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Compare 234 Vacation Homes in Waterbury with updated reviews, rates, and availability.

Charming 1870 cape cottage in Litchfield
10.0 out of 10, Exceptional, (31)
"Beautiful house"
Charming 1870 cape cottage in Litchfield
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
9.4 out of 10, Exceptional, (10)
"Beautiful condo as advertised, great communication."
The price is ¥21,865
¥41,256 total
includes taxes & fees
Sep 24 - Sep 25
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Trout Brook Trail 2 · Sprawling Classic New England Home
10.0 out of 10, Exceptional, (15)
"We had a great time in the home. My family of 5 stayed to explore the area. We were central to everything. There was a slight delay entering the property that was resolved very quickly and with no issue. Mark was very responsive. The home itself was very acclectic and fun. We felt very comfortable there. It was also stocked with many thoughtful items such as bottled water, ear plugs, books, etc. to help make our stay comfortable. It was a short walk to several blocks of amenities in West...
Trout Brook Trail 2 · Sprawling Classic New England Home
NEW-Another Fun Downtown Location 1st floor
2.0 star property
10.0 out of 10, Exceptional, (2)
"I was fairly new to VRBO, host helped alot with some things I missed (thanks!), and I am sure that was a hassle for him. He was very responsive, I met him and he is very invested in doing well. The house is nice, roomy, wifi had no issues, window AC in every room, surprisingly quiet (AC was on), ample parking. Bathroom is small. Great coffee shops etc. short walk across the street."
NEW-Another Fun Downtown Location 1st floor
Cozy newly remodeled home close to major amenities in Connecticut a
8.2 out of 10, Very Good, (15)
"We came to ct from South Carolina for my nieces wedding. E didn’t know what to expect. When we got there we were pleasantly surprised. The house was clean had a little fenced in patio. Check in was easy. Had easy access to the highway. The only thing I wish was that it had a first floor bathroom. But the house was perfect. Thank you. "
Cozy newly remodeled home close to major amenities in Connecticut a
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
10.0 out of 10, Exceptional, (5)
"To say that the property was in pristine condition and impeccably designed and decorated would be understatements. Everything was perfect and if we could have stayed in this luxurious home longer, we would have. The property was a perfect launching point for our visit to Powder Ridge for mountain biking and to visit other nearby sites in the beautiful area. The host responded to inquiries without delay and was a pleasure to interact with. We highly recommend without hesitation!"
The price is ¥86,310
¥122,704 total
includes taxes & fees
Sep 24 - Sep 25
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Cozy Lakefront Bungalow w firepit/dock/kayaks
10.0 out of 10, Exceptional, (23)
"This is our second time visiting the area and staying at this beautiful home. It's close to many activities for children and adults, easy to access food and services and a beautiful overall area and home. We truly enjoy visiting!"
Cozy Lakefront Bungalow w firepit/dock/kayaks
Home on the sound
8.8 out of 10, Excellent, (6)
"I really enjoyed staying here and the apartment was really nice. The only complaint I have is that there was a pair of underwear with poop stains in the dryer left. The silverware was also all dirty and sticky and had stains all over them"
Home on the sound
Cozy 2 bedroom home located minutes from downtown
9.6 out of 10, Exceptional, (21)
"This was my second stay here and it went very well, yet again. Alioune really knows how to take care of the guest and responds extremely quick to any questions that are sent. The place is great. Very close to everything you are going to need and has plenty of space. Very adequate number of bed/bathrooms. I can't say enough. I'll be staying here again when I'm traveling to New Haven. 5-stars."
Cozy 2 bedroom home located minutes from downtown
#29 - Modern 5 Bedroom/2 Bath
10.0 out of 10, Exceptional, (1)
"Beautiful home and well suited for a peaceful stay. Great neighborhood and a wonderful how. Would recommend the property to anyone."
