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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Superhost
Apartment in Virginia Beach
5 out of 5 average rating, 3 reviews

Luxury Oceanfront 2BR Private Balcony Pool Kitchen

Wake to uninterrupted Atlantic views from a fully renovated 5th-floor oceanfront condo on the Virginia Beach Boardwalk — where dolphins, surfers, and stunning sunrises greet you every morning in this upscale 2‑bed, 2‑bath with floor‑to‑ceiling views that make the ocean feel like part of your living room. Step onto your private balcony with a fresh coffee as the sun rises over the horizon, dolphins glide through the surf, and early‑morning surfers carve the break below. In the evenings, the sky g

Guest favorite
A wooden deck overlooks the tranquil waters of Back Bay, featuring two dark wicker chairs and a soft rug. The serene blue sky complements the scenic view, enhancing the connection to nature.
Tiny home in Sandbridge
4.83 out of 5 average rating, 23 reviews

Casa del Sueno

Casa del Sueno is the perfect way to enjoy life on the Back Bay to the Beach! This tiny house sits on the waters of the Back Bay National Wildlife Refuge in the quaint community of Surfside at Sandbridge. The view is ever changing natural beauty from either inside or outside on the deck. Take a walk or bike ride to the most beautiful beach along the Atlantic. Enjoy sunset, serenaded by live bands from a local watering hole within walking distance. Wake up & stroll across to watch the sunrise.

Guest favorite
Condo in Virginia Beach
5 out of 5 average rating, 5 reviews

Coastal Living Luxury Oceanfront Condo, Pool Beach

Luxury coastal design straight out of a magazine. Panoramic Atlantic Ocean views. This modern 2 Bed, 2 Bath oceanfront retreat is located directly on the iconic Virginia Beach Boardwalk. From the moment you walk through the door, you’re greeted by natural light pouring in through the windows, uninterrupted ocean views, and the calming rhythm of waves rolling onto the shore. Wake up to ocean breezes and step onto your private balcony with coffee in hand as dolphins glide through the surf below.

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
4.95 out of 5 average rating, 55 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
An outdoor gathering space is presented beneath a wooden pavilion, featuring a large picnic table surrounded by colorful adirondack chairs. Lush greenery and a calm water view create a serene backdrop, while a gravel path leads to the seating area.
Tiny home in Sandbridge
4.98 out of 5 average rating, 40 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.

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
4.92 out of 5 average rating, 59 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.

Top guest favorite
Condo in Sandbridge
4.93 out of 5 average rating, 151 reviews

Ocean & Bay Views - Newly Renovated! Local Family!

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 Back Bay views. The condo features a large open-concept living space, and a fully equipped gourmet kitchen, and high end finishes. Free access to all condo amenities, including free parking, 3 pools, grills, and a fitness center! Your beach vacation awaits!

Top guest favorite
Home in Moyock
4.96 out of 5 average rating, 47 reviews

3BR Coastal Townhome w/ Gym & Sauna |Near VB & OBX

Welcome to our spacious 3-story coastal townhome, centrally located between Virginia Beach and the Outer Banks. This 3BR, 2.5BA home features a bright open living area, fully equipped kitchen, and dining space. The first floor offers a cozy sitting area plus a private home gym with a one-person portable sauna. The third floor includes three bedrooms, including a primary suite with walk-in closet and ensuite bath. Washer and dryer provided. Perfect for weekend getaways, beach trips and more!

Top guest favorite
The downtown street is lined with historic brick buildings, illuminated by streetlights at dusk. A vibrant sunset paints the sky in shades of pink and orange, while parked cars are visible along the curb. Traffic signals are present, directing the flow of vehicles.
Apartment in Elizabeth City
4.98 out of 5 average rating, 102 reviews

2br Apt Downtown on Main St.

Come stay in our 2BR apartment downtown in the historic district on Main St. You'll be one block from our beautiful waterfront, our downtown restaurants, entertainment, and breweries. You'll have your own reserved parking spot directly across the street from the entrance. You can also enjoy 24hr access to the gym downstairs. Classes are also available for free. We have 2 beach cruisers you can use to explore our beautiful city. The apartment is on the 2nd floor and there is no elevator.

Superhost
An indoor heated pool is situated in a spacious atrium surrounded by large glass panels. Relaxing seating areas with white chairs and small tables are positioned nearby, alongside potted plants that enhance the atmosphere. Natural light illuminates the area, creating a welcoming environment.
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
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, 168 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
4.93 out of 5 average rating, 138 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!

Popular amenities for Chesapeake fitness-friendly rentals

When is the best time to visit Chesapeake?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$18,828 GYDG$19,874 GYDG$20,920 GYDG$21,548 GYDG$21,757 GYDG$24,267 GYDG$27,196 GYDG$26,568 GYDG$18,828 GYDG$20,502 GYDG$24,058 GYDG$23,430 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 2,840 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