Title: Woodbury Vacation Rentals from CA $165: Short-Term Rentals for 2026 | Expedia.ca

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![Madison Green Historic District with Landmark Buildings and Architecture in Madison Downtown, Connecticut, USA](https://images.trvl-media.com/place/176243/8b54eb68-713c-4dbe-aa0d-dadb147aaa07.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=176243&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=176243&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=176243&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=176243&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)

## Our top choices for Woodbury vacation rentals

![Cookware/dishes/utensils](https://images.trvl-media.com/lodging/96000000/95040000/95032200/95032165/0eb76bfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer](https://images.trvl-media.com/lodging/96000000/95040000/95032200/95032165/d9bfd1d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, Netflix, streaming services](https://images.trvl-media.com/lodging/96000000/95040000/95032200/95032165/446f217c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/96000000/95040000/95032200/95032165/a1d7bab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Urban Oasis 3BR Parking Washer & Dryer Yale East Rock

[](https://www.expedia.ca/New-Haven-Hotels-Urban-Oasis-3BR-Parking-Washer-Dryer-Yale-East-Rock.h95032165.Hotel-Information)

East Rock

9.8/10

Exceptional

(11 reviews)

"Thanks to the detailed information from the host check-in couldn’t have been easier. The home was clean and well-appointed. Great location with access to the Yale tram and local markets and restaurants. "

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

Denyce D.

CA $143

CA $382 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/New-Haven-Hotels-Urban-Oasis-3BR-Parking-Washer-Dryer-Yale-East-Rock.h95032165.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/113000000/112880000/112877900/112877870/cfa8ad1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112880000/112877900/112877870/301f04ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/113000000/112880000/112877900/112877870/e2de89c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112880000/112877900/112877870/5ccd3c95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.

[](https://www.expedia.ca/Watertown-Hotels-Cozy-Studio-With-HeatAC.h112877870.Hotel-Information)

Watertown

8.6/10

Excellent

(10 reviews)

"Great night stay! Wonderful place would definitely recommend! "

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

Laurie P.

CA $132

CA $179 total

includes taxes & fees

Feb 7 - Feb 8

[](https://www.expedia.ca/Watertown-Hotels-Cozy-Studio-With-HeatAC.h112877870.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)

![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)

![TV, offices](https://images.trvl-media.com/lodging/113000000/112280000/112274100/112274050/e71bf92b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Apartment in Southbury 103

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

Southbury

10/10

Exceptional

(2 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.

CA $138

CA $372 total

includes taxes & fees

Feb 7 - Feb 8

[](https://www.expedia.ca/Southbury-Hotels-Private-Apt-In-Southford-Southbury.h112274050.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/92000000/91310000/91304700/91304625/375323f0.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.ca/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.

CA $109

CA $454 total

includes taxes & fees

Feb 8 - Feb 9

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

![Exterior](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008958/2db3f072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008958/0888acaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008958/bdac0629.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008958/646c7316.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### All New 1BR with tons of Charm

[](https://www.expedia.ca/Wallingford-Hotels-Seasons-Hospitality-Presents-All-New-1BR-With-Tons-Of-Charm.h102008958.Hotel-Information)

Wallingford Center

9.8/10

Exceptional

(8 reviews)

"Charming, unique, and very comfortable. Would surely stay again. "

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

David S.

CA $158

CA $398 total

includes taxes & fees

Feb 7 - Feb 8

[](https://www.expedia.ca/Wallingford-Hotels-Seasons-Hospitality-Presents-All-New-1BR-With-Tons-Of-Charm.h102008958.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/108000000/107560000/107557500/107557460/ace6fff4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/108000000/107560000/107557500/107557460/5a4689b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107560000/107557500/107557460/d820b069.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107560000/107557500/107557460/3d1f82ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bright Downtown Studio near Yale & East Rock!

[](https://www.expedia.ca/New-Haven-Hotels-Charming-Studio-Near-Yale-Downtown-New-Haven.h107557460.Hotel-Information)

Downtown New Haven

9.0/10

Wonderful

(13 reviews)

"Everything was great and just as charming as the photo indicated. "

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

Nancy F.

