Title: Oakville Vacation Rentals from $125: Search Short-Term Rentals | Expedia.com

[Oakville Travel Guide](https://expedia.com/Oakville.dx3000430361)[Hotels in Oakville](https://expedia.com/Oakville-Hotels.d3000430361.Travel-Guide-Hotels)[Flights to Oakville](https://expedia.com/Cheap-Flights-To-Oakville.d3000430361.Travel-Guide-Flights)[Car Rentals in Oakville](https://expedia.com/Car-Rentals-In-Oakville.d3000430361.Car-Rental-Guide)[Oakville Vacation Packages](https://expedia.com/Oakville.d3000430361.Destination-Travel-Guides)

![Craig's Castle](https://images.trvl-media.com/place/3000430361/6a373485-2b3d-4a7f-b4a3-cc4d82cc4f70.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Heather Beaudry

![](https://images.trvl-media.com/place/3000430361/6a373485-2b3d-4a7f-b4a3-cc4d82cc4f70.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=3000430361&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=3000430361&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 three months

[May 29 - May 31](https://www.expedia.com/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 four months

[Jun 26 - Jun 28](https://www.expedia.com/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)

## 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) | Front of property](https://images.trvl-media.com/lodging/109000000/109000000/108996700/108996700/e15142a3.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/dc603626.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Oakville

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

$443 nightly

$510 total

Mar 5 - Mar 6

Total with taxes and fees

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

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105800000/105792700/105792603/e79fab41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105800000/105792700/105792603/7722beb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105800000/105792700/105792603/9d162edb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105800000/105792700/105792603/199e285b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Camping in New Milford

[](https://www.expedia.com/New-Milford-Hotels-Secluded-Mountaintop-Retreat-Rustic-Luxury-Panoramic-Views-At-Freedom-Farm.h105792603.Hotel-Information)

8.0/10

Very Good

(1 review)

"We camped at Freedom Farm and enjoyed the secluded woods setting for our tent. Everything was clean and well prepared for our stay, and the hosts were friendly and helpful. It is beautifully situated and is a short drive from some excellent hiking and biking in nearby state parks. I think a couple of things, though, could be improved. The tent was set up on an incline, which made sleeping a bit less comfortable than it might have been. I would recommend that the hosts build a level platform...

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

Eric

$170 nightly

$193 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/New-Milford-Hotels-Secluded-Mountaintop-Retreat-Rustic-Luxury-Panoramic-Views-At-Freedom-Farm.h105792603.Hotel-Information)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103760000/103760000/103759987/1d63c478.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/104000000/103760000/103760000/103759987/31ccdf44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/104000000/103760000/103760000/103759987/45b3632b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/104000000/103760000/103760000/103759987/3f3ffc87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Camping in New Milford

[](https://www.expedia.com/New-Milford-Hotels-Creekside-Retreat-Tent.h103759987.Hotel-Information)

10/10

Exceptional

(4 reviews)

"Absolutely beautiful location and wonderful hosts very romantic spot lots of hiking trails near and on premises me and my husband loved the fact we slept by the water and can hear the water running all night very peaceful and beautiful site ."

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

yarelis t.

$170 nightly

$193 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/New-Milford-Hotels-Creekside-Retreat-Tent.h103759987.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)

![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111830000/111828700/111828646/a64ee713.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)

### Apartment in Southbury

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

10/10

Exceptional

(23 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

$111 nightly

$125 total

Mar 6 - Mar 7

Total with taxes and fees

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

![Smart TV](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707168/67fb0c34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707168/bfd0f870.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707168/97101407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707168/bd4611e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Southington

[](https://www.expedia.com/Southington-Hotels-23-COMFORT-LUXURY-3-BR2-BA-House.h90707168.Hotel-Information)

9.8/10

Exceptional

(8 reviews)

"Place was just as advertised. It was clean, comfy, nice neighborhood. Check in and out was easy with no issues. "

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

Ryan A.

$324 nightly

$347 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Southington-Hotels-23-COMFORT-LUXURY-3-BR2-BA-House.h90707168.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)

![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)

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

### Vacation Home in Wallingford Center

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

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.

$284 nightly

$302 total

Mar 4 - Mar 5

Total with taxes and fees

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

![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)

![Interior](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008958/02f647fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Wallingford Center

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

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.

