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Compare 159 Vacation Homes in Oakville with updated reviews, rates, and availability.

Immaculate waterfront home nestled in the Litchfield hills w/ tons of...

9.8 out of 10, Exceptional, (22)
"We made happy memories over a cold January weekend. We cooked together, sat around the fire, played games and dozed in comfortable beds with high quality linens. We enjoyed the view of the water and the twinkling lights on the property at night. The steam shower was divine. If you like cooking, bring good knives, a veggie peeler and good pans. Plenty of glassware and dishes and some cookware provided. "
Immaculate waterfront home nestled in the Litchfield hills w/ tons of...

Amazing Lakefront Property

9.8 out of 10, Exceptional, (24)
"Absolutely beautiful house! Super clean! Superb setting! Very comfortable! Amazing view! Many amenities! Host very responsive and kind! The property manager quickly responded to our needs. My family and friends loved the spectacular experience and would definitely comeback! "
Amazing Lakefront Property

The Goshen Glass Chalet

9.4 out of 10, Exceptional, (29)
"Nice and cozy property. The host has been very responsive. "
The Goshen Glass Chalet

Renovated, one level home in an excellent location

10.0 out of 10, Exceptional, (39)
"We had a great stay! "
Renovated, one level home in an excellent location

Near Yale with Game Room

The price is SAR 2,011
SAR 4,296 total
includes taxes & fees
19 Jan - 20 Jan
Near Yale with Game Room

Stay 3 Nights or Longer Until January 31 and Get 15% Off

9.8 out of 10, Exceptional, (30)
"A lovely place but a lot of stairs - there is a broken stair lift for the upstairs bedroom - no bathroom on the main floor so for anyone with knee etc issues, this is not the place to stay- beautiful home and location - fully equipped kitchen and comfortable stay otherwise - perfect for warmer months with lake activities"
Stay 3 Nights or Longer Until January 31 and Get 15% Off

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

Large, Sunny 4 Bedroom Home Sleeps 8 and 1 minute to Five Fabulous Restaurants

10.0 out of 10, Exceptional, (39)
"Excellent stay in s as wonderful house. "
Large, Sunny 4 Bedroom Home Sleeps 8 and 1 minute to Five Fabulous Restaurants

Cozy Litchfield House w/ Fenced-In Yard & Fire Pit

9.8 out of 10, Exceptional, (62)
"House was clean, completely stocked with everything needed and more, great back yard and gathering areas. Property owner helped right away when we reached out. Would definitely recommend. "
Cozy Litchfield House w/ Fenced-In Yard & Fire Pit

The Art House: 5-Acre, Private Getaway with Fireplace

9.8 out of 10, Exceptional, (13)
"Great weekend "
The Art House: 5-Acre, Private Getaway with Fireplace

Stylish & Luxurious 3 BDR Home with Play Station

9.4 out of 10, Exceptional, (9)
"We needed a place for our family of 6 to stay while visiting family in the area. This place was exactly what we needed, as advertised, and the owner was quick with communications. We would definitely stay here again!"
Stylish & Luxurious 3 BDR Home with Play Station

Cozy Spacious Apt / Luxury/ Yale /Parking / Free Wine

6.0 out of 10, (1)
"The place “was” roomy and having the washer and dryer in the apartment was a bonus for us. The description said it sleeps “4” which is untrue. There is a double bed and the mattress was smaller than the box spring below so one of us was constantly rolling off. There is a large basically unusable room in the middle of the apartment which is a lot of Wasted space, except the table. The 3rd room had a tiny “ click-clack “ sofa that would never be able to sleep an adult of any size. There was a TV...
The price is SAR 469
SAR 1,108 total
includes taxes & fees
19 Jan - 20 Jan
Cozy Spacious Apt / Luxury/ Yale /Parking / Free Wine

The Connecticut Chalet - On 5 Acres!

10.0 out of 10, Exceptional, (1)
"We were looking for a property to rent while in town for a family wedding. Once we saw this house, we immediately booked it for our 4-night stay. The house had beautiful views of the changing leaves, and it was so peaceful and quiet. The kitchen was well-stocked and huge, and the laundry facilities made doing laundry so easy. Bedrooms and closet space were perfect for the length of stay, with the beds being very comfortable. The property was close to everywhere we wished to travel,...
The Connecticut Chalet - On 5 Acres!

Charming Hamden Home: 2 Mi to Yale University

9.0 out of 10, Wonderful, (2)
"Great stay"
Charming Hamden Home: 2 Mi to Yale University

NEW-Another Fun Downtown Location 1st floor

2.0 star property
10.0 out of 10, Exceptional, (8)
"Well priced and centrally located in the town. Host was very respectful and helpful. Would definitely book again if I visit southington again."
NEW-Another Fun Downtown Location 1st floor

COUNTRY RETREAT WITH POOL 10 MN FROM KENT CT

10.0 out of 10, Exceptional, (4)
"Our family of five (three grown children) needed our own place for Thanksgiving weekend as our Thanksgiving hosts in Kent had a full house with their family. The home is not "super large" but it has nice, comfortable space spread out on one floor; it is immaculate, sunny, high on a hill with a pleasant view east. Primary bedroom has very comfortable bedding with a modern bath. Pool was closed but in it's own world below the house. The attractive, "happy" kitchen was filled with all the...
COUNTRY RETREAT WITH POOL 10 MN FROM KENT CT

cozy 1 bedroom 3rd floor nice quiet and conveniently located next to everything.

The price is SAR 308
SAR 429 total
includes taxes & fees
19 Jan - 20 Jan
cozy 1 bedroom 3rd floor nice quiet and conveniently located next to everything.

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

Cozy newly remodeled home close to major amenities in Connecticut a

8.4 out of 10, Very Good, (17)
"I stayed for about two days and nights and had a great experience. The house was clean, everything we needed was easy to find, the only thing was that the shower was a little clogged. Overall, it was a great experience!!"
Cozy newly remodeled home close to major amenities in Connecticut a

Tranquil Litchfield Connecticut Retreat".

9.4 out of 10, Exceptional, (9)
"This is a neat, clean and lovely little place that perfectly suited our needs. It had all the amenities we needed for our short stay. Jose was a gracious host, answering all of my questions promptly - even the one about the mattresses which were incredibly comfortable! "
The price is SAR 750
SAR 1,076 total
includes taxes & fees
19 Jan - 20 Jan
Tranquil Litchfield Connecticut Retreat".
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 property types in Oakville

Immaculate waterfront home nestled in the Litchfield hills w/ tons of...

9.8 out of 10, Exceptional, (22)
"We made happy memories over a cold January weekend. We cooked together, sat around the fire, played games and dozed in comfortable beds with high quality linens. We enjoyed the view of the water and the twinkling lights on the property at night. The steam shower was divine. If you like cooking, bring good knives, a veggie peeler and good pans. Plenty of glassware and dishes and some cookware provided. "
Immaculate waterfront home nestled in the Litchfield hills w/ tons of...

Cozy & Chic Cabin by the Lake, with access to private Beach!

10.0 out of 10, Exceptional, (20)
"My partner and I stayed here for three days over the new year. Lovely location with very comfortable amenities. Perfect to just settle in and stay cozy in the winter. I will certainly be back during the warm weather to explore the nearby beach"
Cozy & Chic Cabin by the Lake, with access to private Beach!

Historic Whitneyville Cottage

9.6 out of 10, Exceptional, (14)
"Road noise was annoying. Otherwise as advertised."
Historic Whitneyville Cottage
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.