
Fitness-friendly vacation rentals in Chesapeake
Find and book unique fitness-friendly rentals on Airbnb
Quick stats about vacation rentals that are fitness-friendly in Chesapeake

Total vacation rentals
Explore 100 vacation rentals in Chesapeake

Nightly prices starting at
Chesapeake vacation rentals start at ﺩ.ﺇ 37 per night before taxes and fees

Verified guest reviews
Over 2,820 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
100 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 Aerotheater
Top-rated fitness-friendly rentals in Chesapeake
Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness, and more.

Dunesaglow - Bay View and Sunsets!
Welcome to your perfect coastal getaway! This beautifully located 2-bedroom, 2-bath bayfront condo offers front-row seats to breathtaking sunsets and everything you need for a relaxing, memory-making stay. Start your mornings with coffee on the private balcony overlooking the bay, and wind down each evening as the sky explodes with color over the water. Inside, the open living and dining space is perfect for gathering after a beach day, with large windows that keep the water views front and center. The split-bedroom layout offers privacy and comfort for families or couples traveling together. The spacious primary suite features its own en-suite bath, while the second bedroom and full bath make it easy for everyone to spread out and unwind. With two full bathrooms, getting ready for dinner or beach adventures is a breeze. When you’re ready to explore beyond the condo, the community amenities make your stay even more special. Enjoy access to three heated pools (available Memorial Day through October 1st): A kiddie pool perfect for little ones A lap pool for morning workouts A beautiful oceanfront pool just steps from the beach Spend your days poolside, on the sand, or simply soaking in the peaceful bay views from your balcony. Whether you're planning a family beach vacation, a couples’ retreat, or a friends’ getaway, This unit offers the perfect blend of comfort, location, and unforgettable sunset views.

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.

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!

NEW Updated! Oceanfront / Pool / Beach / Fishing
Oceanfront Luxury Condo | Pool Views | Steps to Sandbridge Beach NEW DESIGNER FURNISHINGS Welcome to Salt & Serenity, a beautifully updated 2 Bedroom, 2 Bathroom oceanfront condo complex located at The Sanctuary at False Cape in Sandbridge Beach, Virginia Beach. Wake up to breathtaking Atlantic Ocean sunrises as you stroll on the beach, enjoy coastal breezes from your private balcony overlooking the pool, and just steps from one of the most peaceful and beautiful beaches on the East Coast.

Bayside condo on the beach in Sandbridge
Welcome to Bayview Beauty, a luxury condo located in beautiful Sandbridge beach at the resort complex, the Sanctuary at False Cape. There are 3 onsite pools, 2 gyms, Viking grills in the courtyard, and an on-site restaurant. The resort is located right on the beach, so no roads to cross to get to the ocean and our spectacular beach. Our condo is bayside, with beautiful water views of the protected waters of the Back Bay. Enjoy summer breezes and stunning sunsets from a private balcony.

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!

Flipflop friendly *block from beach*2bdrm/2ba
This casual apartment is in the resort area. Free parking spot 702. Gym/pool (open mid-April thru September) access. Walk to the fishing pier on 14th St. or to 5th St. to surf. There are many restaurants nearby including Side Street Cantina right next door and Beach Dogs down the street. Beach Coffee is a locals favorite, close by, serving avocado toast/acia bowls. This particular apartment has 2 separate entrances, off bedroom #1 and into the living rm from the back of the house.

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.
Popular amenities for Chesapeake fitness-friendly rentals
Fitness-friendly apartment rentals

Sojourn Ocean View Oasis Ocean & Bay Views

Luxury Condo 1003 | Ocean Lovers Paradise|Pool-Gym

Beach Quarters Resort - The Continental Suite

OceanKey 1BR1BA Balcony Unit &Extras ALL FEES INCL

Luxury Oceanfront 2BR Condo Balcony Pool Kitchen

Ocean Front 2BR/2BA oasis, with panoramic view.

Sunset Retreat

Four Sails - 1B/1BA - X-Large Oceanfront Balcony!
Fitness-friendly condo rentals

Coastal Comfort – Oceanfront 1BR Escape

Sandy Ridge at Sandbridge, VA

Stunning Ocean Views! 2-Level Southside Condo

Oceanfront Condo with Balcony & Pool

Oceanfront 3BR condo with balcony and pool

Oceanfront $1,365.- 7 nights $ 6-25-/7-2 2027

Penthouse By The Sea | Huge Home w/ Amazing Views

Stunning Bay-View Condo with Resort Amenities
Fitness-friendly house rentals

Gorgeous bedroom/bath in a beautiful home.

Spacious 3BD townhouse near Hampton waterfront

Cozy Ranch Retreat.

Traditional Bungalow 9

Sunny room B

Sandbridge Dunes #402 An Ocean Pearl - Penthouse

Spectacular Ocean front Condo.

Spacious canal-front home with stunning Back Bay
When is the best time to visit Chesapeake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 331 | ﺩ.ﺇ 349 | ﺩ.ﺇ 367 | ﺩ.ﺇ 378 | ﺩ.ﺇ 382 | ﺩ.ﺇ 426 | ﺩ.ﺇ 477 | ﺩ.ﺇ 466 | ﺩ.ﺇ 331 | ﺩ.ﺇ 360 | ﺩ.ﺇ 422 | ﺩ.ﺇ 411 |
| 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 |
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- Fitness-friendly rentals Virginia
- Fitness-friendly rentals United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Corolla Beach
- Carova Beach
- Buckroe Beach
- Cape Charles Beachfront
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Outlook Beach
- Norfolk Botanical Garden
- Old Dominion University
- Regent University
- First Landing Beach
- Neptune's Park
- Chrysler Museum of Art
- Currituck Club
- Colonial Williamsburg's Merchants Square
- Currituck Beach Lighthouse
- The Military Aviation Museum
- The Mariners' Museum
- Back Bay National Wildlife Refuge-N
- Nauticus
- Town Point Park





