When is the average rent cheapest in Pittsville, MD?

In the last year, the average rent in Pittsville, MD was lowest in Feb 2025 when it was $1,000 per month.

When is the average rent most expensive in Pittsville, MD?

In the last year, the average rent in Pittsville, MD was highest in Jun 2025 when it was $6,000 per month.

What are some zip codes in Pittsville, MD?

Pittsville, MD includes zip codes such as: 21850 , 21852 .

What are some cities near Pittsville, MD?

Some nearby cities include: Willards , Parsonsburg , Whaleyville , Newark , Delmar . These cities may have more rental options to explore.

Pittsville, MD Apartments For Rent

174 rentals

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PET FRIENDLY
$1,700 - $3,900/mo
1-4 Beds
1-4 Baths
The Local | Spring St,
Winchester, VA 22601
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PET FRIENDLY
$1,675 - $2,135/mo
1-3 Beds
1-2 Baths
Stuart Hill | Randolph Pl,
Winchester, VA 22601
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SPECIAL OFFER
PET FRIENDLY
$1,395 - $2,200/mo
1 Bed
1 Bath
The Flats @ Winchester | Bradford Ct,
Winchester, VA 22601
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SPECIAL OFFER
PET FRIENDLY
$1,195 - $1,825/mo
1-3 Beds
1-2 Baths
Fay Street Apartments | Fay St,
Winchester, VA 22602
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$1,850 - $1,885/mo
2 Beds
2 Baths
CARLS CORNER RESIDENTIAL | Quinn Ct,
Winchester, VA 22601
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SPECIAL OFFER
PET FRIENDLY
$1,245 - $1,820/mo
1-3 Beds
1-2 Baths
Fort Collier Terrace | N Braddock St,
Winchester, VA 22601
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SPECIAL OFFER
PET FRIENDLY
$1,420 - $1,810/mo
Total price
2 Beds
1 Bath
Blue Ridge Apartments | Wilson Blvd,
Winchester, VA 22601
PET FRIENDLY
$1,424 - $1,643/mo
2-3 Beds
2 Baths
Preston Place | Castlebridge Ct,
Winchester, VA 22602
$1,725/mo
3 Beds
1.5 Baths
308 Beau St,
Winchester, VA 22601
PET FRIENDLY
INCOME RESTRICTED
Contact for price
2-3 Beds
2 Baths
Autumn Wind Apartments | Scarlet Maple Dr,
Winchester, VA 22603
PET FRIENDLY
$1,099/mo
1 Bed
1 Bath
570 N Cameron St #2abaeb01b,
Winchester, VA 22601
APPLY INSTANTLY
PET FRIENDLY
$2,345/mo
3 Beds
2.5 Baths
1,800 sqft
350 Sage Cir,
Winchester, VA 22603
APPLY INSTANTLY
PET FRIENDLY
$2,200/mo
3 Beds
2.5 Baths
1,500 sqft
118 Hopi Pl,
Winchester, VA 22602
APPLY INSTANTLY
PET FRIENDLY
$4,500/mo
4 Beds
3.5 Baths
2,700 sqft
518 N Braddock St,
Winchester, VA 22601
APPLY INSTANTLY
PET FRIENDLY
$1,600/mo
2 Beds
1 Bath
1,472 sqft
323 Fairview Ave,
Winchester, VA 22601
APPLY INSTANTLY
PET FRIENDLY
$2,650/mo
4 Beds
3 Baths
1,953 sqft
107 Monacan St,
Winchester, VA 22602
APPLY INSTANTLY
PET FRIENDLY
$2,249/mo
3 Beds
2 Baths
1,902 sqft
514 S Cameron St,
Winchester, VA 22601
APPLY INSTANTLY
