Vacation Rentals By Owner in Maryland

XPLORIE ACTIVITIES & LINENS INCLUDED*! PANORAMIC VIEWS!! Bahama Princess-Direct bayfront 2BR\/2BA condo.

Ocean City, Maryland, United States

Rental Lic #: 49415 Beautiful...

2

Bed

2

Bath

6

Guest(S)

Cozy, inviting 1 bedroom condo with an outdoor pool and gorgeous canal-front view located uptown on the bayside just a few blocks from the beach!

Ocean City, Maryland, United States

Hidden Harbor H-126 is one of Ocean...

2

Bed

1

Bath

4

Guest(S)

Newly Renovated Condo- mins from Seacreats\/ Convention Center & Jolly Rodgers

Ocean City, Maryland, United States

Newly renovated 2 bedroom/ 1 bath condo....

2

Bed

1

Bath

6

Guest(S)

Beautiful Bayside Condo- Perfect Sunsets and Short Walk to Beach - 56th St.

Ocean City, Maryland, United States

Beautiful 1st floor bayside condo with a...

1

Bed

1

Bath

4

Guest(S)

XPLORIE ACTIVITIES & LINENS INCLUDED*! One of the most luxurious penthouse condos in Ocean City. Completely renovated with spectacular and breathtaking 2-story views of Ocean, Bay, and MD\/DE coastline to Bethany.

Ocean City, Maryland, United States

Rental Lic #: 45512Experience the...

3

Bed

4

Bath

12

Guest(S)

BRAND NEW! Island Cabana! 3 bdrm, 2 bath w\/pool and elev. Ocean Views, Sleeps 8!

Ocean City, Maryland, United States

New Listing. Luxurious 3 bdrm, 2 bath,...

3

Bed

2

Bath

8

Guest(S)

Newly Renovated and gorgeous oceanfront condo with the best views in Ocean City!

Ocean City, Maryland, United States

Enjoy the sunrise on the East balcony...

2

Bed

2

Bath

6

Guest(S)

Gorgeous 5 Star! Oceanblock Midtown condo directly Across from Convention Center

Ocean City, Maryland, United States

Thank you for taking interest in our...

2

Bed

1

Bath

6

Guest(S)

Favorite place at the beach - Our Place at the Beach!

Ocean City, Maryland, United States

Our Place at the Beach - Old Landing Rd...

2

Bed

2

Bath

6

Guest(S)

Remodled, Beautiful Beachfront Penthouse with Pool - Perfect Location!

Ocean City, Maryland, United States

If you are visiting Ocean City, this is...

3

Bed

3

Bath

8

Guest(S)

CIRCA 1885 - DOWNTOWN HISTORIC ANNAPOLIS

Annapolis, Maryland, United States

A stunning home, “Circa 1885” is a...

3

Bed

1

Bath

5

Guest(S)

Oceanside studio retreat on 91st street. Steps from the beach!

Ocean City, Maryland, United States

Enjoy your stay at this oceanside...

1

Bath

4

Guest(S)

King Studio Near BWI Airport. Free Breakfast, Outdoor Pool | Staybridge

Linthicum, Maryland, United States

Your next trip starts with a stay in our...

1

Bath

2

Guest(S)

Near BWI Airport. Free Breakfast, Outdoor Pool | Staybridge Studio

Linthicum, Maryland, United States

Your next trip starts with a stay in our...

1

Bath

4

Guest(S)

Eastern Shore Get Away

Millington, Maryland, United States

Located on Maryland's Eastern Shore, on...

1

Bed

1

Bath

5

Guest(S)

Cozy 2BR1BA apt in SilverSpeing

Silver Spring, Maryland, United States

Welcome to our cozy, peaceful 2BR 1BA...

2

Bed

1

Bath

6

Guest(S)

Boutique Space at Marble Ridge

Frederick, Maryland, United States

Boutique accommodations are defined as a...

3

Bed

1

Bath

6

Guest(S)

Steps to Bethesda Metro | Easy travel to DC | Metro Nearby |by GLS

Bethesda, Maryland, United States

Stay in our Brand new Studio in Bethesda...

