Oakdale Vacation Rentals

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Vacation Rentals in Oakdale

Postcard Cabins Machimoodus

2.0 star property
9.6 out of 10, Exceptional, (70)
"Great stay"
$174 nightly
The price is $200
Oct 27 - Oct 28
Total with taxes and fees
Postcard Cabins Machimoodus

Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages

10.0 out of 10, Exceptional, (2)
"Waterfront location by a marina was beautiful. The place is welcoming with a bright, cozy living area. Rooms were clean and spacious, bathrooms modern, kitchen, grill, and deck to enjoy. Had a great experience overall."
Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages

The Stern at Soundview · Beach+Ocean+Sunrise

2.0 star property
10.0 out of 10, Exceptional, (3)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
$152 nightly
The price is $171
Oct 7 - Oct 8
Total with taxes and fees
The Stern at Soundview · Beach+Ocean+Sunrise

Lakeside cottage overhanging the water, beautiful window views across the lake

9.8 out of 10, Exceptional, (209)
"Nice home and location, included amenities very nice. "
$331 nightly
The price is $374
Nov 2 - Nov 3
Total with taxes and fees
Lakeside cottage overhanging the water, beautiful window views across the lake

Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath

10.0 out of 10, Exceptional, (7)
"William was great. Room was perfectly clean. Fresh towels, water bottles, croissants, and coffee everyday was a really nice touch. "
$108 nightly
The price is $121
Oct 5 - Oct 6
Total with taxes and fees
Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath

Charming houseboat in pleasant New London with AC, WiFi

9.6 out of 10, Exceptional, (12)
"Very nice people. Boat was roomy and well stocked but dirty. Toilet pump was broken and made loud noises all night. We were not informed this was an issue til checkout. Some other small issues "
$286 nightly
The price is $324
Oct 31 - Nov 1
Total with taxes and fees
Charming houseboat in pleasant New London with AC, WiFi

SECLUDED WATERFRONT HOME WITH ROOM FOR ALL

9.8 out of 10, Exceptional, (44)
"We had a blast! Thanks again. "
SECLUDED WATERFRONT HOME WITH ROOM FOR ALL

Lakeside cottage ON the water with beautiful views up the lake!

9.8 out of 10, Exceptional, (186)
"every was very easy process and a pleasure to stay there"
$342 nightly
The price is $387
Oct 7 - Oct 8
Total with taxes and fees
Lakeside cottage ON the water with beautiful views up the lake!

Rustic Lakeside Cabin at White Gate Farm

10.0 out of 10, Exceptional, (120)
"Beautiful cabin on the lake. Will definitely stay again. Easy check-in easy check out. You wont regret staying here!"
Rustic Lakeside Cabin at White Gate Farm

Cozy houseboat escape surrounded by breath taking views across from Rocky Neck!

10.0 out of 10, Exceptional, (13)
"Such a fun, beautiful and unique stay. Would love to stay again!"
$266 nightly
The price is $301
Oct 6 - Oct 7
Total with taxes and fees
Cozy houseboat escape surrounded by breath taking views across from Rocky Neck!

A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington

10.0 out of 10, Exceptional, (1)
"We visited here for a weekend in the Mystic area. Our daughter joined us for an evening and the home was cozy and comfortable for 3 adults. The check in process was seamless and communication with the host was always timely. They thought of everything to make our stay enjoyable and everything was within arms reach. The home is located in a great spot and enabled us to enjoy many surrounding areas. Pawcatuck/Westerly, Mystic, Watch Hill... all were very close so this was a perfect base of...
$313 nightly
The price is $354
Oct 28 - Oct 29
Total with taxes and fees
A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington

Spacious 7-bedroom house Stonington with amazing views.

10.0 out of 10, Exceptional, (5)
"Absolutely wonderful property, just beautiful and well kept. Most of all, Clean!!! John was lovely. He answered any and all questions we had ranging from the moment we booked to when we were at the location during our stay. While we were there, we were already talking about booking our next stay. If you are thinking about booking this property, do it! "
Spacious 7-bedroom house Stonington with amazing views.

