Fitness-friendly vacation rentals in Chesapeake

Find and book unique fitness-friendly rentals on Airbnb

Top-rated fitness-friendly rentals in Chesapeake

Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness, and more.

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Guest favorite
A spacious living area features a large sectional sofa and two light blue chairs, with a farmhouse-style dining table visible nearby. A shiplap fireplace wall complements the large electric screen displaying a movie. Natural light streams through multiple windows, enhancing the welcoming atmosphere.
Condo in Sandbridge
4.93 out of 5 average rating, 144 reviews

Ocean & Bay Views - Local Family Owned & Operated

Just steps away from the sand, "Carolina on My Mind" is a 2b/2ba oceanside condo at the exclusive Sanctuary at False Cape, the only Oceanfront complex at Sandbridge in Virginia Beach. You'll enjoy a private patio with both Ocean and Bay views and you'll have access to all the exclusive amenities of the complex. The condo features a large open-concept living space and a fully equipped gourmet kitchen. The master has a king bed, the second bedroom has king bed w/ twin loft. Queen sleeper sofa.

Guest favorite
A wide, sandy beach is outlined by spacious condos in soft pastel colors against a clear blue sky. Fishing rods are positioned in the sand near beach carts, indicating a relaxed atmosphere. Waves gently lap at the shoreline, creating a tranquil coastal setting.
Condo in Sandbridge
4.88 out of 5 average rating, 257 reviews

Ocean Escape

Ocean Escape, 4th floor condo in the luxuriously upscale Sanctuary Resort at False Cape in Virginia Beach, Virginia, breathtaking views of both the Atlantic Ocean and Back Bay and is a leisurely 100 step stroll to the beautiful beach and surf. Beach chairs, coolers, umbrellas, sand toys for the kids, boogie boards and two beach cruiser bikes. Community pool area, complete with Jacuzzi tub, lounge furniture, and stainless steel gas grills. The elevator is just across from dedicated parking spot.

Guest favorite
A fire pit surrounded by five colorful Adirondack chairs is set on a gravel circle by the water's edge. The calm waters of Hampton Roads Bay stretch out in the background, providing scenic waterfront views under a clear blue sky.
Home in Portsmouth
4.94 out of 5 average rating, 52 reviews

Waterfront/Arcade/Fishing Fun

Escape the hustle and bustle of daily life and immerse yourself in the serene beauty of nature at this remarkable retreat. Nestled overlooking the Bay, this tranquil getaway offers a haven for relaxation and rejuvenation. Wake up to the gentle sights of seabirds and waves lapping against the shore as you sip your morning coffee on the pier or watch the amazing sunsets. Try your hand at fishing. Leisurely stroll, breathing in the crisp, salty air and feeling the warmth of the sun on your skin.

Guest favorite
A view from a balcony showcases the sandy beach and ocean beyond. The horizon meets the water under a clear blue sky, with footsteps visible on the adjacent walkway. A railing provides a seamless transition between indoor and outdoor landscapes.
Apartment in Virginia Beach
4.91 out of 5 average rating, 67 reviews

Barclay Towers Resort Direct Oceanfront Unit

Escape to the beach and wake up to ocean views in a spacious 1-bedroom with a full kitchen, cozy living room, and a private oceanfront balcony or patio (1st floor has patio). Perfect for families or couples! Enjoy included linens, shower & pool towels, and free parking across the street in the garage. Relax and unwind by the indoor or seasonal rooftop pool and soak in the sun. Check “THE SPACE” for available floors by date! Need more units? Message me for options. Your perfect getaway awaits!

Top guest favorite
A bright living area features a large wall-mounted television, complemented by a brown leather sofa with cushions. A wooden coffee table with a vase of flowers is positioned in the center. A single armchair and a small lamp add to the cozy ambiance.
Home in Moyock
4.95 out of 5 average rating, 38 reviews

NC/VA Border Oasis Station

Your family will be close to everything when you stay at this centrally-located 3 bedroom 2 and a half bath townhouse with a garage. 45 minutes to Outer Banks or Virginia Beach! Perfect for long term stays. 77" Sony TV (Netflix, Amazon Prime Video w/Starz Paramount plus w/Showtime and YouTube TV included) Massage Chair, foot massager, walking pad and treadmill, and home sauna. (gym equipment is in garage and is use at your own risk) Everything is either new or like new. Home away from Home.

Superhost
A rustic stone fireplace serves as a central feature in the living area, its warm glow inviting relaxation. The high ceiling and exposed beam accents create a spacious atmosphere, complemented by hardwood flooring and comfortable seating arrangements nearby.
Guesthouse in Virginia Beach
4.9 out of 5 average rating, 52 reviews

The Sportman's Lodge

The Sportsman’s Lodge is a rustic and relaxing modern getaway with all the conveniences you are accustomed to but surrounded by the gorgeous Back Bay Wildlife Refuge. Enjoy the relaxing countryside at this waterfront property, while still being only a short drive away from Sand Bridge Beach. If you are looking to get away from the standard Virginia Beach Boardwalk tourist experience and get back to nature, this is the place for you. Free kayaking to Back Bay, access to fishing and crabbing.

