Airbnb, Vacation Rentals in Oakland, MD

Compare 216 available, short term vacation home properties, starts from $21

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Airbnb, Vacation rentals and hotel deals in Oakland, MD

Days Inn by Wyndham Towson
Days Inn by Wyndham Towson
Days Inn by Wyndham Towson
Days Inn by Wyndham Towson
Days Inn by Wyndham Towson
Hotel · 2 Guests · 1 Bedroom
$69 /night
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Four Points by Sheraton York
Four Points by Sheraton York
Four Points by Sheraton York
Four Points by Sheraton York
6.5 (45 reviews)
Four Points by Sheraton York
Hotel · 2 Guests · 1 Bedroom
$120 /night
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Ramada Limited Cockeysville
Ramada Limited Cockeysville
Ramada Limited Cockeysville
Ramada Limited Cockeysville
Ramada Limited Cockeysville
Hotel · 2 Guests · 1 Bedroom
$66 /night
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A spacious furnished 1bdr basement apartment.
A spacious furnished 1bdr basement apartment.
A spacious furnished 1bdr basement apartment.
A spacious furnished 1bdr basement apartment.
9.2 (9 reviews)
A spacious furnished 1bdr basement apartment.
Holiday home · 2 Guests · 1 Bedroom
$65 /night*
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Comfort Inn Towson
Comfort Inn Towson
Comfort Inn Towson
Comfort Inn Towson
Comfort Inn Towson
Hotel · 2 Guests · 1 Bedroom
$77 /night
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Quality Inn & Suites York
Quality Inn & Suites York
Quality Inn & Suites York
Quality Inn & Suites York
4.8 (64 reviews)
Quality Inn & Suites York
Hotel · 2 Guests · 1 Bedroom
$73 /night
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Super 8 by Wyndham York
Super 8 by Wyndham York
Super 8 by Wyndham York
Super 8 by Wyndham York
4.2 (180 reviews)
Super 8 by Wyndham York
Motel · 2 Guests · 1 Bedroom
$60 /night
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Country Inn & Suites by Radisson, York, PA
Country Inn & Suites by Radisson, York, PA
Country Inn & Suites by Radisson, York, PA
Country Inn & Suites by Radisson, York, PA
7.4 (326 reviews)
Country Inn & Suites by Radisson, York, PA
Hotel · 2 Guests · 1 Bedroom
$104 /night
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Bridges Guest Quarters
Bridges Guest Quarters
Bridges Guest Quarters
Bridges Guest Quarters
9.3 (37 reviews)
Bridges Guest Quarters
Inn · 2 Guests · 1 Bedroom
$116 /night
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Holiday Inn Express Towson- Baltimore North, an IHG Hotel
Holiday Inn Express Towson- Baltimore North, an IHG Hotel
Holiday Inn Express Towson- Baltimore North, an IHG Hotel
Holiday Inn Express Towson- Baltimore North, an IHG Hotel
8.4 (1031 reviews)
Holiday Inn Express Towson- Baltimore North, an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$112 /night
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Motel 6-York, PA - North
Motel 6-York, PA - North
Motel 6-York, PA - North
Motel 6-York, PA - North
5.6 (318 reviews)
Motel 6-York, PA - North
Hotel · 2 Guests · 1 Bedroom
$65 /night
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Days Inn & Suites by Wyndham York
Days Inn & Suites by Wyndham York
Days Inn & Suites by Wyndham York
Days Inn & Suites by Wyndham York
5.8 (222 reviews)
Days Inn & Suites by Wyndham York
Hotel · 2 Guests · 1 Bedroom
$57 /night
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La Quinta by Wyndham York
La Quinta by Wyndham York
La Quinta by Wyndham York
La Quinta by Wyndham York
7.7 (393 reviews)
La Quinta by Wyndham York
Hotel · 2 Guests · 1 Bedroom
$92 /night
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Holiday Inn Express & Suites Northeast, an IHG Hotel
Holiday Inn Express & Suites Northeast, an IHG Hotel
Holiday Inn Express & Suites Northeast, an IHG Hotel
Holiday Inn Express & Suites Northeast, an IHG Hotel
8.3 (150 reviews)
Holiday Inn Express & Suites Northeast, an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$121 /night
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Sleep Inn North - Central York
Sleep Inn North - Central York
Sleep Inn North - Central York
Sleep Inn North - Central York
9.4 (173 reviews)
Sleep Inn North - Central York
Inn · 2 Guests · 1 Bedroom
$103 /night
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DoubleTree By Hilton Baltimore North Pikesville
DoubleTree By Hilton Baltimore North Pikesville
DoubleTree By Hilton Baltimore North Pikesville
DoubleTree By Hilton Baltimore North Pikesville
8.0 (322 reviews)
DoubleTree By Hilton Baltimore North Pikesville
Hotel · 2 Guests · 1 Bedroom
$117 /night
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Blackjack's Bungalow
Blackjack's Bungalow
Blackjack's Bungalow
Blackjack's Bungalow
Blackjack's Bungalow
Holiday home · 2 Guests · 1 Bedroom
$94 /night
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Extended Stay America Suites - Baltimore - Timonium
Extended Stay America Suites - Baltimore - Timonium
Extended Stay America Suites - Baltimore - Timonium
Extended Stay America Suites - Baltimore - Timonium
6.7 (154 reviews)
Extended Stay America Suites - Baltimore - Timonium
Hotel · 2 Guests · 1 Bedroom
$78 /night
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Red Roof Inn York Downtown
Red Roof Inn York Downtown
Red Roof Inn York Downtown
Red Roof Inn York Downtown
5.1 (204 reviews)
Red Roof Inn York Downtown
Motel · 2 Guests · 1 Bedroom
$69 /night
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3Guest House Baltimore County own room Joppa RD
3Guest House Baltimore County own room Joppa RD
3Guest House Baltimore County own room Joppa RD
3Guest House Baltimore County own room Joppa RD
3Guest House Baltimore County own room Joppa RD
Guest house · 2 Guests · 1 Bedroom
$85 /night
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Vacation Destinations Near Oakland, MD

