Vacation Rentals in Roxbury, CT

NEW! Classic Roxbury Home w/ Picturesque Backyard!

No reviews

·
Roxbury
·
3 br
·
Sleeps 6
·
Toiletries · Walk In Closets · Tv ·
From
$400/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Toiletries
Walk In Closets
Tv
Cable
Microwave
Free Parking
Central Heat
Pool
Other spaces
Kitchen
100% ROXBURY! PoshPadsCT "JUDD'S BRIDGE" 1.5Hrs NYC, 5BR, Ski, Pool, Pond, BBQ
10

Excellent

·
Roxbury
·
5 br
·
Fitness Center · Private Pool · Central Heat ·
From
$955/night
Check availability
Property
House · 5 Beds · 3 baths
Amenities
Fitness Center
Private Pool
Central Heat
Pool
Dishwasher
Oven
Air Conditioning
Fireplace
Other spaces
Kitchen
100% ROXBURY! PoshPadsCT "SENTRY HILL" 1.5Hrs NYC,Mint 6BR, Pool, Ski, Bike, BBQ
9.5

Excellent

·
Roxbury
·
6 br
·
Sleeps 12
·
Fitness Center · Workspace · Private Pool ·
From
$764/night
Check availability
Property
House · 6 Beds · 4 baths
Amenities
Fitness Center
Private Pool
Central Heat
Pool
Dishwasher
Oven
Air Conditioning
Fireplace
Other spaces
Workspace, Kitchen
Within a walking distance of hiking trails and a short drive to Lake Waramaug.

No reviews

·
Roxbury
·
3 br
·
Sleeps 6
·
Air Conditioning · Fireplace · Furnished ·
From
$285/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Air Conditioning
Fireplace
Furnished
In Unit Laundry
Wifi
Other spaces
Kitchen
NEW! Classic Roxbury Home w/ Picturesque Backyard!

No reviews

·
Roxbury
·
3 br
·
Sleeps 6
·
Private Pool · Pool · Dishwasher ·
From
$441/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Private Pool
Pool
Dishwasher
Oven
Air Conditioning
Fireplace
Furnished
In Unit Laundry
Other spaces
Kitchen
BEST TOWN ROXBURY! PoshPadsCT"TOPHET 3BR"Ski,Heated Winter Pool/Spa,Bikes,GasBBQ
10

Excellent

·
Roxbury
·
3 br
·
Sleeps 8
·
Hot Tub · Fitness Center · Workspace ·
From
$1,060/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Hot Tub
Fitness Center
Private Pool
Central Heat
Pool
Dishwasher
Oven
Air Conditioning
Other spaces
Workspace, Kitchen
BEST TOWN ROXBURY!1.5Hrs NYC PoshPadsCT "TOPHET POOL BARN" Ski,Pool,BBQ,Magical!

No reviews

·
Roxbury
·
1 br
·
Sleeps 5
·
Ski In Ski Out · Workspace · Private Pool ·
From
$778/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Ski In Ski Out
Private Pool
Central Heat
Pool
Dishwasher
Oven
Air Conditioning
Fireplace
Other spaces
Workspace, Kitchen
Nature & Luxury @Lavender Lake Est (Kosher optional)
10

Excellent

·
Roxbury
·
7 br
·
Sleeps 20
·
Lake · Waterfront · High Ceilings ·
From
$1,440/night
Check availability
Property
House · 7 Beds · 6 baths
Amenities
Lake
Waterfront
High Ceilings
Hot Tub
Private Pool
Pool
Dishwasher
Oven
Other spaces
Balcony, Kitchen

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Litchfield County Four Season Country Paradise
9.5

Excellent

·
Roxbury
·
4 br
·
Hot Tub · Balcony · Workspace ·
From
$831/night
Check availability
Property
House · 4 Beds · 5 baths
Amenities
Hot Tub
Private Pool
Pool
Dishwasher
Oven
Air Conditioning
Fireplace
Furnished
Other spaces
Balcony, Workspace, Kitchen
Charming Converted Barn

No reviews

·
Roxbury
·
3 br
·
Sleeps 6
·
Mountains · Balcony · Dishwasher ·
From
$90/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Mountains
Dishwasher
Oven
Air Conditioning
Fireplace
Furnished
In Unit Laundry
Wifi
Other spaces
Balcony, Kitchen
BEST TOWN! PoshPadsCT "TUNNEL" Ski!, 4-BR SPA-POOL, Bike, Hiking, NYC 1.5 Hrs
9.3

Excellent

·
Roxbury
·
4 br
·
Sleeps 8
·
Outdoor Space · Dishwasher · Oven ·
From
$1,391/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Dishwasher
Oven
Air Conditioning
Fireplace
Furnished
In Unit Laundry
Wifi
Garage Parking
Other spaces
Kitchen
100% ROXBURY! PoshPadsCT "MOOSEHORN" 2HrsNYC, Mint 6-BR, Pool, Ski, BBQ, Bikes
10