The price is ¥31,503
¥70,033 total
includes taxes & fees
Sep 26 - Sep 27
#29 - Modern 5 Bedroom/2 Bath
Near Yale 8 beds Gaming Room
The price is ¥79,118
¥158,020 total
includes taxes & fees
Sep 30 - Oct 1
Near Yale 8 beds Gaming Room
Lakeside luxury: beautiful, relaxing 4 bedroom home
10.0 out of 10, Exceptional, (13)
"This house was perfect for my group of 6 college friends. We hadn't gotten together in over 10 years and wanted to relax and catch up. The furniture and bedding were extremely comfortable, the kitchen had everything we could possibly need and more! Very spacious home with off-street parking for 6 cars. We loved it here!!! "
Lakeside luxury: beautiful, relaxing 4 bedroom home
Beautiful 3BR, Rare Find, Clean & Guest Favorite
2.0 star property
The price is ¥21,524
¥46,329 total
includes taxes & fees
Sep 24 - Sep 25
Beautiful 3BR, Rare Find, Clean & Guest Favorite
Cozy Modern Home
9.6 out of 10, Exceptional, (26)
"Very nice place, stay there for a couple of nights for a get together, plenty of room. Only problem was some of the cleaning supplies where locked away where we couldn’t access it so we had to bring a mop and other supplies."
Cozy Modern Home
Charming 3BR Hilltop House, Newly Remodeled with Arcade
10.0 out of 10, Exceptional, (16)
"Clean, Cozy and Comfortable "
Charming 3BR Hilltop House, Newly Remodeled with Arcade
Heavenly Home in New Haven
8.8 out of 10, Excellent, (15)
"The property was prepared well and we enjoyed our stay. Thanks"
The price is ¥68,329
¥88,072 total
includes taxes & fees
Sep 24 - Sep 25
Heavenly Home in New Haven
#11 -* 4 Bedrooms, 3 Baths! Sleeps up to 13!*
10.0 out of 10, Exceptional, (2)
"The upstairs kitchen may need some extra ceramic bowls and silverware. The hot water may need to be turned up, it was tepid at best. Jeff was more than helpful getting us situated and comfortable. Great neighborhood, and availability to groceries, restaurants, and the great brewery 2 minutes away. Great room for families for togetherness and privacy"
#11 -* 4 Bedrooms, 3 Baths! Sleeps up to 13!*
Cozy dog friendly updated house in quiet village adjacent to park
10.0 out of 10, Exceptional, (20)
"There is a room for everyone - adults and kids and spacious patio on the large backyard "
Cozy dog friendly updated house in quiet village adjacent to park
Renovated, one level home in an excellent location
10.0 out of 10, Exceptional, (36)
"Perfect for my elderly parents with limited mobility. Close to Marina. Beautiful, quiet neighborhood."
Renovated, one level home in an excellent location
New England's Charm. 3 bedroom 1.5 bath West Haven CT
7.0 out of 10, Good, (4)
"Stayed with my wife and adult child, had great sleeping for 3 adults. Plenty of bathrooms for us and good location for getting around town. We went for University of New Haven parents weekend and it was a great choice. I would stay here again."
New England's Charm. 3 bedroom 1.5 bath West Haven CT
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Other property types in Waterbury

Beautiful cozy rooms near hospital and down town area
8.0 out of 10, Very Good, (14)
"Overall good experience. Location was great"
The price is ¥15,680
¥35,690 total
includes taxes & fees
Sep 29 - Sep 30
Beautiful cozy rooms near hospital and down town area
Charming Connecticut Retreat Near Museums & Hiking
8.0 out of 10, Very Good, (3)
"We had a great experience with this property. It was clean and comfortable. It does not have air conditioning, which was stated in the description of the rental. We did bring a couple of fans for at night, just in case. It was quite warm at night so we used the fans. The neighborhood was fairly quiet which was nice. The grounds are kept up and nice to sit out in the back listening to the birds. The hosts were easy to contact and fairly quick to responding with sny questions or concerns."
Charming Connecticut Retreat Near Museums & Hiking
New Haven Village Suites
3.0 star property
7.6 out of 10, Good, (1925)
"Excellent! Best kept secret in New Haven. My room was spacious. Lobby was beautiful and had coffee and breakfast. I would stay again, but you must have a car."
The price is ¥14,242
¥16,378 total
includes taxes & fees
Oct 6 - Oct 7
New Haven Village Suites
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.