
Fitness-friendly holiday rentals near Chesapeake Bay
Find and book unique fitness-friendly accommodation on Airbnb
Top-rated fitness-friendly rentals near Chesapeake Bay
Guests agree: these stays are highly rated for location, cleanliness and more.

Large Home with Private Pool, Gym, Sauna, 7 Bedroo
Relax at this spacious 4,125 sqft, top-quality home on 1 acre. This 7-bedroom, 2.5 bathroom home features a private pool, gym, sauna, and a massive family room with 10 ft ceilings, and a 67 " Smart TV. Enjoy the large 1st class chef's kitchen with all the cooking & serving supplies you will ever need. Enjoy the modern amenities, multiple workspaces, a wrap-around porch, a fire pit, & a grill. Ideal for family events, quiet getaways, sports teams, & business meetings. You are able to have your l

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.

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.

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

Rehoboth Beach Farmhouse Studio *Pet Friendly*
Pet Friendly, monthly rates available. Farmhouse-inspired studio apartment just minutes from the beach, close to outlets, movies, the Breakwater Junction trail, breweries, and tons of restaurants and entertainment. Take a quick bike ride to Cape Henlopen or save time and money on parking meters with a bus stop just down the street. As a seasoned Airbnb Superhost, I'd like to give you the best experience possible when staying with us. .07 Miles to the Breakwater Trail - 4 minutes on a Bike

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

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

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!

Sauna, hot tub, great outdoor space!
Escape to our serene suburban retreat in Silver Spring, Maryland, where this 3-bedroom, 2-bathroom home awaits you on a fenced half-acre lot. Immerse yourself in comfort and luxury with amenities such as a private hot tub, sauna, gas fire pit and the expansive outdoor space. Pet friendly w/non-refundable pet deposit. No more than 6 guests at any time, no parties. Please include a list of all guests, per Montgomery county regulation, when you book. Thanks!

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.
Popular amenities for fitness-friendly rentals near Chesapeake Bay
Fitness-Friendly apartment accommodation

Ultra Modern Ground Floor Apartment

#3 Foggy Bottom/Georgetown Apartment

Governor’s Green 1BR Dlx Condo w/ Full Kitchen

Home Sweet Home Apartment in a beautiful home

Liz Apartments European Starling Unit 408

National Harbor Resort ~ Swimming Pool! ~Amenities

Steps from U st. | 9:30 Club | Howard | Shaw

Furnished Corporate Apartment Near NAS Pax
Fitness-friendly condo rentals

Spacious Condo•Pond Views•Centrally located

Spacious 4BR Suite at Williamsburg Resort!

BRIGHT 1 BD w/ LARGE BALCONY in PRIME BETHESDA LOC

Cozy Annapolis Condo

Big family? 4BR (12) resort unit. Pools, tennis

Colonial Williamsburg Spacious 4 Bedroom Suite!

Oceanfront Beach Condo, Pool, Gym, Fishing Surfing

Luxury Living at National Harbor
Fitness-Friendly Holiday House

Beautiful Waterfront Escape w/ Gorgeous Views

Peggy's Place - Historic Rowhome in the City

Osprey Eyrie on the Chesapeake•Pool•Beach•Firepit

Broadkill Beach Bliss: Coastal Charm, Wild Beauty!

Luxury 5BR Getaway |Hot Tub, Game Room & Fire Pit

Historic Manor - Main House

Marsh-Front Waterfront Retreat w/ Hot Tub

Relaxing Retreat on the Hudson
Other fitness-friendly holiday rentals

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

Get away to the Chesapeake Bay at the HH Ranch

Ocean Pines 3BR 2BA Canal Front Home with Sunroom

Magnolia Cove waterfront 1BR upper cottage

14th & Hoos

New Coastal Style Vacation Home

Luxury, Modern 2-Bedroom Water Front Apartment!

Flohom 7 | 360° Harbor & Skyline Views
Quick stats about holiday rentals that are fitness-friendly near Chesapeake Bay

Total holiday rentals
Explore 720 holiday rentals in Chesapeake Bay

Nightly prices starting at
Chesapeake Bay holiday rentals start at $14 AUD per night before taxes and fees

Verified guest reviews
Over 22,510 verified reviews to help you choose

Family-friendly holiday rentals
430 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 310 rentals that welcome pets

Holiday rentals with a pool
240 properties feature pools

Rentals with dedicated workspaces
510 properties have a dedicated workspace

Wi-Fi availability
710 of Chesapeake Bay holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chesapeake Bay rentals

4.8 Average rating
Chesapeake Bay stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Boat rentals Chesapeake Bay
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- Fitness-friendly rentals United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Chincoteague Island
- Water Country USA
- First Landing State Park
- Buckroe Beach
- Jamestown Settlement
- Cape Charles Beachfront
- Outlook Beach
- Norfolk Botanical Garden
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Virginia Zoological Park
- Colonial Williamsburg's Merchants Square
- Nauticus
- Town Point Park
- Old Dominion University
- First Landing Beach
- Virginia Living History Museum
- Chrysler Hall
- USS Wisconsin (BB-64)
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- The NorVa
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