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Find hotels in Oakland, MD from $108

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Compare 834 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Lodges at Sunset Village
2 out of 5
23900 Garrett Hwy, McHenry, MD
Fully refundableReserve now, pay when you stay
The price is $155 per night from Jun 7 to Jun 8
$155
per night
Jun 7 - Jun 8
10.65 mi from city center
9/10 Wonderful! (282 reviews)
"I really loved this property."

Reviewed on May 29, 2023

The Lodges at Sunset Village
Blue Moon Rising
3 out of 5
89 Blue Moon Rising Way, McHenry, MD
9.62 mi from city center
10/10 Exceptional! (20 reviews)
"Beautiful view. Lovely cabins. Loved that my puppers were welcomed and loved. Only comment is that you must park in a central area and leave your car. They do provide transportation for you and your stuff but wish I had known prior."

Reviewed on Mar 29, 2023

Blue Moon Rising
Lucky Stars: Lake Area, Indoor Hot Tub, Fireplaces, Foosball!
9.6/10 Exceptional! (13 reviews)
Peace and quiet
"Got away for a long weekend for wife and sons birthdays. Just kept it low key. Place had allot of board games to use. Giant connect four was a hit, they had ring game and as always the hot tub too. Place included wood for fireplaces. Definitely a good place to just get away and chill with family. ..."

Reviewed on Sep 27, 2022

Lucky Stars: Lake Area, Indoor Hot Tub, Fireplaces, Foosball!

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Tree Haus: Lake Area, Hot Tub, Fireplace, Shuffleboard!
8.12 mi from city center
9.4/10 Exceptional! (18 reviews)
Nice Winter Getaway!
"Enjoyed this cozy cabin."

Reviewed on Aug 4, 2022

Tree Haus: Lake Area, Hot Tub, Fireplace, Shuffleboard!
The Herrington: Largest Rental In MD, Indoor Pool, Home Theater
8/10 Very Good! (8 reviews)
Great place for a family reunion
"This spacious house gives plenty of room so that the 27 of us never felt cramped. The pool and hot tub were enjoyed by kids and adults. Railey was responsive and professional to work with. Fantastic setting!"

Reviewed on Jul 23, 2022

The Herrington: Largest Rental In MD, Indoor Pool, Home Theater
Charming Cabin Only Minutes Away from all the attractions in Deep Creek Lake, MD
9.4/10 Exceptional! (33 reviews)
Retirement getaway for my husband
"Can’t say enough “good”! The cabin was adorable, the decorative touches were so quaint and “mountainy”! We enjoyed the wood burner, fire pit and deck. Everything was very clean, we brought our two Australian cattle dogs and they LOVED running the property. It was perfect in every way and we would ..."

Reviewed on Mar 26, 2023

Charming Cabin Only Minutes Away from all the attractions in Deep Creek Lake, MD
Memory Maker: Lakefront, Dock, Indoor Pool, Outdoor Pool, Sauna!
9.6/10 Exceptional! (5 reviews)
Overall amazing time!
"AMAZING! beautiful property relaxing and plenty to do. Definitely a lovely experience for the entire family of all ages ❤️"

Reviewed on Jun 6, 2022

Memory Maker: Lakefront, Dock, Indoor Pool, Outdoor Pool, Sauna!
203A - Lakefront Efficiency Condo, Access to Indoor Pool!
The price is $202 per night from Jun 6 to Jun 7
$202
per night
Jun 6 - Jun 7
8.32 mi from city center
10/10 Exceptional! (5 reviews)
A Very Happy Stay
"Even though this building is a little dated, everywhere we encountered nothing but very happy, helpful workers and a clean environment We were very impressed with the pool area and also enjoyed the gaming room. The front desk workers were very nice and engaging, especially Grace and the maintenance ..."

