
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.

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

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!

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!

OBC - 2BR/2BA Suite - City View
Enjoy a relaxing, fun, and memorable getaway at Ocean Beach Club, an oceanfront Resort Hotel located directly on the Virginia Beach Boardwalk with arguably the best overall collection of amenities in Virginia Beach. This Caribbean-inspired resort offers upscale accommodations and an array of amenities, located just steps from the sand in Virginia Beach. Unwind at one of the 4 Oceanfront Pools, including an Adults-only Infinity pool and an indoor pool with cascading water features.

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!

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 rentals

Loft Perfect for Corporate Travel

Virginia Beach 3 Bedroom Suite!

Sojourn Ocean View Oasis Ocean & Bay Views

FourSailsResort Double Balcony OceanfrontJettedTub

Watch The Dolphins From Spacious Oceanfront Condo!

* Penthouse on Atlantic Ave* 2bdrm

Bayside condo on the beach in Sandbridge

Ocean Sands-1BR/1BA -Oceanfront Views Balcony
Fitness-friendly condo rentals

2 bdr: Steps to Sand, Dog-Friendly!

Oyster & Pearl Beautiful New Single Level Condo

Off The Hook-Luxury Cottage - Heart of Corolla!

Dolphin Beach condo-amazing view and indoor pool

NEW! Prime Location @Beach Club -Tranquil Seascape

Oceanfront Condo with Balcony & Pool

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

Lewis Villa | 2 Min Walk to Beach + Heated Pool
Fitness-friendly house rentals

Private Pool, Hot Tub, Golf, Beach Parking

Waterfront, Stunning Views + Pool | Kayaks!

400 off per night June & Aug. Priv. pool & hot tub

Steps to the sand! Oceanviews-275' To Beach Access

Oceanside Heated Private Pool HotTub Dogs Welcome

Corolla Light Resort | Beach Access | Pools

Corolla Greens @ The Currituck Club, est. 2023

NEW* Heron Landing: inside Corolla Light Resort
When is the best time to visit Chesapeake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$18,830 GYD | G$19,876 GYD | G$20,922 GYD | G$21,549 GYD | G$21,759 GYD | G$24,269 GYD | G$27,198 GYD | G$26,571 GYD | G$18,830 GYD | G$20,503 GYD | G$24,060 GYD | G$23,432 GYD |
| 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 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
- Norfolk Vacation rentals
- New York Vacation rentals
- Washington Vacation rentals
- Myrtle Beach Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Outer Banks Vacation rentals
- Charlotte Vacation rentals
- Ocean City Vacation rentals
- Cape Fear River Vacation rentals
- Jersey City Vacation rentals
- Rentals with breakfast Chesapeake
- Rentals with lake access Chesapeake
- Waterfront rentals Chesapeake
- Townhouse rentals Chesapeake
- Beachfront rentals Chesapeake
- Mansion rentals Chesapeake
- Private suite rentals Chesapeake
- Rentals with a kayak Chesapeake
- Apartment rentals Chesapeake
- Guesthouse rentals Chesapeake
- Beach house rentals Chesapeake
- Rentals with a patio Chesapeake
- Pet-friendly rentals Chesapeake
- Rentals with pools Chesapeake
- Rentals with beach access Chesapeake
- Rentals with a washer and dryer Chesapeake
- Cottage rentals Chesapeake
- Rentals with a fire pit Chesapeake
- Rentals with a fireplace Chesapeake
- Rentals with an EV charger Chesapeake
- Condo rentals Chesapeake
- Rentals with outdoor seating Chesapeake
- Rentals with a hot tub Chesapeake
- Family-friendly rentals Chesapeake
- House rentals Chesapeake
- Fitness-friendly rentals Virginia
- Fitness-friendly rentals United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- 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
- Kiptopeke Beach
- Old Dominion University
- Hampton University
- First Landing Beach
- Regent University
- Town Point Park
- Colonial Williamsburg's Merchants Square
- Currituck Beach Lighthouse
- Virginia Zoological Park
- Currituck Club