2

Bed

1

Bath

3

Guest(S)

Near Metro & NIH | Wheelchair Accessible | Downtown Bethesda | by GLS

Bethesda, Maryland, United States

Stay in our Brand new Studio in Bethesda...

2

Bed

1

Bath

3

Guest(S)

⭐️BIMINI 101 STUNNING RENOVATED DIRECT BEACHFRONT VIEWS⭐️

Ocean City, Maryland, United States

Book 2 nights and get a free night for...

2

Bed

2

Bath

8

Guest(S)

St. Michael's Premier In-Town Rental with heated pool-opens 4\/11\/2025

Saint Michaels, Maryland, United States

As Saint Michael's Premier STR, we take...

2

Bed

2

Bath

4

Guest(S)

Escape from the City. House near Harpers Ferry

Knoxville, Maryland, United States

The house located in the heart of...

3

Bed

2

Bath

6

Guest(S)

Eastern Shore beach cottage get-away

Rock Hall, Maryland, United States

Recently renovated, charming cottage. A...

2

Bed

2

Bath

5

Guest(S)

Vintage Waterfront Cottage with Stunning Sunsets

North East, Maryland, United States

This unique Red Point Cottage offers...

4

Bed

1

Bath

4

Guest(S)

Our Always Dreaming Cottage - The Bay At Your Back Steps

Port Republic, Maryland, United States

Welcome to The Aways Dreaming Cottage...

2

Bed

3

Bath

4

Guest(S)

WATERFRONT COTTAGE ON SEVERN - STUNNING VIEWS - MINUTES FROM DOWNTOWN ANNAPOLIS

Annapolis, Maryland, United States

CHARMING FOUR BEDROOM WATERFRONT COTTAGE...

4

Bed

2

Bath

8

Guest(S)

The Relax-Inn Deal Island with Kayaks and Canoe

Deal Island, Maryland, United States

Spend time relaxing in the QUIET and...

5

Bed

1

Bath

8

Guest(S)

Charming cottage along water with private pier, near St. Michaels Winery

Bozman, Maryland, United States

In the delightful town of Bozman lies a...

1

Bed

2

Bath

2

Guest(S)

\"Family Friendly Getaway\" - Close to Assateague \/ Downtown Berlin \/ O.C.

Berlin, Maryland, United States

Newly renovated kitchen, bathrooms, and...

3

Bed

2

Bath

6

Guest(S)

The Middle Point Cabin in Saint Michaels

Neavitt, Maryland, United States

Our Talbot County Short Term Rental...

3

Bed

1

Bath

4

Guest(S)

Luxurious Waterfront Kent Island Home 30 miles from Annapolis

Stevensville, Maryland, United States

Enjoy this beautiful contemporary home...

4

Bed

4

Bath

6

Guest(S)

\"2 Large Community Pools, Montego Bay Community, spacious deck\"

Ocean City, Maryland, United States

2 QSS 1 in each living room * View of...

3

Bed

2

Bath

9

Guest(S)

Blake House Historic Estate with Private Inn

Centreville, Maryland, United States

Summary:Blake House represents one of...

7

Bed

6

Bath

12

Guest(S)

Breathtaking Waterfront Estate

Neavitt, Maryland, United States

Summary:Durham-Hythe Estate is nestled...

7

Bed

5

Bath

12

Guest(S)

2 Bedroom + Den 2 Full Baths

Ocean City, Maryland, United States

Exceptional Ocean Front 3 BR den...

3

Bed

2

Bath

8

Guest(S)

Villa with Majestic Views of Monocacy River. Sleeps 5, 2 Bath, Full Kitchen

Frederick, Maryland, United States

This River House is located on the...

2

Bed

2

Bath

5

Guest(S)

Luxe and Serene Living in Rural Potomac in Country Home w\/ Hot Tub, Sauna

Potomac, Maryland, United States

Our 5 BR/5.5 BA country estate is...

5

Bed

5

Bath

10

Guest(S)

Cheery & Cozy Beach Villa - Walk To Beach

Ocean City, Maryland, United States

This Villa Offers All The Items You Want...

