103 Vacation Property Managers in Maryland, USA

Comparent recognizes the top-performing vacation rental management companies in each major market. These companies have been awarded our prestigious Market Leader badge for their exceptional service, performance, and guest and owner satisfaction. This badge serves as a testament to their excellence and commitment to providing top-tier vacation rental management. Browse our list of the best companies in each market. Click here to learn more.

Discover the top short-term vacation rental property managers in Maryland, USA. Use the list below to find and compare the top property managers for your Airbnb property.

Hide Market Overview Market Overview

Average Review Scores

4.96

Owner's Rating

4.71

4.61

4.16

Airbnb Metrics

3903

Properties

$367.07

Average Annual Daily Rate

34.41%

Average Occupancy

Houses

Condos

Other Properties

1 Bedroom

2 Bedrooms

3 Bedrooms

4 Bedrooms

5 Bedrooms

6+ Bedrooms

These metrics are reflected with the listings that are currently on Comparent

Vrbo Metrics

4156

Properties

$363.14

Average Annual Daily Rate

24.66%

Average Occupancy

Houses

Condos

Other Properties

1 Bedroom

2 Bedrooms

3 Bedrooms

4 Bedrooms

5 Bedrooms

6+ Bedrooms

These metrics are reflected with the listings that are currently on Comparent

Market Leaders

Alexandria

Annapolis

Arlington

Basye

Berkeley Springs

Berlin

Bethany Beach

Bridgewater

Cabins

Chantilly

Charlottesville

Chincoteague

Chincoteague Island

Columbia

Crozet

Culpeper

Davis

Dryfork

Easton

Elkton

Ellicott City

Fenwick Island

Frederick

Glen Burnie

Harpers Ferry

Harrisonburg

Lewes

Long Neck

Luray

Mc Henry

Merrifield

Millersville

Mineral

Nellysford

Oakland

Ocean City

Ocean Pines

Ocean View

Rehoboth Beach

Saint Michaels

Selbyville

Seneca Rocks

South Bethany

Vienna

Washington

& Above

Market Leaders

Alexandria

Annapolis

Arlington

Basye

Berkeley Springs

Berlin

Bethany Beach

Bridgewater

Cabins

Chantilly

Charlottesville

Chincoteague

Chincoteague Island

Columbia

Crozet

Culpeper

Davis

Dryfork

Easton

Elkton

Ellicott City

Fenwick Island

Frederick

Glen Burnie

Harpers Ferry

Harrisonburg

Lewes

Long Neck

Luray

Mc Henry

Merrifield

Millersville

Mineral

Nellysford

Oakland

Ocean City

Ocean Pines

Ocean View

Rehoboth Beach

Saint Michaels

Selbyville

Seneca Rocks

South Bethany

Vienna

Washington

Owner Ratings

& Above

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Founded In 2015

Seaside Vacations & Sales

Headquarters Chincoteague, Virginia

Employees 20

Owner Rating 5.0 (13)

4.6 (5159)

4.4 (138)

4.8 (446)

Sponsored

VERIFIED

Sponsored

VERIFIED

Owner Rating 5.0 (13)

4.6 (5159)

4.4 (138)

4.8 (446)

Elaine & Lance Stitcher founded Seaside Vacations & Sales based on the notion that there was a better way to do it, plain and simple. Better for Homeowners - better for Guests - better for their Team. Lance had proof of concept that he... View full profile

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Founded In 2010

Stay Charlottesville

Headquarters Charlottesville, Virginia

Employees 20

Owner Rating 5.0 (5)

4.8 (3658)

4.7 (1207)

4.2 (89)

Sponsored

VERIFIED

Sponsored

VERIFIED

Owner Rating 5.0 (5)

4.8 (3658)

4.7 (1207)

4.2 (89)

Stay Charlottesville is a proud member of The 100 Collection™ , a collection of people and properties that best represent destinations across North America. Our portfolio of properties are curated, must meet rigorous safety and hospi... View full profile

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Founded In 2011

Stay Bubo

Headquarters Washington, District of Columbia

Employees 22

Owner Rating 5.0 (5)

4.7 (5694)

4.8 (33)

4.9 (149)

Sponsored

VERIFIED

Sponsored

VERIFIED

Owner Rating 5.0 (5)

