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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, 281 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, 143 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, 256 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 spacious open-concept area features large windows providing waterfront views. Wooden beams span the ceiling, while a pool table occupies the center. A dining table and bar seating are visible, along with a television mounted on the wall. Natural light enhances the inviting atmosphere.
Home in Portsmouth
4.94 out of 5 average rating, 51 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.

Top guest favorite
A two-story beach house is shown, featuring a wide front porch with outdoor seating and umbrellas. The driveway provides ample space for parking, and flags adorn the house, adding a coastal touch. Surrounding landscaping includes greenery, enhancing the inviting exterior.
Apartment in Sandbridge
4.9 out of 5 average rating, 20 reviews

Works 4 Me: New listing

Come relax in this charming, beach themed , 1 bedroom private ground floor apartment across from the ocean. Relax on the beach or swing on the porch in the ocean breeze, bbq around the pool, soak in the hot tub. Biking, kayaking/fishing/paddleboarding. Many choices to make your vacation memorable ! Pool and hot tub available for your use (cleaning fee includes hot tub and pool service ) Fully stocked kitchen with stove top, full fridge/freezer and a washer/dryer combo for your private use

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, 65 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
Two wooden adirondack chairs are placed on a stone patio, each adorned with a green tropical patterned pillow. A calm waterway is visible in the background, flanked by trees and a building. Bright blue skies add natural light to the scene.
Tiny home in Sandbridge
4.96 out of 5 average rating, 27 reviews

Key Lime Cabana at Surfside

Check into Key Lime Cabana – Your Ultimate Beach Getaway! New 2025! Escape to the tranquility and adventure of Surfside at Sandbridge, a beautifully remodeled waterfront camper nestled at the southern tip of Virginia Beach. Surfside is surrounded by the serene Ocean and Back Bay, Key Lime Cabana offers the perfect blend of peaceful retreat and outdoor adventure. Just minutes from Back Bay Wildlife Refuge and a short bike ride to scenic trails, Book Now, for a one-of-a-kind beach experience.

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
4.94 out of 5 average rating, 31 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.

Guest favorite
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
4.94 out of 5 average rating, 48 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 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
4.8 out of 5 average rating, 167 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!

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
4.94 out of 5 average rating, 18 reviews

Stunning Views | Kayaks | Pet-Friendly | Sunsets

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

Popular amenities for Chesapeake fitness-friendly rentals

When is the best time to visit Chesapeake?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$20,921 GYDG$20,921 GYDG$23,013 GYDG$21,548 GYDG$21,758 GYDG$24,268 GYDG$27,197 GYDG$26,569 GYDG$18,829 GYDG$20,084 GYDG$20,084 GYDG$20,084 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$2,092 GYD 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