
Holiday home rentals in Maryland
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Top-rated holiday home rentals in Maryland
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Goose Creek Shore House
Welcome to your unique getaway. Nestled in-between Goose and Tedious creek, this home is surrounded by marsh and woods providing peaceful solitude surrounded by nature. The perfect place to get away from it all an outdoors enthusiasts dream. Enjoy crabbing, fishing, hunting, kayaking, biking, birding and so much more. So many species of birds a birders delight. Short drive to several boat ramps, Fishing bay WMA, Black water refuge. New general store with lots of grocery items minutes away.

Berlin Beach House, near Ocean City & Assateague!
Close to everything when you stay at this newly renovated vacation home in historic Berlin. Big yard, lots of parking, & walking distance to downtown Berlins restaurants, breweries, grocery, & more. 10 minutes to the beaches of Ocean City Maryland or Assateague Island wild horses. Arcade games and bikes added for 2025 season. Above ground pool open Mid May - Mid Sept. 2 washer & dryers. Locally owned managed and cleaned for a worry free stay. All linens and bath towels provided.License#2023-3

Family House St. George Island w/Pool. 1.5 hr/DC.
Relax and play at this spectacular waterfront home on 8 acres. Take in the sunset on the large front porch or have a crab feast on the screened in porch. Bring the kids for a sleepover in the huge bunk room - sleeps 8. Three additional bedrooms means there is room for everyone. This property will feel like your own private camp! Heated salt water pool, basketball hoop, bikes, ping pong and foosball tables, other outdoor games and indoor games! Fully equipped kitchen meet all your needs!

Lakefront Cabin in Stunning Storybook Setting
Reconnect with nature, relax, recharge, & rejuvenate. Our newly updated cabin & incredible setting is just what you need. Lakefront views with boat slip, kayak, hot tub & more. Come enjoy this one of a kind home for fishing (a trout brook runs through our property), bird watching, meteor showers, boating, foliage, horseback riding or skiing (10 mins from Wisp). Within mins you’ll find: hiking, ATV riding, white water raffling, countless farms & restaurants & more. IG page at CampLittleBearMD.

1-Bedroom near Deep Creek Lake with Mountain View
Renovated in 2022 this spacious 1-bedroom apartment gives a rural Appalachian atmosphere. It has an open floor plan for the kitchen, dining room, and living room, with 2 glass double doors leading to the patio in the front. for a great view of the valley from inside and outside. It has a full kitchen, for all your cooking needs and Parking for up to 2 cars. (Note to guest booking longer than 1 week. The cleaning fee is $120, so the additional $40 will be requested of you after you book.)

Bayside Breeze in North Ocean City!
Relax and enjoy all that North Ocean City has to offer! This family friendly 2-level condo has everything you need for a relaxing getaway. Spend the day swimming in the pool or bring the boat and take advantage of this home's exclusive boat slip! Local amenities all within walking distance include tennis & basketball courts, a playground, restaurants, bars, Acme grocery store, and of course the beach! Sorry, no high school seniors. Non- family group tenants must be 25 years or older.

Bonfire by the Creek
Relax in this cozy little home by the creek; fully furnished, beds freshly made; plenty of pillows & blankets, two TV's, and a fully-equipped kitchen. Be sure to take one of our kayaks out to explore the cove & creeks along the Elk River, then cookout on our propane grill & enjoy your dinner by the creek watching the wildlife- Eagles, Osprey, Heron, Ducks, Geese, & maybe even deer or a fox walking along the shoreline. After dinner, a bonfire is a great way to enjoy the evening!

Waterfront 5 Bedroom Home Close to Annapolis
Beautiful waterfront 5 bedroom home located off of the Magothy River. Close proximity to many shops & restaurants, downtown Annapolis, the Naval Academy & a short drive from BWI. This home was recently renovated and offers a lot of room to host a weekend away with your family or friends. Enjoy the beautiful sunsets from the private pier and almost 1 acre of land. Feel free to use the kayaks, canoes, & stand up paddleboards to explore the breathtaking views of the Magothy River!

Spacious Garden Apartment on Delightful Street
This delightful apartment is on the ground floor of a large single family house in a charming neighborhood, just 2 blocks from the center of Takoma Park, a 15 minute walk to the Metro. With its open floor plan, you will enjoy the large living room and windowed alcove, a fully-equipped kitchen, dining room and ample-sized bedroom with wall-to-wall closets. There is a separate entrance and laundry room. The house has a large front yard, with shade trees and nice gardens.

Vacay Stay-2BR/1Bath, Family Groups Only
Family friendly upstairs, garage apartment. Located on the same property as Dolores by the Sea, only 0.2 miles away from beach and boardwalk. Nestled in a quiet part of town but close to everything. This quaint apartment is perfect for small family’s looking for a relaxing beach vacation. Due to neighborhood restrictions we can only rent to family groups or individuals 25 y/o and over. This is a upstairs unit and may not be for those who have mobility restrictions.

One Bedroom Guest Studio Suite
Come stay at our newly renovated guest suite in the heart of Rockville, MD. The 1-bedroom studio suite is fully furnished with a fully equipped kitchenette and bathroom. Our suite is steps away from public transportation (Route 48) which takes you to the red-line metro (Wheaton or Rockville), and a walkable distance from a shopping center featuring a grocery store, restaurants, etc. There is ample space for parking in front of the property.

"Breeches Pocket" C.Wr Log Cabin/House Getburg-DC
This Historic 4BR log Cabin (house) on "Saint Elizabeth" farm is a true gem. It is minutes from hiking and biking trails, ski resorts, history tours, and the Catoctin Mountains. It has exceptional architectural details and a gorgeous interior design. We have rented it for 14 years and maintain it at the highest level. We guarantee you will be thrilled with your stay. READ "show more" (below) to understand the layout of this house.
Popular amenities for holiday home rentals in Maryland
Family-friendly holiday home rentals

Waterfront 5 Bedroom Home Close to Annapolis

Spacious Garden Apartment on Delightful Street

Lakefront Cabin in Stunning Storybook Setting

Private Room at the Knit Inn (B)

Bayside Breeze in North Ocean City!

Private Room at the Knit Inn (W)

1-Bedroom near Deep Creek Lake with Mountain View

Vacay Stay-2BR/1Bath, Family Groups Only
Holiday home rentals with a patio

Huckleberry’s Hideaway

Boardwalk Terrace # JC

Lovely Canal front 2 bed townhouse with a pool

Gorgeous cabin DeepCreek 6 minutes to Wisp/lake

Bright 3 bedroom vacation home near beach

Private Room at the Knit Inn (W)

Private two bedroom apartment at the Knit Inn

Downtown Bay View Luxury Condo Spectacular view!
Holiday home rentals with a washing machine and dryer

Rancher central to all the fun! Fenced Yard, Deck

Delightful 3-br Vacation home off Nations Capital!

New Island Home on the Chesapeake Bay Sunsets

The Pea Pod - Deep Creek Lake

Delightful 2-br home w/ pool by Nat’l Harbor!

Quiet, Wooded Lot

Comfy, Cozy, & Perfect

Incredible 1-BR Suite on the National Harbor!
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