4

Bed

2

Bath

8

Guest(S)

Homerez - Villa in Le Beausset

Le Beausset, Le Beausset, France

Discover a stunning 300 m² villa,...

6

Bed

8

Bath

12

Guest(S)

LUXURY VILLA IN KENT ISLAND-SLEEPS 10-12

Chester, Maryland, United States

Imagine waking up to a back and front...

4

Bed

3

Bath

10

Guest(S)

INDULGE - FRESH FLOWERS, MANY AMENITIES

Middletown, Maryland, United States

I take pride in cleanliness of my...

2

Bed

1

Bath

4

Guest(S)

Carriage House on 42 Acres in West River. Just 17 Miles from Annapolis.

West River, Maryland, United States

Our charming carriage house, nestled in...

1

Bed

1

Bath

5

Guest(S)

Island Life! Kent Island Waterfront with Pool-Bring your boat!

Stevensville, Maryland, United States

Beautiful 2 story secluded private...

3

Bed

3

Bath

12

Guest(S)

French Farm house \/Apartment.

Beallsville, Maryland, United States

Month to month rental available .Lower...

2

Bed

3

Bath

3

Guest(S)

Charming Annapolis Guest House

Annapolis, Maryland, United States

This charming guest house with private...

1

Bed

1

Bath

2

Guest(S)

A Serene Tiny Home Experience

Annapolis, Maryland, United States

A stand-alone gem nestled against a...

2

Bed

1

Bath

2

Guest(S)

Sunlight floor apartment in a house w\/private parking near Washington DC

Silver Spring, Maryland, United States

Spacious sunlight property in the heart...

5

Bed

2

Bath

9

Guest(S)

Newly Renovated Guest House located in Oxford MD

Oxford, Maryland, United States

Enjoy a delightful stay in a recently...

2

Bed

1

Bath

4

Guest(S)

Riverview Retreat on Warehouse Creek

Edgewater, Maryland, United States

Riverview Retreat on Warehouse Creek is...

2

Bed

1

Bath

6

Guest(S)

Nanticoke river front Studio!

Mardela Springs, Maryland, United States

Relax in our cozy river front apartment...

1

Bed

1

Bath

2

Guest(S)

Surf Condominiums - Downtown Bethany

Baltimore, Maryland, United States

Luxury 1BR apartment overlooking...

2

Bed

2

Bath

2

Guest(S)

Quiet Central, Historic Farmhouse, Bed & Breakfast Suite - Suite 1 (NEW!)

Frederick, Maryland, United States

Built in 1896, fully restored in 2022,...

1

Bed

1

Bath

2

Guest(S)

Quiet Central, Historic Farmhouse, Bed & Breakfast Suite - Suite 2 (NEW!)

Frederick, Maryland, United States

An1896 original Frederick farmhouse,...

1

Bed

1

Bath

2

Guest(S)

The B&B of Anchorage - Skipjack

Trappe, Maryland, United States

B&B Use Permit No. BB 19-04 Welcome to...

1

Bed

2

Bath

2

Guest(S)

Relax or Play on the Choptank River!

Trappe, Maryland, United States

B&B Use Permit No. BB 19-04 Welcome to...

1

Bed

2

Bath

2

Guest(S)

Zinfandel Zen

Bethesda, Maryland, United States

Queen bed, cable television, full sofa,...

1

Bed

1

Bath

2

Guest(S)

Rosé Respite

Bethesda, Maryland, United States

Queen bed, cable television, writing...

1

Bed

1

Bath

1

Guest(S)

Chardonnay Executive Suite

Bethesda, Maryland, United States

Two double beds, sofa, cable television,...

1

Bed

1

Bath

4

Guest(S)

Bed & Breakfast

Princess Anne, Maryland, United States

Bed & Breakfast 1 Bedroom w/...

1

Bed

1

Bath

2

Guest(S)

BED & BREAK

Princess Anne, Maryland, United States

BED & BREAKFAST This bedroom is...

1

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1

Bath

2

Guest(S)