CA $176

CA $374 total

includes taxes & fees

Feb 7 - Feb 8

[](https://www.expedia.ca/New-Haven-Hotels-Charming-Studio-Near-Yale-Downtown-New-Haven.h107557460.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103030000/103030000/103029991/dad41f01.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/104000000/103030000/103030000/103029991/eacee686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/104000000/103030000/103030000/103029991/ac508f02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103030000/103030000/103029991/4b86b544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### All New Studio apartment in center of town

[](https://www.expedia.ca/Wallingford-Hotels-All-New-Studio-Apartment-In-Center-Of-Town.h103029991.Hotel-Information)

Wallingford Center

10/10

Exceptional

(2 reviews)

"I had the most amazing stay. The apartment is decorated beautifully. The bed was comfortable. It was spotless, clean the towels were soft. It was perfect."

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

Nadine C.

CA $158

CA $398 total

includes taxes & fees

Feb 7 - Feb 8

[](https://www.expedia.ca/Wallingford-Hotels-All-New-Studio-Apartment-In-Center-Of-Town.h103029991.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/50a4b3b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/64f9f4d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/d8cf55dd.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/66000000/65400000/65396400/65396309/4c94831d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Once the old Schools house now a newly furnished Apartment

[](https://www.expedia.ca/Wallingford-Hotels-Once-The-Old-Schools-House-Now-A-Newly-Furnished-Apartment.h65396309.Hotel-Information)

Wallingford Center

9.0/10

Wonderful

(13 reviews)

"Excellent option for a short stay near the heart of it all in Wallingford."

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

Jeanette W.

[](https://www.expedia.ca/Wallingford-Hotels-Once-The-Old-Schools-House-Now-A-Newly-Furnished-Apartment.h65396309.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/66000000/65400000/65395700/65395652/9bd3b6fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/66000000/65400000/65395700/65395652/cfcd4e78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/66000000/65400000/65395700/65395652/756b3f7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/66000000/65400000/65395700/65395652/b4b47dd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Newly Remodeled with deck. Close to town center

[](https://www.expedia.ca/Wallingford-Hotels-Newly-Remodeled-With-Deck-Close-To-Town-Center.h65395652.Hotel-Information)

Wallingford

10/10

Exceptional

(2 reviews)

"The apartment was perfect - size, location, furnishings and price. Will definitely return when I visit friends and family."

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

Karen F.

CA $158

CA $398 total

includes taxes & fees

Feb 7 - Feb 8

[](https://www.expedia.ca/Wallingford-Hotels-Newly-Remodeled-With-Deck-Close-To-Town-Center.h65395652.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/96000000/95040000/95033700/95033642/abc38fe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/96000000/95040000/95033700/95033642/be573e35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/96000000/95040000/95033700/95033642/cc285c9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/96000000/95040000/95033700/95033642/90f4ffc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Angelica’s safe haven @ west haven

[](https://www.expedia.ca/West-Haven-Hotels-Angelicas-Safe-Haven-West-Haven.h95033642.Hotel-Information)

West Haven

10/10

Exceptional

(6 reviews)

"Quiet place with spacious living room perfect for movie nights. Also just a 10-minute drive from the beach and multiple dining options. Host was very accommodating and communicative. Would stay here again."

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

Veronica

CA $199

CA $476 total

includes taxes & fees

Feb 7 - Feb 8

[](https://www.expedia.ca/West-Haven-Hotels-Angelicas-Safe-Haven-West-Haven.h95033642.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92870000/92867400/92867391/4844e3ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92870000/92867400/92867391/2a815547.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathtub, free toiletries, bathrobes, towels](https://images.trvl-media.com/lodging/93000000/92870000/92867400/92867391/3692a8cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/93000000/92870000/92867400/92867391/2e021907.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Apartment in Southbury 101

[](https://www.expedia.ca/Southbury-Hotels-Private-Apt-In-SouthfordSouthbury-101.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.

CA $145

CA $382 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Southbury-Hotels-Private-Apt-In-SouthfordSouthbury-101.h92867391.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122400000/122391400/122391367/2372fa1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122400000/122391400/122391367/a0cac3d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/123000000/122400000/122391400/122391367/0984b254.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122400000/122391400/122391367/659e94b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington

[](https://www.expedia.ca/Southington-Hotels-Welcoming-1500-Square-Foot-3-Bedroom-House-Completely-Remodeled-In-Southington.h122391367.Hotel-Information)

Southington

10/10

Exceptional

(2 reviews)

"We had a great, relaxing Thanksgiving holiday at this spacious Southington, CT home. It was the perfect spot to visit one of my daughters and be able to have my mother-in-law stay with us so we could cook and host Thanksgiving dinner. The house was well-stocked and supplied with everything we needed, and then some; which allowed us to have a stress-free holiday as if we were in our own home. We highly recommend this home and will keep it in mind for future extended stays in the area."

