Oakville Vacation Rentals

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Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for Oakville vacation rentals

House (3 Bedrooms) | Interior

Cottage in Oakville

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
3.0 star property
The price is ￥23,302
￥67,496 total
includes taxes & fees
Jan 25 - Jan 26
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
1 bedroom, free WiFi, bed sheets

Camping in New Milford

Creekside Retreat Tent
10.0 out of 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
yarelis t.
The price is ￥23,355
￥29,972 total
includes taxes & fees
Jan 31 - Feb 1
Creekside Retreat Tent
1 bedroom, free WiFi, bed sheets

Camping in New Milford

Secluded Mountaintop Retreat – Rustic Luxury & Panoramic Views at Freedom Farm
8.0 out of 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
Eric
The price is ￥23,355
￥29,972 total
includes taxes & fees
Jan 31 - Feb 1
Secluded Mountaintop Retreat – Rustic Luxury & Panoramic Views at Freedom Farm
2 bedrooms, WiFi, bed sheets

Vacation Home in Berlin

Private Apartment in Berlin
9.2 out of 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
Daniel L.
The price is ￥13,609
￥43,788 total
includes taxes & fees
Jan 26 - Jan 27
Private Apartment in Berlin
Exterior

Apartment in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
10.0 out of 10, Exceptional, (21 reviews)
"Perfect sized apartment for a short stay - very convenient to my destination"
United States
S
The price is ￥14,324
￥19,587 total
includes taxes & fees
Jan 26 - Jan 27
Cozy One Bedroom Apartment Centrally Located in Southbury
Smart TV

Apartment in Cheshire

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
9.2 out of 10, Wonderful, (15 reviews)
"Needed a place to sleep for a couple of nights and this worked for us."
United States
James (Jim) L.
The price is ￥14,013
￥26,391 total
includes taxes & fees
Jan 26 - Jan 27
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Exterior

Apartment in Torrington

Cozy 3 Flr Private 1 Bdrm Apt Tree Line View
9.2 out of 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
Rhonda H.
The price is ￥13,079
￥52,546 total
includes taxes & fees
Jan 25 - Jan 26
Cozy 3 Flr Private 1 Bdrm Apt Tree Line View
Fridge, microwave, oven, stovetop

Vacation Home in Southington

Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington
10.0 out of 10, Exceptional, (1 review)
"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
Cindy M.
The price is ￥13,823
￥78,330 total
includes taxes & fees
Jan 25 - Jan 26
Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington
Interior

Apartment in West New Haven

Westville Stay • 2BR • Near Yale • Free Parking
10.0 out of 10, Exceptional, (3 reviews)
"We were only here for a short stay, but everything was smooth and comfortable for us! Hotel-like linens and blackout curtains made for a very cozy sleeping experience."
United States
ross f.
The price is ￥12,840
￥37,252 total
includes taxes & fees
Jan 29 - Jan 30
Westville Stay • 2BR • Near Yale • Free Parking
Fridge, microwave, oven, stovetop

Vacation Home in Plainville

#26 Beautifully Renovated 2 BR Home
10.0 out of 10, Exceptional, (4 reviews)
"We thoroughly enjoyed our stay! The space was great for our family of 4. Would recommend!"
United States
LaTanya W.
The price is ￥16,792
￥35,638 total
includes taxes & fees
Jan 25 - Jan 26
#26 Beautifully Renovated 2 BR Home
Exterior

Vacation Home in Wallingford Center

Once the old Schools house now a newly furnished Apartment
9.0 out of 10, Wonderful, (13 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is ￥17,906
￥45,192 total
includes taxes & fees
Feb 2 - Feb 3
Once the old Schools house now a newly furnished Apartment
Interior

Apartment in Watertown

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
8.6 out of 10, Excellent, (10 reviews)
"Great night stay! Wonderful place would definitely recommend! "
United States
Laurie P.
The price is ￥13,857
￥19,050 total
includes taxes & fees
Jan 31 - Feb 1
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Terrace/patio

