Title: Roxbury Vacation Rentals from $126: Search Short-Term Rentals | Expedia.com

[Roxbury Travel Guide](https://expedia.com/Roxbury.dx153612)[Hotels in Roxbury](https://expedia.com/Roxbury-Hotels.d153612.Travel-Guide-Hotels)[Flights to Roxbury](https://expedia.com/Cheap-Flights-To-Roxbury.d153612.Travel-Guide-Flights)[Car Rentals in Roxbury](https://expedia.com/Car-Rentals-In-Roxbury.d153612.Car-Rental-Guide)[Roxbury Vacation Packages](https://expedia.com/Roxbury.d153612.Destination-Travel-Guides)

![Shepaug river waterfall Roxbury Connecticut](https://images.trvl-media.com/place/153612/17e8b0b2-bf51-4bdc-95e1-af5aaf3f5198.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/153612/17e8b0b2-bf51-4bdc-95e1-af5aaf3f5198.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=153612&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=153612&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=153612&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 24 - Jul 26](https://www.expedia.com/Hotel-Search?regionId=153612&startDate=2026-07-24&endDate=2026-07-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Roxbury vacation rentals

![Outdoor pool](https://images.trvl-media.com/lodging/125000000/124670000/124662800/124662794/ece7430b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/125000000/124670000/124662800/124662794/49a44f58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124670000/124662800/124662794/a495f57a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/125000000/124670000/124662800/124662794/d7613f87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 1-bedroom apartment in lovely Oxford

[](https://www.expedia.com/Oxford-Hotels-Cozy-1-Bedroom-Apartment-In-Lovely-Oxford.h124662794.Hotel-Information)

Oxford

10/10

Exceptional

(4 reviews)

"This was my second time staying here. The apartment was immaculately clean and the owner was both professional and personal! The apartment had all the comforts of home, from coffee and snacks in the kitchen to self-care items (e.g., toothbrush, toothpaste, etc). Truly a hidden gem, close to shopping, restaurants, and highways! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

LIsa G.

[](https://www.expedia.com/Oxford-Hotels-Cozy-1-Bedroom-Apartment-In-Lovely-Oxford.h124662794.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/93000000/92870000/92867400/92867391/79289466.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92870000/92867400/92867391/2a438d94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92870000/92867400/92867391/d238a788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92870000/92867400/92867391/8be8d925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Apartment in Southbury 101

[](https://www.expedia.com/Southbury-Hotels-Private-Apt-In-Southford-Southbury.h92867391.Hotel-Information)

Southbury

9.4/10

Exceptional

(6 reviews)

"The apartment was nice, big area, loved this rental."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Marissa G.

$212 nightly

$241 total

Apr 6 - Apr 7

Total with taxes and fees

[](https://www.expedia.com/Southbury-Hotels-Private-Apt-In-Southford-Southbury.h92867391.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/112000000/111830000/111828700/111828646/07823851.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111830000/111828700/111828646/fb67eeb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/112000000/111830000/111828700/111828646/a51d4c9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111830000/111828700/111828646/a64ee713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy One Bedroom Apartment Centrally Located in Southbury

[](https://www.expedia.com/Southbury-Hotels-Simple-Living-Retreat-1-Bedroom-Apartment.h111828646.Hotel-Information)

Southbury

10/10

Exceptional

(24 reviews)

"Excellent host."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David

$112 nightly

$126 total

Apr 6 - Apr 7

Total with taxes and fees

[](https://www.expedia.com/Southbury-Hotels-Simple-Living-Retreat-1-Bedroom-Apartment.h111828646.Hotel-Information)

![TV, fireplace](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/38809636.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/07a03d02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/8bc06f3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/cfa82cec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike. 

[](https://www.expedia.com/Carmel-Hotels-Lux-Bungalow-On-Gorgeous-Lake-Relax-Explore-Nearby-Towns-Ski-Kayak-Hike.h101941777.Hotel-Information)

Carmel Hamlet

9.8/10

Exceptional

(13 reviews)

"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Hannah P.

