The price is SAR 1,313
SAR 2,547 total
includes taxes & fees
21 Apr - 22 Apr
⚓Capt Nathaniel Clarke Historic Homestead🤵Weddings👰Reunions❤Magnificent Yard🐕
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.