
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.

Hot Tub Backyard Oasis! Private Beach, Local Pool
Start your morning soaking in the hot tub or curled up on a heavenly chaise lounge in the sunroom. Just 9 houses from the beach, toss in a fishing line at the ferry jetty, while steps away, your group soaks up the sun on the beach. Enjoy the local pool or a beachfront eatery, both just a few blocks away! Spot a school of dolphins under a red-sky sunset before heading home for grilling & corn hole by the fire, or watching movies on the screened porch! Click our icon for our other Cape May homes!

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.

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.

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

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.

Capitol Hill 1BR, sleeps 4, Short Walk to Capitol
Prime Capitol Hill Area. This English Basement apartment is the lower level of a Victorian row house five blocks from the US Capitol & 6-7 blocks from Union Station & Eastern Market metros. The house is a classic Capitol Hill row-house. The apt. has 3 rooms: bedroom with queensize bed, bathroom with walk-in shower & combo W/D; and a living area with sofa bed, comfy chair, space for the EZ blow-up bed, and a kitchenette w kitchen island & dining table.

4bed/4.5bath Lux Farmhouse/Pool/Gym/5 min from SU
BEFORE BOOKING: Pool will be open 4/05/26 Unless PRIOR AUTHORIZATION….. NO PARTIES/NO EVENTS/NO GATHERINGS, only the amount of guests in your party are allowed on the property. Fully restored top to bottom 1920s farm house. Every bedroom has its own full bathroom Full laundry room with extra refrigerator RH furniture All bedding/towels/paper towels/toilet paper/body wash/shampoo/conditioner/spices/laundry detergent included;Total turn key
Popular amenities for fitness-friendly rentals near Chesapeake Bay
Fitness-friendly apartment rentals

#3 Foggy Bottom/Georgetown Apartment

Westgate Historic Williamsburg One Bedroom

20 min to IAD, DC, & White House by Subway (Metro)

Oceanfront 2 Bed/2 Bath, Sleeps 8, Pools

The Sandy Starfish - Rehoboth Beach

Four Sails - 1B/1BA - X-Large Oceanfront Balcony!

River View Suite - The Wharf DC

Furnished Corporate Apartment Near NAS Pax
Fitness-friendly apartment rentals

Luxury water-view condo with high-end finishes

Gorgeous oceanfront Capri Beach and Bay Views!!!!

PENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck

Ocean & Bay Views - Newly Renovated! Local Family!

Oceanfront Condo w/ Resort Amenities 3BDR &3pools

OCEAN FRONT Gem w/Pools, Movie Theater, Gameroom

Love Above the Waves-OceanView/Rooftop Heated Pool

Direct Oceanfront with a View and Amenities Galore
Fitness-friendly house rentals

Modern 6BR • Close to DC & Annapolis

Sauna, hot tub, great outdoor space!

Osprey Eyrie on the Chesapeake•Pool•Beach•Firepit

Historic Manor - Main House

Rally & Rest, Your Own Pickleball Awaits

Thorneton Point Estate

Marsh-Front Waterfront Retreat w/ Hot Tub

Where the Bay meets the Sky
Other fitness-friendly holiday rentals

Waterfront Guest Cottage: Sunsets, Pool, Pier

Beautiful Waterfront Escape w/ Gorgeous Views

Rare, Unique modern 5 minutes from MGM and Harbor

Broadkill Beach Bliss: Coastal Charm, Wild Beauty!

Magnolia Cove waterfront 1BR upper cottage

Tranquil Wooded Acres

Luxury, Modern 2-Bedroom Water Front Apartment!

Flohom 7 | 2BR King Beds • Pool • Canton
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 £22 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
- Private suite rentals Chesapeake Bay
- House rentals Chesapeake Bay
- Motorhome rentals Chesapeake Bay
- Rentals with a fireplace Chesapeake Bay
- Tiny house rentals Chesapeake Bay
- Resort rentals Chesapeake Bay
- Boutique hotels Chesapeake Bay
- Beachfront rentals Chesapeake Bay
- Rentals with a hot tub Chesapeake Bay
- Rentals with pools Chesapeake Bay
- Rentals with an accessible-height bed Chesapeake Bay
- Campsite rentals Chesapeake Bay
- Rentals with lake access Chesapeake Bay
- Holiday home rentals Chesapeake Bay
- Waterfront rentals Chesapeake Bay
- Beach apartment rentals Chesapeake Bay
- Family-friendly rentals Chesapeake Bay
- Rentals with breakfast Chesapeake Bay
- Farm stay rentals Chesapeake Bay
- Cabin rentals Chesapeake Bay
- Rentals with beach access Chesapeake Bay
- Rentals with a kayak Chesapeake Bay
- Pet-friendly rentals Chesapeake Bay
- Rentals with a patio Chesapeake Bay
- Boat rentals Chesapeake Bay
- Loft rentals Chesapeake Bay
- Bungalow rentals Chesapeake Bay
- Guest house rentals Chesapeake Bay
- Rentals with an accessible-height toilet Chesapeake Bay
- Townhouse rentals Chesapeake Bay
- Flat rentals Chesapeake Bay
- Rentals with a sauna Chesapeake Bay
- Hotel rooms Chesapeake Bay
- Villa rentals Chesapeake Bay
- Cottage rentals Chesapeake Bay
- Smoking-friendly rentals Chesapeake Bay
- Rentals with outdoor seating Chesapeake Bay
- Bed and breakfasts Chesapeake Bay
- Rentals with an EV charger Chesapeake Bay
- Rentals with a cinema Chesapeake Bay
- Rentals with a firepit Chesapeake Bay
- Rentals with a washing machine and dryer Chesapeake Bay
- Beach house rentals Chesapeake Bay
- Apartment rentals Chesapeake Bay
- Fitness-friendly rentals United States
- Busch Gardens Williamsburg
- Virginia Beach Oceanfront
- Chincoteague Island
- Buckroe Beach
- Water Country USA
- First Landing State Park
- Cape Charles Beachfront
- Jamestown Settlement
- Norfolk Botanical Garden
- Outlook Beach
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Nauticus
- Virginia Zoological Park
- First Landing Beach
- Colonial Williamsburg's Merchants Square
- Hampton University
- Town Point Park
- Old Dominion University
- Virginia Living History Museum
- Chrysler Hall
- Neptune's Park
- USS Wisconsin (BB-64)
- Harbor Park