Reviewed on Mar 18, 2023

203A - Lakefront Efficiency Condo, Access to Indoor Pool!
Dog-Friendly Getaway with Four Separate Cabins, WiFi, Gas Grill, & Full Kitchen
8.8/10 Excellent! (7 reviews)
"We had such a good time when we stayed at Dreamcatcher cabins. Everything was clean, towels and toiletries were well stocked. Th lodge was great to hang out in as a family and we loved the individual cabins. Every cabin was just a bit different. We enjoyed fishing for bluegill and crappies in the ..."

Reviewed on Oct 13, 2022

Dog-Friendly Getaway with Four Separate Cabins, WiFi, Gas Grill, & Full Kitchen
Lake-view condo with deck & firepit - prime location
8.77 mi from city center
8.6/10 Excellent! (16 reviews)
Small
"I would not recommend for more than 3 people. Definitely would not recommend for kids if you get stuck indoors. Perfect for a couples getaway. The space is small. The view and location is fantastic."

Reviewed on Jul 12, 2022

Lake-view condo with deck & firepit - prime location
Cozy Cottage: Lake Area, Dogs Welcome, Hot Tub, Fire Pit, Fireplaces!
9.6/10 Exceptional! (18 reviews)
Awesome!
"The listing was just what we expected, and it was so clean! Also, everything we went to was under 10 minutes away."

Reviewed on Apr 24, 2023

Cozy Cottage: Lake Area, Dogs Welcome, Hot Tub, Fire Pit, Fireplaces!
NEW LISTING! The Lodge at Wisp - 1 Bedroom 1 Bath Luxury Apartment Sleeps 4
The price is $256 per night from Jun 5 to Jun 6
$256
per night
Jun 5 - Jun 6
10.61 mi from city center
NEW LISTING! The Lodge at Wisp - 1 Bedroom 1 Bath Luxury Apartment Sleeps 4
Quaint retreat w/ firepit, fully equipped kitchen, & easy access to trails!
9.6/10 Exceptional! (17 reviews)
Awesome place!!
"We loved our stay at cabin 4!! Overall everything was AMAZING! We did have lots of issues with NO WATER at times and water pressure very poor. In order for us to consider staying here again Water must be fixed especially for showers!"

Reviewed on Aug 29, 2022

Quaint retreat w/ firepit, fully equipped kitchen, & easy access to trails!
New! Yellowstone Yurt: Lake Area!
8.06 mi from city center
10/10 Exceptional! (2 reviews)
Yellowstone Yurt
"Cozy and comfortable. Shower was amazing as was the heated bathroom floor. There were no steak knives, but other than that, the kitchen was very well equipped. Really good location too."

Reviewed on Dec 19, 2021

New! Yellowstone Yurt: Lake Area!
307C - Lakefront One Bedroom Condo with Exotic Flair, Fireplace, & Balcony!
The price is $247 per night from Jun 8 to Jun 9
$247
per night
Jun 8 - Jun 9
8.32 mi from city center
10/10 Exceptional! (1 review)
Getaway
"Great stay!"

Reviewed on Jul 8, 2022

307C - Lakefront One Bedroom Condo with Exotic Flair, Fireplace, & Balcony!
Lakefront Home with Dock, Firepit & Views - Dogs OK, Close to the State Park
7.8/10 Good! (15 reviews)
Just what we needed!
"This is a rustic vacation home that has a lake front access with dock and location was perfect for our family. We needed a place to eat and rest our heads at night after being out all day. The wifi was also excellent. The only thing we had to juggle was timing of showers since there is only one shower. ..."

Reviewed on Sep 11, 2022

Lakefront Home with Dock, Firepit & Views - Dogs OK, Close to the State Park
Dan's Mountain: Lake Area, Dogs Welcome, 2 Fireplaces, Hot Tub!
9.8/10 Exceptional! (13 reviews)
"The property was good for our weekend getaway. There were few things that could have been better. Would I book the same property again? Sure!"

