Your memorable Baltimore vacation starts here

Locally owned vacation rentals across Howard, Anne Arundel, Baltimore, Harford, and Cecil counties. Book direct to save and unlock perks.

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Chapelgate Refuge

Chapelgate Refuge

Randallstown, Maryland

4 bedrooms•3 baths

$1,273for 2 nights•Nov 10 – Nov 12

Wingspan Cabin

Wingspan Cabin

Keedysville, Maryland

4 bedrooms•3 baths

$1,134for 2 nights•Nov 4 – Nov 6

Vacation rentals

Chapelgate Refuge

Chapelgate Refuge

Randallstown, Maryland

4 bedrooms•3 baths

$1,273for 2 nights•Nov 10 – Nov 12

Wingspan Cabin

Wingspan Cabin

Keedysville, Maryland

4 bedrooms•3 baths

$1,134for 2 nights•Nov 4 – Nov 6

Parklands Pied-à-terre

Parklands Pied-à-terre

Gaithersburg, Maryland

3 bedrooms•2.5 baths

$5,571for 33 nights•Nov 23 – Dec 26

The Blue Jay

The Blue Jay

Baltimore, Maryland

1 bedroom•1 baths

$5,922for 90 nights•Nov 21 – Feb 19

Parklands - Primary Suite

Parklands - Primary Suite

Gaithersburg, Maryland

1 bedroom•1 baths

$2,326for 31 nights•Nov 23 – Dec 24

The Grove at Greenridge

The Grove at Greenridge

Lutherville Timonium, Maryland

2 bedrooms•2 baths

$1,034for 2 nights•Nov 5 – Nov 7

Parklands - Balcony Room

Parklands - Balcony Room

Gaithersburg, Maryland

1 bedroom•1 baths

$1,709for 31 nights•Nov 23 – Dec 24

The Nevermore Corner Apartment

The Nevermore Corner Apartment

Baltimore, Maryland

1 bedroom•1 baths

$7,771for 90 nights•Dec 24 – Mar 24

Parklands - Amber Room

Parklands - Amber Room

Gaithersburg, Maryland

1 bedroom•0.5 baths

$1,687for 31 nights•Nov 23 – Dec 24

DMV Retreat at Woodmore

DMV Retreat at Woodmore

Bowie, Maryland

3 bedrooms•3.5 baths

$655for 2 nights•Jan 1 – Jan 3

Serenity on the Cove

Serenity on the Cove

Dundalk, Maryland

3 bedrooms•3 baths

$502for 2 nights•Jan 14 – Jan 16

The Skyline

The Skyline

Baltimore, Maryland

1 bedroom•1 baths

The Oriole Nest

The Oriole Nest

Baltimore, Maryland

1 bedroom•1 baths

$3,866for 90 nights•Dec 31 – Mar 31

Monthly stays

The Nevermore Corner Apartment

The Nevermore Corner Apartment

Baltimore, Maryland

1 bedroom•1 baths

$7,771for 90 nights•Dec 24 – Mar 24

DMV Retreat at Woodmore

DMV Retreat at Woodmore

Bowie, Maryland

3 bedrooms•3.5 baths

$655for 2 nights•Jan 1 – Jan 3

Serenity on the Cove

Serenity on the Cove

Dundalk, Maryland

3 bedrooms•3 baths

$502for 2 nights•Jan 14 – Jan 16

The Blue Jay

The Blue Jay

Baltimore, Maryland

1 bedroom•1 baths

$5,922for 90 nights•Nov 21 – Feb 19

Wingspan Cabin

Wingspan Cabin

Keedysville, Maryland

4 bedrooms•3 baths

$1,134for 2 nights•Nov 4 – Nov 6

Chapelgate Refuge

Chapelgate Refuge

Randallstown, Maryland

4 bedrooms•3 baths

$1,273for 2 nights•Nov 10 – Nov 12

The Skyline

The Skyline

Baltimore, Maryland

1 bedroom•1 baths

The Oriole Nest

The Oriole Nest

Baltimore, Maryland

1 bedroom•1 baths

$3,866for 90 nights•Dec 31 – Mar 31

Parklands Pied-à-terre

Parklands Pied-à-terre

Gaithersburg, Maryland

3 bedrooms•2.5 baths

$5,571for 33 nights•Nov 23 – Dec 26

Parklands - Primary Suite

Parklands - Primary Suite

Gaithersburg, Maryland

1 bedroom•1 baths

$2,326for 31 nights•Nov 23 – Dec 24

The Grove at Greenridge

The Grove at Greenridge

Lutherville Timonium, Maryland

2 bedrooms•2 baths

$1,034for 2 nights•Nov 5 – Nov 7

Parklands - Balcony Room

Parklands - Balcony Room

Gaithersburg, Maryland

1 bedroom•1 baths

$1,709for 31 nights•Nov 23 – Dec 24

Parklands - Amber Room

Parklands - Amber Room

Gaithersburg, Maryland

1 bedroom•0.5 baths

$1,687for 31 nights•Nov 23 – Dec 24

Welcome to PMI Old Line

Locally owned and independently operated, PMI Old Line has served Baltimore for over 20 years. We manage premium vacation rental homes for guests who want an exceptional stay and property owners who want exceptional results.

About us Get in touch

Welcome to PMI Old Line

Book with confidence

Why book direct with PMI Old Line?

Best rate guarantee
Exclusive guest perks
Local support from day one

The PMI difference

Hospitality at heart
Every PMI Old Line stay comes with our signature hospitality standards. From the moment you walk in, you will feel the difference.

Verified quality

Every home inspected and up to standard.

Spotless stays

Hotel-grade cleaning between every guest.

Local know-how

Insider tips from a team that lives here.

Guest Reviews

What our guests say

4.94

139 reviews

“Great Space! Peaceful, serene with fall changing of the leaves and the wildlife in view, absolutely beautiful!”

Jacqueline

Stayed in October 2026

“Great place!”

Ricky

Stayed in October 2026

“This home was very charming as we are aficionados of vintage architecture. We loved the fact that they the nostalgia of the bathrooms and the millwork were preserved. The home was very comfortable and suited our group well. We would definitely stay there again!”

Shawn

Stayed in September 2026

“Great time, awesome house!”

Adam

Stayed in September 2026

Vacation rental management

Property management built to win

From weekend getaways to monthly stays, we manage it all and maximize your returns.

Explore our services

Revenue & marketing

Maximize bookings and earnings with data-driven pricing and best-in-class listing exposure.

Dynamic pricing optimization

Listing optimization & distribution

Multi-channel marketing

Revenue & occupancy reporting

Direct booking growth

Guest experience & operations

Deliver 5-star stays with seamless communication, spotless homes, and on-the-ground support.

Guest communication & check-in

Professional cleaning coordination

24/7 guest support

Maintenance & turnover management

Quality inspections between stays

Questions around your stay?

Our portfolio

See the properties we manage across Baltimore

Browse our properties