Photo by Chris Kailher

Holiday Homes in Southbury

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Featured Holiday Homes in Southbury

On the beach, beach towels
Ocean Front Beach House with Private Beach Access - Newly Renovated!
10.0 out of 10, Exceptional, (3)
"Spacious. Exceedingly clean. Well-stocked kitchen and linens: plenty of towels, BIG coffee mugs. We three were very happy with it. Shore is pebbly, not sandy right now because of storms. Regarding accessibility, there is a step up from first floor bedroom to the bathroom."
Ocean Front Beach House with Private Beach Access - Newly Renovated!
Property grounds
Beautiful Renovated 2BR 2B Direct Waterfront Candlewood Lake Home~Sunset Views!
10.0 out of 10, Exceptional, (16)
"What a beautiful home with a spectacular view. We had the most relaxing, fun filled vacation!! The amenities were over and beyond what any of us ever expected."
Beautiful Renovated 2BR 2B Direct Waterfront Candlewood Lake Home~Sunset Views!
Smart TV, fireplace
The Long View of Candlewood Lake
10.0 out of 10, Exceptional, (6)
"It was such a nice property and the host was amazing"
The Long View of Candlewood Lake
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Outdoor dining
Charming 1870 cape cottage in Litchfield
10.0 out of 10, Exceptional, (20)
"What a great house! Very pleased and can’t wait to rent again soon. Super cute, fully stocked with essentials, beautiful view…loved it! "
Charming 1870 cape cottage in Litchfield
Fridge, microwave, stovetop, dishwasher
Litchfield County Getaway
10.0 out of 10, Exceptional, (35)
"Very nicely renovated house. Clean and comfortable. Well equipped kitchen. Large comfy living and dining room. Very responsive hosts. Only suggestion would be to provide a few more hooks in the bathrooms for guests to hang personal things (night clothes, used towels, etc.). I would highly recommended this place."
Litchfield County Getaway
Fridge, microwave, oven, stovetop
Summer Cottage 1 week minimum!!
10.0 out of 10, Exceptional, (2)
"A wonderful stay with incredible, attentive hosts. The house is a couple of blocks from the water and recently remodel with a charming beach vibe! Highly recommend."
Summer Cottage 1 week minimum!!
Property grounds
Escape to Intimate Couples Lakeside Retreat, Southwest Aesthetics, Outdoor Space Galore
10.0 out of 10, Exceptional, (1)
Escape to Intimate Couples Lakeside Retreat, Southwest Aesthetics, Outdoor Space Galore
Property grounds
Private Annex/Former Artist Studio
10.0 out of 10, Exceptional, (38)
"This charming 2-bedroom New Preston apartment was the perfect escape! Cozy rooms welcomed us with peace and comfort, melting away city stress. Host Melanie's warm smile and delicious homemade cookies added a personal touch that made our stay truly heartwarming. Reconnecting with nature was easy - breathtaking scenery, quiet streets, and a nearby lake offered peaceful beauty. This wasn't just a place to stay, it was an experience we'll treasure. Highly recommend! ⭐⭐⭐⭐⭐ P.S. too bad I forgot...
Private Annex/Former Artist Studio
View from property
The Art House: 5-Acre Private Getaway
10.0 out of 10, Exceptional, (3)
"We had a great experience staying at this lovely home while in the area to visit family. Looking forward to staying again some time. Highly recommend!"
The Art House: 5-Acre Private Getaway
Property grounds
6-Acre Luxurious Country Home with Goddess Point Lookout
10.0 out of 10, Exceptional, (4)
"I rented Anna’s beautiful home for my son’s wedding weekend. It was the perfect house for entertaining immediate family for wedding preparations and activities! We enjoyed a barbecue out in the backyard overlooking the mountains the night before with the fire roaring in the natural firepit on the patio. The home was so spacious with plenty of areas to relax and spend time with family. The kitchen was fully appointed with everything needed to prepare meals and serve with style. Bathrooms were...
6-Acre Luxurious Country Home with Goddess Point Lookout
Property grounds
Lake Luxury
10.0 out of 10, Exceptional, (8)
"We loved our stay at this home. Plenty of space so we didn’t feel like we were on top of each other, gorgeous kitchen (plus a separate butler’s kitchen!), and lux bathrooms made this rental exactly what we needed. Thanks Gianna!"
Lake Luxury
Beach nearby, beach towels
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
10.0 out of 10, Exceptional, (15)
"We loved our stay at the bungalow last weekend. Donna equipped the home with everything needed for a comfortable stay, and more. It is located in a quiet area steps from the Milford Point Audubon center, Wheeler Marsh and Cedar beach. We walked to the Walnut Beach area where there are a few shops and restaurants, most notably a delicious Mexican restaurant and coffee shop. A perfect get away, despite the questionable weather."
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
Property grounds
Tranquil Lakefront Cottage - Private Dock, Kayaks, Stunning Views, Family Friendly
10.0 out of 10, Exceptional, (16)
"From the moment we came we felt right at home! Such a comfortable place to stay! Every morning we were greeted by a beautiful bald eagle on the lake as well as the chitter chatter of birds. For those who have a hard time climbing stairs, this is NOT the place for you. Bedrooms as well as bathrooms are not on the main level. No matter we would definitely want to stay again!"
Tranquil Lakefront Cottage - Private Dock, Kayaks, Stunning Views, Family Friendly
Outdoor dining
Lakeview Estate - Chef's Kitchen - NYC Getaway
10.0 out of 10, Exceptional, (18)
"We had a wonderful stay in the house. It has incredible views and the lake is beautiful."
The price is NZ$1,315
per night
27 May - 28 May
Lakeview Estate - Chef's Kitchen - NYC Getaway
Property grounds
Waterfront Luxury Lakehouse w/ Boat Dock & Kayaks. Priceless Views & Amenities.
10.0 out of 10, Exceptional, (5)
"This was a great location. Only changes I would make is a light under the eagle to find it better at night and to update the listing with the new photo of house with the blue paint."
Waterfront Luxury Lakehouse w/ Boat Dock & Kayaks. Priceless Views & Amenities.
Pool
Business or Weekend escape
9.8 out of 10, Exceptional, (11)
"The place was clean. Very comfortable. He had refreshments in the fridge. 2nd time here. The host is very easy to get to answer from. We are coming back again soon."
The price is NZ$229
per night
2 Jun - 3 Jun
Business or Weekend escape
Fridge, microwave, dishwasher, coffee/tea maker
Cheerful 4 bedrooms residential house.
9.8 out of 10, Exceptional, (13)
"This was walking distance to the Total Mortgage Arena for our robotics competition. Having the full kitchen to cook meals was awesome. Nice comfy beds, plenty of space, I claimed the nook off the kitchen/dining area for myself. Boys had front room to work on their robot."
Cheerful 4 bedrooms residential house.
On the beach, sun-loungers
Lakeview Home 3 Private Beaches w/ Kayaks, on Squantz Pond
9.6 out of 10, Exceptional, (58)
"Property manager was very kind and responsive. Greatly enjoyed the views of the pond and the basement pool and ping pong tables. Great time playing these games with mybson as the weather wasn't conducive for water activities."
Lakeview Home 3 Private Beaches w/ Kayaks, on Squantz Pond
Fridge, microwave, oven, coffee/tea maker
Cozy 2 bedroom home located minutes from downtown
9.6 out of 10, Exceptional, (18)
"Where do i begin, on a last minute trip to CT we chose this place we needed a comfy place for the pups and wanted the privacy that a house afforded. This place checked all the boxes, exceeded our expectations and felt so comfortable the moment we walked in. Tne neighborhood wasquiet and beautiful, the house open, spacious and well appointed. I love the fenced in yard for the pups and a nice backyard area when the weather is nice. Overall this place is an absolute gem and we'll be back!"
Cozy 2 bedroom home located minutes from downtown
Beach
Beachy Bay Breeze Bungalow
9.6 out of 10, Exceptional, (8)
"Hosts had clear instructions and check in and out was straightforward, no interactions necessary. Property was clean and matched description and photos. Rooms and space is just enough for 2 to max 4 people, no more. "
Beachy Bay Breeze Bungalow
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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.

