Fitness-friendly vacation rentals in Eastern Shore of Virginia

Find and book unique fitness-friendly rentals on Airbnb

Top-rated fitness-friendly rentals in Eastern Shore of Virginia

Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness, and more.

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Guest favorite

A wooden bucket filled with live blue crabs is shown. The crabs are nestled closely together, revealing their blue claws and brown shells. The bucket's natural wood grain is visible, with the surrounding area hinting at an outdoor setting.

Home in Smith Island

4.93 out of 5 average rating, 14 reviews

HH Ranch on Smith Island w/ Golf Cart

Relax in this 1910 era Smith Island home. Has one large upstairs bedroom with second twin bed separate from main bedroom. Comfortable family room with seating for 5. Updated enclosed patio is ideal in the summer. Large kitchen fully stocked to cook your meals. New front deck. Large bathroom with dual rainhead shower. Easy access to the water. Bikes and SUP available in the shed. Kayaks are covered outside by shed. Island is only accessible by boat. Enjoy the tranquility of this unique place.

Guest favorite

A spacious indoor area features a ping-pong table set with paddles ready for play. Sunlight streams through large glass doors, which open to scenic waterfront views. Nearby, comfortable seating is provided, creating an inviting environment for relaxation and recreation.

Home in Portsmouth

4.95 out of 5 average rating, 41 reviews

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.

Guest favorite

The exterior of the spacious, modern home is visible, surrounded by lush greenery. An inviting deck offers seating, while two picnic tables and three watercraft are neatly arranged on the lawn, providing opportunities for outdoor activities.

Home in Christchurch

4.94 out of 5 average rating, 71 reviews

Summer Oasis w Private Beach and River Views

Soak up the sun at our riverfront retreat with panoramic views! This modern, spacious home features 2 cozy firepits, a heated screened-in porch, game room stocked with board games, and full-speed WiFi and separate office perfect for remote work. Enjoy kayaking, paddle boarding, an open kitchen, gym, ping pong, with PacknPlay & high chair for the kids. Perfect for fun-filled family & friend getaways! No lifeguard on duty, swimming and use of all amenities/equipment on property are at own risk.

Top guest favorite

A close-up view of two chickens with striking black and white striped feathers. Their red combs and wattles contrast beautifully with their plumage, set against a backdrop of green grass and trees.

Home in Williamsburg

4.93 out of 5 average rating, 197 reviews

The Williamsburg Retreat Gorgeous Private Acreage

Stunningly manicured and spacious custom built colonial on 6 private acres. - Specializing in large multigenerational family vacations, business and church retreats, and discerning private getaways. Perfect for those desiring comfort, style and space. - Massive covered deck with fire table and outside dinning. Start your day here with coffee and finish it with your favorite wine. -Collect fresh eggs and let the kids run!!! -17 min. to top Williamsburg attractions. -10 min. to outlet mall ;)

Top guest favorite

The half bath features elegant dark paneling and a classic white pedestal sink. A modern toilet is positioned adjacent to the sink. Warm wood flooring complements the sophisticated design, while a framed artwork adds a touch of decor.

Home in Lusby

5 out of 5 average rating, 10 reviews

Historic Manor - Main House

Nestled near the Chesapeake Bay and located just under an hour outside DC, it's the perfect getaway spot for time in nature making memories with family and friends. The Manor sits on almost 3 acres making it feel secluded and private while being close to the attractions, beaches and restaurants of the area. *The Manor has additional units on the property. Each unit is separate with private entrance. No indoor space is shared. Only the exterior property grounds are shared by other guests.

Top guest favorite

A red farmhouse is set against a colorful sunset sky, surrounded by manicured lawns. A large tree provides shade, while a cluster of red chairs invites relaxation. The house features outdoor seating areas, blending comfortably with the natural landscape.

Cottage in Cape Charles

4.99 out of 5 average rating, 74 reviews

The Ladybug - arcade, dog-friendly, firepit, & EV

A peaceful, secluded, dog-friendly farmhouse escape on Virginia’s Eastern Shore. Located ten minutes from beautiful downtown Cape Charles. Numerous amenities include retro game arcade, Peloton, level 2 EV charger, fire pit, grill, beach chairs & towels, Xbox, vinyl record collection, multiple smart TVs, smart-home integration, and fast fiber internet. Take in nearby public beaches, bike and hiking trails, shopping, and outstanding restaurants that cater to wide ranging budgets and tastes.

