Fitness-friendly holiday 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 favourite

Apartment in Sandbridge

4.87 out of 5 average rating, 238 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

Flat in Suffolk

5 out of 5 average rating, 25 reviews

Unique 1 Bedroom Apartment in Bridgeport

A unique location featuring one bedroom, one bath and a sleek living area design. Find this loft in the Bridgeport community, above the state-of-the-art Blue Hippo Car Wash. Fear not, the only audible sound in your loft is an ambient white-noise-like humming. This space gives you an exceptional birds-eye view of the surrounding area along with a secluded bal- cony where you can kick back and relax. Enjoy access to the season pool, fitness center, and clubhouse at 3800 Acqua. No elevator access.

Guest favourite

Home in Portsmouth

4.95 out of 5 average rating, 41 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 favourite

Serviced apartment in Virginia Beach

4.89 out of 5 average rating, 54 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 favourite

Cottage in Cape Charles

4.99 out of 5 average rating, 74 reviews

The Ladybug - arcade, dog-friendly, firepit, & EV

A peaceful, secluded, dog-friendly farmhouse escape on Virginia’s Eastern Shore. Located ten minutes from beautiful downtown Cape Charles. Numerous amenities include retro game arcade, Peloton, level 2 EV charger, fire pit, grill, beach chairs & towels, Xbox, vinyl record collection, multiple smart TVs, smart-home integration, and fast fiber internet. Take in nearby public beaches, bike and hiking trails, shopping, and outstanding restaurants that cater to wide ranging budgets and tastes.

Guest favourite

Flat in Chesapeake

4.95 out of 5 average rating, 87 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.

Superhost

Apartment in Sandbridge

4.89 out of 5 average rating, 9 reviews

New! Oceanfront Penthouse/ 2 Decks/ Pool/Beach/Gym

Bayfront Dream Penthouse | Oceanfront Luxury with Wraparound Porch & Resort-Style Amenities Welcome to Bayfront Dream Penthouse! A luxurious oceanfront two-level retreat overlooking the tranquil waters of Back Bay/Albemarle Sound. This newly decorated 4-bedroom, 4-bathroom penthouse offers stunning views, elegant interiors, and exclusive access to resort-style amenities, making it the perfect getaway for families, couples, or groups looking for an unforgettable beach retreat.

Top guest favourite

Bungalow in Sandbridge

5 out of 5 average rating, 25 reviews

Beach & Bay Stay at Sandbridge Beach this summer!

Discover the serene beauty of Sandbridge Beach this summer—an enchanting experience awaits! With warm sands and fewer crowds, the beaches offer an idyllic setting for peaceful walks along the shore, soaking up the sun, and admiring breathtaking sunrises. End your day on your deck, watching the sun’s spectacular show as it sets over the bay. The calm and welcoming atmosphere of the community is perfect for relaxation and rejuvenation. Explore the natural wonders of Sandbridge.

Guest favourite

Home in Knotts Island

4.95 out of 5 average rating, 117 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!

Top guest favourite

Apartment in Sandbridge

5 out of 5 average rating, 11 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!

Superhost

Tiny home in Sandbridge

4.89 out of 5 average rating, 46 reviews

Amazing Sunsets! Sandbridge Waterfront/Back Bay

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. The views give this cottage its luster, but the feeling of serenity gives it its spirit. Escape to your own private oasis for relaxation, connection and adventure.

Guest favourite

Apartment in Virginia Beach

5 out of 5 average rating, 8 reviews

Oceanfront King Suite with Balcony

Discover a peaceful retreat at this oceanfront suite in Virginia Beach. Located on the exclusive north end, this spacious 1-bedroom apartment offers private balconies with Atlantic views. Enjoy access to resort amenities, including a pool, sauna, and gym, while being just steps from the boardwalk, shops, and dining. Whether you're planning a romantic escape or a fun-filled family trip, this suite has everything you need for a memorable coastal getaway.