$364 nightly

$394 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Carmel-Hotels-Lux-Bungalow-On-Gorgeous-Lake-Relax-Explore-Nearby-Towns-Ski-Kayak-Hike.h101941777.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/108000000/107310000/107301400/107301360/4d082e64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107310000/107301400/107301360/4b403990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/108000000/107310000/107301400/107301360/deadba68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107310000/107301400/107301360/ef2cf040.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Apartment in Southbury 102

[](https://www.expedia.com/Southbury-Hotels-Private-Apt-In-Southford-Southbury.h107301360.Hotel-Information)

Southbury

9.2/10

Wonderful

(5 reviews)

"Over all a great place. Nice to have everything on one floor. Dogs loved it. Some businesses in the building and everyone is friendly!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Debbie P.

$191 nightly

$217 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Southbury-Hotels-Private-Apt-In-Southford-Southbury.h107301360.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112280000/112274100/112274050/1f47055b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112280000/112274100/112274050/b694830a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112280000/112274100/112274050/c2f2be51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, towels](https://images.trvl-media.com/lodging/113000000/112280000/112274100/112274050/5c375585.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Apartment in Southbury 103

[](https://www.expedia.com/Southbury-Hotels-Private-Apt-In-Southford-Southbury.h112274050.Hotel-Information)

Southbury

10/10

Exceptional

(3 reviews)

"Property management team was very quick to respond to any question or issue I had. Excellent location around eateries and activities "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dominick S.

$197 nightly

$223 total

Apr 6 - Apr 7

Total with taxes and fees

[](https://www.expedia.com/Southbury-Hotels-Private-Apt-In-Southford-Southbury.h112274050.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/112000000/111830000/111824500/111824460/62b2e5a8_edited_33e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111830000/111824500/111824460/efeecab7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111830000/111824500/111824460/624102e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111830000/111824500/111824460/a5ee2415.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

[](https://www.expedia.com/Cheshire-Hotels-Quiet-2-Bedroom-Apartment-In-Wonderful-Cheshire-With-WiFi-And-Beautiful-Views.h111824460.Hotel-Information)

Cheshire

9.4/10

Exceptional

(17 reviews)

"Easy check in Rooms were comfortably spacious "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Benjamin W.

$163 nightly

$184 total

Apr 19 - Apr 20

Total with taxes and fees

[](https://www.expedia.com/Cheshire-Hotels-Quiet-2-Bedroom-Apartment-In-Wonderful-Cheshire-With-WiFi-And-Beautiful-Views.h111824460.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120670000/120665300/120665201/bbe9c489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120670000/120665300/120665201/78c5ce9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120670000/120665300/120665201/5c889ae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120670000/120665300/120665201/423bc166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Perch in the Purchase -- Cozy, unique, and private

[](https://www.expedia.com/Southbury-Hotels-Entire-Guesthouse-In-Southbury.h120665201.Hotel-Information)

Southbury

10/10

Exceptional

(1 review)

"Beautiful place. Very clean & welcoming "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Chris

$194 nightly

$220 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Southbury-Hotels-Entire-Guesthouse-In-Southbury.h120665201.Hotel-Information)

![Room](https://images.trvl-media.com/lodging/128000000/127220000/127214700/127214679/5ae53471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/128000000/127220000/127214700/127214679/335513a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/128000000/127220000/127214700/127214679/f140e986.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/128000000/127220000/127214700/127214679/0401681f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Art House 3 Beds Close to Warner Theater

[](https://www.expedia.com/Torrington-Hotels-Art-House-3-Beds-Close-To-Warner-Theater.h127214679.Hotel-Information)

