Oakville Holiday Rentals

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Holiday Rentals in Oakville

Beautiful cozy rooms near hospital and down town area
Fridge, microwave, oven, stovetop
Beautiful cozy rooms near hospital and down town area
8.0 out of 10, Very good, (17)
"I will forever love coming here. The host was great, Parking was amazing, Rooms were so cleanly. "
The price is HK$848
HK$1,931 total
includes taxes & fees
17 Nov - 18 Nov
Beautiful cozy rooms near hospital and down town area
Newly renovated cottage on the lake!
Interior
Newly renovated cottage on the lake!
10.0 out of 10, Exceptional, (22)
"We love live live this property. It is perfect for what we need. Our daughter lives just a shirt distance away in Torrington. This is our second time staying in this house. We love it"
Newly renovated cottage on the lake!
The Long View of Candlewood Lake
Smart TV, fireplace
The Long View of Candlewood Lake
10.0 out of 10, Exceptional, (17)
"The house faces the lake and offers tranquil and beautiful views from most rooms. It was meticulously maintained and very attractive and comfortable. It was stocked with everything you would need to be comfortable and to feel like home. We stayed 2 nights and thoroughly enjoyed it!"
The Long View of Candlewood Lake
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Property grounds
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
10.0 out of 10, Exceptional, (26)
"We stayed at the property for 2 nights and it was just what we had hoped. We enjoyed the lake, the fall colors and the house thoroughly. Would love to come back someday. "
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Stay 3 Nights or Longer Until January 31 and Get 15% Off
Miscellaneous
Stay 3 Nights or Longer Until January 31 and Get 15% Off
9.8 out of 10, Exceptional, (28)
"Property and home are beautiful. The larger home on adjacent property (Sunny Day) is close and if a larger group is staying there can be loud in the tranquil setting during the day. Otherwise, the setting is beautiful and the house was perfect for our family of 6 (3 couples). We enjoyed the kayak, paddle board, fishing, evening fire pit and views from upstairs deck and downstairs patio. "
Stay 3 Nights or Longer Until January 31 and Get 15% Off
Fun Downtown Location 2nd flr
Outdoor dining
Fun Downtown Location 2nd flr
9.8 out of 10, Exceptional, (65)
"This property is a remodeled older house. With all that old house charm. It is spacious and has three bedrooms, each with a queen bed. The couch is extremely comfortable and it was great watching TV and sipping wine."
Fun Downtown Location 2nd flr
cozy 1 bedroom 3rd floor nice quiet and conveniently located next to everything.
1 bedroom, iron/ironing board, WiFi, bed sheets
cozy 1 bedroom 3rd floor nice quiet and conveniently located next to everything.
The price is HK$638
HK$889 total
includes taxes & fees
17 Nov - 18 Nov
cozy 1 bedroom 3rd floor nice quiet and conveniently located next to everything.
Immaculate waterfront home nestled in the Litchfield hills w/ tons of...
Smart TV, fireplace, ping pong, stereo
Immaculate waterfront home nestled in the Litchfield hills w/ tons of...
9.8 out of 10, Exceptional, (19)
"Gorgeous home and property, loved being on the lake with the game room cabana, the outdoor areas are so relaxing, and the home is so tastefully decorated. We enjoyed it so much!"
Immaculate waterfront home nestled in the Litchfield hills w/ tons of...
River Overlook - Check the view from your deck!
Fridge, microwave, oven, stovetop
River Overlook - Check the view from your deck!
10.0 out of 10, Exceptional, (15)
"This was a great, cozy place for my wife and I to stay in Collinsville. The rooms were tastefully decorated, in great shape, updated, clean, and peppered with cute artwork based on the "when pigs can fly" theme that always brought a smile to my face when I found another one. The queen bed was very comfortable; the kitchen had all of the appliances, dishes, and cookware we needed; the HVAC system was easy to use and kept the rooms at whatever temperature we wanted; and there was a nice deck with...
River Overlook - Check the view from your deck!
Charming 3BR Hilltop House, Newly Remodeled with Arcade
Interior
Charming 3BR Hilltop House, Newly Remodeled with Arcade
10.0 out of 10, Exceptional, (18)
"So glad we found this property to accommodate our family of six for the weekend. It was cozy, updated and immaculately clean. The owners seem to have thought of everything and clearly care about providing an exceptional experience. Highly recommend!"
Charming 3BR Hilltop House, Newly Remodeled with Arcade
lakefront estate
Pool
lakefront estate
3.8 out of 10, (8)
"Overall do not stay in this house! They are scamming people! They say they are military family yet took advantage of one!! Still owe me my refund and refuse to answer VRBO to give the okay to refund my money! This place was not clean it was very unsanitary and there were drug paraphernalia in the backyard! Towels wet and dirty on the bathroom floor and one of the bedrooms the sheets were dirty in the floor claimed that the house keeper cleaned it! The pool was disgusting!! I have videos pictures...
lakefront estate
Candlewood Lake Retreat with year round views
Property grounds
Candlewood Lake Retreat with year round views
10.0 out of 10, Exceptional, (10)
"Liked outdoor area and fire place "
Candlewood Lake Retreat with year round views
Litchfield Hills Hideaway
Fridge, microwave, oven, stovetop
Litchfield Hills Hideaway
10.0 out of 10, Exceptional, (54)
"They did a great job of supplying everything we needed without junking it up. It was really centrally located on Rt 202. We came in for a HS reunion and it worked great! "
The price is HK$1,167
HK$2,008 total
includes taxes & fees
19 Nov - 20 Nov
Litchfield Hills Hideaway
NEW! LAKE FRONT, Private Dock, Fire Pit, Paddle Boards, Kayaks & Rec Room!
Property grounds
NEW! LAKE FRONT, Private Dock, Fire Pit, Paddle Boards, Kayaks & Rec Room!
10.0 out of 10, Exceptional, (3)
"First time booking and the place was perfect, beautiful views, real cozy vibes, and the host did a great job to attend at anything we needed "
NEW! LAKE FRONT, Private Dock, Fire Pit, Paddle Boards, Kayaks & Rec Room!
#11 -* 4 Bedrooms, 3 Baths! Sleeps up to 13!*
Fridge, microwave, stovetop, coffee/tea maker
#11 -* 4 Bedrooms, 3 Baths! Sleeps up to 13!*
10.0 out of 10, Exceptional, (2)
"The upstairs kitchen may need some extra ceramic bowls and silverware. The hot water may need to be turned up, it was tepid at best. Jeff was more than helpful getting us situated and comfortable. Great neighborhood, and availability to groceries, restaurants, and the great brewery 2 minutes away. Great room for families for togetherness and privacy"
#11 -* 4 Bedrooms, 3 Baths! Sleeps up to 13!*
TWO BEDROOM APARTMENT ON FIRST FLOOR ON A DUPLEX
Fridge, microwave, stovetop, dishwasher
TWO BEDROOM APARTMENT ON FIRST FLOOR ON A DUPLEX
9.8 out of 10, Exceptional, (18)
"My stay here was amazing.Very clean.Very welcoming with a forever homely feel.The communication with the property owner/manager was great and very helpful with everything.When i return to Connecticut,I will be looking forward to returning to this rental and also recommending to family and friends if traveling to the area.5*"
TWO BEDROOM APARTMENT ON FIRST FLOOR ON A DUPLEX
Cozy & Chic Cabin by the Lake, with access to private Beach!
Exterior
Cozy & Chic Cabin by the Lake, with access to private Beach!
10.0 out of 10, Exceptional, (16)
"I had an absolutely wonderful weekend. The home was clean, cozy, and exactly as described in the listing. From the moment I arrived, I felt right at home. Mariana was incredibly responsive and helpful and ensuring I had everything I needed throughout my stay. I will be coming back again."
Cozy & Chic Cabin by the Lake, with access to private Beach!
Guest Cottage on Country Estate
Property grounds
Guest Cottage on Country Estate
9.2 out of 10, Wonderful, (39)
"Quaint.Just the size for 2."
Guest Cottage on Country Estate
Historic Whitneyville Cottage
Fridge, microwave, oven, stovetop
Historic Whitneyville Cottage
9.6 out of 10, Exceptional, (12)
"Very convenient for what we needed. Nice little cottage."
Historic Whitneyville Cottage
Cozy newly remodeled home close to major amenities in Connecticut a
Fridge, microwave, oven, dishwasher
Cozy newly remodeled home close to major amenities in Connecticut a
8.4 out of 10, Very good, (16)
"I love staying here. Each visit I bring something new from Louisiana and leave it for the next guest. The cooking supplies are admirable for a home, and especially so for a home away-from-home. We couldn't find a better place to stay. The beds are super comfy, though the furniture requires extra padding. Fortunately there are lots of blankets to use as cishioning."
Cozy newly remodeled home close to major amenities in Connecticut a
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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Other types of properties in Oakville you may be interested in

