Vacation Rentals in Winchester, MD

PRICE PER NIGHT

ACCOMMODATION TYPES

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Newly Renovated 4-bedroom, 2 bathrooms.
10

Excellent

·
Edmondson
·
4 br
·
Sleeps 4
·
Outdoor Space · Air Conditioning · Assigned Parking ·
From
$188/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
Air Conditioning
Assigned Parking
Furnished
In Unit Laundry
Wifi
Oven
Other spaces
Kitchen
Room in Guest room - Twin Bunk-Style Bedroom close to downtown

No reviews

·
Midtown Edmondson
·
1 br
·
Sleeps 2
·
Smoking Allowed · Furnished · Wifi ·
From
$65/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Smoking Allowed
Furnished
Wifi
Free Parking
Room in Guest room - Cozy Bedroom close to downtown

No reviews

·
Midtown Edmondson
·
1 br
·
Sleeps 2
·
Smoking Allowed · Furnished · Wifi ·
From
$65/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Smoking Allowed
Furnished
Wifi
Free Parking
Enjoy a comfy retreat in the heart of Charm City

No reviews

·
Woodbrook
·
3 br
·
Sleeps 8
·
Air Conditioning · Furnished · In Unit Laundry ·
From
$168/night
Check availability
Property
House · 3 Beds · 1 bath
Amenities
Air Conditioning
Furnished
In Unit Laundry
Wifi
Oven
Other spaces
Kitchen
Cozy Room in a Townhouse in Baltimore MD

No reviews

·
Pratt Monroe
·
1 br
·
Sleeps 1
·
Outdoor Space · Furnished · Wifi ·
From
$74/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Furnished
Wifi
Oven
Business Center
Other spaces
Kitchen
Near Downtown, Charm City Historical Hideaway
8

Very good

·
Pratt Monroe
·
1 br
·
Sleeps 4
·
Outdoor Space · Air Conditioning · Dishwasher ·
From
$80/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Air Conditioning
Dishwasher
Smoking Allowed
Furnished
In Unit Laundry
Wifi
Oven
Other spaces
Kitchen, Workspace
Rooms central
8

Very good

·
Pratt Monroe
·
1 br
·
Sleeps 2
·
Furnished · In Unit Laundry · Wifi ·
From
$58/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Furnished
In Unit Laundry
Wifi
Oven
Other spaces
Kitchen
Lovely 1 bedroom 1.5 bath apartment

No reviews

·
Reservoir Hill
·
1 br
·
Sleeps 2
·
In Unit Laundry · Furnished · Wifi ·
From
$69/night
Check availability
Property
Apartment · 1 Bed · 2 baths
Amenities
In Unit Laundry
Furnished
Wifi

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Cheapest Private room #9
10

Excellent

·
Baltimore
·
1 br
·
Sleeps 2
·
In Unit Laundry · Furnished · Wifi ·
From
$55/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
In Unit Laundry
Furnished
Wifi
cheapest room #5

No reviews

·
Pratt Monroe
·
1 br
·
Sleeps 2
·
Furnished · Wifi · Kitchen ·
From
$75/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Furnished
Wifi
Other spaces
Kitchen
Private room #8

No reviews

·
Pratt Monroe
·
1 br
·
Sleeps 2
·
On Site Laundry · Air Conditioning · Furnished ·
From
$47/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
On Site Laundry
Air Conditioning
Furnished
Wifi
Other spaces
Kitchen, Workspace
Peaceful Sorority Style Getaway Penthouse Lounge

No reviews

·
Hollins Park
·
1 br
·
Sleeps 3
·
Pool · Fireplace · Private Pool ·
From
$200/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Pool
Fireplace
Private Pool
Furnished
In Unit Laundry
Wifi
Swimming Pool
Other spaces
Kitchen
New Luxury 1br|Queenbed|Near Harbor|Aquarium|Stadium

No reviews

·
Poppleton
·
1 br
·
Sleeps 1
·
Pool · Air Conditioning · Dishwasher ·
From
$156/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Pool
Air Conditioning
Dishwasher
Furnished
In Unit Laundry
Wifi
Oven
Free Parking
Other spaces
Kitchen
Quiet And Comfortable Home Near Stadiums And Casino

No reviews

·
Harlem Park
·
2 br
·
Sleeps 5
·
Air Conditioning · Balcony · Furnished ·
From
$90/night
Check availability
Property
House · 2 Beds · 3 baths
Amenities
Air Conditioning
Furnished
In Unit Laundry
Wifi
Other spaces
Balcony, Kitchen, Workspace
Luxury 1 BR 1 BA w/Pool, Gym & Parking

No reviews

·
Harlem Park
·
1 br
·
Sleeps 3
·
Pool · Air Conditioning · Dishwasher ·
From
$130/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Pool
Air Conditioning
Dishwasher
Furnished
In Unit Laundry
Wifi
Oven
Swimming Pool
Other spaces
Kitchen, Workspace
Perfect for traveling medical professional - 90 Day minimum stay

