Photo by Dawn Biscardi Alperstein

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Featured B&B in Oakdale

Come As You Are Inn

3.0 star property
10.0 out of 10, Exceptional, (44)
"It was more than I was looking for! I needed a cozy place to get away from the city to write and to recharge. Hosts were very polite and breakfast was amazing! Planning to return! "
The price is AU$351
includes taxes & fees
30 Nov - 1 Dec
Come As You Are Inn

The Jahmtons Guest Room

9.0 out of 10, Wonderful, (25)
"Nice home. We were attending a wedding in Quogue, and this location was convenient. Wayne is a great host."
The price is AU$259
includes taxes & fees
28 Nov - 29 Nov
The Jahmtons Guest Room

The Ocean Bay House

3.5 star property
10.0 out of 10, Exceptional, (112)
"The location of the place is truly remarkable, offering a wonderful setting for your stay. The owners are absolutely amazing, providing exceptional service and ensuring your needs are met. The breakfast served is not only delicious but also bursting with delightful flavors that will satisfy your taste buds.The food is crafted with love and you can definitely tell!!"
The price is AU$597
includes taxes & fees
24 Nov - 25 Nov
The Ocean Bay House

The Fox and Owl Inn - Victorian B&B for Contemporary Travelers

8.8 out of 10, Excellent, (5)
"The host took such good care of my family for me when I couldn’t be there. They felt truly comfortable and had such a great time!"
The Fox and Owl Inn - Victorian B&B for Contemporary Travelers

Cozy and Stylish 1 Bedroom Guest Suite

10.0 out of 10, Exceptional, (1)
"The place was clean and the hostess was very accommodating. The only drawback is it is in the basement and overhead you could hear the dogs."
Cozy and Stylish 1 Bedroom Guest Suite

The Harbor Rose

3.0 star property
8.4 out of 10, Very good, (90)
"I liked everything. Highly recommend."
The Harbor Rose

private room

10.0 out of 10, Exceptional, (1)
"This lady made me feel at home and everything was very neat and smelled good! The best sunset with"
private room
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 Oakdale

Waterfront Cottage cute and cozy

9.4 out of 10, Exceptional, (93)
"It was excellent "
The price is AU$399
includes taxes & fees
4 Dec - 5 Dec
Waterfront Cottage cute and cozy

Beach Apt. Wineries, Shopping, Dining

5.2 out of 10, (7)
"Host was so helpful with check in! Place was super clean and conveniently located near town. Loved the place from top to bottom! 10/10 would recommend! "
The price is AU$419
includes taxes & fees
25 Nov - 26 Nov
Beach Apt. Wineries, Shopping, Dining

Captain's Cottage - Cold Spring Harbor Water Views

10.0 out of 10, Exceptional, (52)
"The captain cottage was exactly what Mom and I wanted! Beautiful views of the bay,super easy five minute walk to the main street of Cold Spring Harbor, adorable house with everything you need, and Kim was on top of it every time we neededhelp. Thank you so much for hosting us and cannot wait to be back!"
The price is AU$655
includes taxes & fees
9 Dec - 10 Dec
Captain's Cottage - Cold Spring Harbor Water Views
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Searching for B&Bs in Oakdale?
If you’re looking for something a little different than the traditional hotel experience, a stay at a bed and breakfast might be the perfect option for your getaway. If your ideal holiday to Oakdale includes spending lots of time outside, Bayard Cutting Arboretum State Park is a good spot to enjoy the scenery.
Why would you choose a B&B versus a traditional hotel?
With attentive service, opportunities to interact with the owner and top-rated breakfasts, B&Bs all have a unique environment.
What are the best bed and breakfasts in Oakdale?
Here are some well-liked B&Bs in the surrounding area: Come As You Are Inn: 3 rooms. 2.8 mi (4.5 km) from the heart of Oakdale. Enjoy the private garden and snack bar/deli. The Ocean Bay House: 9 rooms. 5.9 mi (9.5 km) from the city centre. Enjoy the designer toiletries and marina on-site. The Fox and Owl Inn - Victorian B&B for Contemporary Travelers: Situated 14.1 mi (22.7 km) from the heart of Oakdale. The Jahmtons Guest Room: 15.9 mi (25.6 km) from the city centre. Enjoy the in-room pools and outdoor swimming pool. Cozy and Stylish 1 Bedroom Guest Suite: Located 15.4 mi (24.8 km) from the core of Oakdale. Enjoy the skiing access and sauna.
What's the best time of year to stay at a B&B in Oakdale?
When you’re dreaming of a trip to Oakdale, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Oakdale is 1418 mm.
What is there to do in Oakdale?
When you want to spend some time in the great outdoors, Bayard Cutting Arboretum State Park and Great South Bay are some notable spots. You could visit Connetquot River if you have time to see more of the area.
How can I get to and around Oakdale?
Mapping out your trip in and around Oakdale is easy with these transportation options. Fly into Islip, NY (ISP-MacArthur), which is located 3.8 mi (6.1 km) from the city centre. Otherwise, look for flights into Farmingdale, NY (FRG-Republic), which is 14.8 mi (23.8 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.