Fitness-friendly vacation 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.

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Top guest favorite
Apartment in Upper Marlboro
4.95 out of 5 average rating, 173 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 Downtown DC & 6Flags.

Top guest favorite
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 favorite
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, 210 reviews

New Year’s Day is Available

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 favorite
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.
Apartment in Washington
4.97 out of 5 average rating, 119 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 favorite
The exterior of the Manor features a brick facade complemented by a green metal roof. A welcoming front door is set under an archway. Natural landscaping surrounds the entryway, with a path leading to the entrance and a shaded area provided by a large tree.
Home in Lusby
5 out of 5 average rating, 18 reviews

Historic Manor - Main House

Nestled near the Chesapeake Bay and located just under an hour outside DC, it's the perfect getaway spot for time in nature making memories with family and friends. The Manor sits on almost 3 acres making it feel secluded and private while being close to the attractions, beaches and restaurants of the area. *The Manor has additional units on the property. Each unit is separate with private entrance. No indoor space is shared. Only the exterior property grounds are shared by other guests.

Guest favorite
A wooden dock extends into calm waters, reflecting a soft sunset with pastel hues. A covered boat slip is positioned at the end of the dock, framed by the serene landscape of trees on the horizon.
Home in Charles City
4.85 out of 5 average rating, 114 reviews

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.

Guest favorite
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, 137 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 favorite
The exterior of a two-story home is presented, featuring a warm yellow facade and multiple large windows. A welcoming porch with a white railing provides access to the front entrance. The surrounding area is landscaped with gravel and illuminated by soft outdoor lighting.
Home in Washington
4.99 out of 5 average rating, 261 reviews

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.

Top guest favorite
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.
Apartment in Alexandria
4.97 out of 5 average rating, 173 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 favorite
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

Top guest favorite
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, 167 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.

Guest favorite
A modern living area is furnished with a light-colored sofa, complemented by dark accent pillows. A wooden coffee table sits at the center on a textured area rug. Large windows allow natural light to fill the space, featuring a view of greenery outside.
Apartment in Washington
4.94 out of 5 average rating, 175 reviews

Upscale 1Bdrm Apt in Heart of DC

Welcome to our cozy and charming one bedroom, one bathroom apartment in the heart of downtown Washington, DC! You’ll feel right at home in this beautiful space with tons of natural light, 60” 4k TV, a king sized Nectar mattress, and a fully equipped kitchen. Located just steps away from the city's most iconic landmarks, restaurants, and nightlife, our apartment is the perfect home base for your DC adventure!

Popular amenities for fitness-friendly rentals near Chesapeake Bay

Quick stats about vacation rentals that are fitness-friendly near Chesapeake Bay

  • Total vacation rentals

    Explore 720 vacation rentals in Chesapeake Bay

  • Nightly prices starting at

    Chesapeake Bay vacation rentals start at G$2,092 GYD per night before taxes and fees

  • Verified guest reviews

    Over 21,960 verified reviews to help you choose

  • Family-friendly vacation rentals

    430 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 310 rentals that welcome pets

  • Vacation rentals with a pool

    250 properties feature pools

  • Rentals with dedicated workspaces

    500 properties have a dedicated workspace

  • Wi-Fi availability

    720 of Chesapeake Bay vacation 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!

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