Guest favorite

Condo in Rehoboth Beach

4.96 out of 5 average rating, 113 reviews

Modern 2BR/2BA – Beach Pass + Bikes, 5 Min Drive

This spacious, clean, and modern 2-bedroom, 2-bath condo is the perfect place to unwind after a road trip or a sun-soaked day at the beach. With a King bed, Queen bed, beach parking pass, and bikes included, getting to Rehoboth Beach is as easy as it gets. And when you're back home, parking is a breeze — with hundreds of open spots right outside the condo. We even provide you recommendations to restaurants, fun activities and even what to order! Beach, Outlets, Parks and Good Food.

Guest favorite

Home in Greenbackville

4.91 out of 5 average rating, 88 reviews

Stunning waterfront panoramic view getaway house

Welcome to this thoughtfully remodeled waterfront property on the beautiful eastern shore of Virginia. Immerse yourself in jaw-dropping panoramic canal views of the Chincoteague Bay. Secluded escape for the nature enthusiast, balanced with country club amenities. Pools, boating and a golf course are within walking distance. Outdoor adventures and pristine beaches are just a short drive away! This property was designed to gather, recharge, explore, love, work remotely and inspire.

Top guest favorite

An outdoor patio area is presented, featuring a circular table set for dining and white chairs, surrounded by charming landscaping. Directly beyond the patio, a private pool reflects the sky, with scenic views of the Chesapeake Bay visible in the background.

Home in Lusby

5 out of 5 average rating, 19 reviews

Osprey Eyrie on the Chesapeake•Pool•Beach•Firepit

Welcome to our waterfront paradise overlooking the Chesapeake Bay! Experience comfort and tranquility at this extraordinary retreat, where breathtaking views and unforgettable memories await you. This serene beachfront property is little over an hour from DC & Northern Virginia, and about 90 minutes from Baltimore. With private pool, fire pit, kayaks, paddle boards, pingpong, weights & workout equipment, it's a perfect place to recharge and make memories with family and friends.

Top guest favorite

A serene beach scene captures the sun rising on the horizon, casting a warm glow over the calm ocean waters. Gentle waves lap against the sandy shore, where glistening reflections of sunlight create a tranquil atmosphere, inviting peaceful moments along the water's edge.

Bungalow in Virginia Beach

5 out of 5 average rating, 25 reviews

Beach & Bay Stay at Sandbridge Beach this summer!

Discover the serene beauty of Sandbridge Beach this summer—an enchanting experience awaits! With warm sands and fewer crowds, the beaches offer an idyllic setting for peaceful walks along the shore, soaking up the sun, and admiring breathtaking sunrises. End your day on your deck, watching the sun’s spectacular show as it sets over the bay. The calm and welcoming atmosphere of the community is perfect for relaxation and rejuvenation. Explore the natural wonders of Sandbridge.

Guest favorite

A wide-angle view captures the beach and ocean, with soft waves lapping at the shore. The surrounding buildings are visible, including the condominium structure featuring floor-to-ceiling windows. A beachfront pool and tennis courts occupy the area below, while sunbathers and umbrellas dot the sandy beach.

Condo in Ocean City

4.96 out of 5 average rating, 277 reviews

Direct Oceanfront with a View and Amenities Galore

Note: Must be 25 or older to rent our home. Beautifully renovated 2 bedroom beach front condo with views of both the beach and bay. Enjoy watching the waves roll in or a stunning sunrise through floor to ceiling windows without ever getting out of your king size bed. In the evening, open your front door to witness breathtaking sunsets over the bay. Or just relax with a drink on the beachfront balcony and listen to the waves with full 100% view of the beach and ocean.

Superhost

A modern kitchen features stainless steel appliances and a large countertop, enhancing functionality. The adjoining living area showcases a comfortable seating arrangement with ocean views visible through expansive glass doors. Natural light illuminates the space, creating a bright and inviting atmosphere.

Condo in Ocean City

4.92 out of 5 average rating, 118 reviews

Oceanfront 2 Bed/1.5 Bath, Balcony, Pools, Lounge

Wake up to breathtaking ocean views at Driftwood, a beautifully remodeled 2BR/1.5BA oceanfront condo in the amenity-rich Golden Sands Resort! Sleeps 6 with 2 queen beds + queen sleeper sofa. Enjoy your private balcony, indoor & outdoor pools, private beach, fitness center, game rooms, tennis, pickleball, volleyball, huge sun deck, and seasonal tiki bar. Steps to the sand and close to Northside Park, top restaurants, and the iconic Ocean City Boardwalk!