Title: Oakville Vacation Rentals from CA $175: Short-Term Rentals for 2026 | Expedia.ca

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Photo by Heather Beaudry

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## Check prices for these dates

In two weeks

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=3000430361&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.ca/Hotel-Search?regionId=3000430361&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.ca/Hotel-Search?regionId=3000430361&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.ca/Hotel-Search?regionId=3000430361&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 Oakville vacation rentals

![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/109000000/109000000/108996700/108996700/6e1b5e67.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)

![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)

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

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

Oakville

CA $306

CA $710 total

includes taxes & fees

Apr 6 - Apr 7

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

![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)

![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.ca/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

CA $128

CA $175 total

includes taxes & fees

Apr 5 - Apr 6

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

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/da7468b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/433534ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/f293483a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/601ebe37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Apartment in Berlin

[](https://www.expedia.ca/Berlin-Hotels-Private-Apartment-In-Berlin.h107976290.Hotel-Information)

Berlin

9.0/10

Wonderful

(6 reviews)

"Place was great, not to small and not to big. Beds were extremely comfortable. Berlin is a busy town but the house in tucked far enough away from it all. Great place and would gladly stay again! "

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

Daniel L.

CA $128

CA $342 total

includes taxes & fees

Apr 9 - Apr 10

[](https://www.expedia.ca/Berlin-Hotels-Private-Apartment-In-Berlin.h107976290.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)

![TV, offices](https://images.trvl-media.com/lodging/113000000/112280000/112274100/112274050/f7d8381c.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)

### Private Apartment in Southbury 103

[](https://www.expedia.ca/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.

CA $128

CA $315 total

includes taxes & fees

Apr 6 - Apr 7

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008961/5e3eabe3.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/103000000/102010000/102009000/102008961/05d1cd6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008961/443314ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008961/81f1fe12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### All New Fully Furnished Cozy Studio

[](https://www.expedia.ca/Wallingford-Hotels-Seasons-Hospitality-Presents-All-New-Fully-Furnished-Cozy-Studio.h102008961.Hotel-Information)

Wallingford Center

9.8/10

Exceptional

(8 reviews)

"Clean and well designed apartment in a great location. Book here if you are interested as you won't have any regrets. Enjoy! "

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

Rick C.

CA $176

CA $425 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Wallingford-Hotels-Seasons-Hospitality-Presents-All-New-Fully-Furnished-Cozy-Studio.h102008961.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90830000/90821100/90821015/w905h683x59y0-8f890c79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90830000/90821100/90821015/w904h683x60y0-a0d1107c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90830000/90821100/90821015/w904h683x60y0-ee72444b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90830000/90821100/90821015/eba05f8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### River Overlook - Check the view from your deck!

[](https://www.expedia.ca/Canton-Hotels-River-Overlook.h90821015.Hotel-Information)

Collinsville

10/10

Exceptional

(23 reviews)

"The place was perfect for the two of us. It was close to both our kids homes."

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

Tomas M.

CA $223

CA $422 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Canton-Hotels-River-Overlook.h90821015.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/93000000/92870000/92867400/92867391/8be8d925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92870000/92867400/92867391/99d6910c.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)

### 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 $134

CA $324 total

includes taxes & fees

Apr 5 - Apr 6

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

CA $160

CA $404 total

includes taxes & fees

May 1 - May 2

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

![Interior](https://images.trvl-media.com/lodging/112000000/111830000/111824500/111824460/058f796c.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)

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

[](https://www.expedia.ca/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.

CA $153

CA $268 total

includes taxes & fees

Apr 16 - Apr 17

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

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

![Interior](https://images.trvl-media.com/lodging/128000000/127220000/127214700/127214679/ef5a943a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Art House 3 Beds Close to Warner Theater

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

Torrington

CA $149

CA $529 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Torrington-Hotels-Art-House-3-Beds-Close-To-Warner-Theater.h127214679.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/92000000/91310000/91304700/91304625/970a479f.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)

![Interior](https://images.trvl-media.com/lodging/92000000/91310000/91304700/91304625/ba8d6f83.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 $126

CA $482 total

includes taxes & fees

Apr 5 - Apr 6

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

![TV, offices](https://images.trvl-media.com/lodging/108000000/107310000/107301400/107301360/deadba68.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107310000/107301400/107301360/bfa86a99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Apartment in Southbury 102

[](https://www.expedia.ca/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.

