Maryland Short term rental properties for sale

Updated: Mar 27

Bayfront Multifamily Compound

112 / 114-A 75TH Street, Ocean City, MD 21842

$1,409,900

4,048 sqft 0.30 AC lot

Bayfront compound on 0.2984 acres overlooking Assawoman Bay
Three buildings on two parcels with 4,048 square feet of improvements
Four units totaling 12 bedrooms and nine full bathrooms
13 off‑street parking spaces plus on‑street parking
New roof, new siding on two buildings, raised foundations, and interior renovations

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Updated: Jun 24

Historic Short-Term Rental Property

7625 OLD WESTOVER MARION Road, Westover, MD 21871

$1,375,000

1,999 sqft 71.40 AC lot

71.4‑acre property with 32 acres of woodlands and 37 tillable acres
Main house dates to 1711 and was renovated in 2021
Main residence converted into two independent units with separate kitchens and entrances
Separate guest house renovated in 2021 with one bedroom, 1 1/2 bathrooms, and attached one‑car garage
Two ponds, trails, deer blinds, composite decking, and maintained lawns

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Renovated Triplex with Separate Entrances

805 SPA Road, Annapolis, MD 21401

$1,148,000

2,800 sqft 0.23 AC lot

Three-unit Annapolis property with updated kitchens, HVAC, separate entrances, and off-street parking.

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Historic Furnished Short-Term Rental Property

31 N Main St, Port Deposit, MD 21904

$749,000

2,496 sqft

Operating furnished lodging property with multiple guest accommodations, outdoor gathering areas, and a separate cottage.

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Waterfront Duplex with Boat Slips

304 15TH Street, Ocean City, MD 21842

$1,199,900

2,532 sqft 0.13 AC lot

Waterfront 2-unit property in Ocean City with private boat slips.

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Historic Furnished Triplex

165 KING GEORGE Street, Annapolis, MD 21401

$1,200,000

2,649 sqft 0.04 AC lot

Three separate residences offer individual entrances, updated kitchens, modern utilities, and furnished interiors.

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Updated Four-Unit Coastal Quadplex

205 10TH Street, Ocean City, MD 21842

$839,900

2,744 sqft 0.31 AC lot

Renovated four-unit property with private outdoor spaces and walkable access to Ocean City’s beach and Boardwalk.

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Furnished 3-Unit Triplex

165 King George St, Annapolis, MD 21401

$1,375,000

2,649 sqft

Three finished levels include furnished apartments, shared laundry, basement storage, and a fenced rear patio.

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Renovated Oceanfront Residential Income Property

9400 COASTAL HWY #501, Ocean City, MD 21842

$498,500

Fully furnished condominium with updated interiors, ocean views, and access to shared resort-style amenities.

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Furnished One-Bedroom Short-Term Rental

200 N HERON DR #200055, Ocean City, MD 21842

$279,900

First-floor furnished unit with a covered balcony and access to extensive community amenities.

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Bayfront Income-Producing Multi-Unit Property

112 / 114A 75TH Street, Ocean City, MD 21842

$1,409,900

4,048 sqft

Waterfront compound with strong rental potential in Ocean City, MD.

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Duplex with 5-Car Garage

2324 ORSBURN LN, Joppa, MD 21085

$398,000

976 sqft 2.07 AC lot

Two separate residences, updated interiors, extensive garage capacity, and wooded acreage with a spring and stream.

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Historic Short-Term Rental Farm Property

7625 Old Westover Marion Road, Westover, MD 21871

$1,375,000

1,999 sqft 71.40 AC lot

Historic main house plus guest house on 71.4 acres with ponds, trails, and two renovated dwelling units configured for rentals.

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Updated Two-Unit Duplex

135 POLK STREET, Cumberland, MD 21502

$150,000

2,268 sqft

Two residential units offer matching bedroom, bath, living, and kitchen layouts, with shared laundry on the main level.

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Waterfront Duplex with Boat Slips

304 15TH Street, Ocean City, MD 21842

$1,199,900

2,532 sqft

Renovated two-unit property with canal and bay views, private entrances, and flexible seasonal or annual use options.

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Renovated Short-Term Rental Condo

401 SOUTH MARKET STREET UNIT #1, Frederick, MD 21701

$389,900

925 sqft

Main-level condominium with deeded parking and current short-term rental use near downtown amenities.

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Furnished Short-Term Rental Condo

9 90TH STREET #103, Ocean City, MD 21842

$579,900

1,301 sqft

Updated condo with beach access across the street, garage parking, pool amenities, and a secured elevator.

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Mixed-Use Restaurant Building

200 East Main Street, Hancock, MD 21750

$325,000

5,490 sqft

Restaurant building with three apartments above, offered for sale as real estate only.

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Ocean City Condo Near Beach

17 72ND ST #3 SEAWAY, Ocean City, MD 21842

$387,000

960 sqft

Updated condo in Ocean City's midtown, steps from the beach.

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Upgraded Beach Home with Courtyard

105 120TH ST #9699, Ocean City, MD 21842

$299,999

864 sqft

2-bedroom condo near the beach with indoor/outdoor pools and tennis.

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Waterfront Investment Property with Airbnb Potential

23794, 23790 SAINT CLAIR Rd, California, MD 20619

$1,070,000

0.48 AC lot

Two houses and four waterfront lots ideal for Airbnb income.

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Historic Quadplex with Rental Units

510 Cathedral St, Baltimore, MD 21201

Contact for pricing

8,250 sqft

Large historic residence combining a five-level owner’s home with three separately accessed apartments and substantial original detailing.

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2-Bedroom Short-Term Rental Condo

118 W ALL SAINTS STREET, Frederick, MD 21701

$499,000

First-floor condo combines updated interiors, private outdoor space, basement storage, and off-street parking near downtown amenities.

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Mixed-Use Townhouse with Restaurant

501 E Baltimore St, Baltimore, MD 21202

Contact for pricing

0.02 AC lot

Updated end unit mixed-use building with a restaurant space on the main level and separate short-term rental units upstairs.

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Maryland Short Term Rental Properties Market Trends and Statistics

Explore 33 short term rental properties for sale in Maryland, showcased through 33 active listings on our real estate platform. These investment opportunities span a total of 62,145 square feet of properties for sale, with an estimated market value of $22,327,498.

Sale prices for short term rental properties in Maryland start at $141,999, averaging $769,913, and reaching up to $1,409,900 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.