Kid-friendly holiday rentals in Columbia

Club Carp North Beach - Steps to the Bay!

Calendar open for bookings in April 2025! Welcome to Club Carp North Beach. A charming and cozy cottage just 3 blocks to the Boardwalk/Beach. Renovated throughout with 3 bedrooms and 2 full baths. Perfect place for a relaxing, family vacation! This kid-friendly home has a large fenced side yard with swing set, play area for the kiddos, and lots of extra amenities with families in mind. Comfortable outdoor dining area with fire pit and gas grill. Just steps to restaurants, shopping, and bars.

Chesapeake Paradise Lite 4-5 Br 3 Ba Vacation Home

Fabulous 4-5 bedroom 3-bath house with spectacular views on a lush, waterfront point! Shady waterfront lawns & sunny pier, breezy open spaces, sparkling views, & wildlife. Hidden but close to services. Couples & groups love our wonderful, nature-filled spot, a fun, relaxing, serene retreat on the WEST shore of the Chesapeake (close proximity to D.C., Annapolis, Baltimore)! Crabbing, kayaks, fire pit on two country-like acres. See “NEW Amazing” for whole 6-7 bed 4 ba listing of same house.

Flint Hill Bright and Spacious Basement Apt, WiFi

This spacious and light-filled unit is perfect for touring Washington, DC with the whole family. It is the lower level, with separate entry, of a large family home. 25-30 minutes to downtown driving or by Metro. We are a short car/cab ride to the Vienna metro station. Many beds, a kitchenette, laundry machines, and a playset in the backyard for the littles. Street parking is by permit for up to one car. Put your feet up after trekking around; we’ve got board games and complimentary popcorn.

Chesapeake Cottages- 2 Quaint Waterfront Retreats

Our tastefully appointed cottages sit on almost an acre of waterfront property. Peaceful and tranquil, yet close to shops and restaurants, this property is perfect for serene getaways and family gatherings. With 2 separate cottages on one property, everyone will enjoy a unique and private space to relax. From peaceful mornings to magical sunsets on the 60-foot pier, this setting will quickly become a family favorite. This area is great for fishing, kayaking and paddle boarding!

Reba's Retreat - Large 1BR Rental w Free Parking

Welcome! This first floor "English basement" apartment is ready for the whole family. Memory foam mattress in the bedroom and queen size pull out couch in the spacious living room. Full kitchen and dining table for four make meals easy. Or get take out from the many local restaurants nearby! Enjoy the sights in DC from the bus stop right out front or the metro a half mile away. A free dedicated parking spot right outside your door completes the package.

Cottage on Solitude Creek, Hot Tub, Pool & Firepit

Cottage on Solitude Creek, Hot Tub (open), Fire Pit, Pool (Not Heated -closed Oct-June) Convenient to St. Michaels, Easton, Oxford - this beautiful cottage has a fully equipped kitchen, patio with private hot tub and gas grill. Waterfront. Host resides on property, but will give you your privacy. *PLEASE NOTE: property complies with zoning of Talbot County which enforces a 3-night minimum and 4 guest max. NO DOGS ALLOWED No Parties #STRN-23-51

Luxury Home. Hot-tub, Fire Pit, Game Room. IAD/DC

Enjoy the comfort of this fully remodeled, beautifully decorated single family home. This home is located within minutes of Manassas National Battlefield Park, Splashdown Waterpark, KO distilling, Hylton Performing Arts Center and many restaurants and shops, and only 35 minutes from Washington DC and 20 minutes away from IAD/Reston/Fairfax- Washington Dulles International Airport.

Quiet Waterfront

Waterfront guesthouse in gated community on a creek off of the Severn River with clubhouse, swimming beach, tennis court. Approximately five miles from downtown Annapolis. NO PETS, NO SMOKING, NO PARTIES. Parking for up to four cars only. Anne Arundel County License Number STR-120.

Rockfish Keeper

Relax with the whole family at this peaceful place to stay a quarter of a mile from the center of town. Open floor plan with kitchen, living room and sun room. Sleeps 9 with 2 full bath and bonus outdoor shower. Large back fenced in backyard with pool.