
Fitness-friendly holiday rentals in Chesapeake
Find and book unique fitness-friendly accommodation on Airbnb
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 $17 NZD per night before taxes and fees

Verified guest reviews
Over 2,840 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
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

Wi-Fi availability
110 of Chesapeake holiday 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 Cinema Cafe-Greenbrier Mall
Top-rated fitness-friendly rentals in Chesapeake
Guests agree: These fitness-friendly rentals are highly rated for location, cleanliness and more.

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.

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.

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.

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.

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!

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!

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.

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.

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!

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!

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, lounge furniture, and stainless steel gas grills. The elevator is just across from dedicated parking spot.

Near Casino, VA beach, Large yard, quite relaxing
Spacious home and quiet neighborhood. 3.5 miles to Naval Medical Center. 3.5 miles to Norfolk Gen. Hospital. 3 miles to Roger Browns. 5 miles to Norfolk Waterside District. 2 miles to Rivers Casino. 22 miles to VA beach. Sleeps 6-7 people. All essentials provided. Your home away from home. Check-in/out times may be flexible. Please read all the details prior to booking. Thank you for choosing Veronica Homes located in Portsmouth VA
Popular amenities for Chesapeake fitness-friendly rentals
Fitness-Friendly apartment accommodation

Beach Bums welcome*Block off Beach*2bdrm/2bath

Sojourn Ocean View Oasis Ocean & Bay Views

FourSailsResort Double Balcony OceanfrontJettedTub

Luxury Oceanfront Boardwalk 2BR 2BA | Pool Kitchen

Sunset Retreat

Bayside condo on the beach in Sandbridge

2 Bedroom Ocean front, Ocean Beach Club Resort

Barclay Towers Ocean Front 1, Virginia Beach
Fitness-friendly condo rentals

Condo at the Beach

Beach When It’s Hot- Indoor Pool When It’s Not

Boardwalk Resort and Villas 1 Bed Suite Ocean View

Beachfront Family-Friendly Condo

Oceanfront 1 Bedroom Suite in Barclay Towers

Remodeled & Designed 3 BR Condo on the Beach

Penthouse By The Sea | Huge Home w/ Amazing Views

Stunning bay-view condo with Free Wifi, grills, po
Fitness-Friendly Holiday House

Ocean Front, 2 Bedroom Suite!

Dunes #319-Summer Partial Weeks!

Spectacular Ocean front Condo.

Spacious canal-front home with stunning Back Bay

The Seahorse at Sandbridge - Baby Horses!

1-bedroom home in Suffolk

Oceanside Heated Private Pool HotTub Dogs Welcome

Private Pool, Close to the Beach and Spacious!
When is the best time to visit Chesapeake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $170 NZD | $170 NZD | $187 NZD | $175 NZD | $176 NZD | $197 NZD | $220 NZD | $215 NZD | $153 NZD | $166 NZD | $195 NZD | $190 NZD |
| Avg. temp | 6°C | 7°C | 10°C | 16°C | 20°C | 25°C | 27°C | 26°C | 23°C | 18°C | 12°C | 8°C |
Destinations to explore
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- Family-friendly rentals Chesapeake
- Rentals with a washing machine and dryer Chesapeake
- Fitness-friendly rentals Virginia
- Fitness-friendly rentals United States
- Busch Gardens Williamsburg
- Virginia Beach Oceanfront
- Corolla Beach
- Carova Beach
- Buckroe Beach
- Water Country USA
- Cape Charles Beachfront
- First Landing State Park
- Jamestown Settlement
- Norfolk Botanical Garden
- Outlook Beach
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Nauticus
- Hampton University
- First Landing Beach
- Virginia Zoological Park
- Colonial Williamsburg's Merchants Square
- Town Point Park
- Regent University
- Old Dominion University
- Virginia Living History Museum
- Currituck Club
- Currituck Beach Lighthouse





