Oakland, MD Vacation Rentals

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Best Oakland, MD Vacation Rentals

Opting for vacation rentals in Oakland provides spacious accommodations near outdoor recreational options like Deep Creek Lake and Wisp Resort. Enhance your stay with private amenities and convenient access to local attractions.

8.3

Good

(295 Reviews)

+ 97 photos

Inn At Deep Creek

19638 Garrett Highway
Wi-Fi
Free parking
24-hour security
Outdoor dining area
Flat-screen TV
Dryer
Cookware/ Kitchen utensils
Golf course
Water sports
Wheelchair access
Non-smoking rooms
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Located 2 miles from Western Trails, the 3-star Inn At Deep Creek offers budget-friendly lodging with a car park on-site and a swimming pool. This hotel is a short walk from Arrowhead Market and 0.5 miles from Deep Creek Lake. The accommodations include 24 rooms, each boasting a patio or balcony, with some featuring kitchens equipped with microwaves and refrigerators. Guests can also enjoy a flat-screen TV and a stone fireplace in select rooms. Smiley's Fun Zone and Deep Creek Lake State Park are both easily accessible from the property.

Price comparison

Average Price 199 US$

9.5

Good

(206 Reviews)

+ 97 photos

The Garrett Inn

17848 Garrett Hwy
Wi-Fi
Free parking
Outdoor dining area
Picnic area/ Tables
Laundry
Flat-screen TV
Express check-in/ -out
VIP check-in/ -out
Cribs
No pets allowed
Air conditioning
No smoking on site
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The Garrett Inn is a 2-star property located 3 miles from Splash Island at Will O' the Wisp. Featuring free Wi-Fi and complimentary private parking, this motel ensures a comfortable stay with air-conditioned rooms and mountain views. The motel is just a short distance from the center of Oakland, with a variety of local dining options nearby. Each room is equipped with a private bathroom, and popular attractions like Deep Creek Lake are about a 10-minute drive away.

Price comparison

Average Price 177 US$

6.8

Good

(62 Reviews)

+ 32 photos

Oakland Motel

243 North 3Rd Street
Wi-Fi
Free parking
24-hour security
Flat-screen TV
No pets allowed
Air conditioning
No smoking on site
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Oakland Motel features free Wi-Fi and private parking, located a mere 10-minute walk from the center of Oakland. Offering comfortable amenities with a seating area in each room, guests can relax in a cozy atmosphere. The motel is within a short drive from attractions like the Garrett County Museum of Transportation and St. Peter the Apostle Catholic Church. With proximity to local restaurants like Fox's Pizza Den, guests have a variety of dining options to choose from.

Price comparison

Average Price 95 US$

8.6

Good

(247 Reviews)

+ 15 photos

Oak Mar Motel

208 North 3Rd Street
Free Wi-Fi in rooms
Free parking
Restaurant
Flat-screen TV
VIP check-in/ -out
Wheelchair access
No pets allowed
Air conditioning
Non-smoking rooms
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Oak Mar Motel in Oakland features air-conditioned accommodations with necessary amenities such as a refrigerator and free Wi-Fi. Located just a short stroll from Englander's Antiques and Grill, the motel houses a family-friendly restaurant offering American cuisine. The two-story property includes 9 rooms equipped with flat-screen TVs and self-catering facilities. Offering convenient services such as daily housekeeping and private check-in, this motel is ideal for families and business travelers alike.

Price comparison

Average Price 127 US$

9.2

Good

(7 Reviews)

+ 26 photos

Deep Creek Lake Townhome W/ Deck & Water Views

Oakland, MD, 21550
Wi-Fi
Free parking
Dryer
Cookware/ Kitchen utensils
Outdoor dining area
No pets allowed
No smoking on site
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The Deep Creek Lake Townhome W/ Deck & Water Views offers spacious accommodations featuring two bedrooms and three bathrooms. Located just 7 miles from Adventure Sports Center International, the holiday home boasts a fully equipped kitchen and comfortable living spaces. Guests can enjoy outdoor dining on the terrace while taking in scenic water views. Proximity to various attractions like Herrington Manor and Cathedral State Parks enhances the experience for families seeking outdoor adventure.

