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Compare 210 Vacation Homes in Roxbury with updated reviews, rates, and availability.

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
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, (21)
"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
Property grounds
Lakeside luxury: beautiful, relaxing 4 bedroom home
Lakeside luxury: beautiful, relaxing 4 bedroom home
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
Smart TV
Gorgeous NEW Candlewood Lake 4BR 2BA Direct Waterfront Home- Private Dock Patio
Gorgeous NEW Candlewood Lake 4BR 2BA Direct Waterfront Home- Private Dock Patio
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
The Connecticut Chalet - On 5 Acres!
The Connecticut Chalet - On 5 Acres!
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
Property grounds
Tranquil Lakefront Cottage - Private Dock, Kayaks, Stunning Views, Family Friendly
10.0 out of 10, Exceptional, (17)
"The property is lovely and well prepared for guests. The location is wonderful. One of our highlights was watching a bald eagle soar over the lake."
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)
"Beautiful, spacious property with all the amenities we needed and more. I would recommend and we will certainly return!"
The price is $352
$807 total
includes taxes & fees
May 27 - May 28
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, (6)
"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.
Exterior
Traveling Nurse or Business Professional
10.0 out of 10, Exceptional, (7)
"The neighborhood was clean, upscale, and beautifully kept. It came with Candlewood Beach access. The second story suite was gorgeous, clean, and well apportioned. The bed was comfortable. The whole house was well maintained and a wonderful,"homey" feel to it. The Hostess was friendly, cheerful, and very accommodating. The house is on the hillside leading to Lake Candlewood. As can be imagined, the views from the windows were outstanding."
Traveling Nurse or Business Professional
Outdoor dining
Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!
10.0 out of 10, Exceptional, (32)
"Staying at Kerry’s was a dream! It was our family’s first Christmas without my dad. My moms wish was to have her children and grand children together in one place for the holiday. From the moment I reached out to Kerry I knew we had chosen the right place. She was incredibly kind and accommodating. The property and the views were stunning and immaculate. The house had everything we needed and more…I was surprised to find a beautiful Christmas tree upon arrival - making it feel like home away...
Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!
Fridge, microwave, stovetop, dishwasher
New Fairfield Home w/ Beach Access & Fire Pit
9.8 out of 10, Exceptional, (6)
"The house was perfect for our girls getaway. So cute. Plenty of space. Central location for us to explore neighboring towns. We loved it."
New Fairfield Home w/ Beach Access & Fire Pit
Smart TV, fireplace
New. Sleeps 18! Direct lake access and dock
10.0 out of 10, Exceptional, (3)
"This house was a great place for our family of 15 to stay together while we were in Connecticut for my son's wedding. The kitchen, great room and the deck were wonderful places to hang out together. The kitchen was very well equipped."
New. Sleeps 18! Direct lake access and dock
Don't see what you're looking for?
See all available properties in Roxbury
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 Roxbury

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
Beach nearby, beach towels
Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC
9.4 out of 10, Exceptional, (74)
"Thoroughly enjoyed our stay at Squantz Cottage. Property was well maintained, clean, and convenient. Parking at the cottage can be a little tricky backing out and getting on to the road. An option to park at the main house could be helpful. I would definitely rent again!"
Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC
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
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.

Roxbury Vacation Homes information

Number of reviews
273
Accommodation
210 Vacation Homes
Lowest Price
$352
Highest Price
$352

Recent reviews of Roxbury hotels
Expedia verified reviews