Torrington

$327 nightly

$381 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Torrington-Hotels-Art-House-3-Beds-Close-To-Warner-Theater.h127214679.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/123000000/122840000/122835900/122835857/f5b911c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/123000000/122840000/122835900/122835857/w1504h1042x0y3-2d812057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/123000000/122840000/122835900/122835857/w1512h1050x0y79-c667dc04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122840000/122835900/122835857/4ba12a31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Litchfield Retreat, Wineries, Foliage & Skiing

[](https://www.expedia.com/Torrington-Hotels-Litchfield-Retreat.h122835857.Hotel-Information)

Torrington

$351 nightly

$398 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Torrington-Hotels-Litchfield-Retreat.h122835857.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/92000000/91310000/91304700/91304625/eab09613.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91310000/91304700/91304625/ba8d6f83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91310000/91304700/91304625/970a479f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91310000/91304700/91304625/db89ae2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 3 Flr Private 1 Bdrm Apt Tree Line View

[](https://www.expedia.com/Torrington-Hotels-Cozy-3-Flr-Private-1-Bdrm-Apt-Tree-Line-View.h91304625.Hotel-Information)

Torrington

9.2/10

Wonderful

(5 reviews)

"A couple of the surfaces were not clean but mostly a clean comfy space. The bed was very comfortable and the bathroom was spacious and clean.The stairs are not for the faint of heart. A nice cozy place to stay once the luggage and groceries are up there."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rhonda H.

$299 nightly

$343 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Torrington-Hotels-Cozy-3-Flr-Private-1-Bdrm-Apt-Tree-Line-View.h91304625.Hotel-Information)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/115000000/114730000/114722300/114722240/4752702b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/115000000/114730000/114722300/114722240/672c1a6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114730000/114722300/114722240/e6d64eca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114730000/114722300/114722240/0014b4a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mid Century Modern Studio w/ Full Kitchen - Newly Built

[](https://www.expedia.com/Kent-Hotels-Mid-Century-Modern-Studio-W-Full-Kitchen-Newly-Built.h114722240.Hotel-Information)

Kent

10/10

Exceptional

(11 reviews)

"We had a great stay, very cute town and close to our destination "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Danielle F.

$222 nightly

$251 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Kent-Hotels-Mid-Century-Modern-Studio-W-Full-Kitchen-Newly-Built.h114722240.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/117000000/116660000/116655700/116655623/w1345h895x5y5-913d61cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/117000000/116660000/116655700/116655623/30e41eee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/117000000/116660000/116655700/116655623/e50899f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/117000000/116660000/116655700/116655623/1e37dbad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hoppy Hill Farm House

[](https://www.expedia.com/Dover-Plains-Hotels-Hoppy-Hill-Farm-House.h116655623.Hotel-Information)

Dover Plains

9.6/10

Exceptional

(5 reviews)

"Location was great. Accommodations were clean and comfortable. Host was accessible and responsive. Will stay here again if in the area again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ken K.

$182 nightly

$206 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Dover-Plains-Hotels-Hoppy-Hill-Farm-House.h116655623.Hotel-Information)

![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/121000000/120090000/120084700/120084692/625a3011.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace, books](https://images.trvl-media.com/lodging/121000000/120090000/120084700/120084692/709788c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120090000/120084700/120084692/d5c66473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120090000/120084700/120084692/31e98e91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Cabin Style Apt Private 1st Flr 1 Bdrm

[](https://www.expedia.com/Torrington-Hotels-Cozy-Cabin-Style-Apt-Private-1st-Flr-1-Bdrm.h120084692.Hotel-Information)

Torrington

$348 nightly

$401 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Torrington-Hotels-Cozy-Cabin-Style-Apt-Private-1st-Flr-1-Bdrm.h120084692.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/127000000/126780000/126772300/126772251/9bc26e26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/127000000/126780000/126772300/126772251/a5d8aff5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/127000000/126780000/126772300/126772251/a7eb9391.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/127000000/126780000/126772300/126772251/c19ca38e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.

