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Compare 219 Vacation Homes in Oakville with updated reviews, rates, and availability.

Stylish & Luxurious 3 BDR Home with Play Station

9.4 out of 10, Exceptional, (10)
"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

Summer Lake Escape - Hot Tub • Game Room • 1-Min Walk to Kayaking & Swimming

10.0 out of 10, Exceptional, (3)
"Everything was great. "
Summer Lake Escape - Hot Tub • Game Room • 1-Min Walk to Kayaking & Swimming

Tranquil Litchfield Connecticut Retreat".

9.0 out of 10, Wonderful, (12)
"Great property close to all kinds of places to visit and scenic nature!"
The price is AED 826
AED 1,174 total
includes taxes & fees
20 May - 21 May
Tranquil Litchfield Connecticut Retreat".

Home away from home Hot Tub and Pool in Middletown home of Wesleyan university

10.0 out of 10, Exceptional, (7)
"It was a great house to host our family for Thanksgiving dinner! "
Home away from home Hot Tub and Pool in Middletown home of Wesleyan university

7Mins to Yale I ENTIRE HOUSE I Large fenced yard I King bed I 3BR I Group Gather

10.0 out of 10, Exceptional, (11)
"Is a great location given minutes from Yale. We were able to make a nice meal to celebrate our son’s success. Nice place!"
7Mins to Yale I ENTIRE HOUSE I Large fenced yard I King bed I 3BR I Group Gather

Charming 3BR Hilltop House, Newly Remodeled with Arcade

10.0 out of 10, Exceptional, (20)
"Very nice clean house. Felt like coming home after work"
Charming 3BR Hilltop House, Newly Remodeled with Arcade

The Goshen Glass Chalet

9.6 out of 10, Exceptional, (34)
"Nice and cozy property. The host has been very responsive. "
The Goshen Glass Chalet

Cottage at Sunny Day- Lakeside, views, kayak, dock

9.8 out of 10, Exceptional, (38)
"Great place magnificent views. It’s a very peaceful place"
Cottage at Sunny Day- Lakeside, views, kayak, dock

Waterfront Family Retreat on Candlewood Lake

10.0 out of 10, Exceptional, (43)
"The Hosts were extremely nice and helpful in the entire process. They answered questions and helped me understand the offering so I could book with confidence, The home is spacious and welcoming in design. Generous spaces throughout including a very nice kitchen and a basement gameroom that was very enjoyable. The outside seating areas were outstanding including a wonderful lakefront area to sit and enjoy the views. Book with confidence for a great experience. Dan and Kit "
Waterfront Family Retreat on Candlewood Lake

Litchfield County Four Season Country Paradise

9.6 out of 10, Exceptional, (40)
"Overall rating 5/5. I would recommend this home to other families and would stay again. "
Litchfield County Four Season Country Paradise

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

10.0 out of 10, Exceptional, (41)
"Excellent stay in s as wonderful house. "
Large, Sunny 4 Bedroom Home Sleeps 8 and 1 minute to Five Fabulous Restaurants

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

Near Yale with Game Room

The price is AED 1,969
AED 4,205 total
includes taxes & fees
20 May - 21 May
Near Yale with Game Room

Cozy 2 bedroom home located minutes from downtown

9.6 out of 10, Exceptional, (24)
"The area was nice and quiet. The home is a nice size very clean, and in good shape. The yard was huge. Definitely would stay here again. "
Cozy 2 bedroom home located minutes from downtown

Elegant Middlefield Getaway w/ Game Room!

9.8 out of 10, Exceptional, (12)
"Very comfortable modern house"
Elegant Middlefield Getaway w/ Game Room!

Hilltop House

10.0 out of 10, Exceptional, (5)
"We enjoyed our stay so much. This house is great - location is great - house is clean and spacious and a great floor plan!"
Hilltop House

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

9.6 out of 10, Exceptional, (24)
"Just fantastic. Cant wait to stay again"
Immaculate waterfront home nestled in the Litchfield hills w/ tons of...

Charming 2-bedroom Lake Front Cottage with WiFi, AC in welcoming Harwinton

10.0 out of 10, Exceptional, (2)
"I stayed with my mom and the 2 bedroom 1 bath was perfect for our stay. The house way cozy and in a quiet area. Would absolutely stay again; my mom is already talking about coming back to explore more of the surrounding areas!"
Charming 2-bedroom Lake Front Cottage with WiFi, AC in welcoming Harwinton

Two Bedroom Apartment in Berlin, CT

2.0 star property
10.0 out of 10, Exceptional, (3)
"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! "
The price is AED 488
AED 1,080 total
includes taxes & fees
21 May - 22 May
Two Bedroom Apartment in Berlin, CT

Private Dock & Pool - Candlewood Lake

10.0 out of 10, Exceptional, (2)
"The house was the best equipped that we’ve ever rented. We were sad to have our trip cut short due to adverse weather. We’d love to return here on a future trip—hopefully when the weather is warmer. "
The price is AED 1,979
AED 3,955 total
includes taxes & fees
16 Jun - 17 Jun
Private Dock & Pool - Candlewood Lake
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

Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!

9.0 out of 10, Wonderful, (14)
"Enjoyed my stay . Went to fishing spots around the area. "
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!

Modern 3BR ★ Fast Wi-Fi + Free Parking ★ Flexible Cancel Anytime! - 10 Mins WeHa

2.0 star property
10.0 out of 10, Exceptional, (2)
"Communication with the host was excellent. His place was clean, bright, and very well equipped! The location makes it easy to get around the greater Hartford area. Our stay was very good!"
Modern 3BR ★ Fast Wi-Fi + Free Parking ★ Flexible Cancel Anytime! - 10 Mins WeHa

Connecticut Retreat: Steps to Historic Downtown!

9.6 out of 10, Exceptional, (12)
"Everything was as described and updated we enjoyed our stay. "
Connecticut Retreat: Steps to Historic 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.