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.

%{current} / %{total}1 / 1
Top guest favourite
An aerial view captures the waterfront home surrounded by lush greenery with a private dock visible by the water. The neatly maintained property features landscaped lawns and nearby homes, illustrating a serene setting alongside Neale Sound.
Home in Cobb Island
4.99 out of 5 average rating, 114 reviews

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!

Top guest favourite
A modern kitchen features warm wooden cabinetry, a sleek black stove, and a variety of kitchen appliances. A rustic dining table sits in the foreground, adorned with a woven runner and a wooden tray holding fresh fruit. The space is complemented by decorative shelves and natural light.
Flat in Upper Marlboro
4.95 out of 5 average rating, 181 reviews

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

Have fun and relax at this stylish oasis! Packed w/ amenities. 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

Top guest favourite
A spacious colonial-style home is set on manicured grounds, surrounded by trees. The exterior features a welcoming covered porch, large front windows, and well-maintained landscaping, creating an inviting first impression for guests.
Home in Williamsburg
4.93 out of 5 average rating, 214 reviews

The Williamsburg Retreat- Gorgeous Private Acreage

Stunningly manicured and spacious custom built colonial on 6 private acres. - Specializing in large multigenerational family vacations, business and church retreats, and discerning private getaways. Perfect for those desiring comfort, style and space. - Massive covered deck with fire table and outside dinning. Start your day here with coffee and finish it with your favorite wine. -Collect fresh eggs and let the kids run!!! -17 min. to top Williamsburg attractions. -10 min. to outlet mall ;)

Top guest favourite
A modern living room features a comfortable gray sofa and an armchair, surrounded by natural light from the windows. Framed photographs adorn the walls, showcasing various cityscapes. A coffee table sits atop light wood flooring, complemented by a decorative ottoman.
Flat in Washington
4.98 out of 5 average rating, 121 reviews

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.

Top guest favourite
A living area features a cozy couch adorned with colorful pillows, alongside a traditional fireplace with a vintage mantle. A dining table with stylish chairs is visible in the background, illuminated by natural light. Bookshelves are neatly arranged on one side.
Townhouse in Frederick
4.95 out of 5 average rating, 227 reviews

Charming Historic Frederick Home

Charming 1910 brick home with fenced yard located in the heart of Downtown Frederick, just steps to Frederick's best breweries, beautiful Carroll Creek, and the quaint shops at Everedy Square. The house is the perfect blend of old and new, combining exposed brick/stone, natural light and hardwood floors with modern amenities such as a remodeled kitchen, WiFi, central air, luxury mattresses and cozy furnishings. Family, work, and dog friendly ($50/stay fee; no dogs on furniture; max 2 dogs).

Top guest favourite
Home in Takoma Park
4.92 out of 5 average rating, 105 reviews

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

Top guest favourite
A cozy living area is furnished with two floral-patterned sofas, complemented by colorful throw pillows. A round coffee table sits at the center, topped with decorative items. Natural light filters in through sheer curtains, enhancing the warm ambiance of the space.
Home in Baltimore
4.92 out of 5 average rating, 109 reviews

Peggy's Place - Historic Rowhome in the City

Located on picturesque Tyson St, Peggy's place is an historic rowhome in the heart of Baltimore's cultural district. Everything is here in this cozy home away- with a full amenity kitchen, office/workout room with printer and stationary bike and a 3rd floor balcony. Upper floors have one full bath each, with tub on the 2nd floor. Both rooms- 2nd floor full, 3rd floor queen - have a dresser and closet. Steps from major destinations - cultural, medical and transit. You'll love it here!

Guest favourite
A spacious living area is highlighted by large windows allowing natural light. Modern furniture includes a sectional sofa and accent chairs, complemented by a sleek coffee table. A large television is mounted on the wall, while indoor greenery adds a touch of nature.
Home in Edgewater
4.99 out of 5 average rating, 138 reviews

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

Top guest favourite
The spacious studio features a modern design with a comfortable bed dressed in soft white linens. A blue accent wall complements light-colored furnishings, including a sleek couch and a round coffee table. Natural light floods the room through large windows, enhancing the inviting atmosphere.
Flat in Alexandria
4.97 out of 5 average rating, 178 reviews

Garage Parking <|> Xcape to Vibrant Old Town

You'll enjoy coming home to this beautiful and spacious Studio apartment in vibrant Old Town, Alexandria. With all its amenities, you'll automatically feel right at home. ❤ 2 Minutes from King Street. ❤ 5 Minutes from Reagan Airport. ❤ 7 Minutes from National Mall. ❤ 8 Minutes from MGM and National Harbor. Walk to restaurants and shopping near King Street. Great for professionals traveling to the area for work, couples or solo travelers. Perfect for longer stays!

Top guest favourite
A two-story farmhouse features a welcoming porch and elegant landscaping, including trimmed bushes and a stone pathway. The exterior showcases a mix of wood and shingle siding, with large windows reflecting the greenery surrounding the property. A well-maintained lawn is visible in the foreground.
Home in Fruitland
5 out of 5 average rating, 107 reviews

4bed/4.5bath Lux Farmhouse/Pool/Gym/5 min from SU

BEFORE BOOKING: Pool is open as of 04/5/25 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

Guest favourite
A cozy living area is seen featuring a light-colored sofa and two accent chairs. A wooden coffee table holds decorative items, while a large piece of abstract wall art adds visual interest. Soft light filters through two windows, enhancing the neutral color palette.
Flat in Washington
4.81 out of 5 average rating, 607 reviews

#3 Foggy Bottom/Georgetown Apartment

Stay in a luxury apartment in one of DC’s most walkable neighborhoods, between the West End and Georgetown on Pennsylvania Ave. Walk to the National Mall, Smithsonian museums, historic Georgetown, top restaurants, and nightlife. Renovated in 2016, this stylish space offers modern comforts, plus free access to Balance Gym Foggy Bottom & Capitol Hill. Enjoy waterfront views, scenic parks, and DC’s vibrant culture—all just minutes away!

Top guest favourite
A charming single-story house is framed by vibrant pink flowering trees. The facade features yellow siding, blue shutters, and a turquoise front door. A white picket fence encloses the front yard, which is well-maintained with green grass and landscaping.
Home in North Beach
4.97 out of 5 average rating, 176 reviews

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

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 £7 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    710 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