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

Cindy M.

CA $135

CA $702 total

includes taxes & fees

Feb 7 - Feb 8

[](https://www.expedia.ca/Southington-Hotels-Welcoming-1500-Square-Foot-3-Bedroom-House-Completely-Remodeled-In-Southington.h122391367.Hotel-Information)

![Desk, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111780000/111775100/111775014/1017778e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111780000/111775100/111775014/bd339fc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/112000000/111780000/111775100/111775014/w1350h899x0y0-2d8856e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111780000/111775100/111775014/1bdf8a9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Yale Casa Verde Studio

[](https://www.expedia.ca/New-Haven-Hotels-Yale-Casa-Verde-Studio.h111775014.Hotel-Information)

Dwight

9.6/10

Exceptional

(9 reviews)

"Had a great stay!"

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

Jeffrey C.

CA $130

CA $281 total

includes taxes & fees

Feb 7 - Feb 8

[](https://www.expedia.ca/New-Haven-Hotels-Yale-Casa-Verde-Studio.h111775014.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120070000/120065600/120065513/02904b89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer](https://images.trvl-media.com/lodging/121000000/120070000/120065600/120065513/a94b7e4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/121000000/120070000/120065600/120065513/9c9682a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/121000000/120070000/120065600/120065513/9dab6fe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### One bedroom apartment in United States of America, New Haven

[](https://www.expedia.ca/New-Haven-Hotels-One-Bedroom-Apartment-In-United-States-Of-America.h120065513.Hotel-Information)

Dwight

8.6/10

Excellent

(4 reviews)

"Apartment was very clean and well supplied, host very responsive. Location is convenient to Yale and restaurants. As noted in the listing, you'll have to carry your luggage up 4 flights of stairs. There is some street noise as is typical for that part of the city. Very happy with it overall and plan to stay again."

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

Philip S.

CA $130

CA $281 total

includes taxes & fees

Feb 7 - Feb 8

[](https://www.expedia.ca/New-Haven-Hotels-One-Bedroom-Apartment-In-United-States-Of-America.h120065513.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/111000000/110380000/110372000/110371901/996b1a71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/111000000/110380000/110372000/110371901/5f2a3ee6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110380000/110372000/110371901/c14b3372.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/111000000/110380000/110372000/110371901/0612bb56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Sun Filled Cozy Creamery

[](https://www.expedia.ca/Plainville-Hotels-The-Sun-Filled-Cozy-Creamery.h110371901.Hotel-Information)

Plainville

8.8/10

Excellent

(25 reviews)

"Very cozy and comfortable.The location was perfect for our stay in the area."

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

Heather T.

CA $95

CA $347 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Plainville-Hotels-The-Sun-Filled-Cozy-Creamery.h110371901.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/107000000/106040000/106031100/106031055/3db87cef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106040000/106031100/106031055/bf37a122.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106040000/106031100/106031055/979641d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/107000000/106040000/106031100/106031055/38f44943.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### CT Gate House Goshen CT, Gate House Goshen CT

[](https://www.expedia.ca/Goshen-Hotels-Gate-House-Goshen-CT.h106031055.Hotel-Information)

Goshen

9.4/10

Exceptional

(9 reviews)

"The property was great and the house was huge even for all 12 of us "

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

Ryan L.

CA $129

CA $870 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Goshen-Hotels-Gate-House-Goshen-CT.h106031055.Hotel-Information)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95040000/95032300/95032280/9e9e7dc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/96000000/95040000/95032300/95032280/343660cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95040000/95032300/95032280/w1021h683x0y0-bc590600.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95040000/95032300/95032280/0aff2f2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunshine Central | Yale | 3BR | Prking | Wshr/Dryr

[](https://www.expedia.ca/New-Haven-Hotels-Sunshine-Central-Yale-3BR-Prking-WshrDryr.h95032280.Hotel-Information)

East Rock

9.0/10

Wonderful

(10 reviews)

"Great 4 day visit to New Haven. We enjoyed the neighborhood and proximity to Yale."