PET FRIENDLY
$2,800/mo
4 Beds
2.5 Baths
2,640 sqft
101 Quigley Ct,
Winchester, VA 22602
APPLY INSTANTLY
$2,000/mo
3 Beds
2 Baths
1,600 sqft
1705 Brandon Dr,
Winchester, VA 22601
APPLY INSTANTLY
$1,750/mo
3 Beds
1 Bath
1,021 sqft
1112 Opequon Ave,
Winchester, VA 22601
APPLY INSTANTLY
$1,700/mo
2 Beds
2.5 Baths
1,240 sqft
104 Eastside Ln,
Winchester, VA 22602
APPLY INSTANTLY
PET FRIENDLY
$1,200/mo
2 Beds
1 Bath
207 S Braddock St #5,
Winchester, VA 22601
NEW - 2 DAYS AGO
$1,346/mo
1 Bed
1 Bath
500 sqft
1816 Valley Ave #16,
Winchester, VA 22601
$3,600/mo
6 Beds
5 Baths
4,884 sqft
120 Nassau Dr,
Winchester, VA 22602
PET FRIENDLY
$3,500/mo
4 Beds
3 Baths
3,060 sqft
209 N Washington St,
Winchester, VA 22601
$1,825/mo
3 Beds
1 Bath
960 sqft
15 N Purcell Ave,
Winchester, VA 22601
PET FRIENDLY
$1,940/mo
3 Beds
2.5 Baths
1,320 sqft
612 Emily Ln,
Winchester, VA 22602
PET FRIENDLY
$3,100/mo
5 Beds
3.5 Baths
3,135 sqft
131 Thornton Way #131,
Winchester, VA 22602
PET FRIENDLY
$1,650/mo
2 Beds
2 Baths
1,173 sqft
152 Brookland Ct #10,
Winchester, VA 22602
PET FRIENDLY
$2,000/mo
2 Beds
2 Baths
127 S Braddock St,
Winchester, VA 22601
PET FRIENDLY
$3,200/mo
4 Beds
3.5 Baths
2,802 sqft
233 Morlyn Dr,
Stephenson, VA 22656
PET FRIENDLY
$2,250/mo
4 Beds
3.5 Baths
1,889 sqft
189 Sioux Loop,
Winchester, VA 22602
NEW - 15 HRS AGO
APPLY INSTANTLY
PET FRIENDLY
$2,100/mo
2 Beds
2 Baths
1,173 sqft
129 Brookland Ter #12,
Winchester, VA 22602
NEW - 1 DAY AGO
APPLY INSTANTLY
PET FRIENDLY
$1,950/mo
2 Beds
1 Bath
1,326 sqft
4706 Middle Rd,
Winchester, VA 22602
APPLY INSTANTLY
PET FRIENDLY
$1,850/mo
2 Beds
1.5 Baths
1,500 sqft
17 E Bond St,
Winchester, VA 22601
APPLY INSTANTLY
$2,250/mo
4 Beds
4 Baths
1,920 sqft
501 Emily Ln,
Winchester, VA 22602
APPLY INSTANTLY
FURNISHED
$1,700/mo
1 Bed
1 Bath
1,000 sqft
110 Bentpath Ct #BASEMENT,
Winchester, VA 22602
APPLY INSTANTLY
$3,000/mo
3 Beds
2 Baths
1,500 sqft
305 W Leicester St,
Winchester, VA 22601
APPLY INSTANTLY
FURNISHED
$2,900/mo
Total price
4 Beds
2.5 Baths
2,491 sqft
111 Launchris Dr,
Winchester, VA 22602
APPLY INSTANTLY
PET FRIENDLY
$2,700/mo
4 Beds
3.5 Baths
2,004 sqft
109 Marlow Ct,
Winchester, VA 22602
Explore by rental type - Single Family
41 houses for rent in Pittsville, MD
NEW - 2 DAYS AGO
PET FRIENDLY
$2,500/mo
3 bd
2 ba
1,500 sqft
2141 Valley Ave,
Winchester, VA 22601
PET FRIENDLY
$2,200/mo
3 bd
2 ba
1,004 sqft
127 Longstreet Ave,
Winchester, VA 22603
PET FRIENDLY
$2,100/mo
3 bd
2 ba
1,680 sqft
318 Highland Ave,
Winchester, VA 22601
PET FRIENDLY
$2,000/mo
3 bd
1.5 ba
1,636 sqft
105 Fay St,
Winchester, VA 22602
APPLY INSTANTLY
FURNISHED
$1,800/mo
3 bd
2 ba
800 sqft
136 Spaulding Dr,
Winchester, VA 22603
PET FRIENDLY
$1,250/mo
1 bd
1 ba
600 sqft
537 N Loudoun St #3,
Winchester, VA 22601
$1,595/mo
2 bd
1.5 ba
118 Parkside Dr,
Winchester, VA 22602
APPLY INSTANTLY
