Fitness-friendly holiday rentals in Southern Maryland

Come enjoy Summer on Smith Island at the HH Ranch

Relax in this 1910 era Smith Island home. Has one large upstairs bedroom with second twin bed separate from main bedroom. Comfortable family room with seating for 5. Updated enclosed patio is ideal in the summer. Large kitchen fully stocked to cook your meals. New front deck. Large bathroom with dual rainhead shower. Easy access to the water. Bikes and SUP available in the shed. Kayaks are covered outside by shed. Island is only accessible by boat. Enjoy the tranquility of this unique place.

Biking · Nearby · Location

Alice’s DelRay Cottage-Elegant/EV enabled Retreat

This is a beautiful 1938 cottage with gardens on all 4 sides of the property for drinks w/ Friends or grilling with Family. There are multiple skylight sources of natural light. The office space will support any collaboration requirement. Relax in the gardens while your car is plugged into the ChargePoint EV Charger. This is a very comfortable house for any season or length of stay. The house, patios and gardens make an excellent gathering spot for friends and associates to reconnect and relax.

Parks · Biking · Backyard

The Mulberry Manor House

The Mulberry Manor House is conveniently located outside of Washington DC, close to Dulles International & Reagan International airports. Minutes from I66 & public transportation to DC. In the heart of Horse & Wine Country, close to Manassas National Battlefield Park, in historic Haymarket, minutes from historic Middleburg, & The Plains, & still in close proximity to high end shopping, restaurants, movie theaters, hospitals & all the major modern conveniences that Northern Virgina has to offer.

Layout · Quiet · Bathroom

Waterfront 4-BR home w/ hot tub & charging station

Immaculately maintained 4-bedroom waterfront home + home gym on Cobb Island with water views from every window! Four beach cruiser bikes & private dock w/ 4 kayaks, to enjoy the peaceful Neale Sound. Hot tub + private deck off of the kitchen. Wall of windows inside the home, flooded w/ natural sunlight. Views of the sound & the river side of the island. 3 BR are large (2 King beds/1 Queen), w/ their own BA (1 BR w/ BA is on 1st floor, no stairs). Smart TV's in 3 BR's. Great entertaining space!

Biking · Layout · Bathroom

Historic Manor - Main House

Nestled near the Chesapeake Bay and located just under an hour outside DC, it's the perfect getaway spot for time in nature making memories with family and friends. The Manor sits on almost 3 acres making it feel secluded and private while being close to the attractions, beaches and restaurants of the area. *The Manor has additional units on the property. Each unit is separate with private entrance. No indoor space is shared. Only the exterior property grounds are shared by other guests.

Parks · Hiking · Nearby

Spacious 3-BR near DC • Lotus Pond • Free Parking

Wake up to birdsong beside a waterfall & tranquil lotus pond, just 20 min to downtown DC. Spacious 3-bed retreat offers on-site parking, super fast WIFI, home gym, steam shower, yoga space, EV charger, & five decks. Walk to organic market, restaurants, & scenic trails in peaceful Takoma Park. Recently renovated from top to bottom. Plan your adventures by day/relax by the pond at night. Our reviews say it all!! Superhost service to top it off. Montgomery County Reg # STR24-0017

Parks · Biking · Sleep quality

Luxury Modern Home on Water+Hotub- Annapolis 25min

Waterside mid-century modern home, perfectly appointed. Join with colleagues, family, and friends. Paddleboard, roast marshmallows, watch fireworks, take a hot tub or team building. Our "Flight Deck" is perfect for meetings and retreats. Breathtaking, peaceful grounds with an abundance of space. Approximately 2800 SF sits on a 3/4 acre property - perfect for lawn games and zip lining. 20x20 furnished deck + dock Mayo Beach and Beverly Triton 1 mile away. Within an hour of the DMV

Hiking · Parks · Parking

Spacious Townhome Near DC | Garage & Workspace

Take a video tour by scanning the code! Indulge in luxury and comfort at our meticulously designed 3 bedroom, 2.5 bathroom haven, perfect for big families, groups, or those seeking an unforgettable getaway. Nestled minutes away from Washington DC, Arlington, and Old Town Virgina. This is more than a place to stay; it's an immersive experience in luxury living. Welcome to your home away from home, where luxury meets convenience, and every detail is designed to elevate your stay.

Parks · Hospitality · Laundry

Kone Oasis- hot tub, pool, theater/game rm.

Have fun and relax! Near every amenity. Huge Pool w/multiple cabanas, hot tub, trampoline, playground, axe throwing, pool/ice hockey table, arcade,huge theater room, basketball court, grill, spa/library with sauna and full gym!! 5 comfy beds. Rooms split for privacy. Open kitchen/dining/living room. Cold DeerPark water fountain. Now offering RV for additional cost to add additonal sleeping space. Basement apt so there is some movement noise. 20 mins to DC & National Harbor

Condition · Amenities · Pool

5-BR Home near DC Metro -Free Parking/Full Kitchen

RARE FIND — Main-Level Bedroom & Bath with No Steps! Welcome to your stylish D.C. retreat! This fully renovated 5-bedroom, 4-bathroom home offers 3,500 sq ft of open-concept living, just 3 minutes from the Metro and 10 minutes from the White House. Enjoy free street parking. Perfect for families or business travelers with a main-floor bedroom, chef’s kitchen, double living rooms, fast Wi-Fi, and smart TVs. Book your stay today and experience D.C. in comfort and style.

Outdoor spaces · TV · Quiet

The Heights, Hotel Luxury w/ Garage & Near Metro

We are Cory and Megan, the couple behind Huddy Homes 🏡 Stay in one of DC’s top 1% Airbnbs - luxury, comfort, and location all in one. Walk to the Metro, park in the garage (fits large vehicles), and relax in 5 spacious bedrooms. Perfect for large families or groups. 💰No nickel & diming — AirBnb & cleaning fees included in nightly rate! 🐾 Low pet fee! 🚗 Private garage parking — rare for DC! 🚆 5-min walk to Metro

Amenities · Accuracy · Laundry

Relaxing Retreat on the Hudson

Come escape to my 5-bed, 2-bath home on Hudson Creek! Featuring a deep pier with great crabbing, fishing, and boating, plus a bubbling hot tub and modern amenities throughout. Perfect for large groups, it comfortably hosts 15! Explore with complimentary kayaks, stay productive with WFH setups in every bedroom, and use my EV charger. Create unforgettable memories by the water.

Kitchen · Sleep quality · Amenities