Search Vacation Homes in Roxbury

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Roxbury vacation homes

Interior
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,

Vacation Home in Shelton

9.0 out of 10, Wonderful, (2)
"The house was very clean. Rudolph and his son were very personable and welcoming. Very much enjoyed our stay."
United States
Alex C.
The price is AED 441
AED 723 total
includes taxes & fees
10 Dec - 11 Dec
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
3 bedrooms, iron/ironing board, travel crib, WiFi
"Country outside the city " 3 bedrooms 2 full bathrooms

Vacation Home in Holmes

2.0 star property
9.6 out of 10, Exceptional, (4)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
The price is AED 615
AED 1,984 total
includes taxes & fees
15 Dec - 16 Dec
"Country outside the city " 3 bedrooms 2 full bathrooms
Exterior detail
1-bedroom vacation home 22 minutes from Quinnipiac University

Vacation Home in Wolcott

9.6 out of 10, Exceptional, (4)
"Very clean and the host was great "
United States
David G.
The price is AED 551
AED 1,456 total
includes taxes & fees
10 Dec - 11 Dec
1-bedroom vacation home 22 minutes from Quinnipiac University
TV, fireplace
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Vacation Home in Carmel Hamlet

9.8 out of 10, Exceptional, (12)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
United States
Hannah P.
The price is AED 679
AED 1,381 total
includes taxes & fees
8 Jan - 9 January 2026
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Fridge, microwave, oven, stovetop
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

Vacation Home in Shelton

2.0 star property
The price is AED 336
AED 1,422 total
includes taxes & fees
10 Dec - 11 Dec
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Smart TV, fireplace, books
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake

Vacation Home in New Fairfield

10.0 out of 10, Exceptional, (16)
"The house worked very well for our family holiday. Very clean, had everything we needed "
United States
Audrey P.
The price is AED 781
AED 1,938 total
includes taxes & fees
10 Dec - 11 Dec
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
Terrace/patio
Cozy cute Relaxing home

Vacation Home in Southbury

8.8 out of 10, Excellent, (6)
"nice quiet area"
United States
Alex V.
The price is AED 661
AED 1,219 total
includes taxes & fees
20 Dec - 21 Dec
Cozy cute Relaxing home
A heated pool
Country Retreat | Heated Saltwater Pool | BBQ | Fire Pit

Vacation Home in Redding

10.0 out of 10, Exceptional, (2)
"Beautiful house, very clean, spacious and a great host!!!"
United States
Alejandro A.
The price is AED 793
AED 2,110 total
includes taxes & fees
10 Dec - 11 Dec
Country Retreat | Heated Saltwater Pool | BBQ | Fire Pit
Private kitchen
Litchfield Retreat, Wineries, Foliage & Skiing

Vacation Home in Torrington

2.0 star property
The price is AED 852
AED 1,323 total
includes taxes & fees
10 Dec - 11 Dec
Litchfield Retreat, Wineries, Foliage & Skiing
Exterior
Sequoia House Charming Goshen Getaway – Quiet Retreat in Litchfield Hills

Vacation Home in Goshen

2.0 star property
The price is AED 1,014
AED 2,050 total
includes taxes & fees
15 Dec - 16 Dec
Sequoia House Charming Goshen Getaway – Quiet Retreat in Litchfield Hills
Dining
Peaceful Vintage Home with Private Pond in Redding, CT.

Vacation Home in Redding

2.0 star property
9.4 out of 10, Exceptional, (3)
"Several of us stayed for one night for our kids soccer tournament. The home was spacious and had all the amenities needed to make our short stay comfortable. The host was very responsive and accommodating. "
United States
Annette H.
The price is AED 1,636
AED 2,561 total
includes taxes & fees
14 Dec - 15 Dec
Peaceful Vintage Home with Private Pond in Redding, CT.
Outdoor spa tub
Awesome Lake Home with tons of fun!

Vacation Home in New Fairfield

2.0 star property
9.8 out of 10, Exceptional, (7)
"Great spot "
United States
Mike P.
The price is AED 1,653
AED 2,817 total
includes taxes & fees
14 Dec - 15 Dec
Awesome Lake Home with tons of fun!
Fridge, microwave, oven, stovetop
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

Vacation Home in Carmel Hamlet

10.0 out of 10, Exceptional, (17)
"Fabulous property! Everything was as advertised with a great kitchen and grill. Tastefully decorated and comfortable. Great game room! "
United States
Rachel F.
The price is AED 1,833
AED 3,363 total
includes taxes & fees
27 Dec - 28 Dec
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.
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.
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Top Roxbury Hotel Reviews

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

10/10 Excellent
"Everything was great 👍 "
Janet 3-night trip
Posted 1 day ago
Courtyard by Marriott Waterbury Downtown