$3,100/mo
6 bd
4.5 ba
3,600 sqft
129 Wappinger Ter,
Winchester, VA 22602
$2,500/mo
3 bd
1.5 ba
2,787 sqft
1281 Stony Hill Rd,
Winchester, VA 22603
$3,600/mo
6 bd
4.5 ba
3,337 sqft
319 Morlyn Dr,
Stephenson, VA 22656
Explore by rental type - Townhome
49 townhomes for rent in Pittsville, MD
APPLY INSTANTLY
PET FRIENDLY
$2,395/mo
4 bd
3.5 ba
1,589 sqft
178 Sioux Loop,
Winchester, VA 22602
NEW - 1 DAY AGO
APPLY INSTANTLY
$1,480/mo
2 bd
1 ba
1,014 sqft
301 Barrington Ln,
Winchester, VA 22601
APPLY INSTANTLY
PET FRIENDLY
$1,900/mo
2 bd
3.5 ba
1,280 sqft
2957 Sorrell Ct,
Winchester, VA 22601
APPLY INSTANTLY
$1,550/mo
2 bd
1.5 ba
52 Bellview Ave,
Winchester, VA 22601
APPLY INSTANTLY
FURNISHED
ROOM FOR RENT
$795/mo
4 bd
3.5 ba
Room for rent
Address Not Disclosed,
Winchester, VA 22602
APPLY INSTANTLY
FURNISHED
ROOM FOR RENT
$750/mo
4 bd
3.5 ba
Room for rent
Address Not Disclosed,
Winchester, VA 22602
APPLY INSTANTLY
$1,650/mo
2 bd
1.5 ba
1,200 sqft
1105 Franklin St,
Winchester, VA 22601
APPLY INSTANTLY
$1,650/mo
2 bd
1.5 ba
1,200 sqft
1111 Franklin St,
Winchester, VA 22601
APPLY INSTANTLY
$1,500/mo
2 bd
1 ba
546 Smithfield Ave,
Winchester, VA 22601
APPLY INSTANTLY
$1,450/mo
2 bd
1 ba
1630 S Braddock St,
Winchester, VA 22601
Explore by feature - Air Conditioning
56 rentals with air conditioning in Pittsville, MD
APPLY INSTANTLY
PET FRIENDLY
$2,395/mo
4 bd
3.5 ba
1,589 sqft
178 Sioux Loop,
Winchester, VA 22602
APPLY INSTANTLY
PET FRIENDLY
$1,700/mo
2 bd
2 ba
1,173 sqft
127 Brookland Ter #12,
Winchester, VA 22602
NEW - 1 DAY AGO
APPLY INSTANTLY
$1,480/mo
2 bd
1 ba
1,014 sqft
301 Barrington Ln,
Winchester, VA 22601
APPLY INSTANTLY
PET FRIENDLY
$1,900/mo
2 bd
3.5 ba
1,280 sqft
2957 Sorrell Ct,
Winchester, VA 22601
APPLY INSTANTLY
$1,550/mo
2 bd
1.5 ba
52 Bellview Ave,
Winchester, VA 22601
APPLY INSTANTLY
$1,550/mo
2 bd
1 ba
142 N Washington St #3,
Winchester, VA 22601
APPLY INSTANTLY
FURNISHED
ROOM FOR RENT
$795/mo
4 bd
3.5 ba
Room for rent
Address Not Disclosed,
Winchester, VA 22602
APPLY INSTANTLY
$3,100/mo
6 bd
4.5 ba
3,600 sqft
129 Wappinger Ter,
Winchester, VA 22602
APPLY INSTANTLY
FURNISHED
ROOM FOR RENT
$750/mo
4 bd
3.5 ba
Room for rent
Address Not Disclosed,
Winchester, VA 22602
APPLY INSTANTLY
$1,650/mo
2 bd
1.5 ba
1,200 sqft
1105 Franklin St,
Winchester, VA 22601
Explore by feature - Pet Friendly
30 pet-friendly rentals in Pittsville, MD
APPLY INSTANTLY
PET FRIENDLY
$2,395/mo
4 bd
3.5 ba
1,589 sqft
178 Sioux Loop,
Winchester, VA 22602
APPLY INSTANTLY
PET FRIENDLY
$1,700/mo
2 bd
2 ba
1,173 sqft
127 Brookland Ter #12,
Winchester, VA 22602
APPLY INSTANTLY
PET FRIENDLY
$1,900/mo
2 bd
3.5 ba
1,280 sqft
2957 Sorrell Ct,
Winchester, VA 22601
APPLY INSTANTLY
PET FRIENDLY
$1,890/mo
Total price
3 bd
1.5 ba
1,254 sqft
104 Windstone Dr,
Winchester, VA 22602
APPLY INSTANTLY
PET FRIENDLY
