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Compare 213 Vacation Homes in Middle Haddam with updated reviews, rates, and availability.

Charming 2-bedroom townhome

2.0 star property
9.6 out of 10, Exceptional, (5)
"The home was beautiful and I would stay there again."
The price is SAR 394
SAR 636 total
includes taxes & fees
24 Nov - 25 Nov
Charming 2-bedroom townhome

Waterfront Beach House

9.6 out of 10, Exceptional, (39)
"This was perfect for us. We had a family funeral and this was a nice retreat. We would stay again for sure. "
Waterfront Beach House

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

9.0 out of 10, Wonderful, (86)
"Very cute ranch in a lovely neighborhood. Good location for access to area sites like Hammonasset Beach, Chamard Vineyard, and the Water's Edge. Not truly a "water's view", but the house had all the amenities needed for a fun stay! "
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included

Historic Essex Home w/ Large Yard Near Downtown!

9.8 out of 10, Exceptional, (40)
"All bedrooms up were difficult with luggage. Fully equipped for an extended stay would be convenient. Very close to marina and shopping."
Historic Essex Home w/ Large Yard Near Downtown!

15mins to Hartford, Home in Manchester w/ King Bed

2.0 star property
10.0 out of 10, Exceptional, (1)
"Very spacious location. Ideal fit for our plans. "
The price is SAR 702
SAR 1,390 total
includes taxes & fees
4 Dec - 5 Dec
15mins to Hartford, Home in Manchester w/ King Bed

Amazing Lakefront Property

9.8 out of 10, Exceptional, (23)
"Great views and a good central location for day trips 👌. "
Amazing Lakefront Property

Summer at the Haddam House

10.0 out of 10, Exceptional, (49)
"Hands down , Very nice property , highly recommend staying at this location . You won’t be let down . "
Summer at the Haddam House

NEW! Seaside Beach Haven with a private beach!

10.0 out of 10, Exceptional, (11)
"Good"
NEW! Seaside Beach Haven with a private beach!

Guilford home -self check in, off-street parking

9.4 out of 10, Exceptional, (8)
"The property was nice, clean and comfortable. "
Guilford home -self check in, off-street parking

NEW-Another Fun Downtown Location 1st floor

2.0 star property
10.0 out of 10, Exceptional, (6)
"This was our second stay at this VRBO and hope to stay again on return trips to the area."
NEW-Another Fun Downtown Location 1st floor

Charming year-round beach home in Indian Town, Old Saybrook

The price is SAR 1,502
SAR 3,203 total
includes taxes & fees
24 Nov - 25 Nov
Charming year-round beach home in Indian Town, Old Saybrook

A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!

10.0 out of 10, Exceptional, (23)
"This was a great spot to stay with friends, with great separate living areas and a great central living room to gather. The location is minutes from downtown Guilford and was very convenient to do and see everything. I would not recommend bringing small children because there is so much beautiful artwork all around the house, but it’s a beautiful retreat for older kids/teens and adults! "
A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!

Seaside Escape: Relax by Beautiful Jacob’s Beach

9.2 out of 10, Wonderful, (29)
"Pros: Close to town Nicely appointed. Lots of common space. Nice neighborhood Attached 3 season porch Cons: Yard needs Maintenace; overgrown shrubs and weeds, some make it difficult to see leaving driveway and use sidewalk as well as getting to trash/recycle area ants in kitchen "
Seaside Escape: Relax by Beautiful Jacob’s Beach

Stunning Waterfront Home with Private Beach!

10.0 out of 10, Exceptional, (37)
"My sister and I stayed here with our mom for a birthday weekend celebration. The backyard view is absolutely incredible - we stayed at the house far later each day than we wanted simply because the views and peaceful sounds of the waves were too hard to leave. Beds were all comfortable and bathrooms were updated with plush towels. The neighborhood is very quiet. We didn’t find much walkable from the property, but a short drive got you to some great places in Clinton. Then a little farther to...
Stunning Waterfront Home with Private Beach!

Cozy newly remodeled home close to major amenities in Connecticut a

8.4 out of 10, Very Good, (16)
"I love staying here. Each visit I bring something new from Louisiana and leave it for the next guest. The cooking supplies are admirable for a home, and especially so for a home away-from-home. We couldn't find a better place to stay. The beds are super comfy, though the furniture requires extra padding. Fortunately there are lots of blankets to use as cishioning."
Cozy newly remodeled home close to major amenities in Connecticut a

Sea Salt Air Changes Everything - ⭐️Stroll to Private Association Beach⭐️

10.0 out of 10, Exceptional, (31)
"Heather’s home was the perfect stay for my son and daughter-in-law and my 2 granddaughters. Her home is sparkling clean and beautifully decorated with a relaxed beach theme. My grandchildren were so to stay there, that they asked when they could come back and stay again. "
Sea Salt Air Changes Everything - ⭐️Stroll to Private Association Beach⭐️

Luxury One-of-a-kind Waterfront Estate w/ Pool, Spa, Tennis & Pond Access

10.0 out of 10, Exceptional, (5)
"The property is one of a kind, very unique, but beautiful and has the ability to make people comfortable. Our family enjoyed the stay and hope to return again in the future. It is very close to where our grandparents lived, and we were able to refresh many memories. Thanks for the opportunity. Paul."
Luxury One-of-a-kind Waterfront Estate w/ Pool, Spa, Tennis & Pond Access

Stunning Artisan Waterfall Escape [Walk to Downtown]

10.0 out of 10, Exceptional, (42)
"It doesn’t get any better than this if you want to truly enjoy nature and the sweet town of Chester. The location, the accommodations, the thoughtfulness, and the ease of this home area unmatched. We cannot WAIT to return! "
Stunning Artisan Waterfall Escape [Walk to Downtown]

Luxurious midcentury modern glass house in the woods, chefs kitchen & great art

10.0 out of 10, Exceptional, (7)
"Artistically designed and appointed retreat in a natural setting that is convenient to CT/RI shorelines, hiking trails, vineyards, arts and entertainment. We thoroughly enjoyed our stay and attentive hosts. "
Luxurious midcentury modern glass house in the woods, chefs kitchen & great art

Waterfront Estate Home - Beach and Shared Pool - East

9.8 out of 10, Exceptional, (40)
"This property has it all…… and more! I love that we found it above expectations. We never lacked for anything. The ice-maker is a great amenity! Thank you so much for sharing your good fortune with us."
Waterfront Estate Home - Beach and Shared Pool - East
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, (115)
"Beautiful house, sitting high and overlooking the Connecticut River. Can't imagine a more beautiful setting. Very large kitchen, great for cooking in with friends. Even has an adjacent helicopter pad (although it's $4k to go from Hartford airport to the house, 1-way!). Had a great time."
Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF

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

9.0 out of 10, Wonderful, (86)
"Very cute ranch in a lovely neighborhood. Good location for access to area sites like Hammonasset Beach, Chamard Vineyard, and the Water's Edge. Not truly a "water's view", but the house had all the amenities needed for a fun stay! "
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included

Shalom Cottage with private beach rights.

9.0 out of 10, Wonderful, (17)
"Loved the overall stay and experience. The private beach access is a bonus"
The price is SAR 319
SAR 636 total
includes taxes & fees
26 Nov - 27 Nov
Shalom Cottage with private beach rights.
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.