No reviews

·
Penn North
·
1 br
·
Sleeps 4
·
Air Conditioning · Dishwasher · Furnished ·
From
$35/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Air Conditioning
Dishwasher
Furnished
In Unit Laundry
Wifi
Oven
Other spaces
Kitchen
Cheapest room

No reviews

·
Baltimore
·
1 br
·
Sleeps 2
·
Furnished · In Unit Laundry · Wifi ·
From
$58/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Furnished
In Unit Laundry
Wifi
Oven
Other spaces
Kitchen
Cozy & Luxury 4 bedroom Baltimore downtown home
10

Excellent

·
Washington Village
·
4 br
·
Sleeps 12
·
In Unit Laundry · Furnished · Wifi ·
From
$249/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
In Unit Laundry
Furnished
Wifi
Lovely 1 bedroom and Spacious Den

No reviews

·
Franklin Square
·
4 br
·
Sleeps 3
·
Pool · Private Pool · Furnished ·
From
$375/night
Check availability
Property
Apartment · 4 Beds · 4 baths
Amenities
Pool
Private Pool
Furnished
In Unit Laundry
Wifi
Swimming Pool
Fitness Center
Other spaces
Kitchen
Cheapest room #10.

No reviews

·
Pratt Monroe
·
1 br
·
Sleeps 2
·
Air Conditioning · Furnished · Wifi ·
From
$59/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Air Conditioning
Furnished
Wifi
Other spaces
Kitchen
Spacious & cozy 1 bedroom| perfect for long term

No reviews

·
Poppleton
·
2 br
·
Sleeps 3
·
Pool · Private Pool · Furnished ·
From
$230/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Pool
Private Pool
Furnished
In Unit Laundry
Wifi
Swimming Pool
Fitness Center
Other spaces
Kitchen
Quaint Studio Downtown 5 min to stadium Parking

No reviews

·
Franklin Square
·
1 br
·
Sleeps 3
·
Pool · Private Pool · Furnished ·
From
$220/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Pool
Private Pool
Furnished
In Unit Laundry
Wifi
Garage Parking
Swimming Pool
Fitness Center
Other spaces
Kitchen
New serene 5 min UMMC High ceilings We Love pets

No reviews

·
Poppleton
·
1 br
·
Sleeps 3
·
Pool · Private Pool · Furnished ·
From
$285/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Pool
Private Pool
Furnished
In Unit Laundry
Wifi
Swimming Pool
Fitness Center
Other spaces
Kitchen
3br home w/ rooftop deck-5 mins to convention center and .8 miles to M&T/oriole

No reviews

·
Washington Village
·
3 br
·
Sleeps 6
·
Outdoor Space · Air Conditioning · Fitness Center ·
From
$209/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Air Conditioning
Fitness Center
Dishwasher
Furnished
In Unit Laundry
Wifi
Oven
Roof Deck
Other spaces
Balcony, Kitchen, Workspace
Home > Maryland Vacation Rentals > Baltimore Vacation Rentals > Winchester Vacation Rentals
Updated: March 27, 2023

Learn about vacation rentals in

Winchester

Getting around Winchester

Walking

7/10
Grab your reusable bags–many shops and stores are within walking distance.

Car

7/10
This area is close to freeways and has adequate parking options.

Cycling

5/10
More spots are within biking distance and some roads are cyclist-friendly.

Transit

2/10
FYI, there are little to no public transit options within walking distance.

Points of interest in Winchester

Groceries

7/10
At least one grocery store within a 15-minute walk

Shopping

5/10
Variety of shops within walking distance

Cafes

4/10
Few or no cafés within walking distance

Restaurants

6/10
Variety of restaurants within walking distance

Parks

8/10
Large amount of park space nearby

Nightlife

4/10
Some bars within walking distance

Vacation Rentals in Winchester, MD FAQ

How many vacation rentals in Winchester are available?

There are currently no vacation rentals in Winchester available. Choose from nightly rentals, monthly rentals, weekend rentals, and weekly rentals to find your perfect stay in Winchester.

What types of vacation rental properties are available in Winchester, MD?

As of March 27, 2023, there are no vacation houses for rent in Winchester and no vacation condos and apartments for rent in Winchester, MD. Check each listing to view photos and get more details about pricing and available amenities.

Are there any vacation rentals in Winchester, MD with more than 1 bedroom?

No, there are no Winchester vacation rentals with more than 1 bedroom. To view a more detailed amenity list, click on the available properties on Vacations by Zumper.

How many pet friendly Winchester vacation rentals are available?

As of March 27, 2023, there are no pet friendly vacation rentals in Winchester, Maryland available. For more information about pet policies regarding dogs and cats, view the property listing or contact the leasing agent.

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