$1,700/mo
2 bd
2 ba
1,024 sqft
543 Gray Ave,
Winchester, VA 22601
APPLY INSTANTLY
PET FRIENDLY
$1,500/mo
2 bd
1 ba
1,000 sqft
246 Dodge Ave,
Winchester, VA 22602
APPLY INSTANTLY
PET FRIENDLY
$1,800/mo
2 bd
2 ba
1,186 sqft
15 W Whitlock Ave,
Winchester, VA 22601
PET FRIENDLY
$2,200/mo
2 bd
2.5 ba
1,584 sqft
102 Windstone Dr,
Winchester, VA 22602
PET FRIENDLY
$1,850/mo
3 bd
1.5 ba
1,252 sqft
2915 Sorrell Ct,
Winchester, VA 22601
PET FRIENDLY
$2,200/mo
3 bd
2 ba
1,004 sqft
127 Longstreet Ave,
Winchester, VA 22603
Explore by feature - Garage
6 rentals with a garage in Pittsville, MD
APPLY INSTANTLY
PET FRIENDLY
$2,395/mo
4 bd
3.5 ba
1,589 sqft
178 Sioux Loop,
Winchester, VA 22602
APPLY INSTANTLY
$3,100/mo
6 bd
4.5 ba
3,600 sqft
129 Wappinger Ter,
Winchester, VA 22602
$3,600/mo
6 bd
4.5 ba
3,337 sqft
319 Morlyn Dr,
Stephenson, VA 22656
$2,100/mo
3 bd
2.5 ba
1,960 sqft
119 Monticello Sq,
Winchester, VA 22602
PET FRIENDLY
$2,399/mo
3 bd
3 ba
2,000 sqft
105 Boone Ct,
Winchester, VA 22602
PET FRIENDLY
$2,195/mo
3 bd
2.5 ba
2,420 sqft
117 Stribling Way,
Winchester, VA 22602
Explore by rental type - Single Family
41 houses for rent in Pittsville, MD
NEW - 2 DAYS AGO
PET FRIENDLY
$2,500/mo
3 bd
2 ba
1,500 sqft
2141 Valley Ave,
Winchester, VA 22601
PET FRIENDLY
$2,200/mo
3 bd
2 ba
1,004 sqft
127 Longstreet Ave,
Winchester, VA 22603
PET FRIENDLY
$2,100/mo
3 bd
2 ba
1,680 sqft
318 Highland Ave,
Winchester, VA 22601
PET FRIENDLY
$2,000/mo
3 bd
1.5 ba
1,636 sqft
105 Fay St,
Winchester, VA 22602
APPLY INSTANTLY
FURNISHED
$1,800/mo
3 bd
2 ba
800 sqft
136 Spaulding Dr,
Winchester, VA 22603
PET FRIENDLY
$1,250/mo
1 bd
1 ba
600 sqft
537 N Loudoun St #3,
Winchester, VA 22601
$1,595/mo
2 bd
1.5 ba
118 Parkside Dr,
Winchester, VA 22602
APPLY INSTANTLY
$3,100/mo
6 bd
4.5 ba
3,600 sqft
129 Wappinger Ter,
Winchester, VA 22602
$2,500/mo
3 bd
1.5 ba
2,787 sqft
1281 Stony Hill Rd,
Winchester, VA 22603
$3,600/mo
6 bd
4.5 ba
3,337 sqft
319 Morlyn Dr,
Stephenson, VA 22656
Explore by rental type - Townhome
49 townhomes for rent in Pittsville, MD
APPLY INSTANTLY
PET FRIENDLY
$2,395/mo
4 bd
3.5 ba
1,589 sqft
178 Sioux Loop,
Winchester, VA 22602
NEW - 1 DAY AGO
APPLY INSTANTLY
$1,480/mo
2 bd
1 ba
1,014 sqft
301 Barrington Ln,
Winchester, VA 22601
APPLY INSTANTLY
PET FRIENDLY
$1,900/mo
2 bd
3.5 ba
1,280 sqft
2957 Sorrell Ct,
Winchester, VA 22601
APPLY INSTANTLY
$1,550/mo
2 bd
1.5 ba
52 Bellview Ave,
Winchester, VA 22601
APPLY INSTANTLY
FURNISHED
ROOM FOR RENT
$795/mo
4 bd
3.5 ba
Room for rent
Address Not Disclosed,
Winchester, VA 22602
APPLY INSTANTLY
FURNISHED
ROOM FOR RENT
$750/mo
4 bd
3.5 ba
Room for rent
Address Not Disclosed,
Winchester, VA 22602
APPLY INSTANTLY
$1,650/mo
2 bd
1.5 ba
1,200 sqft
1105 Franklin St,
Winchester, VA 22601
APPLY INSTANTLY
$1,650/mo
2 bd
1.5 ba
1,200 sqft
1111 Franklin St,
Winchester, VA 22601
