Minimap with link to location map
Filters
Price
Rating
Distance from Center
Rating (according to Stars)
Facilities

Check availability






Accommodations in Oakland You’ll Love

Affordable, Top-Rated Places to Stay in Oakland – For Every Budget

Looking for accommodation in Oakland (Maryland)? Discover a wide range of places to stay starting at just $50.00 per night – from hotels and bed & breakfasts to vacation rentals. Whether you're visiting for business or leisure, you'll find the perfect place that fits your budget and travel needs. Book your ideal Oakland accommodation today!

We found 16 Accommodations in Oakland and the surrounding area (within 30 miles)

The Garrett Inn in Oakland, USA

The Garrett Inn

Motel in Oakland, Maryland , 17848 Garrett Hwy
The Garrett Inn features free WiFi throughout the property and free private parking is available on site.
  • Parking

Exceptional 214 Reviews 9.5

from $117.99 Show details »

Oak Mar Motel in Oakland, USA

Oak Mar Motel

Motel in Oakland, Maryland , 208 North 3rd Street
Oak Mar Motel has free WiFi and rooms with air conditioning in Oakland.
  • Parking
  • Restaurant

Very good 279 Reviews 8.5

from $110.98 Show details »

Oakland Motel in Oakland, USA

Oakland Motel

Motel in Oakland, Maryland , 243 North 3rd Street
Featuring free WiFi throughout the property, Oakland Motel offers accommodations in Oakland, Maryland.
  • Parking

Pleasant 88 Reviews 6.4

from $112.86 Show details »

Hot Tub and Dogs Welcome Secluded Oakland Gem in Oakland, USA

Hot Tub and Dogs Welcome Secluded Oaklan...

Holiday home in Oakland, Maryland
With free Wifi, this 3-bedroom vacation home provides a cable flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and ov...
  • Parking
  • Pets allowed
  • Spa and wellness centre

no reviews

from $284.19 Show details »

Oakland Retreat about 13 Mi to Deep Creek Lake! in Oakland, USA

Oakland Retreat about 13 Mi to Deep Cree...

Holiday home in Oakland, Maryland
With free Wifi, this 3-bedroom vacation home provides a cable TV, a washing machine, and a fully equipped kitchen with a dishwasher and microwave.
  • Parking
  • Pets allowed

Superb 3 Reviews 9.3

from $73.00 Show details »

Serenity Chalet in Oakland, USA

Serenity Chalet

Holiday home in Oakland, Maryland , 330 Red Run Heights
With free Wifi, this 3-bedroom vacation home offers a TV, a washing machine, and a fully equipped kitchen with a dishwasher and microwave.
  • Parking
  • Pets allowed
  • Family rooms

no reviews

from $331.56 Show details »

New Construction Beautiful Lake Front and Beautiful Home in Oakland, USA

New Construction Beautiful Lake Front an...

Holiday home in Oakland, Maryland , 763 Chadderton School Road
The vacation home also includes a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as a hair dryer.
  • Parking

no reviews

from $1.655.99 Show details »

Windy Acres in Oakland, USA

Windy Acres

Holiday home in Oakland, Maryland , 493 Herrington Manor Road
Both free Wifi and parking on-site are available at Windy Acres free of charge.
  • Parking
  • Pets allowed
  • Family rooms

Exceptional 1 Reviews 10.0

from $231.09 Show details »

Private Lake Beach Cabin w Golf Pool Fire pit in Terra Alta, USA

Private Lake Beach Cabin w Golf Pool Fir...