$284 nightly

$302 total

Mar 4 - Mar 5

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/92000000/91500000/91497200/91497114/c99e99e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91500000/91497200/91497114/633e19d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/92000000/91500000/91497200/91497114/b1656412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/92000000/91500000/91497200/91497114/c6a9bdfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Bethlehem

[](https://www.expedia.com/Bethlehem-Hotels-Deer-Ridge-Lake-Cabin.h91497114.Hotel-Information)

9.8/10

Exceptional

(40 reviews)

"Very comfortable property. The host had thought of everything!"

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

Jennifer Y.

$375 nightly

$425 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Bethlehem-Hotels-Deer-Ridge-Lake-Cabin.h91497114.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)

### Apartment in Southbury

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

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.

$203 nightly

$231 total

Mar 22 - Mar 23

Total with taxes and fees

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

![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)

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

![Smart TV](https://images.trvl-media.com/lodging/91000000/90830000/90821100/90821015/39eb1814.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Collinsville

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

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.

$236 nightly

$267 total

Mar 4 - Mar 5

Total with taxes and fees

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

### Apartment in Cheshire

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

9.4/10

Exceptional

(16 reviews)

"Great Location - all the amenities you need for a nice restful stay. Did not have to reach-out to the host at all during our stay. "

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

Robert S.

$165 nightly

$187 total

Mar 22 - Mar 23

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 pool](https://images.trvl-media.com/lodging/125000000/124670000/124662800/124662794/ece7430b.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)

![Property grounds](https://images.trvl-media.com/lodging/125000000/124670000/124662800/124662794/0f3b9c51.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)

### Vacation Home in Oxford

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

10/10

Exceptional

(1 review)

"I made a late reservation, and my host, Jackie, was always accommodating, welcoming, and in regular communication with me. The amenities were just what I needed, right down to the coffee pod and snack selection! The apartment is well laid out, as if I were walking into my own home, convenient to shopping and friends.Thank you, Jackie!"

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

LIsa G.

$142 nightly

$160 total

Mar 4 - Mar 5

Total with taxes and fees

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

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

### Apartment in Torrington

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

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

Mar 24 - Mar 25

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/113000000/112880000/112877900/112877870/686fca38.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)

### Apartment in Watertown

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

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.

$109 nightly

$122 total

Apr 1 - Apr 2

Total with taxes and fees

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

![Desk, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124240000/124230500/124230498/20c6428a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/125000000/124240000/124230500/124230498/e6267bd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124240000/124230500/124230498/2879254e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124240000/124230500/124230498/9cca1b11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Berlin

[](https://www.expedia.com/Berlin-Hotels-1-Min-To-I-91-Newly-Renovated-Modern-2-BR-Home.h124230498.Hotel-Information)

$279 nightly

$301 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Berlin-Hotels-1-Min-To-I-91-Newly-Renovated-Modern-2-BR-Home.h124230498.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/102000000/101460000/101453000/101452935/w1205h697x0y4-3b05e546.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101460000/101453000/101452935/3333094f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101460000/101453000/101452935/dc8af495.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/102000000/101460000/101453000/101452935/e30a87e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Torrington

[](https://www.expedia.com/Torrington-Hotels-Charming-Apartment-Minutes-From-Downtown.h101452935.Hotel-Information)

10/10

Exceptional

(16 reviews)

"Everything about our stay was great - Corin and Jen were wonderful hosts. The place is spotless, cozy, comfy. Love that they were right next to the Green Way Trail along the river. Will absolutely stay there again! "

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

Kate B.

$253 nightly

$286 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Torrington-Hotels-Charming-Apartment-Minutes-From-Downtown.h101452935.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)

![Interior](https://images.trvl-media.com/lodging/104000000/103030000/103030000/103029991/4b86b544.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)

### Apartment in Wallingford Center

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

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.

$297 nightly

$318 total

Mar 7 - Mar 8

Total with taxes and fees

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

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

### Vacation Home in Torrington

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

$350 nightly

$397 total

Mar 4 - Mar 5

Total with taxes and fees

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

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

![Interior](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/1bf4de91.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)

### Condo in Berlin

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

9.2/10

Wonderful

(5 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.

