Fitness-friendly vacation rentals near Chesapeake Bay

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!

Walkable 2 Orioles & Ravens Stadium

Experience the best of Baltimore from our Federal Hill location! You"ll be steps away from some of the city's top restaurants, bars, West Covington Park, M&T Bank Stadium, Camden Yard, and more! Take a stroll through the charming streets to the nearby Federal Hill Park for stunning views of the Inner Harbor. Enjoy easy access to major highways and public transportation, making it easy to explore all the city has to offer. You'll find something for everyone within walking distance of our space.

Marsh-Front Waterfront Retreat w/ Hot Tub

Welcome to Your Private Marsh-Front Escape Unwind at this quiet luxury marsh-front retreat in Shady Side, Maryland — where sweeping water views, peaceful sunsets, and thoughtful coastal design create the perfect getaway. Perched above the marsh with a wraparound porch and private hot tub, this home is designed for relaxation, connection, and privacy. You’ll enjoy the entire upper level of the home, completely private and never shared. The lower level is locked and unoccupied during your stay.

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

Have fun and relax at this stylish oasis! Near every amenity. Huge Pool w/multiple cabanas, HOT TUB, trampoline, playground, axe throwing, pool/ice hockey table, arcade,huge theater room and outdoor projector too, 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. Basement apt so there is some movement noise. Updated bath and an outdoor shower. 20 mins from DC & National Harbor

Ultra Modern Ground Floor Apartment

This unique place has a modern style all its own. It’s just been fully renovated and everything is new, from the floors to the appliances to the TV. On a quiet street only 5 minutes’ walk to the Metro, 2 minutes walk to the bus downtown. Walk to supermarkets, restaurants, deli, bakery, pharmacy and stores. 3 minutes walk to a National Forest with your furry friend! Off-street parking and EV charger. Lots of closet space and storage. Washer and Dryer. Your oasis in the city awaits.

Chickahominy Riverside Guest Home By Williamsburg!

Our river-side guest house has everything you will need to enjoy your getaway! Enjoy the river, dock, 2 kayaks, paddle boards, 1 canoe, large game room, portable fire pit, playground, basketball goal and large outdoor sitting area with a gas grill. Located 5-20 mins from the finest wedding venues, nearby wineries; less than an hour to Richmond & 25 minutes to Colonial Williamsburg. Only steps to numerous historic plantations & a few miles from the Virginia Capital bike & walking trail.

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

Osprey Eyrie on the Chesapeake•Pool•Beach•Firepit

Welcome to our waterfront paradise overlooking the Chesapeake Bay! Experience comfort and tranquility at this extraordinary retreat, where breathtaking views and unforgettable memories await you. This serene beachfront property is little over an hour from DC & Northern Virginia, and about 90 minutes from Baltimore. With private pool, fire pit, kayaks, paddle boards, pingpong, weights & workout equipment, it's a perfect place to recharge and make memories with family and friends.

Modern 3-Level Stay| Hot Tub | Game Room | Parking

Spacious 5BR home near D.C. with hot tub, fire pit, and game room—perfect for families or groups! Enjoy 3 levels of comfort, a full kitchen, fast Wi-Fi, smart TV, and self check-in. Relax in the private backyard, grill out, or unwind in the hot tub. Pet-friendly and sleeps 12 comfortably. Located in a quiet neighborhood just minutes from downtown Silver Spring and Washington, D.C. Free parking, kid-friendly, and ideal for work trips or weekend getaways. Book your stay today!

Beach Home | King Bds | Firepit | Backyard Dining

Welcome to A Haven Away! Our home has 4 bedrooms (2 king beds + 2 queen beds). 2 mins to the beach, restaurants, and wetlands. We have a private, landscaped backyard perfect for dining and lounging. We provide beach passes, beach gear, games, a Pack & Play, and tips for jet ski rentals and day trips. The shed has a huge Smart TV. Fully-equipped kitchen. Single-story living with 2 bedrooms, accessible shower on the ground floor.

Where the Bay meets the Sky

Welcome to Bayhaven Retreat. Nestled on a quiet bluff overlooking the serene waters of the Chesapeake Bay, this peaceful hideaway is more than just a house - it’s a place where memories are made. Whether you’re sipping coffee on the porch as the sun rises over the water. It is the perfect setting to slow down,reconnect, and enjoy uninterrupted time with people who matter most. Come for the view,stay for the feeling

The Ladybug - arcade, dog-friendly, firepit, & EV

A peaceful, design-forward farmhouse minutes from Cape Charles where vintage fun meets smart-home comfort. Enjoy a private arcade, Peloton gym, EV charger, firepit sunsets, and whole-home Spotify sound. Guests love the vinyl collection, chef’s kitchen, and views of the Magothy Bay Preserve. Relax under wide-open skies by the firepit or start your day on the Magothy Bay trails.