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

Todd L.

CA $162

CA $404 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/New-Haven-Hotels-Sunshine-Central-Yale-3BR-Prking-WshrDryr.h95032280.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)

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111830000/111828700/111828646/c873cf3f.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.ca/Southbury-Hotels-Simple-Living-Retreat-1-Bedroom-Apartment.h111828646.Hotel-Information)

Southbury

10/10

Exceptional

(22 reviews)

"Perfect sized apartment for a short stay - very convenient to my destination"

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

S

CA $120

CA $165 total

includes taxes & fees

Feb 10 - Feb 11

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

![TV](https://images.trvl-media.com/lodging/120000000/119680000/119675600/119675542/f31b1b95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/120000000/119680000/119675600/119675542/2e811bdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119680000/119675600/119675542/a9759b5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer](https://images.trvl-media.com/lodging/120000000/119680000/119675600/119675542/6b7f737f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Studio City Stay in the heart of Downtown New Haven, commutable and walkable to Yale and Yale hospital.

[](https://www.expedia.ca/New-Haven-Hotels-Modern-Studio-Near-Yale.h119675542.Hotel-Information)

Dwight

8.0/10

Very good

(2 reviews)

"The studio apartment is in a very convenient location. It is a lovely walk to Yale. Many restaurants just outside the door. My friends, who joined me for a meal, found parking easily. It was a plus having use of a parking pass for Dwight Street. We never had a problem getting a parking spot. We also loved being able to bring our two small pups with us. The bottle of wine was a thoughtful touch. "

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

ELIZABETH M S M.

CA $179

CA $307 total

includes taxes & fees

Feb 7 - Feb 8

[](https://www.expedia.ca/New-Haven-Hotels-Modern-Studio-Near-Yale.h119675542.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118890000/118881500/118881444/37c47c7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/119000000/118890000/118881500/118881444/fb37f317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/119000000/118890000/118881500/118881444/82ed74e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118890000/118881500/118881444/246a42a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ConStay: Yale and SCSU Nearby + On-Site Parking

[](https://www.expedia.ca/Hamden-Hotels-Seven-Sleeps-Patio-Retreatlake-Two-In-One-Game-TablePS5.h118881444.Hotel-Information)

West New Haven

10/10

Exceptional

(1 review)

"This place was very clean and Michael was great, answering all my questions quickly. check in was simple just a code to get in it was very updated and the beds were very comfortable. It was close to Yale and to some great pizza places"

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

Sabrina P.

CA $160

CA $456 total

includes taxes & fees

Feb 17 - Feb 18

[](https://www.expedia.ca/Hamden-Hotels-Seven-Sleeps-Patio-Retreatlake-Two-In-One-Game-TablePS5.h118881444.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.ca/Hotel-Search?startDate=2026-02-20&endDate=2026-02-21&regionId=176243&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.ca/Hotel-Search?destination=Woodbury%2C+Connecticut%2C+United+States+of+America&regionId=176243&latLong=41.544546%2C-73.208991&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CABIN)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Woodbury%2C+Connecticut%2C+United+States+of+America&regionId=176243&latLong=41.544546%2C-73.208991&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Woodbury%2C+Connecticut%2C+United+States+of+America&regionId=176243&latLong=41.544546%2C-73.208991&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Woodbury%2C+Connecticut%2C+United+States+of+America&regionId=176243&latLong=41.544546%2C-73.208991&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=COTTAGE)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Woodbury%2C+Connecticut%2C+United+States+of+America&regionId=176243&latLong=41.544546%2C-73.208991&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CONDO)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Woodbury%2C+Connecticut%2C+United+States+of+America&regionId=176243&latLong=41.544546%2C-73.208991&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VILLA)

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## Top Woodbury Hotel Reviews

![Hyatt House Shelton](https://images.trvl-media.com/lodging/4000000/3490000/3482200/3482162/0d731ede_y.jpg)

### Hyatt House Shelton

10/10 Excellent

"Great "

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

![Hotel Zero Degrees Danbury](https://images.trvl-media.com/lodging/17000000/16270000/16263900/16263812/1fb60e7f_y.jpg)

### Hotel Zero Degrees Danbury

10/10 Excellent

"The property is well kept up. The front desk staff was helpful and very friendly! This is the best hotel spot in Danbury! I will be returning!"