[](https://www.expedia.com/Waterbury-Hotels-Cozy-1-King-Size-Bedroom-House-In-Quiet-Waterbury-With-75-TV-In-Your-Bedroom.h126772251.Hotel-Information)

Waterbury

$119 nightly

$134 total

Apr 13 - Apr 14

Total with taxes and fees

[](https://www.expedia.com/Waterbury-Hotels-Cozy-1-King-Size-Bedroom-House-In-Quiet-Waterbury-With-75-TV-In-Your-Bedroom.h126772251.Hotel-Information)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/109000000/109000000/108996700/108996700/4172866e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/109000000/109000000/108996700/108996700/27201c7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/109000000/109000000/108996700/108996700/6e1b5e67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/109000000/109000000/108996700/108996700/dc603626.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

[](https://www.expedia.com/Oakville-Hotels-Watertown-Home-W-Yard-1-Mi-To-Echo-Lake-Park.h108996700.Hotel-Information)

Oakville

$443 nightly

$510 total

Apr 6 - Apr 7

Total with taxes and fees

[](https://www.expedia.com/Oakville-Hotels-Watertown-Home-W-Yard-1-Mi-To-Echo-Lake-Park.h108996700.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111930000/111926200/111926107/e982edfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, stereo](https://images.trvl-media.com/lodging/112000000/111930000/111926200/111926107/30745e0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111930000/111926200/111926107/c726dcdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111930000/111926200/111926107/368587af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Jefferson Guest House, Spacious, Special Views

[](https://www.expedia.com/Litchfield-Hotels-The-Jefferson-House.h111926107.Hotel-Information)

Litchfield

10/10

Exceptional

(8 reviews)

"The place was absolutely spotless and magnificent in every way. Highly recommended."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert A.

$373 nightly

$373 total

Apr 6 - Apr 7

Total with taxes and fees

[](https://www.expedia.com/Litchfield-Hotels-The-Jefferson-House.h111926107.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/bdac6c18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/d8805194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/4388309b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/3c5edeb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### "Country outside the city " 3 bedrooms 2 full bathrooms 

[](https://www.expedia.com/Holmes-Hotels-Country-Outside-The-City-3-Bedrooms-2-Full-Bathrooms.h109381685.Hotel-Information)

Holmes

9.6/10

Exceptional

(4 reviews)

"Great house! We had a fantastic weekend!! Thank you so much "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

pamela w.

$561 nightly

$635 total

Apr 21 - Apr 22

Total with taxes and fees

[](https://www.expedia.com/Holmes-Hotels-Country-Outside-The-City-3-Bedrooms-2-Full-Bathrooms.h109381685.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120460000/120450100/120450098/74f2723e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120460000/120450100/120450098/d9dfbca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120460000/120450100/120450098/31da1ec9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120460000/120450100/120450098/a4bfd124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Apartment in Southbury 104

[](https://www.expedia.com/Southbury-Hotels-The-Southbury-Duo-Apartments.h120450098.Hotel-Information)

Southbury

$201 nightly

$229 total

Apr 8 - Apr 9

Total with taxes and fees

[](https://www.expedia.com/Southbury-Hotels-The-Southbury-Duo-Apartments.h120450098.Hotel-Information)

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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-04-18&endDate=2026-04-19&regionId=153612&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Roxbury%2C+Connecticut%2C+United+States+of+America&regionId=153612&latLong=41.556484%2C-73.308731&adults=2&startDate=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&lodging=CABIN)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Roxbury%2C+Connecticut%2C+United+States+of+America&regionId=153612&latLong=41.556484%2C-73.308731&adults=2&startDate=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Roxbury%2C+Connecticut%2C+United+States+of+America&regionId=153612&latLong=41.556484%2C-73.308731&adults=2&startDate=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&lodging=APARTMENT)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Roxbury%2C+Connecticut%2C+United+States+of+America&regionId=153612&latLong=41.556484%2C-73.308731&adults=2&startDate=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&lodging=CONDO)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Roxbury%2C+Connecticut%2C+United+States+of+America&regionId=153612&latLong=41.556484%2C-73.308731&adults=2&startDate=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&lodging=COTTAGE)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Roxbury%2C+Connecticut%2C+United+States+of+America&regionId=153612&latLong=41.556484%2C-73.308731&adults=2&startDate=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&lodging=VILLA)