4.7 (5694)

4.8 (33)

4.9 (149)

Hello from the Stay Bubo team! We’re a professional short-term and vacation rental host with a focus on social and environmental sustainability. Proudly serving the Mid-Atlantic since 2011, our dedicated team members look forward t... View full profile

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Founded In 2017

AvantStay

Headquarters Los Angeles, California

Employees 275

Owner Rating 4.9 (5)

4.8 (65202)

4.8 (23328)

4.6 (1141)

Sponsored

VERIFIED

Sponsored

VERIFIED

Owner Rating 4.9 (5)

4.8 (65202)

4.8 (23328)

4.6 (1141)

AvantStay is the best way to travel for groups, offering a diverse portfolio of 1,800+ premier vacation rental properties across 140 destinations. As the next generation hospitality platform redefining the way in which people travel an... View full profile

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Founded In 1969

Holiday Real Estate, Inc.

Headquarters Ocean City, Maryland

3.9 (769)

3.3 (97)

Sponsored

VERIFIED

Sponsored

VERIFIED

3.9 (769)

3.3 (97)

Thank you for your interest in joining our family of owners. We are a 3rd-generation, family owned & operated professional rental management company, in business since 1965. Holiday Real Estate, Inc. is a leader and innovator in the lo... View full profile

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Eastern Shore Vacation Rentals

Headquarters Easton, Maryland

4.6 (157)

Sponsored

VERIFIED

Sponsored

VERIFIED

4.6 (157)

Eastern Shore Vacation Rentals specializes in short-term vacation rentals. It’s all we do ! There are many facets to successfully managing a rental property: cleaning, maintenance, inspections, advertising, sales, guest services, coo... View full profile

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Founded In 2019

WEGO Vacation Rentals

Headquarters Ocean City, Maryland

Employees 7

Sponsored

VERIFIED

Sponsored

VERIFIED

WEGO Vacation Rentals was created to deliver an exquisite vacation rental experience for our guests, homeowners, and property investors. Our forward-thinking model is driven by innovation and led by our passion for the vacation rental... View full profile

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Ocean City Vacation Homes

Headquarters Ocean City, Maryland

Sponsored

VERIFIED

Sponsored

VERIFIED

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Founded In 1979

Coldwell Banker Premier

Headquarters Rehoboth Beach, Delaware

Employees 25

Owner Rating 5.0 (1)

4.8 (37)

VERIFIED

Owner Rating 5.0 (1)

4.8 (37)

Locally operated. A franchisee of Coldwell Banker - a global company with tremendous brand awareness and tools to support their agents and clients. We pride ourselves on our pillar values and the service we provide to property owners.... View full profile

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Bethany Beach Home Rentals

Headquarters Bethany Beach, Delaware

4.8 (1135)

4.6 (646)

4.4 (25)

VERIFIED

4.8 (1135)

4.6 (646)

4.4 (25)

Fifteen (15) years of experience buying, selling, managing and marketing vacation homes, 2nd homes and investment homes in Coastal Delaware resort communities. Through our company, Delaware Beach Home Rentals and our website: BethanyB... View full profile

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Founded In 2015

Great Dwellings

Headquarters Washington, District of Columbia

Employees 35

4.8 (2325)

4.7 (277)

4.0 (22)

VERIFIED

4.8 (2325)

4.7 (277)

4.0 (22)

As the largest short term rental property management firm in the DC area, we take great pride in serving homeowners, developers and investors for their short term property management needs. We are a full service agency handling everyth... View full profile

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Founded In 2021

Grand Welcome - Delmarva

Headquarters Delaware

Employees 3

VERIFIED

Grand Welcome Delaware Beaches is a locally owned and operated business. We offer full Property Management services at a local level with a Global reach. We specialize in individual attention to every homeowner as well as every gue... View full profile

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Mountain Mama

Headquarters Harpers Ferry, West Virginia

VERIFIED

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Founded In 2015

A Chalet Collective

Headquarters Maryland

Employees 3

VERIFIED

Hi there! I’m Moira - a professional host and interior designer for my company, A Chalet Collective. I’m an avid lover of art, travel, food, and design. Maybe you also obsess over well-designed spaces or the best old-fashioned donu... View full profile

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