APPLY INSTANTLY
$1,500/mo
2 bd
1 ba
546 Smithfield Ave,
Winchester, VA 22601
APPLY INSTANTLY
$1,450/mo
2 bd
1 ba
1630 S Braddock St,
Winchester, VA 22601
Explore by feature - Air Conditioning
56 rentals with air conditioning in Pittsville, MD
APPLY INSTANTLY
PET FRIENDLY
$2,395/mo
4 bd
3.5 ba
1,589 sqft
178 Sioux Loop,
Winchester, VA 22602
APPLY INSTANTLY
PET FRIENDLY
$1,700/mo
2 bd
2 ba
1,173 sqft
127 Brookland Ter #12,
Winchester, VA 22602
NEW - 1 DAY AGO
APPLY INSTANTLY
$1,480/mo
2 bd
1 ba
1,014 sqft
301 Barrington Ln,
Winchester, VA 22601
APPLY INSTANTLY
PET FRIENDLY
$1,900/mo
2 bd
3.5 ba
1,280 sqft
2957 Sorrell Ct,
Winchester, VA 22601
APPLY INSTANTLY
$1,550/mo
2 bd
1.5 ba
52 Bellview Ave,
Winchester, VA 22601
APPLY INSTANTLY
$1,550/mo
2 bd
1 ba
142 N Washington St #3,
Winchester, VA 22601
APPLY INSTANTLY
FURNISHED
ROOM FOR RENT
$795/mo
4 bd
3.5 ba
Room for rent
Address Not Disclosed,
Winchester, VA 22602
APPLY INSTANTLY
$3,100/mo
6 bd
4.5 ba
3,600 sqft
129 Wappinger Ter,
Winchester, VA 22602
APPLY INSTANTLY
FURNISHED
ROOM FOR RENT
$750/mo
4 bd
3.5 ba
Room for rent
Address Not Disclosed,
Winchester, VA 22602
APPLY INSTANTLY
$1,650/mo
2 bd
1.5 ba
1,200 sqft
1105 Franklin St,
Winchester, VA 22601
Explore by feature - Pet Friendly
30 pet-friendly rentals in Pittsville, MD
APPLY INSTANTLY
PET FRIENDLY
$2,395/mo
4 bd
3.5 ba
1,589 sqft
178 Sioux Loop,
Winchester, VA 22602
APPLY INSTANTLY
PET FRIENDLY
$1,700/mo
2 bd
2 ba
1,173 sqft
127 Brookland Ter #12,
Winchester, VA 22602
APPLY INSTANTLY
PET FRIENDLY
$1,900/mo
2 bd
3.5 ba
1,280 sqft
2957 Sorrell Ct,
Winchester, VA 22601
APPLY INSTANTLY
PET FRIENDLY
$1,890/mo
Total price
3 bd
1.5 ba
1,254 sqft
104 Windstone Dr,
Winchester, VA 22602
APPLY INSTANTLY
PET FRIENDLY
$1,700/mo
2 bd
2 ba
1,024 sqft
543 Gray Ave,
Winchester, VA 22601
APPLY INSTANTLY
PET FRIENDLY
$1,500/mo
2 bd
1 ba
1,000 sqft
246 Dodge Ave,
Winchester, VA 22602
APPLY INSTANTLY
PET FRIENDLY
$1,800/mo
2 bd
2 ba
1,186 sqft
15 W Whitlock Ave,
Winchester, VA 22601
PET FRIENDLY
$2,200/mo
2 bd
2.5 ba
1,584 sqft
102 Windstone Dr,
Winchester, VA 22602
PET FRIENDLY
$1,850/mo
3 bd
1.5 ba
1,252 sqft
2915 Sorrell Ct,
Winchester, VA 22601
PET FRIENDLY
$2,200/mo
3 bd
2 ba
1,004 sqft
127 Longstreet Ave,
Winchester, VA 22603
Explore by feature - Garage
6 rentals with a garage in Pittsville, MD
APPLY INSTANTLY
PET FRIENDLY
$2,395/mo
4 bd
3.5 ba
1,589 sqft
178 Sioux Loop,
Winchester, VA 22602
APPLY INSTANTLY
$3,100/mo
6 bd
4.5 ba
3,600 sqft
129 Wappinger Ter,
Winchester, VA 22602
$3,600/mo
6 bd
4.5 ba
3,337 sqft
319 Morlyn Dr,
Stephenson, VA 22656
$2,100/mo
3 bd
2.5 ba
1,960 sqft
119 Monticello Sq,
Winchester, VA 22602
PET FRIENDLY
$2,399/mo
3 bd
3 ba
2,000 sqft
105 Boone Ct,
Winchester, VA 22602
PET FRIENDLY
$2,195/mo
3 bd
2.5 ba
2,420 sqft
117 Stribling Way,
Winchester, VA 22602