Excellent

·
Roxbury
·
6 br
·
Sleeps 12
·
High Ceilings · Fitness Center · Central Heat ·
From
$1,625/night
Check availability
Property
House · 6 Beds · 5 baths
Amenities
High Ceilings
Fitness Center
Central Heat
Pool
Dishwasher
Oven
Air Conditioning
Fireplace
Other spaces
Kitchen
BEST LOCATION! PoshPadsCT"PAINTER HILL4BR" Hot Tub Spa, BBQ, Ski,Hike,1.5HrsNYC
10

Excellent

·
Roxbury
·
4 br
·
Sleeps 10
·
Deck · Balcony · Workspace ·
From
$1,375/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Central Heat
Dishwasher
Oven
Air Conditioning
Fireplace
Furnished
In Unit Laundry
Wifi
Other spaces
Deck, Balcony, Workspace, Kitchen
BEST TOWN ROXBURY! PoshPadsCT "247 PAINTER" 1.5Hrs NYC, Mint, Ski, Fires, BBQ
9.3

Excellent

·
Roxbury
·
4 br
·
Sleeps 10
·
Fitness Center · Central Heat · Outdoor Space ·
From
$1,225/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Fitness Center
Central Heat
Pool
Dishwasher
Oven
Air Conditioning
Fireplace
Furnished
Other spaces
Kitchen
ROXBURY BEST LOCATION! PoshPadsCT"PAINTER RIDGE"Mint3BR,Pool,BBQ,Bike,1.5HrsNYC

No reviews

·
Roxbury
·
3 br
·
Sleeps 8
·
Fitness Center · Central Heat · Outdoor Space ·
From
$1,485/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Fitness Center
Central Heat
Pool
Dishwasher
Oven
Air Conditioning
Fireplace
Furnished
Other spaces
Kitchen
Quiet, cozy Loft Apartment in country setting. Great escape to Litchfield Hills!
10

Excellent

·
Roxbury
·
1 br
·
Sleeps 4
·
Air Conditioning · Furnished · In Unit Laundry ·
From
$180/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Kitchen
Charming country home in Roxbury
10

Excellent

·
Roxbury
·
3 br
·
Sleeps 4
·
High Ceilings · Balcony · Workspace ·
From
$400/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
High Ceilings
Dishwasher
Oven
Air Conditioning
Fireplace
Furnished
In Unit Laundry
Wifi
Other spaces
Balcony, Workspace, Kitchen
Showing 1 - 17 of 17 results
Home > Connecticut Vacation Rentals > Roxbury Vacation Rentals
Updated: March 21, 2023

Learn about vacation rentals in

Roxbury

Explore 17 vacation rentals near Roxbury, Connecticut. Whether you’re a tourist or on a staycation, there’s plenty of things to do and restaurants to try around the city. If you’re looking to take a trip to Roxbury, you can see photos of Roxbury vacation rentals, view amenities and features, browse by specific property types, and more. Use our interactive map to find Roxbury vacation rentals in specific areas. Whether you’re looking for a Roxbury staycation, weekend getaway, or a long vacation, we’ve got you covered. Use the date filters at the top to select your travel dates and view availability. The lowest vacation rental price in Roxbury is $90 per night and the highest price is $1,625 per night.
16 of the vacation rentals near Roxbury are houses. The average bathroom count for a vacation house near Roxbury is 3. The average price for vacation houses near Roxbury is $909 per night. There are 8 vacation homes under this price. The most common amenities for vacation rentals near Roxbury are: furnished, wifi, and kitchen. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.

1 bed rentals

2 available

3 bed rentals

7 available

4+ bed rentals

8 available

Vacation Rentals in Roxbury, CT FAQ

How many vacation rentals in Roxbury are available?

There are currently 17 vacation rentals in Roxbury available. Our vacation rentals in Roxbury include nightly rentals, weekend rentals, weekly rentals, and monthly rentals.

Are there any pet friendly vacation rentals in Roxbury?

Yes, right now there are 12 pet friendly vacation rentals in Roxbury. A pet friendly vacation rental in Roxbury means a rental home that is dog friendly or cat friendly. Some pet friendly homes may accommodate other types of pets, as well. Contact the listing agent for any pet related inquiries.

Are there any vacation rentals in Roxbury with a pool?

Yes there are vacation rentals with a pool available in Roxbury, CT. View more detailed vacation spots on Vacations by Zumper.

Are there any vacation rentals in Roxbury with internet access?

As of March 21, 2023, there are vacation rentals with internet access available in Roxbury, Connecticut. Check out more enjoyable destinations on Vacations by Zumper.

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