CA $120

CA $306 total

includes taxes & fees

Apr 5 - Apr 6

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

![Exterior](https://images.trvl-media.com/lodging/121000000/120670000/120665300/120665201/423bc166.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)

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

[](https://www.expedia.ca/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

CA $188

CA $304 total

includes taxes & fees

Apr 7 - Apr 8

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

![TV](https://images.trvl-media.com/lodging/104000000/103030000/103030000/103029994/3f917e77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/104000000/103030000/103030000/103029994/a8b2688c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103030000/103030000/103029994/f06ff144.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103030000/103030000/103029994/ac5458a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### All new 1BR apartment with all the features you are looking for

[](https://www.expedia.ca/Wallingford-Hotels-All-New-1BR-Apartment-With-All-The-Features-You-Are-Looking-For.h103029994.Hotel-Information)

Wallingford Center

CA $160

CA $404 total

includes taxes & fees

May 1 - May 2

[](https://www.expedia.ca/Wallingford-Hotels-All-New-1BR-Apartment-With-All-The-Features-You-Are-Looking-For.h103029994.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)

![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)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122840000/122835900/122835857/6f1f9830.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)

### Litchfield Retreat, Wineries, Foliage & Skiing

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

Torrington

CA $363

CA $558 total

includes taxes & fees

Apr 5 - Apr 6

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

![Interior](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008956/03fff58e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008956/67a7f768.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008956/37fd41de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008956/9a03fac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New Railside Residents

[](https://www.expedia.ca/Wallingford-Hotels-Seasons-Hospitality-Presents-New-Railside-Residents-1BR.h102008956.Hotel-Information)

Wallingford Center

10/10

Exceptional

(1 review)

"This apartment was the perfect base for visiting family in Wallingford. It had everything we needed, was very clean, and super convenient to downtown cafes and restaurants. The train is a bit loud but to be expected! Will definitely stay again. "

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

Kelsey S.

CA $160

CA $404 total

includes taxes & fees

May 1 - May 2

[](https://www.expedia.ca/Wallingford-Hotels-Seasons-Hospitality-Presents-New-Railside-Residents-1BR.h102008956.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/125000000/124360000/124360000/124359908/e5b7b978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/125000000/124360000/124360000/124359908/c78a3042.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124360000/124360000/124359908/ac82cf05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124360000/124360000/124359908/89f59934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Welcoming 4-bedroom house in charming Hamden

[](https://www.expedia.ca/Hamden-Hotels-Welcoming-4-Bedroom-House-In-Charming-Hamden.h124359908.Hotel-Information)

Hamden

10/10

Exceptional

(1 review)

"Host was kind and attentive. Location was convenient and the home was clean and spacious. "

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

Renee H.

CA $376

CA $666 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Hamden-Hotels-Welcoming-4-Bedroom-House-In-Charming-Hamden.h124359908.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/123000000/122400000/122391400/122391367/659e94b6.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/a0cac3d0.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

(3 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 $137

CA $712 total

includes taxes & fees

Apr 5 - Apr 6

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

![Interior](https://images.trvl-media.com/lodging/108000000/107910000/107901600/107901536/f4da917b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107910000/107901600/107901536/b7011e66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107910000/107901600/107901536/9f1e63cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107910000/107901600/107901536/4d11d50d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Historic Hideaway

[](https://www.expedia.ca/Avon-Hotels-The-Historic-Hideaway.h107901536.Hotel-Information)

Avon

6.0/10

(4 reviews)

"Once we found the house it was very warm & cozy. The mini- muffins on the counter was a bonus. House mailbox was 87 but address was 89 that you only see if door is closed which it wasn't on 1st 2 passes. Limited exterior lights made coming back at night a challenge. "

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

Kim C.

CA $102

CA $375 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Avon-Hotels-The-Historic-Hideaway.h107901536.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)

![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/112000000/111930000/111926200/111926107/1c343d33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/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.

CA $406

CA $526 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Litchfield-Hotels-The-Jefferson-House.h111926107.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=2026-04-18&endDate=2026-04-19&regionId=3000430361&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=Oakville%2C+Connecticut%2C+United+States+of+America&regionId=3000430361&latLong=41.589782%2C-73.078589&adults=2&startDate=2026-07-02&d1=2026-07-02&endDate=2026-07-05&d2=2026-07-05&lodging=CABIN)

Private vacation homes

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Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Oakville%2C+Connecticut%2C+United+States+of+America&regionId=3000430361&latLong=41.589782%2C-73.078589&adults=2&startDate=2026-07-02&d1=2026-07-02&endDate=2026-07-05&d2=2026-07-05&lodging=APARTMENT)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Oakville%2C+Connecticut%2C+United+States+of+America&regionId=3000430361&latLong=41.589782%2C-73.078589&adults=2&startDate=2026-07-02&d1=2026-07-02&endDate=2026-07-05&d2=2026-07-05&lodging=COTTAGE)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Oakville%2C+Connecticut%2C+United+States+of+America&regionId=3000430361&latLong=41.589782%2C-73.078589&adults=2&startDate=2026-07-02&d1=2026-07-02&endDate=2026-07-05&d2=2026-07-05&lodging=CONDO)

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## Top Oakville Hotel Reviews

![Hampton Inn & Suites Hartford/Farmington](https://images.trvl-media.com/lodging/3000000/2980000/2970600/2970540/f9413aba_y.jpg)

### Hampton Inn & Suites Hartford/Farmington

10/10 Excellent

"Everything was first rate. The pool was nice. The room was nicely furnished. The breakfast was good with a variety of choices. I highly recommend this hotel."