Holiday home in Terra Alta near Oakland, Maryland , East Alpine Drive 479
Featuring a garden, Private Lake Beach Cabin w Golf Pool Fire pit features accommodations in Terra Alta.
  • Parking
  • Pets allowed

Very good 2 Reviews 8.5

from $175.60 Show details »

Woodland Sage in Oakland, USA

Woodland Sage

Holiday home in Oakland, Maryland , 426 Pergin Farm Road
This vacation home provides free private parking and free Wifi.
  • Parking
  • Pets allowed

no reviews

from $52.00 Show details »

Millstone Cottage at Alpine Lake Resort in Terra Alta, USA

Millstone Cottage at Alpine Lake Resort

Holiday home in Terra Alta near Oakland, Maryland , 654 Primrose Lane
This property offers access to a patio and free private parking.
  • Parking
  • Swimming pool
  • Swimming Pool

Very good 1 Reviews 8.0

from $63.00 Show details »

The Bears Den Lodge in Terra Alta, USA

The Bears Den Lodge

Holiday home in Terra Alta near Oakland, Maryland , 278 Goldenrod Drive
Offering barbecue facilities, The Bears Den Lodge features accommodations in Terra Alta.
  • Parking
  • Restaurant
  • Pets allowed
  • Family rooms
  • Indoor pool

Exceptional 6 Reviews 9.6

from $99.00 Show details »

Swallow Falls Cabin 1 in Oakland, USA

Swallow Falls Cabin 1

Holiday home in Oakland, Maryland , 1691 Swallow Falls Road DCL01
Guests staying at this vacation home have access to free Wifi.

no reviews

from $157.66 Show details »

Swallow Falls Cabin 2 in Oakland, USA

Swallow Falls Cabin 2

Holiday home in Oakland, Maryland , 1691 Swallow Falls Road DCL02
Guests staying at this vacation home have access to free Wifi.

Good 1 Reviews 7.0

from $162.22 Show details »

Swallow Falls Cabin 3 in Oakland, USA

Swallow Falls Cabin 3

Holiday home in Oakland, Maryland , 1691 Swallow Falls Road DCL03
Guests staying at this vacation home have access to free Wifi.

Poor 2 Reviews 3.5

from $178.86 Show details »

Swallow Falls Cabin 4 in Oakland, USA

Swallow Falls Cabin 4

Holiday home in Oakland, Maryland , 1691 Swallow Falls Road DCL04
Guests staying at this vacation home have access to free Wifi.

Exceptional 1 Reviews 10.0

from $185.93 Show details »

Number of Accommodations in Oakland 16
Number of guest ratings 813
Average price per night $335.00
Lowest price per night $50,00
Highest price per night $2.774,18

Top 10 Most Popular Accommodations in Oakland

Explore the Most Popular Accommodations in Oakland – Ranked by Average Guest Ratings.

Top 10 Cheapest Accommodations in Oakland

Discover the Cheapest Accommodations in Oakland – Ranked by Lowest Nightly Rates.

Top 10 Most Booked Accommodations in Oakland

Check out the Most Booked Accommodations in Oakland – Based on Guest Popularity.

Discover Oakland – Your Guide to the Best Places to Stay

Planning a trip to Oakland? Choosing the right place to stay is one of the most important parts of making your visit memorable. Whether you are looking for a luxury hotel, a cozy guesthouse, a modern apartment, or a family-friendly vacation rental, Oakland offers a wide range of lodging options to suit every travel style and budget.

When deciding where to stay in Oakland, consider key factors like location, amenities, reviews, and proximity to attractions or public transport. Do you prefer being in the heart of the city close to restaurants, shops, and nightlife? Or do you want a quiet neighborhood with a more local feel? With so many types of accommodations in Oakland, from boutique hotels to spacious homes, you are sure to find something that fits your needs.

Tips for Finding the Perfect Stay in Oakland

To find the perfect place to stay in Oakland, consider your budget, preferred location, and the amenities you need. Do you want to stay in a hotel or a vacation rental or do your prefer an apartment or house with more space, privacy, and the opportunity to live like a local? Do you need access to a kitchen, laundry facilities, or a gym? Research online reviews and ratings to get an idea of what past guests have experienced. Also, consider the type of trip you're taking. If you're traveling with family, you may need a larger space or a kid-friendly environment. If you're on a romantic getaway, you may want a more intimate setting.

Accommodation data and pictures provided by Booking.com