
Fitness-friendly holiday rentals near Chesapeake Bay
Find and book unique fitness-friendly rentals 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

3FL 1Block 2 Water wParking,85tv,Fireplace,1 K bed
RowEnd Family Friendly w Parking The Perfect blend of urban charm & waterfront relaxation ideal for both leisure & business. Master BR original brick interior Q bed, work area. 2 BR pull-out K daybed, fireplace, 85" Tv, pullout couch. Bodyspray shower, wash+dryer combo.WiFi, Smart Tvs. Step outside find yourself immersed in vibrant Fells Point energy, known for cobblestone streets, historic architecture local boutiques, lively bars & restaurants, everything is walking distance 1 block from water

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!

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.

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

Beach Access, Hot Tub, Pet Friendly, Fully Fenced
A serene escape awaits you at our cozy hot tub 4-bedroom retreat, minutes away from Historic Downtown Annapolis. As the sun sets, the deck comes alive under the soft glow of string lights beckoning you to unwind in our 8-person Bullfrog hot tub or outdoor firepit where your worries will melt away! Indulge in the culinary delights of fresh local seafood and world-renowned crabcakes just moments away. Truly indulge in our paradise getaway and experience everything Annapolis has to offer!

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.

Rally & Rest, Your Own Pickleball Awaits
Welcome to our modern-retro 1925 brick house 🏡 — where historic charm meets bold, designer style. Perfect for groups, families, or friends who want comfort, creativity, and FUN. 📍 Steps from Scott’s Addition breweries + restaurants 🍻 🎬 Outdoor movie projector theater under the stars 🌌 🏓 Regulation-size pickleball court for epic matches 🧘 Private yoga + fitness studio with mats, blocks, and free weights 🔥 Backyard fire pit + swings for cozy nights 🚗 Parking for up to 6–8 cars

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

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

Direct Oceanfront with a View and Amenities Galore
Note: Must be 25 or older to rent our home. Beautifully renovated 2 bedroom beach front condo with views of both the beach and bay. Enjoy watching the waves roll in or a stunning sunrise through floor to ceiling windows without ever getting out of your king size bed. In the evening, open your front door to witness breathtaking sunsets over the bay. Or just relax with a drink on the beachfront balcony and listen to the waves with full 100% view of the beach and ocean.

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

#3 Foggy Bottom/Georgetown Apartment

DC View•Balcony•Gym•Garage Near DC/Metro/Mall

Charming 1BR Apt | 5 Min to DC | Gym

Capitol Hill 1BR, sleeps 4, Short Walk to Capitol

Westgate Historic Williamsburg One Bedroom

The Sandy Starfish - Rehoboth Beach

River View Suite - The Wharf DC

Furnished Corporate Apartment Near NAS Pax
Fitness-friendly apartment rentals

Oceanfront 2 Bed/1.5 Bath, Balcony, Pools, Lounge

Gorgeous oceanfront Capri Beach and Bay Views!!!!

PENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck

Elegant Condo with a Spacious Porch

Oceanfront Condo w/ Resort Amenities 3BDR &3pools

OCEAN FRONT Gem w/Pools, Movie Theater, Gameroom

Love Above the Waves-OceanView/Rooftop Heated Pool

Direct Ocean Front/Gorgeous Views/Indoor Pool
Fitness-friendly house rentals

Beautiful Waterfront Escape w/ Gorgeous Views

Modern 6BR • Close to DC & Annapolis

Sauna, hot tub, great outdoor space!

Osprey Eyrie on the Chesapeake•Pool•Beach•Firepit

New LUX home close to DC+metro

Spend Mother's Day by The Bay across from Marina

Thorneton Point Estate

Backyard & Barbell RVA Retreat
Other fitness-friendly holiday rentals

Waterfront Guest Cottage: Sunsets, Pool, Pier

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

Come enjoy Summer on Smith Island at the HH Ranch

Spacious Townhome Near DC | Garage & Workspace

Broadkill Beach Bliss: Coastal Charm, Wild Beauty!

Magnolia Cove waterfront 1BR upper cottage

Historic Manor - Main House

Luxury, Modern 2-Bedroom Water Front Apartment!
Quick stats about holiday rentals that are fitness-friendly near Chesapeake Bay

Total holiday rentals
Explore 730 holiday rentals in Chesapeake Bay

Nightly prices starting at
Chesapeake Bay holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 23,030 verified reviews to help you choose

Family-friendly holiday rentals
410 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 300 rentals that welcome pets

Holiday rentals with a pool
240 properties feature pools

Rentals with dedicated workspaces
520 properties have a dedicated workspace

Wifi availability
730 of Chesapeake Bay holiday rentals include wifi 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
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- Fitness-friendly rentals United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Chincoteague Island
- Buckroe Beach
- Water Country USA
- Cape Charles Beachfront
- First Landing State Park
- Jamestown Settlement
- Norfolk Botanical Garden
- Outlook Beach
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Nauticus
- Kiptopeke Beach
- Old Dominion University
- Hampton University
- First Landing Beach
- Town Point Park
- Colonial Williamsburg's Merchants Square
- Virginia Zoological Park
- Neptune's Park
- Virginia Living History Museum
- Chrysler Hall
- USS Wisconsin (BB-64)