$234 nightly

$266 total

Mar 22 - Mar 23

Total with taxes and fees

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

### Apartment in Southbury

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

10/10

Exceptional

(1 review)

"Beautiful place. Very clean & welcoming "

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

Chris

$190 nightly

$215 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/Southbury-Hotels-Entire-Guesthouse-In-Southbury.h120665201.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=2026-03-17&endDate=2026-03-18&regionId=3000430361&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

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Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

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## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Oakville%2C+Connecticut%2C+United+States+of+America&regionId=3000430361&latLong=41.589782%2C-73.078589&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=CABIN)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Oakville%2C+Connecticut%2C+United+States+of+America&regionId=3000430361&latLong=41.589782%2C-73.078589&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Oakville%2C+Connecticut%2C+United+States+of+America&regionId=3000430361&latLong=41.589782%2C-73.078589&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Oakville%2C+Connecticut%2C+United+States+of+America&regionId=3000430361&latLong=41.589782%2C-73.078589&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=APARTMENT)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Oakville%2C+Connecticut%2C+United+States+of+America&regionId=3000430361&latLong=41.589782%2C-73.078589&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=CONDO)

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## Top Oakville Hotel Reviews

![Holiday Inn Express Southington by IHG](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/06fc08bd_y.jpg)

### Holiday Inn Express Southington by IHG

8/10 Good

"Bed was absolutely comfortable! "

[](https://expedia.com/Hartford-Hotels-Holiday-Inn-Express-Southington.h3929.Hotel-Information)

![The Farmington Inn & Suites](https://images.trvl-media.com/lodging/1000000/20000/10200/10185/1c89931a_y.jpg)

### The Farmington Inn & Suites

8/10 Good

"Yes"

[](https://expedia.com/Hartford-Hotels-The-Farmington-Inn-Suites.h10185.Hotel-Information)

![Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection](https://images.trvl-media.com/lodging/1000000/40000/35400/35389/d1cdaed7_y.jpg)

### Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection

10/10 Excellent

"Nicest option in the area."

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

![Avon Old Farms Hotel](https://images.trvl-media.com/lodging/1000000/10000/2700/2635/d997675e_y.jpg)

### Avon Old Farms Hotel

8/10 Good

"Large room, comfy bed, great breakfast. There’s an odor that’s either from smoking or an air freshener trying to cover up the odor that is a bit strong. Our room was non smoking and it was fine but the hallways smell a bit. "

[](https://expedia.com/Hartford-Hotels-Avon-Old-Farms-Hotel.h2635.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

"Friendly room and clean staff - breakfast was good but not great. I reserved a king bed but received a queen and the error was not able to be resolved (as of now as I am reaching out to management)."

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

![Hampton Inn Waterbury](https://images.trvl-media.com/lodging/2000000/1180000/1172400/1172343/757b15d7_y.jpg)

### Hampton Inn Waterbury

8/10 Good

"No hot tube "

[](https://expedia.com/New-Haven-Hotels-Hampton-Inn-Waterbury.h1172343.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

2/10 Terrible

"I didn’t even stay an wasn’t refunded , not happy"

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

![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

"All of the above plus a great breakfast selection "

[](https://expedia.com/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

8/10 Good

"Stay was comfortable, rooms clean and will continue to return when back in the area. "

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

## Find out more about Oakville

**Everything you need to know about Oakville 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 Oakville 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 Oakville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

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

Whenever you want to travel, a warm welcome awaits you in Oakville. 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 Oakville 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 $125 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 Oakville rentals**

At Expedia, we put the best Oakville 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 Oakville 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 Oakville 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 Oakville. 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