What Locals Say about Pittsville

7w2k4gzrsc
Resident
2y ago
"Mostly to make kids happy but it’s such a small town and everyone knows everyone. Every year we have a Christmas parade for the kids nd big Halloween event for kids."
0
Flag
Bowman369
Resident
7y ago
"Family, atmosphere, animal friendly, good neighborhood, crime and convenience to stores and gas stations "
0
Flag

Average Rent Trends in Pittsville, MD

Rent in Pittsville, MD varies by number of bedrooms and home type. Use these charts to quickly see how rent changes.

Average rent decreased in May 2026 compared to the previous month. Rent previously peaked in Jun 2025.

Month	Average rent
Jun 2025	$6,000
Jul 2025	$1,063
Aug 2025	$2,500
Sep 2025	$1,050
Oct 2025	$4,999
Nov 2025	$4,750
Dec 2025	$4,750
Jan 2026	$4,750
Feb 2026	$1,800
Mar 2026	$1,800
Apr 2026	$1,800
May 2026	$1,600

View as a graph

See more information about local market trends in Pittsville, MD

Frequently Asked Questions about Rentals in Pittsville, MD

When is the average rent cheapest in Pittsville, MD?
In the last year, the average rent in Pittsville, MD was lowest in Feb 2025 when it was $1,000 per month.
When is the average rent most expensive in Pittsville, MD?
In the last year, the average rent in Pittsville, MD was highest in Jun 2025 when it was $6,000 per month.
What are some zip codes in Pittsville, MD?
Pittsville, MD includes zip codes such as: 21850, 21852.
What are some cities near Pittsville, MD?
Some nearby cities include: Willards, Parsonsburg, Whaleyville, Newark, Delmar. These cities may have more rental options to explore.

View this page in Spanish: Pittsville, MD Apartments For Rent - 226 Rentals | Trulia

Pittsville, MD Apartments For Rent

174 rentals

Explore by rental type - Single Family

Explore by rental type - Townhome

Explore by feature - Air Conditioning

Explore by feature - Pet Friendly

Explore by feature - Garage

Explore by rental type - Single Family

Explore by rental type - Townhome

Explore by feature - Air Conditioning

Explore by feature - Pet Friendly

Explore by feature - Garage

What Locals Say about Pittsville

Average Rent Trends in Pittsville, MD

Frequently Asked Questions about Rentals in Pittsville, MD

Nearby Rentals

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Popular Cities in Maryland

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