Apartment in Berlin

Soothing 2-bedroom lower-level apartment in Berlin
10.0 out of 10, Exceptional, (1 review)
"This apartment was very clean and well-stocked. It was comfortable and cozy. It is in a great location in the center of Connecticut, a very nice, quiet neighborhood. We went on the hiking path just minutes from the front door. We went to Massachusetts, NYC, and Rhode Island, all were a hour and half or less away. In the backyard, we ate in the covered patio and sat around the firepit. There were top-notch grocery stores or dining options within five miles. Our host was responsive and caring. "
United States
Theresa G.
The price is ￥18,918
￥49,588 total
includes taxes & fees
Jan 26 - Jan 27
Soothing 2-bedroom lower-level apartment in Berlin
Fridge, microwave, oven, stovetop

Apartment in Southbury

Private Apartment in Southbury 102
9.2 out of 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
Debbie P.
The price is ￥14,283
￥40,918 total
includes taxes & fees
Jan 26 - Jan 27
Private Apartment in Southbury 102
Fridge, microwave, oven, stovetop

Apartment in Wallingford Center

All New Studio apartment in center of town
10.0 out of 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
Nadine C.
The price is ￥17,906
￥45,192 total
includes taxes & fees
Feb 2 - Feb 3
All New Studio apartment in center of town
Exterior

Apartment in Wallingford Center

All New 1BR with tons of Charm
9.8 out of 10, Exceptional, (8 reviews)
"Charming, unique, and very comfortable. Would surely stay again. "
United States
David S.
The price is ￥17,906
￥45,192 total
includes taxes & fees
Feb 2 - Feb 3
All New 1BR with tons of Charm
Property grounds

Apartment in Collinsville

River Overlook - Check the view from your deck!
10.0 out of 10, Exceptional, (23 reviews)
"The place was perfect for the two of us. It was close to both our kids homes."
United States
Tomas M.
The price is ￥21,258
￥42,241 total
includes taxes & fees
Jan 25 - Jan 26
River Overlook - Check the view from your deck!
Fridge, microwave, oven, stovetop

Apartment in Southbury

Private Apartment in Southbury 103
10.0 out of 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
Dominick S.
The price is ￥13,609
￥39,984 total
includes taxes & fees
Jan 26 - Jan 27
Private Apartment in Southbury 103
Outdoor dining

Vacation Home in Collinsville

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
10.0 out of 10, Exceptional, (61 reviews)
"Fabulous location. I can honestly say cleanest VRBO we’ve ever stayed!!"
United States
Jeanmarie G.
The price is ￥37,252
￥66,816 total
includes taxes & fees
Jan 27 - Jan 28
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Dining

Apartment in New Britain

Two Families, up and Down Stairs, the 2nd Floor is the Vrbos Apartment
7.6 out of 10, Good, (7 reviews)
" Not bad for the price "
United States
Audrey L.
The price is ￥21,448
￥57,907 total
includes taxes & fees
Jan 26 - Jan 27
Two Families, up and Down Stairs, the 2nd Floor is the Vrbos Apartment
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Oakville Hotel Reviews

Hampton Inn Waterbury

Hampton Inn Waterbury

10/10 Excellent
"Room was cleaned. Breakfast is a great. It was quiet. It was perfect."
Irving 1-night trip
Posted 2 days ago
Hampton Inn Waterbury

Find out more about Oakville

Search for holiday rentals in Oakville on Expedia! You can easily find your home rentals, villas, holiday apartments in Oakville using one of the methods below:

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Look no further and take a look at our great range of rental properties in Oakville!

Frequently asked questions

Can I find vacation rentals in Oakville?

Yes, you can find vacation rentals close to popular attractions in Oakville, or you can choose a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental in Oakville?

Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage: This vacation home rental near Oakville offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family.

What can I see and do in Oakville?

Explore the area and family-friendly sights such as Quassy Amusement Park, or get out into nature at a spot like Cedar Lake. In the larger area, you’ll find Union Station Clocktower and Waterbury City Hall.

What’s a vacation rental in Oakville like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Oakville. Vacation rentals offer amenities like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a small group gathering.