[](https://expedia.ca/Hartford-Hotels-Hampton-Inn-And-Suites-HartfordFarmington.h2970540.Hotel-Information)

![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.ca/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.ca/New-Haven-Hotels-Holiday-Inn-Cheshire-Southington.h1802750.Hotel-Information)

![Homewood Suites by Hilton Hartford-Farmington](https://images.trvl-media.com/lodging/1000000/210000/203500/203496/46de1f34_y.jpg)

### Homewood Suites by Hilton Hartford-Farmington

8/10 Good

"Clean room, friendlyvstaff"

[](https://expedia.ca/Hartford-Hotels-Homewood-Suites-By-Hilton-Hartford-Farmington.h203496.Hotel-Information)

![Best Western Plus New England Inn & Suites](https://images.trvl-media.com/lodging/1000000/930000/922200/922173/94c389ac_y.jpg)

### Best Western Plus New England Inn & Suites

10/10 Excellent

"Unfortunately they cook meat in same "

[](https://expedia.ca/Hartford-Hotels-Best-Western-Plus-New-England-Inn-Suites.h922173.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

6/10 Okay

"The room was good. The TV was not working. Everything else was great Service the breakfast. The parking the staff was nice."

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

![Clarion Inn North Haven - New Haven North](https://images.trvl-media.com/lodging/1000000/10000/7600/7519/26c48632_y.jpg)

### Clarion Inn North Haven - New Haven North

8/10 Good

"Stay was good except for the dog in the next room who barked and howled during the night. We were not told it allowed pets. One incident with outsiders meeting in lobby and caused a commotion. Front desk handeled very well. Room was clean, breakfast good, staff friendly and building secure."

[](https://expedia.ca/North-Haven-Hotels-Clarion-Inn.h7519.Hotel-Information)

![Extended Stay America Suites Hartford Farmington](https://images.trvl-media.com/lodging/1000000/160000/151100/151013/df2a9cf4_y.jpg)

### Extended Stay America Suites Hartford Farmington

10/10 Excellent

"Beautiful spot! Very clean ❤️"

[](https://expedia.ca/Hartford-Hotels-Extended-Stay-America-Suites-Hartford-Farmington.h151013.Hotel-Information)

![Fairfield Inn & Suites by Marriott Plainville](https://images.trvl-media.com/lodging/1000000/10000/10000/9965/ac051f95_y.jpg)

### Fairfield Inn & Suites by Marriott Plainville

10/10 Excellent

"I arrived over the weekend and was handled by a super kind front desk lady, whoever was working Saturday March 30th at 11am.. Was able to check me in early since there was a room available. Thankful for that after a red eye flight from Orlando. Room was simple but very clean. No complaints about the stay at all"

[](https://expedia.ca/Hartford-Hotels-Fairfield-Inn-Suites-By-Marriott-Plainville.h9965.Hotel-Information)

## Find out more about Oakville

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 Oakville. 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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- [Québec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

- [Vacation Homes in Oakville ](https://expedia.ca/Oakville-Private-Vacation-Homes.d3000430361-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Oakville ](https://expedia.ca/Oakville-Apartments.d3000430361-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Oakville ](https://expedia.ca/Oakville-Cottages.d3000430361-aaCottages.Travel-Guide-Accommodation)
- [Motels in Oakville ](https://expedia.ca/Oakville-Motels.d3000430361-aaMotels.Travel-Guide-Accommodation)
- [B&B in Oakville ](https://expedia.ca/Oakville-Bed-And-Breakfast.d3000430361-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Condo Rentals in Oakville ](https://expedia.ca/Oakville-Condos.d3000430361-aaCondos.Travel-Guide-Accommodation)
- [Cabin Rentals in Oakville ](https://expedia.ca/Oakville-Cabins.d3000430361-aaCabins.Travel-Guide-Accommodation)
- [RV Parks in Oakville ](https://expedia.ca/Oakville-RV-Parks.d3000430361-aaRVParks.Travel-Guide-Accommodation)
- [Guest Houses in Oakville ](https://expedia.ca/Oakville-Guest-Houses.d3000430361-aaGuestHouses.Travel-Guide-Accommodation)
- [Farmstay in Oakville ](https://expedia.ca/Oakville-Agritourism.d3000430361-aaAgritourism.Travel-Guide-Accommodation)
- [Villas in Oakville ](https://expedia.ca/Oakville-Villas.d3000430361-aaVillas.Travel-Guide-Accommodation)
- [Lodges in Oakville ](https://expedia.ca/Oakville-Lodges.d3000430361-aaLodges.Travel-Guide-Accommodation)
- [Resorts in Oakville ](https://expedia.ca/Oakville-Resort-Hotels.d3000430361-aaResortHotels.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Oakville?

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