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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 6 B&B in Oakville with updated reviews, rates, and availability.

Homestead Inn
Front of property

Homestead Inn

3.5 star property
9.2 out of 10, Wonderful, (172)
"Super cute place. The onsite staff member was amazing. My only complaint is that our room smelled heavily of cigarettes. Not fresh. Like it was an old smoking room. We bought air freshener while we were out and had to spray repeatedly. Everything else was amazing "
The price is AED 629
AED 724 total
includes taxes & fees
18 Feb - 19 Feb
Homestead Inn
Sunny Peace Homestay
Exterior

Sunny Peace Homestay

3.0 star property
9.0 out of 10, Wonderful, (2)
"A beautiful home in the woods of Northwest Connecticut. Quiet. Responsive and pleasant customer service. "
The price is AED 417
AED 479 total
includes taxes & fees
20 Feb - 21 Feb
Sunny Peace Homestay
Jay's Ranch
Terrace/patio

Jay's Ranch

4.0 star property
7.8 out of 10, Good, (37)
"The host is amazing. Super attentive property is beautiful "
Jay's Ranch
Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space
Interior

Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space

The price is AED 2,571
AED 3,889 total
includes taxes & fees
18 Feb - 19 Feb
Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space
Captain Josiah Cowles Place
Exterior

Captain Josiah Cowles Place

3.0 star property
10.0 out of 10, Exceptional, (19)
"This is a beautiful old home (c 1730), that is now used as an Inn-B&B establishment. It is very beautiful, clean and the owners provided a great breakfast and great hospitality ....which included the owners hand made Maple syrup made from the owners' Sugar Maples on the property. It was quite an experience, a real treat to be vacationing for a night in a home/Inn that was built before the Revolutionary War was even thought of and on the National Registry of Historic Homes/Buildings......It...
Captain Josiah Cowles Place
Green Acres B&B
Exterior

Green Acres B&B

3.0 star property
9.8 out of 10, Exceptional, (150)
"Gracious hosts, many amenities and the best breakfast!"
Green Acres B&B
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

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, (22)
"Mariana is a wonderful host. She communicates well and is very efficient in responding to any questions or inquiries you may have.The cabin is very clean, and has just about everything you would need. We really enjoyed using the fireplace! 10/10 recommend. "
Cozy & Chic Cabin by the Lake, with access to private Beach!
Litchfield Hills Hideaway
Living area

Litchfield Hills Hideaway

10.0 out of 10, Exceptional, (55)
"Great place to end our Gilmore Girls adventure!!! The Hideaway was clean and cozy, and the hosts are very professional! We would stay here again!!!!"
The price is AED 551
AED 937 total
includes taxes & fees
21 Feb - 22 Feb
Litchfield Hills Hideaway
The Connecticut Chalet - On 5 Acres!
Interior

The Connecticut Chalet - On 5 Acres!

10.0 out of 10, Exceptional, (2)
"If you’re looking for a relaxing, unique/fun home this is it!! The host was amazing & left no questions to ask. The home is fully stocked with all your needs from cooking utensils, wood to start a warm fire & even games for in between time. The bedrooms are cozy and the beds are super soft. The deck & sun room/dining room was a fav, the views are amazing. I would certainly recommend and even stay here again. Thank you "
The Connecticut Chalet - On 5 Acres!
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

Searching for B&Bs in Oakville?
Whether you’re on a romantic vacation and want to stay somewhere quiet, or you’re traveling solo and looking to chat with locals, B&Bs can be a great choice for many types of vacationers.
Are you thinking about B&Bs over traditional hotel rooms?
With attentive service, opportunities to socialize with other guests, and top-rated breakfasts, B&Bs offer a one-of-a-kind setting.
What are the top B&Bs in Oakville?
Here are some well-liked B&Bs in the surrounding area: Homestead Inn: 16 rooms. 17.2 mi (27.6 km) from the heart of Oakville.Sunny Peace Homestay: 2 rooms. 11.3 mi (18.1 km) from the downtown core. Jay’s Ranch: 3 rooms. Situated 17.2 mi (27.7 km) from the heart of Oakville. Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space: 18.4 mi (29.7 km) from the heart of downtown.
When is the best time to book my B&B in Oakville?
When you’re dreaming of a escape to Oakville, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 32°F. Average annual precipitation for Oakville is 54 inches.
What is there to do in Oakville?
Spend some time exploring Casey Field and Beacon Falls Town Recreation Field if you’re hoping to see some of the area’s natural features. You might put Waterbury City Hall and Palace Theatre on your list if you want to see more of the area.
How can I get to and around Oakville?
Mapping out your trip in and around Oakville is easy with these transportation options. Fly into Oxford, CT (OXC-Waterbury - Oxford), which is located 8.3 mi (13.3 km) away from the heart of the city. Otherwise, you can search for flights to New Haven, CT (HVN-Tweed - New Haven Regional), which is 24.2 mi (38.9 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.