Superhost
A beachfront scene features the Four Sails resort towering in the background next to a brightly colored volleyball net. Soft sand stretches across the foreground, where beachgoers enjoy activities under clear skies.
Apartment in Virginia Beach
5 out of 5 average rating, 3 reviews

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

Overlooking the north end of the Virginia Beach boardwalk, with some of the best oceanfront views in Virginia Beach, Four Sails is a resort hotel property made up of Condo-style units, just steps from the beach. There's an Indoor heated Pool inside a large Atrium, an exercise room with a Sauna, large City View Sundeck / Terrace, and Katie’s 33rd Street Cafe provides on-site dining for breakfast, lunch, and dinner. There are also multiple dining options within very short walking distance.

Guest favorite
A sunset casts warm hues over the calm waters of the bay, with silhouettes of a shaded gazebo and a hammock. Weathered pilings and a single bird in flight can be seen against the vibrant sky, enhancing the tranquil atmosphere.
Home in Knotts Island
4.94 out of 5 average rating, 133 reviews

Island Lotus Yoga & Spa

A nature lover’s dream! Waterfront, ample natural light, serene beauty, and privacy can be all yours at our charming ranch right on the bay. The bay faces east, giving you the most breathtaking views of the sunrise and moonrise. Relax in the spa, adventure on kayaks, and chill and grill over the fire-pit. You’ll also local fresh eggs, and a private yoga class. Check us out on insta @islandlotusyoga! PS we’re not actually an island. Reach us by driving through Virginia Beach!

Guest favorite
A private pool is surrounded by comfortable lounge chairs with decorative cushions. A vibrant pink flamingo float is situated in the clear water. The space is framed by lush trees, and a two-story house is visible in the background.
Home in Corolla
4.95 out of 5 average rating, 21 reviews

Waterfront, Stunning Views + Pool | Kayaks!

Make lasting memories at this soundfront family retreat designed for comfort, connection, and fun. Enjoy stunning water views, cozy modern updates, —your perfect Corolla escape. ✔ Water views + epic sunsets ✔ 2 Kayaks included ✔ 2-minute drive to the beach ✔ Family-friendly layout to relax and play ✔ Pet-friendly—bring furry companions ✔ Games, outdoor space, and coastal charm From beach days to board games, this home invites connection, laughter, and relaxed family fun

Superhost
A charming duplex is presented with a well-maintained lawn and shaded path leading to the entrance. The façade features a combination of brick and siding, complemented by neatly trimmed hedges on either side of the entrance steps. A patio with furniture is visible to the right.
Home in Portsmouth
4.85 out of 5 average rating, 60 reviews

Near Casino, VA beach, Large yard, quite relaxing

Spacious home and quiet neighborhood. 3.5 miles to Naval Medical Center. 3.5 miles to Norfolk Gen. Hospital. 3 miles to Roger Browns. 5 miles to Norfolk Waterside District. 2 miles to Rivers Casino. 22 miles to VA beach. Sleeps 6-7 people. All essentials provided. Your home away from home. Check-in/out times may be flexible. Please read all the details prior to booking. Thank you for choosing Veronica Homes located in Portsmouth VA

Top guest favorite
Two white lounge chairs are positioned on a grassy area by the water's edge, offering a clear view of the calm Back Bay. Lush greenery with blooming flowers frames the scene under a bright blue sky dotted with clouds.
Tiny home in Sandbridge
4.92 out of 5 average rating, 66 reviews

Amazing Sunsets! Waterfront*Pool*Pets*Kayaks

The most stunning sunsets in all of Sandbridge! 180+ degree water views! After a long day of fun in the sun at Sandbridge Beach, retreat to your own waterfront haven to take in the spectacular sunsets from your covered deck less than 10 steps from the water. Views so amazing it feels like being on a boat. Escape to your own private oasis for relaxation, connection and adventure.

Guest favorite
Apartment in Williamsburg
4.9 out of 5 average rating, 20 reviews

1 Bedroom @ The Historic Powhatan Resort

Step back in time at The Historic Powhatan Resort, located on 256 acres of rolling woodland hills in historic Williamsburg, Virginia. • Guest checking in must be 21+ with valid ID. • Guest must have debit/credit card to put $100 refundable security deposit on hold at resort check-in. • Name on reservation must match photo ID at check-in.

Popular amenities for Chesapeake fitness-friendly rentals

When is the best time to visit Chesapeake?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$20,879 GYDG$20,879 GYDG$22,967 GYDG$21,506 GYDG$21,715 GYDG$24,220 GYDG$27,143 GYDG$26,517 GYDG$18,791 GYDG$20,462 GYDG$24,011 GYDG$23,385 GYD
Avg. temp6°C7°C10°C16°C20°C25°C27°C26°C23°C18°C12°C8°C

Quick stats about vacation rentals that are fitness-friendly in Chesapeake

  • Total vacation rentals

    Explore 110 vacation rentals in Chesapeake

  • Nightly prices starting at

    Chesapeake vacation rentals start at G$2,088 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,790 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Vacation rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    110 of Chesapeake vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Chesapeake rentals

  • 4.8 Average rating

    Chesapeake stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Chesapeake's top spots, include Chrysler Museum of Art, Nauticus, and Cinemark Chesapeake Square

Destinations to explore