
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.

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.

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.

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!

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.

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!

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**

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.

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.

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!

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.

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
Fitness-friendly apartment rentals

*No Resort Fees Powhatan 4 bdrm

FourSailsResort Double Balcony OceanfrontJettedTub

Great family accommodation. 4BDR Powhatan Resort

Williamsburg 3 Bedroom Suite!

Our Home Away from Home

Sleep 24! 8BDR/8BA Package. Multi-unit discount.

The Historic Powhatan Resort- 2 bdrm sleeps 6

Williamsburg King's Creek Plantation 1BR, 1BA Unit
Fitness-friendly apartment rentals

2 bdr: Steps to Sand, Dog-Friendly!

4BDR Williamsburg Resort Living!

Off The Hook-Luxury Cottage - Heart of Corolla!

Coastal Beach condo-amazing view and indoor pool

NEW! Prime Location @Beach Club -Tranquil Seascape

The White Pearl A Modern 3 Bed w/Private Hot Tub!

Swell @ Beach ClubPet friendly; 5 star amenities

Barefoot Bliss - Single Level Steps to the Beach
Fitness-friendly house rentals

Discount Feb/Mar Htd pool/hotub, firepit oceanview

Waterfront/Arcade/Fishing Fun

Legacy Beach Club at Whalehead - Corolla OBX

All 4 One | Beach Living

14th & Hoos

Oceanside Heated Private Pool HotTub Dogs Welcome

Home in Corolla Light Beach Sound Access

Brand-New Luxury Condo, Steps to the Beach
When is the best time to visit Chesapeake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £75 | £75 | £82 | £77 | £78 | £87 | £97 | £95 | £67 | £73 | £86 | £84 |
| 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 |
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
- New York City Holiday rentals
- Washington Holiday rentals
- Myrtle Beach Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Charlotte Holiday rentals
- Outer Banks Holiday rentals
- Cape Fear River Holiday rentals
- Jersey City Holiday rentals
- Ocean City Holiday rentals
- Rappahannock River Holiday rentals
- Flat rentals Chesapeake
- Guest house rentals Chesapeake
- Waterfront rentals Chesapeake
- Rentals with lake access Chesapeake
- Rentals with a washing machine and dryer Chesapeake
- Cottage rentals Chesapeake
- Rentals with a hot tub Chesapeake
- Rentals with a patio Chesapeake
- Pet-friendly rentals Chesapeake
- House rentals Chesapeake
- Rentals with beach access Chesapeake
- Mansion rentals Chesapeake
- Private suite rentals Chesapeake
- Rentals with outdoor seating Chesapeake
- Beach house rentals Chesapeake
- Family-friendly rentals Chesapeake
- Beachfront rentals Chesapeake
- Rentals with a kayak Chesapeake
- Rentals with breakfast Chesapeake
- Rentals with a firepit Chesapeake
- Townhouse rentals Chesapeake
- Rentals with pools Chesapeake
- Apartment rentals Chesapeake
- Rentals with a fireplace Chesapeake
- Rentals with an EV charger Chesapeake
- Fitness-friendly rentals Virginia
- Fitness-friendly rentals United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Corolla Beach
- Carova Beach
- Water Country USA
- Buckroe Beach
- First Landing State Park
- Jamestown Settlement
- Cape Charles Beachfront
- Outlook Beach
- Norfolk Botanical Garden
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Nauticus
- Colonial Williamsburg's Merchants Square
- Virginia Zoological Park
- Town Point Park
- Old Dominion University
- Hampton University
- First Landing Beach
- Virginia Living History Museum
- Currituck Beach Lighthouse
- Chrysler Hall
- Currituck Beach