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## Top Roxbury Hotel Reviews

![Wyndham Southbury](https://images.trvl-media.com/lodging/16000000/15660000/15651900/15651820/412fe155_y.jpg)

### Wyndham Southbury

10/10 Excellent

"Nice hotel. Great staff!"

[](https://expedia.com/Danbury-Hotels-Wyndham-Southbury.h15651820.Hotel-Information)

![Holiday Inn Cheshire - Southington by IHG](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802750/a3c0d287_y.jpg)

### Holiday Inn Cheshire - Southington by IHG

10/10 Excellent

"Service was great "

[](https://expedia.com/New-Haven-Hotels-Holiday-Inn-Cheshire-Southington.h1802750.Hotel-Information)

![Hyatt House Shelton](https://images.trvl-media.com/lodging/4000000/3490000/3482200/3482162/a12e56fc_y.jpg)

### Hyatt House Shelton

8/10 Good

"The room was very comfortable. We checked in late and our toilet was broken. Someone came up immediately and realized it wasn't going to be fixed and quickly got us into a different room. We appreciated the quick response of the staff. Our room was comfortable and met all our needs. All staff very helpful and welcoming."

[](https://expedia.com/New-Haven-Hotels-HYATT-House-Shelton.h3482162.Hotel-Information)

![Courtyard By Marriott Shelton](https://images.trvl-media.com/lodging/1000000/20000/17300/17240/8dd9793d_y.jpg)

### Courtyard By Marriott Shelton

10/10 Excellent

"Clean and beautiful only down fall was I asked if I can have a late check out 12:30 originally was 12 and I was told NO. "

[](https://expedia.com/New-Haven-Hotels-Courtyard-By-Marriott-Shelton.h17240.Hotel-Information)

![Hotel Zero Degrees Danbury](https://images.trvl-media.com/lodging/17000000/16270000/16263900/16263812/8667a2b4_y.jpg)

### Hotel Zero Degrees Danbury

10/10 Excellent

"Parking safe & close. Great restaurant inside the hotel."

[](https://expedia.com/Danbury-Hotels-Hotel-Zero-Degrees-Danbury.h16263812.Hotel-Information)

![Hilton Garden Inn Shelton](https://images.trvl-media.com/lodging/1000000/290000/287700/287687/18ff21f4_y.jpg)

### Hilton Garden Inn Shelton

10/10 Excellent

" great!"

[](https://expedia.com/New-Haven-Hotels-Hilton-Garden-Inn-Shelton.h287687.Hotel-Information)

![Ethan Allen Hotel](https://images.trvl-media.com/lodging/1000000/850000/848400/848360/bb9d6c7e_y.jpg)

### Ethan Allen Hotel

8/10 Good

"Breakfast was fresh, and the hotel was very well Kept."

[](https://expedia.com/Danbury-Hotels-Ethan-Allen-Hotel.h848360.Hotel-Information)

![Hampton Inn by Hilton Shelton](https://images.trvl-media.com/lodging/1000000/210000/200400/200381/ad77ef5d_y.jpg)

### Hampton Inn by Hilton Shelton

10/10 Excellent

"Excellent breakfast, spacious room, and ample parking "

[](https://expedia.com/New-Haven-Hotels-Hampton-Inn-By-Hilton-Shelton.h200381.Hotel-Information)

![Heritage Hotel, Golf & Conference Center](https://images.trvl-media.com/lodging/1000000/40000/35400/35389/beb7cb97_y.jpg)

### Heritage Hotel, Golf & Conference Center

6/10 Okay

"The room was very clean and comfortable. The staff is really great! Our room must have had a lose pipe or vent in the wall behind the shower so it would bang on the wall alot. Once we got used to it it wasnt bad. That is my only complaint. The stay other then that was great!"