Price comparison

Average Price 287 US$

8.0

Good

(1 Reviews)

+ 30 photos

205A Efficiency One Bath

20160 Garrett Highway
Free Wi-Fi in rooms
Free parking
Air conditioning
Elevator
Fitness center
Restaurant
Jacuzzi
Sauna
Indoor swimming pool
No pets allowed
No smoking on site
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The 205A Efficiency One Bath offers a comfortable one-bedroom holiday home with a well-equipped kitchen. Guests can unwind with access to an indoor swimming pool, sauna, and hot tub. Located just steps away from Splash Island at Will O' the Wisp, this property boasts a convenient location for outdoor adventurers. With free private parking included, guests have easy access to various nearby attractions, enhancing the stay for those wishing to explore Oakland.

Price comparison

Average Price 109 US$

9.5

Good

(2 Reviews)

+ 26 photos

306C One Bedroom One Bath

20160 Garrett Highway
Free Wi-Fi in rooms
Free parking
Air conditioning
Elevator
Fitness center
Restaurant
Jacuzzi
Sauna
Indoor swimming pool
No pets allowed
No smoking on site
Show more + Show less -
306C One Bedroom One Bath features a relaxing living space with a fireplace and lake views. Guests can enjoy leisure amenities such as a sauna, hot tub, and access to an indoor swimming pool. Situated just 8 miles from Adventure Sports Center International and near local dining options, this property is ideal for guests seeking both relaxation and adventure. With modern comforts and a convenient location, it makes for an excellent getaway in Oakland.

Price comparison

Average Price 119 US$

6.5

Good

(2 Reviews)

+ 25 photos

307C One Bedroom One Bath

20160 Garrett Highway
Free Wi-Fi in rooms
Free parking
Air conditioning
Elevator
Fitness center
Restaurant
Jacuzzi
Sauna
Indoor swimming pool
No pets allowed
No smoking on site
Show more + Show less -
The 307C One Bedroom One Bath accommodation features a cozy living area and convenient access to water activities at Deep Creek Lake. This property includes an indoor pool and spa facilities ensuring a relaxing experience. Located close to local attractions and dining options, guests can explore Oakland with ease. Perfect for couples or solo travelers, this holiday home offers both comfort and convenience.

Price comparison

Average Price 161 US$

4.7

Good

(3 Reviews)

+ 21 photos

706H Studio Loft One Bath

20160 Garrett Highway
Free Wi-Fi in rooms
Free parking
Air conditioning
Elevator
Fitness center
Restaurant
Jacuzzi
Sauna
Indoor swimming pool
No pets allowed
No smoking on site
Show more + Show less -
706H Studio Loft One Bath offers a spacious living area with a kitchen equipped for self-catering. Guests have access to a heated pool, hot tub, and sauna, enhancing the leisure experience during their stay. The property is conveniently located close to various attractions including Adventure Sports Center International. Boasting beautiful lake views, this studio loft ensures guests enjoy both comfort and an outdoor adventure while in Oakland.

Price comparison

Average Price 228 US$

9.0

Good

(1 Reviews)

+ 18 photos

A114 One Bedroom Standard View

565 Glendale Rd.
Free Wi-Fi in rooms
Free parking
Air conditioning
Elevator
Fitness center
Restaurant
Sauna
No pets allowed
No smoking on site
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A114 One Bedroom Standard View features a cozy apartment setting with a kitchenette and a living room. Guests can enjoy amenities such as a sauna while being conveniently located near local attractions. With freedom in meal preparation provided by the kitchenette, this accommodation is perfect for families or couples. Free on-site parking is available, allowing seamless access to explore Oakland's nearby attractions.

Price comparison

Average Price 264 US$

Founded in the mid-1800s, Oakland boasts a rich history intertwined with stunning natural landscapes like Deep Creek Lake, known for its outdoor activities. The town's vibrant arts scene, coupled with its unique local cuisine, provides memorable experiences that draw visitors year-round. With numerous accommodation options, Oakland serves as an ideal base for those exploring nearby attractions such as Wisp Resort and local hiking trails. Approximately 12 hotels offer diverse choices for families, couples, and eco-conscious travelers seeking comfort and accessibility.

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