Book a Cabin in Oakland, MD

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Top Cabins in Oakland

New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!

New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!

2 out of 5
Oakland MD
$652 nightly
The price is $737 total per night
$737 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
This cabin features a gym and a hot tub. Families will appreciate the arcade/game room and onsite laundry facilities. A garden and barbecue grills are also provided.
Hot Tub
Kitchen
That Special Place

That Special Place

Oakland MD
$453 nightly
The price is $480 total per night
$480 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
This cabin featured laundry facilities and barbecue grills.
Kitchen
Washer
Cabin in the Woods

Cabin in the Woods

Oakland MD
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A hot tub is featured at this cabin, along with laundry facilities and barbecue grills.
Hot Tub
Kitchen
Jamesons Cabin! 8 Minutes to Wisp! Hot Tub! Fire Pit! Arcade! Pets! EV Charger!

Jamesons Cabin! 8 Minutes to Wisp! Hot Tub! Fire Pit! Arcade! Pets! EV Charger!

Oakland MD
$656 nightly
The price is $700 total per night
$700 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
This cabin features a gym and a hot tub. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls.
Hot Tub
Kitchen
Swallow Falls Cabin 1- Cozy 1-Bedroom Perfect for a Romantic Getaway!

Swallow Falls Cabin 1- Cozy 1-Bedroom Perfect for a Romantic Getaway!

2 out of 5
Oakland MD
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This cabin features barbecue grills.
Kitchen
Free WiFi
Charming, Eco-Friendly Cabin Retreat, Heart of Deep Creek

Charming, Eco-Friendly Cabin Retreat, Heart of Deep Creek

Oakland MD
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A hot tub is featured at this cabin, along with laundry facilities and barbecue grills.
Hot Tub
Kitchen
Dog-friendly secluded cabin with hot tub, firepit, lawn games, & great deck

Dog-friendly secluded cabin with hot tub, firepit, lawn games, & great deck

Oakland MD
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A hot tub is featured at this cabin, along with free WiFi in public areas and laundry facilities. Barbecue grills are provided for your convenience.
Hot Tub
Kitchen
Rustic Luxury w/ Pool Table, Dock & Views

Rustic Luxury w/ Pool Table, Dock & Views

Oakland MD
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A hot tub is featured at this cabin, along with laundry facilities and barbecue grills.
Hot Tub
Kitchen
3BR Cabin, Hot Tub, Lake Access, Pet-Friendly – 30% Weekly Discount Excl. Summer

3BR Cabin, Hot Tub, Lake Access, Pet-Friendly – 30% Weekly Discount Excl. Summer

Oakland MD
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A water park and a hot tub are featured at this smoke-free cabin. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. A garden and laundry facilities are also provided.
Hot Tub
Kitchen
The winter is coming !!!

The winter is coming !!!

Oakland MD
$472 nightly
The price is $500 total per night
$500 total
Jan 19 - Jan 20, 2026
Total with taxes and fees
A hot tub is featured at this cabin, along with laundry facilities.
Hot Tub
Kitchen
Recreational Therapy- Private 2 Bedroom with Hot Tub and Firepit

Recreational Therapy- Private 2 Bedroom with Hot Tub and Firepit

Oakland MD
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A hot tub is featured at this cabin, along with barbecue grills.
Hot Tub
Kitchen
Luxury Private Ski Cabin on 6 acres-6BR, Hot Tub, Massage Chair, Deep Creek Lake

Luxury Private Ski Cabin on 6 acres-6BR, Hot Tub, Massage Chair, Deep Creek Lake

Oakland MD
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An outdoor pool is featured at this cabin, along with laundry facilities. There's fun for all ages with a playground and an arcade/game room.
Pool
Kitchen
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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.