Airbnb, Vacation House with Air Conditioning, and Other Rental Options in Oakland, MD

Blackjack's Bungalow
Blackjack's Bungalow
Blackjack's Bungalow
Blackjack's Bungalow
Air Conditioning
Blackjack's Bungalow
Holiday home · 2 Guests · 1 Bedroom
$94 /night
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Shamrock cabin with hot tub, large yard
Shamrock cabin with hot tub, large yard
Shamrock cabin with hot tub, large yard
Shamrock cabin with hot tub, large yard
Air Conditioning
Shamrock cabin with hot tub, large yard
Holiday home · 2 Guests · 1 Bedroom
$110 /night
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The Emig Mansion
The Emig Mansion
The Emig Mansion
The Emig Mansion
Air Conditioning
9.9 (15 reviews)
The Emig Mansion
B & B · 2 Guests · 1 Bedroom
$115 /night
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What Are The Top Amenities at Oakland, MD?
Amenity Info in Oakland, MD
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There are in total of 16 rental amenities in Oakland, shown above with the property numbers. In Oakland, 101 rentals offer Air Conditioning, 99 rentals offer Parking Available, 98 rentals offer No Smoking. So, if you need Air Conditioning during your vacation, use the Air Conditioning filter to compare these properties. Two amenities that are not typical are Kitchen, Hot Tub.
Which Price Range Is Considered As A Good Deal in Oakland, MD Area?
Vacation House & Apartment Rental Price Information in Oakland, MD
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The graph shows the percentages of vacation homes in each price bucket. Oakland has the largest percentage (23.08%) of homes in $100 - $150 price range.
$0 to 50
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$50 to 100
$50 to 100
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$100 to 150
$150 to 200
$150 to 200
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$200 to 250
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$250 to 300
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$300 to 350
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$400 to 450
$450 to 500
$450 to 500
$500 +
$500 +
What Are The Most Liked Rental Accommodations in Oakland, MD?
Most Picked Accommodations in Oakland, MD
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There are various types of homes in Oakland area. Depending on your group size, you can pick the one using filters accordingly. House is the most popular accommodation type, and the largest homes can accommodate 99 people.The least popular accommodation in Oakland is Bungalow rentals
How Many Accommodations Are Pets Allowed in Oakland, MD?
Percentage of Pet Friendly Rental Properties in Oakland, MD
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24.07% of vacation homes in Oakland are pet friendly. Either you bring your loved pets on vacation or you have pet allergies, make sure to select the homes by applying the right filters.
What Are The Must-Visit Places in Oakland, MD?
Tourist Attractions In Oakland, MD
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The most common & popular places (a.k.a points of interests) here in Oakland are:

Airbnb, Vacation House with Full Kitchen, and Other Rental Options in Oakland, MD

Deer Park Retreat
Deer Park Retreat
Deer Park Retreat
Deer Park Retreat
Full Kitchen
10 (2 reviews)
Deer Park Retreat
Cottage · 2 Guests · 1 Bedroom
$423 /night*
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3Guest House Baltimore County own room Joppa RD
3Guest House Baltimore County own room Joppa RD
3Guest House Baltimore County own room Joppa RD
3Guest House Baltimore County own room Joppa RD
Full Kitchen
3Guest House Baltimore County own room Joppa RD
Guest house · 2 Guests · 1 Bedroom
$85 /night
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The Trolley House, like living in a park! Circa 1860
The Trolley House, like living in a park! Circa 1860
The Trolley House, like living in a park! Circa 1860
The Trolley House, like living in a park! Circa 1860
Full Kitchen
9.8 (15 reviews)
The Trolley House, like living in a park! Circa 1860
Holiday home · 2 Guests · 1 Bedroom
$163 /night*
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Airbnb, Vacation Cottage with Fireplace, and Other Rental Options in Oakland, MD

Pet-friendly Delta Cabin w/ Private Hot Tub!
Pet-friendly Delta Cabin w/ Private Hot Tub!
Pet-friendly Delta Cabin w/ Private Hot Tub!
Pet-friendly Delta Cabin w/ Private Hot Tub!
Fireplace
Pet-friendly Delta Cabin w/ Private Hot Tub!
Cottage · 2 Guests · 1 Bedroom
$529 /night
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Family Home + Private Hot Tub on Susquehanna River
Family Home + Private Hot Tub on Susquehanna River
Family Home + Private Hot Tub on Susquehanna River
Family Home + Private Hot Tub on Susquehanna River
Fireplace
Family Home + Private Hot Tub on Susquehanna River
Cottage · 2 Guests · 1 Bedroom
$487 /night
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Spacious Pequea Retreat w/ Dock & Hot Tub!
Spacious Pequea Retreat w/ Dock & Hot Tub!
Spacious Pequea Retreat w/ Dock & Hot Tub!
Spacious Pequea Retreat w/ Dock & Hot Tub!
Fireplace
Spacious Pequea Retreat w/ Dock & Hot Tub!
Cottage · 2 Guests · 1 Bedroom
$715 /night
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* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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