[](https://expedia.com/Southbury-Hotels-Heritage-Hotel.h35389.Hotel-Information)

## Find out more about Roxbury

**Everything you need to know about Roxbury vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Roxbury vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Roxbury vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Roxbury vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Roxbury. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Roxbury in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $126 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Roxbury rentals**

At Expedia, we put the best Roxbury vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Roxbury rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Roxbury vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Roxbury. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

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- [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)
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- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in Roxbury ](https://expedia.com/Roxbury-Private-Vacation-Homes.d153612-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Roxbury ](https://expedia.com/Roxbury-Apartments.d153612-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Roxbury ](https://expedia.com/Roxbury-Cottages.d153612-aaCottages.Travel-Guide-Accommodation)
- [Cabin Rentals in Roxbury ](https://expedia.com/Roxbury-Cabins.d153612-aaCabins.Travel-Guide-Accommodation)
- [Motels in Roxbury ](https://expedia.com/Roxbury-Motels.d153612-aaMotels.Travel-Guide-Accommodation)
- [Farmstay in Roxbury ](https://expedia.com/Roxbury-Agritourism.d153612-aaAgritourism.Travel-Guide-Accommodation)
- [B&B in Roxbury ](https://expedia.com/Roxbury-Bed-And-Breakfast.d153612-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Guest Houses in Roxbury ](https://expedia.com/Roxbury-Guest-Houses.d153612-aaGuestHouses.Travel-Guide-Accommodation)
- [Villas in Roxbury ](https://expedia.com/Roxbury-Villas.d153612-aaVillas.Travel-Guide-Accommodation)
- [RV Parks in Roxbury ](https://expedia.com/Roxbury-RV-Parks.d153612-aaRVParks.Travel-Guide-Accommodation)
- [Condo Rentals in Roxbury ](https://expedia.com/Roxbury-Condos.d153612-aaCondos.Travel-Guide-Accommodation)
- [Hostels in Roxbury ](https://expedia.com/Roxbury-Hostels.d153612-aaHostels.Travel-Guide-Accommodation)
- [Lodges in Roxbury ](https://expedia.com/Roxbury-Lodges.d153612-aaLodges.Travel-Guide-Accommodation)
- [Resorts in Roxbury ](https://expedia.com/Roxbury-Resorts.d153612-aaResorts.Travel-Guide-Accommodation)
- [Inns in Roxbury ](https://expedia.com/Roxbury-Inns.d153612-aaInns.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Roxbury?

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### What’s there to see and do in Roxbury?

### What’s a vacation rental in Roxbury like?

### Expedia's Latest Trends

Hotels

- [Hotel Rooms in Hartford](https://expedia.com/Hartford-Hotels.d180005.Travel-Guide-Hotels)
- [Hotel Rooms in Norwalk](https://expedia.com/Norwalk-Hotels.d9245.Travel-Guide-Hotels)
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Flights

- [Flights to HVN](https://expedia.com/Cheap-Flights-To-New-Haven.d180036.Travel-Guide-Flights)
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Cars

- [Car rentals in New Haven](https://expedia.com/Car-Rentals-In-New-Haven.d180036.Car-Rental-Guide)
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Activities

- [Things to do in Hartford](https://expedia.com/Things-To-Do-In-Hartford.d180005.Travel-Guide-Activities)

General

- [Visit Hartford](https://expedia.com/Hartford.dx180005)
- [Visit Stamford](https://expedia.com/Stamford.dx602523)
- [Visit New Haven](https://expedia.com/New-Haven.dx180036)

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