Top hotels in Oakland

Mt. Dew- AMAZING LAKE FRONT! 7 BR Home with Hot Tub, Fire Pit, Dock, Pool Table

Mt. Dew- AMAZING LAKE FRONT! 7 BR Home with Hot Tub, Fire Pit, Dock, Pool Table

Oakland MD
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10/10 Exceptional! (66 reviews)

Oakland Cabins essential information

Accommodation
125 Cabins
Lowest Price
$123
Highest Price
$737
Popular accommodation
New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!, That Special Place, Cabin in the Woods, Jamesons Cabin! 8 Minutes to Wisp! Hot Tub! Fire Pit! Arcade! Pets! EV Charger!, Swallow Falls Cabin 1- Cozy 1-Bedroom Perfect for a Romantic Getaway!, Charming, Eco-Friendly Cabin Retreat, Heart of Deep Creek, Dog-friendly secluded cabin with hot tub, firepit, lawn games, & great deck, Rustic Luxury w/ Pool Table, Dock & Views, 3BR Cabin, Hot Tub, Lake Access, Pet-Friendly – 30% Weekly Discount Excl. Summer, The winter is coming !!!, Recreational Therapy- Private 2 Bedroom with Hot Tub and Firepit, Luxury Private Ski Cabin on 6 acres-6BR, Hot Tub, Massage Chair, Deep Creek Lake

Frequently asked questions

What is the price range for cabins near Oakland?
Take time out in one of the comfortable cabins near Oakland from $123 to $737 a night. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How cheap are cabins near Oakland?
Find a cabin rental in or around Oakland that matches your style from as little as $123 per night. This was the cheapest price available in the last seven days. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many options are there for Oakland cabin rentals?
With 852 lodging options to rent around Oakland, Travelocity makes it a breeze to plan an exciting adventure. More than just a regular hotel, places like A Luxurious Cabin Quietly Tucked Away In The Woods and Cabin - Fallingwater, Ohio, Laurel Highlands offer a relaxing stay with plenty of charm.
What is there to do when renting a cabin near Oakland?
Nestled among nature yet as cozy as home, Oakland cabins are excellent bases for traveling families. Reserve one of our cheap cabin rentals and spend your trip chasing adventure.

  • At the top of the list of family attractions to discover is Blackwater Falls State Park. From Oakland, it's around 35 mi away to the south and a wonderful spot to spend quality time together.
  • Make sure you have enough space left on your camera roll to take some fun family photos at Coopers Rock State Forest. This place is about 45 mi to the northwest of Oakland.
  • If you're taking a break with the kids, make time for Smoke Hole Caverns. It's around 50 mi to the south of Oakland and a big hit with families.

What are some Oakland luxury cabins?
Stylish interiors, cozy furnishings — you don't need to stay at a glitzy hotel to enjoy the high life on your vacation. If you're on the lookout for a place with lots of nice touches as well as the conveniences of home, consider one of these Oakland luxury cabins:

  • When it comes to luxury cabin escapes, Glamping Yurt. , Hot Tub is tough to beat. A deck and a spa tub are just a couple of the amenities to take advantage of.
  • Or why not treat your sweetheart to a luxury escape at River Walk Cottage - Romantic Escape? This enticing cabin offers its guests a king-sized bed and a spa tub.

What are some river cabins near Oakland?
Spend your days fishing, swimming or trekking and your evenings relaxing to the tranquil sounds of the river. Whether you're organizing a much-needed getaway with friends and family or on your own, we've got plenty of Oakland cabins by the river to suit:


What are some Oakland cabins with pools?
Pack your one-piece and inflatable ring. An Oakland cabin with a pool is the ideal getaway, combining nature, comfort and a splashing good time! Dive into one of the following options:


What are the best Oakland beach cabin rentals?
Cool off in the water, wander along the shore and soak up picturesque ocean views. There are plenty of amazing seaside adventures to be had when you stay at one of these Oakland beach cabin rentals:


How can I find a great cabin near Oakland on Travelocity?
For cheap cabin rentals or Oakland family cabins, enter your travel details, then use the filter tool to refine your search by price, location, amenities and more. If you think your plans may change, opt for properties with free cancellation for more peace of mind. Also, Travelocity's Price Guarantee means if you happen to come across the same place for a cheaper price elsewhere within 24 hours of booking, we'll refund the difference. Kick-start your next big vacation and reserve your Oakland cabin today!

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