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104 Vacation Property Managers in Maryland, USA

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.

Market Overview

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

Pikesville

Rehoboth Beach

Saint Michaels

Selbyville

Seneca Rocks

South Bethany

Vienna

Washington

Owner Ratings

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VRBO logo

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Google logo

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Founded In 2015

Seaside Vacations & Sales

Headquarters Chincoteague, Virginia

Employees 20

Owner Rating 5.0 (13)
Airbnb Rating 4.6 (5159)
VRBO Rating 4.4 (138)
Google Rating 4.8 (446)
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Owner Rating 5.0 (13)
Airbnb Rating 4.6 (5159)
VRBO Rating 4.4 (138)
Google Rating 4.8 (446)
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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)
Airbnb Rating 4.8 (3658)
VRBO Rating 4.7 (1207)
Google Rating 4.2 (89)
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Owner Rating 5.0 (5)
Airbnb Rating 4.8 (3658)
VRBO Rating 4.7 (1207)
Google Rating 4.2 (89)
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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)
Airbnb Rating 4.7 (5694)
VRBO Rating 4.8 (33)
Google Rating 4.9 (149)
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Owner Rating 5.0 (5)
Airbnb Rating 4.7 (5694)
VRBO Rating 4.8 (33)
Google Rating 4.9 (149)
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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)
Airbnb Rating 4.8 (65202)
VRBO Rating 4.8 (23328)
Google Rating 4.6 (1141)
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Owner Rating 4.9 (5)
Airbnb Rating 4.8 (65202)
VRBO Rating 4.8 (23328)
Google Rating 4.6 (1141)
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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

VRBO Rating 3.9 (769)
Google Rating 3.3 (97)
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VRBO Rating 3.9 (769)
Google Rating 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

Google Rating 4.6 (157)
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Google Rating 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

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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

Ocean City Vacation Homes

Headquarters Ocean City, Maryland

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Founded In 1979

Coldwell Banker Premier

Headquarters Rehoboth Beach, Delaware

Employees 25

Owner Rating 5.0 (1)
Google Rating 4.8 (37)

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Owner Rating 5.0 (1)
Google Rating 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

Bethany Beach Home Rentals

Headquarters Bethany Beach, Delaware

Airbnb Rating 4.8 (1135)
VRBO Rating 4.6 (646)
Google Rating 4.4 (25)

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Airbnb Rating 4.8 (1135)
VRBO Rating 4.6 (646)
Google Rating 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

Airbnb Rating 4.8 (2325)
VRBO Rating 4.7 (277)
Google Rating 4.0 (22)

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Airbnb Rating 4.8 (2325)
VRBO Rating 4.7 (277)
Google Rating 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 2010

Best of OC Condo Rentals

Headquarters Ocean Pines, Maryland

Employees 4

Airbnb Rating 4.8 (607)
VRBO Rating 4.8 (1850)
Google Rating 4.2 (66)

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Airbnb Rating 4.8 (607)
VRBO Rating 4.8 (1850)
Google Rating 4.2 (66)
Best of OC Condo Rentals LLC has grown out of our family tradition of great times at the beach together. We rented units until 2000 when we purchased our first condo.  We decided to share it with others when we could not be there by r... View full profile
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Founded In 2021

Grand Welcome - Delmarva

Headquarters Delaware

Employees 3

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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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Founded In 2011

Delaware Vacation Property Management, LLC

Manages 28 properties, 28 in Hjghghgfjbvdvj

Headquarters Pikesville, Maryland

Employees 1

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The iTrip vacation property management program is all about personal service, maximizing owner revenue, competitive rental rates, increasing bookings, and making guests happy, all leading to more money in your pocket. Our expert Delawa... View full profile

Mountain Mama

Headquarters Harpers Ferry, West Virginia

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Founded In 2015

A Chalet Collective

Headquarters Maryland

Employees 3

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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

HelloHost MGMT

Headquarters Thomas, West Virginia

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Headquarters Texas

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Sojourn Turnkey Luxury

Headquarters Washington

Airbnb Rating 4.7 (14887)
Google Rating 4.8 (24)
Airbnb Rating 4.7 (14887)
Google Rating 4.8 (24)

Home Sweet City LLC

Headquarters Washington

Airbnb Rating 4.8 (10856)
VRBO Rating 4.8 (294)
Google Rating 4.9 (310)
Airbnb Rating 4.8 (10856)
VRBO Rating 4.8 (294)
Google Rating 4.9 (310)