[](https://expedia.ca/Danbury-Hotels-Hotel-Zero-Degrees-Danbury.h16263812.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

"Was clean"

[](https://expedia.ca/New-Haven-Hotels-Holiday-Inn-Cheshire-Southington.h1802750.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

"nice"

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

![Courtyard by Marriott Waterbury Downtown](https://images.trvl-media.com/lodging/1000000/40000/34300/34227/c0e669e8_y.jpg)

### Courtyard by Marriott Waterbury Downtown

10/10 Excellent

"All of the above "

[](https://expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-Waterbury-Downtown.h34227.Hotel-Information)

![The Blake Hotel](https://images.trvl-media.com/lodging/33000000/32130000/32129700/32129620/95723c61_y.jpg)

### The Blake Hotel

10/10 Excellent

"The suite was very spacious with kitchenette and dining table, and it's clean and modern. The entire staff was very friendly and helpful, from the front desk to valet! It's very close to everywhere at Yale University. "

[](https://expedia.ca/New-Haven-Hotels-The-Blake-Hotel.h32129620.Hotel-Information)

![Hamden Hotel and Suites – Hamden New Haven](https://images.trvl-media.com/lodging/1000000/20000/18000/17931/c3c836db_y.jpg)

### Hamden Hotel and Suites – Hamden New Haven

10/10 Excellent

"The rooms are very neat, and the workers are courteous and helpful "

[](https://expedia.ca/New-Haven-Hotels-Clarion-Hotel-Suites-Hamden-New-Haven.h17931.Hotel-Information)

![Courtyard New Haven at Yale](https://images.trvl-media.com/lodging/1000000/30000/25300/25273/89078fdd_y.jpg)

### Courtyard New Haven at Yale

10/10 Excellent

"Clean room, staffs were helpful"

[](https://expedia.ca/New-Haven-Hotels-Courtyard-New-Haven-At-Yale.h25273.Hotel-Information)

![Cambria Hotel New Haven University Area](https://images.trvl-media.com/lodging/79000000/78620000/78614500/78614483/a6a28eee_y.jpg)

### Cambria Hotel New Haven University Area

10/10 Excellent

"Nice fromt desk staff. Clean & comfortable room."

[](https://expedia.ca/New-Haven-Hotels-Cambria-Hotel-New-Haven-University-Area.h78614483.Hotel-Information)

## Find out more about Woodbury

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Woodbury. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Vacation Homes in Woodbury ](https://expedia.ca/Woodbury-Private-Vacation-Homes.d176243-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Woodbury ](https://expedia.ca/Woodbury-Apartments.d176243-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Woodbury ](https://expedia.ca/Woodbury-Cottages.d176243-aaCottages.Travel-Guide-Accommodation)
- [Motels in Woodbury ](https://expedia.ca/Woodbury-Motels.d176243-aaMotels.Travel-Guide-Accommodation)
- [Cabin Rentals in Woodbury ](https://expedia.ca/Woodbury-Cabins.d176243-aaCabins.Travel-Guide-Accommodation)
- [Guest Houses in Woodbury ](https://expedia.ca/Woodbury-Guest-Houses.d176243-aaGuestHouses.Travel-Guide-Accommodation)
- [Farmstay in Woodbury ](https://expedia.ca/Woodbury-Agritourism.d176243-aaAgritourism.Travel-Guide-Accommodation)
- [B&B in Woodbury ](https://expedia.ca/Woodbury-Bed-And-Breakfast.d176243-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Villas in Woodbury ](https://expedia.ca/Woodbury-Villas.d176243-aaVillas.Travel-Guide-Accommodation)
- [Condo Rentals in Woodbury ](https://expedia.ca/Woodbury-Condos.d176243-aaCondos.Travel-Guide-Accommodation)
- [Lodges in Woodbury ](https://expedia.ca/Woodbury-Lodges.d176243-aaLodges.Travel-Guide-Accommodation)
- [Resorts in Woodbury ](https://expedia.ca/Woodbury-Resort-Hotels.d176243-aaResortHotels.Travel-Guide-Accommodation)
- [Inns in Woodbury ](https://expedia.ca/Woodbury-Inns.d176243-aaInns.Travel-Guide-Accommodation)

## Frequently asked questions

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