Holiday home rentals in Maryland

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.

Luxury Beachfront Home, Family Resort, Great Balc.

Embrace luxury in Ocean City, MD – a beachfront haven offering ocean vistas, 3 pools, sauna, fitness room, secure parking. With 2 bedrooms, 2 baths, a full kitchen, private balcony, and shops/restaurants within walking distance, this sanctuary ensures comfort and convenience. This beachfront gem harmoniously blends luxury, security and convenience, creating an ideal backdrop for your long-awaited beach escape. Don't hesitate – secure your reservation now. Book your dream beach vacation today!

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!

Canal-view Balcony 3level Condo w Jetted Tub

This spacious 2 bedroom condo is located between the Isle of Wight Bay and the canal in Ocean City, MD. There's a year-round heated, indoor pool, a playground and lighted basketball court. The bayside resort is the perfect destination for groups and families and features a full kitchen, W/D, Jacuzzi tub, and seasonal fireplace. You can also rent a convenient slip for your jet-ski or boat. We are a short driving distance to all of Ocean City’s local attractions and boardwalk!

Hoopers Island 4BR Waterfront • Sunset Views

This newly built home on Hoopers Island offers you, your family, and friends a cozy, quiet, and peaceful retreat from the hustle and bustle of city life. Enjoy breathtaking sunsets, relaxing backyard campfires, and unforgettable fishing and crabbing experiences on the pier—vacationing doesn’t get any better than this! Friendly smiles and warm waves from the locals will make you feel right at home. Hoopers Island truly is the best little town on the Chesapeake Bay in Maryland!

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.

Heart of the Chesapeake

Enjoy 270 degrees of waterfront living on over 5 acres of land. This one of a kind property is extremely private with a large pool, private sandy beach, (brand new dock 2024 - deep water with shore power and water), pool table, outdoor dining and close to shopping outlets and restaurants. All rooms offer gorgeous views of the Wye River. The fishing is phenomenal and the wildlife is plentiful.