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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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Superhost
Apartment in Sandbridge
4.67 out of 5 average rating, 3 reviews

Sunset Bay - Gorgeous Bay and Sunset Views.

Welcome to your perfect Sandbridge escape - Sunset Bay. This beautifully updated 2 bedroom, 2 bathroom oceanfront condo offers the ideal blend of coastal comfort and modern style. It was recently renovated from top to bottom. From the furnishings and décor to the fresh paint and finishes, it creates a bright, clean, and welcoming space for your stay. The highlight of the condo is the stunning wall of windows and balcony overlooking the bay, showcasing breathtaking sunset views each evening. Relax with a drink as the sky lights up in vibrant colors, or enjoy your coffee in the peaceful mornings watching the water come alive. Both bedrooms are designed for comfort and relaxation, making this condo perfect for families, couples, or friends traveling together. The open living and dining areas provide plenty of space to unwind after a day at the beach, while the oceanfront location means you’re just steps away from the sand and surf. The kitchen features granite countertops and stainless steel appliances. The essentials for cooking are provided: cookware, dinnerware, glassware, and utensils. Enjoy your meals at the dining table, or take advantage of the grills and seating in the courtyard. *Important note: The coffee maker listed under amenities is a Keurig. The Sanctuary at False Cape offers a resort feel with direct beach access,3 swimming pools (seasonal), 2 fitness rooms, and 2 nearby restaurants. The complex (not the unit)is oceanfront and the beach can be accessed without crossing any roads. Beach chairs are available for use in the private storage unit located at garage level. Jose Tequilas Mexican Grill and Bar is located on the property, and Baja Restaurant (closed for a few weeks during the winter season)is located across the street. Set in the quiet and scenic Sandbridge community, this condo offers a true beach getaway with uncrowded beaches, natural surroundings, and easy access to outdoor adventures while still being a short drive from the attractions of Virginia Beach. Whether you’re planning a relaxing retreat or a memorable coastal vacation, this oceanfront condo with stunning bay sunsets is the perfect place to call home. Important Notes: The minimum age to rent is 25. At least one person who is 25 years or older must be staying at the property for the duration of the rental. The Sanctuary at False Cape is a non-smoking property. Smoking (of any kind) is prohibited in the unit, on the balcony, and in the common areas of the property. Pets are not allowed. No parties or events allowed in the unit. Pools are managed by the condo association. Availability is subject to weather, maintenance, and/or repairs. Unit comes with two parking passes. One is an assigned space and the other is a first come first serve unmarked space. Garage clearance is 7'4". Additional public parking is located next door at Little Island Park and Fishing Pier (fee applies). As owners, we just received the following notification: Please be advised that the community power washing and painting project is scheduled to begin on March 9, 2026. This work is part of our ongoing building maintenance program to preserve and enhance the property's exterior condition. The contractor will begin mobilization and scaffolding setup starting March 9, with power washing and painting activities continuing through Memorial Day. To minimize disruption during the peak summer season, the project will pause for the summer months and resume at the end of the season. During this time, there may be intermittent impacts to certain exterior areas, including scaffolding, lift equipment, and active work zones.

Guest favourite
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.
Apartment 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 favourite
Apartment in Sandbridge
4.92 out of 5 average rating, 112 reviews

3bd Sandbridge - Sunset Bay views! Newly Remodeled

Welcome to "Heels in the Sand", a 3bed-2bath luxury condo in the exclusive Sanctuary at False Cape, the only oceanfront complex at Sandbridge in Virginia Beach. Inside, there is space aplenty with a open-concept living area with Roku TV, a fully-stocked gourmet kitchen, high-end finishes & sleeping for 9! Two huge patios offer stunning views of the scenic Back Bay. Free access to all condo amenities, including free parking, 3 pools, grills, and a fitness center! Your beach vacation awaits!

Top guest favourite
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
4.97 out of 5 average rating, 33 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.

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.
Guest house in Virginia Beach
4.91 out of 5 average rating, 54 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 favourite
Home in Moyock
4.95 out of 5 average rating, 42 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!

Guest favourite
A spacious sound-front home is showcased, featuring multiple levels with expansive decks. A private pool is visible in the foreground, surrounded by lounge chairs. Lush greenery frames the property, and the backdrop includes trees and neighboring homes.
Home in Corolla
4.93 out of 5 average rating, 27 reviews

The Moor House 2.0 - Sound Front, Private Pool!

Forget your worries at "Moor House 2.0" - a spacious & serene sound-front home! Enjoy fabulous sunsets from the expansive decks of this beautiful home. Located in the resort community of Corolla Light with its' numerous amenities, this home is professionally decorated & beautifully appointed. You have truly escaped to a wonderful setting that you and your family and friends will enjoy and bring home lasting memories. **Weekly rental with Saturday turnovers during the summer season**

Top guest favourite
Camper van/Motorhome in Sandbridge
4.96 out of 5 average rating, 51 reviews

Waterfront On Back Bay In Sandbridge.

Waterfront w/private dock. 2 Bedrooms, 1 w/queen bed & 1 full sofa bed. 1 bathroom w/large tub-shower. Living area w/TV. Kitchen Table w/4 chairs, full size refrigerator, gas stove, microwave, toaster, and Keurig coffee maker. Equipped w/everything you need. Pots pans dishes etc. Outside has a covered porch that steps out to with your own private dock for fishing or relaxing. Outdoor grill. Also provided, 2 paddleboards, bodyboards, beach chairs, rusty bikes & beach cart. No smoking.

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

Oceanfront Beach Condo, Pool, Gym Fishing Surfing

Wake up to ocean breezes, panoramic Atlantic Ocean views, and the soothing rhythm of waves in this modern 2 Bedroom, 2 Bathroom oceanfront condo on the Virginia Beach Boardwalk. Enjoy a private balcony for sunrise coffee, direct beach access, Indoor Heated Pool, Gym and Fitness Center, High-Speed Wi-Fi, and a fully equipped kitchen. Perfect for families or couples seeking a Virginia Beach oceanfront vacation rental, steps from dining, attractions, festivals, and endless beach fun.

Top guest favourite
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, 135 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 favourite
The entrance of the remodeled park model trailer is shown, featuring a wooden deck with multiple steps leading up. The deck is bordered by railing and surrounded by low-maintenance landscaping, providing a welcoming access point to the home.
Camper van/Motorhome in Sandbridge
4.85 out of 5 average rating, 34 reviews

Pop Pop's Surf Shack

Get away in style with our remodeled park model trailer. It’s been fully renovated and ready for your next vacation. This property is located at the south end of Sandbridge. Located a short walk from the beach and only steps to the Back bay. Also, two restaurants within walking distance, that offers nightlife as well. Once on-site, two kayaks are available for your use as well and 4 beach chairs. Best part of the day are our beautiful sunsets, viewable on our deck.

Top guest favourite
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.
Apartment in Sandbridge
5 out of 5 average rating, 25 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 fitness-friendly rentals in Chesapeake

When is the best time to visit Chesapeake?

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Avg. price£75£75£82£77£78£87£97£95£67£73£86£84
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Quick stats about holiday rentals that are fitness-friendly in Chesapeake

  • Total holiday rentals

    Explore 110 holiday rentals in Chesapeake

  • Nightly prices starting at

    Chesapeake holiday rentals start at £7 per night before taxes and fees

  • Verified guest reviews

    Over 2,790 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    110 of Chesapeake holiday rentals include wifi 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