Vacation Rentals in Roxbury, CT

PRICE PER NIGHT

ACCOMMODATION TYPES

Top-Rated Vacation Rentals in Roxbury, CT

Book a vacation rental in Roxbury that has the highest visitor rating. Here are 6 of the best vacation rentals in Roxbury.
Price drop
100% ROXBURY! PoshPadsCT "MOOSEHORN" 2HrsNYC, Mint 6-BR, Pool, Ski, BBQ, Bikes
10

Excellent

·
Roxbury
·
6 br
·
Sleeps 12
·
Private Pool · Swimming Pool · Pool ·
From
$1,105/night
Check availability
Property
House · 6 Beds · 5 baths
Amenities
Private Pool
Swimming Pool
Pool
Garage Parking
Wifi
Fitness Center
Dishwasher
High Ceilings
Other spaces
Kitchen
BEST LOCATION! PoshPadsCT"PAINTER HILL4BR" Hot Tub Spa, BBQ, Ski,Hike,1.5HrsNYC
10

Excellent

·
Roxbury
·
4 br
·
Sleeps 10
·
Dishwasher · Kitchen · Central Heat ·
From
$871/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Dishwasher
Central Heat
Furnished
Wifi
In Unit Laundry
Oven
Hot Tub
Residents Lounge
Other spaces
Kitchen, Deck, Balcony, Workspace
BEST TOWN ROXBURY! PoshPadsCT"TOPHET 3BR"Ski,Heated Winter Pool/Spa,Bikes,GasBBQ
10

Excellent

·
Roxbury
·
3 br
·
Sleeps 8
·
Oven · Pool · Kitchen ·
From
$778/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Oven
Pool
Dishwasher
Garage Parking
Hot Tub
Wifi
In Unit Laundry
Fireplace
Other spaces
Kitchen, Workspace
Litchfield County Four Season Country Paradise
10

Excellent

·
Roxbury
·
5 br
·
Sleeps 12
·
Private Pool · Wifi · Workspace ·
From
$1,030/night
Check availability
Property
House · 5 Beds · 5 baths
Amenities
Private Pool
Wifi
Oven
Fireplace
Fitness Center
Hot Tub
Furnished
Swimming Pool
Other spaces
Workspace, Kitchen, Balcony
Price drop
Classic Roxbury Home w/ Picturesque Backyard!
10

Excellent

·
Roxbury
·
3 br
·
Sleeps 6
·
Kitchen · In Unit Laundry · Fireplace ·
From
$412/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
In Unit Laundry
Fireplace
Private Pool
Dishwasher
Swimming Pool
Wifi
Oven
Pool
Other spaces
Kitchen
Price drop
100% ROXBURY! PoshPadsCT "JUDD'S BRIDGE" 1.5Hrs NYC, 5BR, Ski, Pool, Pond, BBQ
10

Excellent

·
Roxbury
·
5 br
·
Sleeps 10
·
Swimming Pool · Outdoor Space · Pool ·
From
$819/night
Check availability
Property
House · 5 Beds · 3 baths
Amenities
Swimming Pool
Pool
Dishwasher
Central Heat
Oven
Private Pool
Fireplace
Furnished
Other spaces
Workspace, Kitchen

Budget-Friendly Vacation Rentals in Roxbury, CT

Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Roxbury starting at $90. Use the price filter at the top of the page to search for more specific prices.
Charming Converted Barn

No rating

·
Roxbury
·
3 br
·
Sleeps 6
·
Oven · Swimming Pool · Dishwasher ·
From
$90/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Oven
Swimming Pool
Dishwasher
Mountains
Fireplace
In Unit Laundry
Wifi
Furnished
Other spaces
Kitchen, Balcony
Classic Roxbury Home w/ Picturesque Backyard!

No rating

·
Roxbury
·
3 br
·
Sleeps 6
·
Kitchen · Pool · Walk In Closets ·
From
$300/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Pool
Walk In Closets
Free Parking
Fireplace
Swimming Pool
Tv
Assigned Parking
Cable
Other spaces
Kitchen
Charming country home in Roxbury
10

Excellent

·
Roxbury
·
3 br
·
Sleeps 4
·
Wifi · Workspace · Balcony ·
From
$400/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Wifi
Garage Parking
Air Conditioning
Furnished
Dishwasher
Fireplace
In Unit Laundry
Oven
Other spaces
Workspace, Balcony, Kitchen
Price drop
BEST TOWN! PoshPadsCT "TUNNEL" Ski!, 4-BR SPA-POOL, Bike, Hiking, NYC 1.5 Hrs
10

Excellent

·
Roxbury
·
4 br
·
Sleeps 8
·
Swimming Pool · Garage Parking · Air Conditioning ·
From
$673/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Swimming Pool
Garage Parking
Air Conditioning
Wifi
Oven
In Unit Laundry
Furnished
Dishwasher
Other spaces
Kitchen
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Updated: September 15, 2023