Reviewed on Nov 11, 2022

Dan's Mountain: Lake Area, Dogs Welcome, 2 Fireplaces, Hot Tub!
Lovely dog-friendly townhome with private hot tub - steps to slopes
7.2/10 Good! (17 reviews)
Nice Getaway
"The house was very nice and clean and had a great view of both the lake and the mountain. The bed I had looking towards the mountain was ok but not the softest. My mom and niece and nephew said their beds were fine. Was a little disappointed when we got that that we couldn't get in, so I had to call ..."

Reviewed on Apr 18, 2023

Lovely dog-friendly townhome with private hot tub - steps to slopes
Tao House at Serenity Woods 3 Bedroom House
4 out of 5
42 Westward Way, McHenry, MD
9.08 mi from city center
Tao House at Serenity Woods 3 Bedroom House
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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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Where to stay in Oakland

Find the best Oakland areas and neighborhoods for the activities you enjoy most. Learn more about Oakland

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Oakland hotels information

Number of reviews
490
Accommodation
834 hotels
Lowest Price
$108
Highest Price
$256

Frequently asked questions

What's the best place to stay in Oakland?

Inn At Deep Creek is a favorite with Expedia customers. This hotel offers free parking and private balconies. Reviews from our site also recommend The Garrett Inn and Oak Mar Motel as top choices for your trip. See all available top hotels, or vacation rentals in Oakland.

What's the top vacation rental in Oakland?

Modern house on the lake with private dock, hot tub, air hockey & central AC: Visitors give good reviews to this Oakland vacation home rental, which is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the hot tub in this rental home to help you unwind. Some other top choices in Oakland are Dog-friendly home in a great, central location w/ private hot tub & golf nearby and Dog-friendly house on the lake with fireplace, kayak, central AC, & EV charger. See all vacation rentals in Oakland.

If I need to cancel my hotel reservation in Oakland, will I receive a refund?

Yes! The majority of hotel reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a non-refundable reservation, you might be able to still cancel and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Oakland.

Where can I learn more about changing or cancelling my trip to Oakland?

To access more information about rescheduling or cancelling your trip to Oakland, head over to our customer service page.

What's the best place to stay for families in Oakland?

The Garrett Inn is a property with free parking and free WiFi, and it's a top choice on Expedia for families. Oak Mar Motel is another good option for your kid-friendly vacation. Find more child-friendly accommodations in Oakland.

What's the best hotel for a romantic vacation to Oakland?

Inn At Deep Creek is a favorite hotel for couples, and features premium bedding and private balconies. See all romantic hotels in Oakland.

What's the best pet-friendly hotel in Oakland?

Inn At Deep Creek is a top hotel for people traveling with their pets, and offers a seasonal outdoor pool and free WiFi for its human guests. See more pet-friendly hotel accommodations in Oakland.

What's the best place to stay with easy access to Deep Creek Lake?

Inn At Deep Creek is one of the top choices for your stay based on our traveler data, and this hotel offers free parking and private balconies. It's located just a short 0.8 mi (1.3 km) from Deep Creek Lake. Another good choice is Bella Vista, located just 0.3 mi (0.5 km) away.

What about the best place to stay close to Swallow Falls State Park?

One of the top choices for your stay is Inn At Deep Creek, located 5 mi (8 km) from Swallow Falls State Park, and this hotel offers free parking and private balconies.

What's the best hotel to stay near the beach in Oakland?

The Garrett Inn is a top property with free WiFi and free parking, and it's located close to the beach. Inn At Deep Creek is another good choice for your beach trip. See more stays near the beach in Oakland.

What's the best hotel to stay near the slopes in Oakland?

Inn At Deep Creek is a top hotel for hitting the ski slopes, and features free WiFi and free parking. This hotel is located 12 minutes by car from Wisp Resort. See all ski hotels in Oakland.

What are some accommodations with pools in Oakland?

Inn At Deep Creek: Features free self parking, a seasonal outdoor pool, and sun loungers. View all hotels with pools in Oakland.

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