Other property types in Southbury

Property grounds
Lake Luxury
10.0 out of 10, Exceptional, (8)
"We loved our stay at this home. Plenty of space so we didn’t feel like we were on top of each other, gorgeous kitchen (plus a separate butler’s kitchen!), and lux bathrooms made this rental exactly what we needed. Thanks Gianna!"
Lake Luxury
Pool
Business or Weekend escape
9.8 out of 10, Exceptional, (11)
"The place was clean. Very comfortable. He had refreshments in the fridge. 2nd time here. The host is very easy to get to answer from. We are coming back again soon."
The price is NZ$229
per night
2 Jun - 3 Jun
Business or Weekend escape
On the beach, sun-loungers
Lakeview Home 3 Private Beaches w/ Kayaks, on Squantz Pond
9.6 out of 10, Exceptional, (58)
"Property manager was very kind and responsive. Greatly enjoyed the views of the pond and the basement pool and ping pong tables. Great time playing these games with mybson as the weather wasn't conducive for water activities."
Lakeview Home 3 Private Beaches w/ Kayaks, on Squantz 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.

Southbury Holiday Homes information

Number of reviews
240
Accommodation
324 Holiday Homes
Lowest Price
NZ$229
Highest Price
NZ$472

Recent Reviews in Southbury
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