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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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Top guest favorite
The open kitchen and dining area is highlighted by bright blue walls and natural light. A spacious granite counter with bar stools invites casual dining. Nearby, a staircase leads to the upper level, while large windows provide views of the surrounding greenery.
Home in Corolla
4.96 out of 5 average rating, 278 reviews

Spotless Treehouse | Pool | HotTub | Pickle | Pets

Sparkling and renovated 4 br/3 ba beach home is a 2500 ft2 tree house come to life w/ 6 decks, chef’s kitchen with open plan layout and 20’ ceilings, private pool (heat opt) with gas BBQ, screened in porch and upper hot-tub for star gazing. Spa-like bath with soaking tub and fireplace. Stunning beaches and quaint soundside sunset pier are only a short stroll or bike ride away. Conveniently located minutes from shops, restaurants and attractions while blissfully retaining the solitude of Corolla.

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, 140 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
4.87 out of 5 average rating, 254 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.

Superhost
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
4.93 out of 5 average rating, 46 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
4.9 out of 5 average rating, 62 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
4.92 out of 5 average rating, 25 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 deck is furnished with four blue Adirondack chairs, facing a scenic waterfront view. Lush greenery and a pond are visible in the background, with trees framing the landscape under a clear blue sky. The outdoor space offers a tranquil setting for relaxation.
Guesthouse in Virginia Beach
4.93 out of 5 average rating, 45 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.

Guest favorite
The exterior of the property showcases a two-story brick structure alongside a single-story home, surrounded by trees and greenery. A driveway provides access, with a garage door visible. Natural light illuminates the scene under a clear sky.
Apartment in Chesapeake
4.95 out of 5 average rating, 95 reviews

1 King Master BR. ⚡️Fast Wifi. 🔐 Easy Self Check In

Welcome to Casa de Curtin - a 1Br Apt. Oasis Perfect for Vacationing Couples! Downstairs features a full kitchen w/ dbl sink, refrigerator, washer, dryer, range, microwave, Keurig, table & chairs. The living room has a plush, oversized sofa & chair set & an HD TV w/ Firestick & fast WiFi. Upstairs has a spacious br w/ ceiling fan, central air & window unit + large full bth w/ fan. Smart locks make self check-in a breeze! Located close to VA Beach, ODU, & <1h drive to Williamsburg.

Top guest favorite
The entrance features a light-colored door adorned with a welcoming wreath. To the right, a sign displays the property name 'All4One' alongside the Virginia shape. The brick facade showcases a warm, inviting exterior, complemented by a traditional lantern mounted beside the door.
Home in Virginia Beach
4.81 out of 5 average rating, 163 reviews

All 4 One | Beach Living

Come enjoy time at the beach in our seaside oasis! All4One is located on the semi-private beach of Croatan in Virginia Beach. This means that although you are but a bike ride away from the hustle and bustle of the Boardwalk, you also have the beach to yourself in a quiet neighborhood setting- best of both worlds right? We certainly think so! My grandma built this home in the 1960's and my husband and have called it home for over a decade. Come enjoy your stay at the beach at our home!

Top 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
4.95 out of 5 average rating, 129 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!

Superhost
An open-concept living area features a modern kitchen with white cabinetry and a spacious island. A living room area is visible with a navy blue sofa and a TV. Natural light filters in through dual glass doors that lead to outside greenery.
Home in Suffolk
4.58 out of 5 average rating, 12 reviews

1-bedroom home in Suffolk

Indulge in nature's embrace at this 1-bedroom retreat in North Suffolk. Fully furnished, this pet-friendly haven invites long-term guests seeking serenity and convenience. With a $500 pet fee, furry friends are welcome to join your adventure. Unwind in the comfort of a spacious bedroom, relax in the inviting living room, and enjoy the attached kitchen, complete with all essentials. Plus, enjoy access to the amenities of 3800 Acqua Apartments, including a gym and pool.

Top guest favorite
A spacious balcony features several blue adirondack chairs, offering a view of the surrounding buildings and the outdoor area. Clear skies with a few clouds create a bright atmosphere. The ocean is visible in the distance, providing a scenic backdrop.
Condo in Sandbridge
5 out of 5 average rating, 23 reviews

New! 4 BR/Oceanfront/Ocean & Bay views/3pools/Gym

The VIEWS are EVERYTHING! You have to see it to believe it! This is a NEW listing. Please see my other property for reviews! I frequently travel for work, spending a lot of time in hotel rooms. I know the NECESSITIES! Relax with the whole family at this peaceful place to stay in Sandbridge! Wake up to the sun rise over the ocean and wind down with the sunset over the bay! This property is ON the beach with access to 3 pools, a gym, local restaurants and much more!

Popular amenities for Chesapeake fitness-friendly rentals

When is the best time to visit Chesapeake?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR1,733 ZARR1,733 ZARR1,906 ZARR1,785 ZARR1,802 ZARR2,010 ZARR1,750 ZARR1,750 ZARR1,785 ZARR1,664 ZARR1,664 ZARR1,664 ZAR
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 R173 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 2,310 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 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