- Trending destinations on Expedia.com
- All accommodation types in Oakville

### Trending destinations on Expedia.com

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- [Siesta Key Vacation Rentals ](https://www.expedia.com/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals)
- [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals)
- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
- [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
- [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 Oakville ](https://expedia.com/Oakville-Private-Vacation-Homes.d3000430361-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Oakville ](https://expedia.com/Oakville-Apartments.d3000430361-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Oakville ](https://expedia.com/Oakville-Cottages.d3000430361-aaCottages.Travel-Guide-Accommodation)
- [Motels in Oakville ](https://expedia.com/Oakville-Motels.d3000430361-aaMotels.Travel-Guide-Accommodation)
- [Cabin Rentals in Oakville ](https://expedia.com/Oakville-Cabins.d3000430361-aaCabins.Travel-Guide-Accommodation)
- [B&B in Oakville ](https://expedia.com/Oakville-Bed-And-Breakfast.d3000430361-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Farmstay in Oakville ](https://expedia.com/Oakville-Agritourism.d3000430361-aaAgritourism.Travel-Guide-Accommodation)
- [Guest Houses in Oakville ](https://expedia.com/Oakville-Guest-Houses.d3000430361-aaGuestHouses.Travel-Guide-Accommodation)
- [Condo Rentals in Oakville ](https://expedia.com/Oakville-Condos.d3000430361-aaCondos.Travel-Guide-Accommodation)
- [Villas in Oakville ](https://expedia.com/Oakville-Villas.d3000430361-aaVillas.Travel-Guide-Accommodation)
- [Resorts in Oakville ](https://expedia.com/Oakville-Resorts.d3000430361-aaResorts.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Oakville?

### What's the top vacation rental in Oakville?

### What can I see and do in Oakville?

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

### Expedia's Latest Trends

Hotels

- [Hartford Hotels](https://expedia.com/Hartford-Hotels.d180005.Travel-Guide-Hotels)
- [Norwalk Hotels](https://expedia.com/Norwalk-Hotels.d9245.Travel-Guide-Hotels)
- [New London Hotels](https://expedia.com/New-London-Hotels.d1363.Travel-Guide-Hotels)
- [Milford Hotels](https://expedia.com/Milford-Hotels.d8881.Travel-Guide-Hotels)
- [Manchester Hotels](https://expedia.com/Manchester-Hotels.d8459.Travel-Guide-Hotels)
- [Bridgeport Hotels](https://expedia.com/Bridgeport-Hotels.d525.Travel-Guide-Hotels)
- [Danbury Hotels](https://expedia.com/Danbury-Hotels.d6046722.Travel-Guide-Hotels)
- [Bristol Hotels](https://expedia.com/Bristol-Hotels.d7059.Travel-Guide-Hotels)
- [Mystic Hotels](https://expedia.com/Mystic-Hotels.d9007.Travel-Guide-Hotels)
- [Wallingford Hotels](https://expedia.com/Wallingford-Hotels.d7533.Travel-Guide-Hotels)
- [New Haven Hotels](https://expedia.com/New-Haven-Hotels.d180036.Travel-Guide-Hotels)
- [Fairfield Hotels](https://expedia.com/Fairfield-Hotels.d8066.Travel-Guide-Hotels)
- [Stamford Hotels](https://expedia.com/Stamford-Hotels.d602523.Travel-Guide-Hotels)
- [West Hartford Hotels](https://expedia.com/West-Hartford-Hotels.d7700.Travel-Guide-Hotels)
- [Shelton Hotels](https://expedia.com/Shelton-Hotels.d9795.Travel-Guide-Hotels)
- [Greenwich Hotels](https://expedia.com/Greenwich-Hotels.d8045.Travel-Guide-Hotels)
- [Norwich Hotels](https://expedia.com/Norwich-Hotels.d9204.Travel-Guide-Hotels)
- [Waterbury Hotels](https://expedia.com/Waterbury-Hotels.d10425.Travel-Guide-Hotels)

Flights

- [Flights to New Haven](https://expedia.com/Cheap-Flights-To-New-Haven.d180036.Travel-Guide-Flights)
- [Flights from Hartford](https://expedia.com/lp/flights/180005/flights-from-hartford)
- [Flights to Hartford](https://expedia.com/Cheap-Flights-To-Hartford.d180005.Travel-Guide-Flights)

Cars

- [Car rentals in New Haven](https://expedia.com/Car-Rentals-In-New-Haven.d180036.Car-Rental-Guide)
- [Car rentals in Stamford](https://expedia.com/Car-Rentals-In-Stamford.d602523.Car-Rental-Guide)
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- [Car rentals in Waterbury](https://expedia.com/Car-Rentals-In-Waterbury.d10425.Car-Rental-Guide)

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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