The Mystic Harbor House · walk downtown Mystic · train · aquarium

10.0 out of 10, Exceptional, (5)
"Loved the area. Loved the house. Very clean "
$453 nightly
The price is $511
Oct 14 - Oct 15
Total with taxes and fees
The Mystic Harbor House · walk downtown Mystic · train · aquarium

Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

10.0 out of 10, Exceptional, (103)
"Our multigenerational long weekend loved our stay. Fab manager. House so well kitted out. "
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

Humble Beginnings

10.0 out of 10, Exceptional, (5)
"We loved this property.Only stayed one night, wish we could spend more time here. Well stocked kitchen, bathroom extras in case you've forgotten some essentials at home. Electric fireplace for that special atmosphere while hanging out in the living room. Super comfy mattresses. Shower with great water pressure and extra large head. Convenient access, private parking space. Board games. Books. Quiet air purifiers in each room.I could go on and on.Definitely will stay again. Adding to favorites."
$160 nightly
The price is $180
Oct 13 - Oct 14
Total with taxes and fees
Humble Beginnings

Charming Historic House in Downtown Mystic

10.0 out of 10, Exceptional, (155)
"Such a unique home in the lovely town! Much to see and do. We need a longer stay. Thank you. "
$353 nightly
The price is $399
Oct 5 - Oct 6
Total with taxes and fees
Charming Historic House in Downtown Mystic

Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in

9.6 out of 10, Exceptional, (12)
"William was very thorough with our check in and a pleasure to deal with"
$108 nightly
The price is $121
Oct 5 - Oct 6
Total with taxes and fees
Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in

Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.

10.0 out of 10, Exceptional, (50)
"The house is adorable and so nicely appointed. It was a perfect location for a quick walk to downtown or to the Museum. Chris is a fabulous host and so accommodating. We would definitely stay again!"
$561 nightly
The price is $635
Oct 6 - Oct 7
Total with taxes and fees
Beautifully Restored 1890’s House in beautiful downtown Mystic. 2 bed & 2 baths.

Freeboard at Soundview · Beach+Ocean+Sunrise

2.0 star property
9.4 out of 10, Exceptional, (6)
"It was very close to the beach , quiet, parking on property room had everything you would need i enjoyed my stay didnt want to leave so soon wouldve liked at least 1 more day maybe next year thank you. "
$147 nightly
The price is $165
Oct 5 - Oct 6
Total with taxes and fees
Freeboard at Soundview · Beach+Ocean+Sunrise

The Hemingway Carriage House - Romantic & Private Downtown Mystic Getaway

10.0 out of 10, Exceptional, (135)
"Our family loved our time in mystic, and this beautiful cottage!"
The Hemingway Carriage House - Romantic & Private Downtown Mystic Getaway
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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Top Oakdale Hotel Reviews

Find out more about Oakdale

Find out more about Oakdale

Everything you need to know about Oakdale vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oakdale vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oakdale vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oakdale vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oakdale. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Oakdale in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $121 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oakdale rentals

At Expedia, we put the best Oakdale vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Oakdale rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oakdale vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oakdale. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Oakdale?

Yes, we give you a choice of vacation rentals near well known sights in Oakdale, or you can choose a more secluded option if you're looking for relaxation. Oakdale is known for its restaurants and shopping. Make sure you have time to check out the casinos and bars during your trip.

What are some of the best vacation home rentals in Oakdale?

Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages: Visitors like this Oakdale vacation home rental. It has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals will I find in Oakdale?

Expedia has 3 vacation rentals for your stay in Oakdale.

What’s there to see and do in Oakdale?

While exploring the area, visit family-friendly sights like Dinosaur Place at Nature's Art, or get outside and enjoy nature at Camp Oakland. Foxwoods Resort Casino and Mohegan Sun Casino are other popular places to visit in the area.

What’s a vacation rental in Oakdale like?

Vacation rentals are private properties you can stay in for a couple of days or more in Oakdale. Vacation rentals offer amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and lobbies packed with people while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for a family getaway.