Holiday Inn Express Southington, an IHG Hotel
Exterior
Holiday Inn Express Southington, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, (1000)
"Great location; breakfast is was good. Price was good. The only bad experience was the AC unit, it was making a weird and loud noise. I think they need to change it. Other than that, it was a good experience. "
The price is HK$996
HK$1,145 total
includes taxes & fees
1 Dec - 2 Dec
Holiday Inn Express Southington, an IHG Hotel
Red Roof Inn Meriden
Exterior
Red Roof Inn Meriden
2.0 star property
7.6 out of 10, Good, (1000)
"Everything was perfect except next room over the people were coughing and talking, two parents and a child, all night long. Felt like they were in our room, hard to sleep."
The price is HK$700
HK$805 total
includes taxes & fees
17 Nov - 18 Nov
Red Roof Inn Meriden
Courtyard by Marriott Waterbury Downtown
Lobby
Courtyard by Marriott Waterbury Downtown
3.0 star property
8.4 out of 10, Very good, (1004)
"O"
The price is HK$770
HK$886 total
includes taxes & fees
17 Nov - 18 Nov
Courtyard by Marriott Waterbury Downtown
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.

Frequently asked questions

Can I find holiday rentals in Oakville?

Yes, there are holiday rentals close to the most popular sights in Oakville, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Oakville has to offer?

The Long View of Candlewood Lake: This holiday home rental outside of Oakville is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Oakville?

Choose from 5 Expedia holiday rentals in Oakville for a memorable holiday.

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 Lake Quassapaug. In the wider area, you’ll find Union Station Clocktower and Waterbury City Hall.

What’s a holiday rental in Oakville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oakville. Holiday rentals offer extras like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for small groups.