
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.

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

The Forge on Sunnyside Farm
Sunnyside Farm offers a luxurious stay in a beautifully restored historic forge. You’ll be greeted by the farm’s delightful hosts, Jimmy and Dean, two friendly Potbelly pigs. Beautiful cows forage right outside your door. The Forge features exposed wooden beams, brick walls, and cozy furnishings. The interior is designed with plush bedding, a fully equipped kitchen, and spacious living reminiscent of yesteryear. Breweries, wineries and famous antique stores nearby offer entertainment.

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

OceanfrontStudio-Slps4-Pool-Pickleball-HBOMax-Dis+
Absolutely stunning studio condo in the iconic Golden Sands! Private balcony offers amazing direct ocean views, and overlooks the building's sun deck. Updated kitchen with stainless steel appliances. Murphy bed & sofa bed allows the unit to sleep 4 comfortably. Includes HBOMAX, Disney+, and electric fireplace. Stylish bathroom with toilet and shower conveniently separated from sink. Building offers restaurants, pools, game rooms, and more! Golden Sands has a $75 registration fee.

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

#3 Foggy Bottom/Georgetown Apartment

Westgate Historic Williamsburg One Bedroom

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

Amazon HQ-Luxurious DMV-WiFi-Cozy Suite-DC Airport

Home Sweet Home Apartment in a beautiful home

The Sandy Starfish - Rehoboth Beach

River View Suite - The Wharf DC

Furnished Corporate Apartment Near NAS Pax
Fitness-friendly apartment rentals

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

Beachfront with a View and Amenities Galore

Luxury Condo • In the heart of National Harbor
Fitness-friendly house rentals

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

Large Home with Private Pool, Gym, Sauna, 7 Bedroo

Thorneton Point Estate

Backyard & Barbell RVA Retreat

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

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

Beautiful Waterfront Escape w/ Gorgeous Views

Come enjoy Summer on Smith Island at the HH Ranch

Dog friendly| community pool | gym| kayak| bayside

Spacious Townhome Near DC | Garage & Workspace

Broadkill Beach Bliss: Coastal Charm, Wild Beauty!

Magnolia Cove waterfront 1BR upper cottage

Historic Manor - Main House
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
- Rentals with a sauna Chesapeake Bay
- Villa rentals Chesapeake Bay
- Beachfront rentals Chesapeake Bay
- Rentals with outdoor seating Chesapeake Bay
- Rentals with pools Chesapeake Bay
- Hotel rooms Chesapeake Bay
- Beach house rentals Chesapeake Bay
- Townhouse rentals Chesapeake Bay
- Private suite rentals Chesapeake Bay
- Rentals with a firepit Chesapeake Bay
- Rentals with a washing machine and dryer Chesapeake Bay
- Rentals with breakfast Chesapeake Bay
- Farm stay rentals Chesapeake Bay
- Rentals with an accessible-height bed Chesapeake Bay
- Holiday home rentals Chesapeake Bay
- Flat rentals Chesapeake Bay
- Beach apartment rentals Chesapeake Bay
- Family-friendly rentals Chesapeake Bay
- Tiny house rentals Chesapeake Bay
- Rentals with a hot tub Chesapeake Bay
- Rentals with lake access Chesapeake Bay
- Cottage rentals Chesapeake Bay
- Smoking-friendly rentals Chesapeake Bay
- Rentals with an EV charger Chesapeake Bay
- Bed and breakfasts Chesapeake Bay
- Rentals with a fireplace Chesapeake Bay
- Campsite rentals Chesapeake Bay
- Bungalow rentals Chesapeake Bay
- Guest house rentals Chesapeake Bay
- House rentals Chesapeake Bay
- Motorhome rentals Chesapeake Bay
- Rentals with an accessible-height toilet Chesapeake Bay
- Boutique hotels Chesapeake Bay
- Resort rentals Chesapeake Bay
- Rentals with beach access Chesapeake Bay
- Rentals with a patio Chesapeake Bay
- Rentals with a cinema Chesapeake Bay
- Boat rentals Chesapeake Bay
- Loft rentals Chesapeake Bay
- Apartment rentals Chesapeake Bay
- Rentals with a kayak Chesapeake Bay
- Pet-friendly rentals Chesapeake Bay
- Waterfront rentals Chesapeake Bay
- Cabin rentals Chesapeake Bay
- 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)





