Fitness-friendly vacation rentals in Chincoteague

Come enjoy Summer on Smith Island at the HH Ranch

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.

Bayside & Beyond - Waterfront, Sunsets, Pool

Just a few miles from Assateague Beach & the Chincoteague National Wildlife Refuge Bayside & Beyond (Sunset Bay Villa #105) is a well appointed 1st floor Waterfront Condo w/ Boat Slip, Pool (Seasonal) & Gym Located in the heart of historic downtown Chincoteague Bayside & Beyond is walking distance to restaurants, shopping, town park, fishing pier & carnival grounds. Enjoy beautiful sunsets, fishing, crabbing & kayaking from just outside your door! Relax & soak in the sunshine by the shared pool!

2BRCapri: Indoor Pool, Game Room, Massage Chair

ALL THE COMFORTS OF HOME AT THE BEACH! BRAND NEW RENOVATED BATHROOMS! -ALL LINENS INCLUDED -Comfortable electric-reclining sofas -65-in smart Roku TV with soundbar. -Massage chair in master bedroom -Balcony & Dining Area w/ Ocean +Bay Views -In-unit W/D -Many conventional & USB Outlets -Arcade level features b-ball hoop, pool tables, ping-pong, shuffleboard, air-hockey -Outdoor tennis court -Large heated indoor pools -can swim full laps -Sauna and Gym -Board games in unit -Fast Wifi

Ocean View Paradise w/Hot Tub & Free Massages!

Our special place is close to everything for your DE beach visit! Make memories at our unique, updated Sharp Ocean View Paradise. Free access to a zero gravity, full body massage chair as you relax. Short discount to Bethany Beach and pools, gym, sports court and beach club community access. Enjoy a private hot tub, full range of games & arcade systems for your family sleeping up to 14. Enjoy grilling, large outdoor dining & access to full range of kayaks for canal access near our backyard!

Bright, Updated Condo, Pool, Convention Center

Makai 206 is a bright and modern 2‑bed, 2‑bath condo in Midtown Ocean City—just a short walk to the beach, the convention center, and great local dining. Perfect for families or small groups, the condo sleeps up to 5 guests comfortably. Close to beach and Great for events located at the convention center next door. What You’ll Enjoy • Private balcony for morning coffee or evening relaxation • Fully equipped kitchen • In‑unit washer and dryer • High‑speed Wi‑Fi and smart TVs • Indoor pool

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.

Sunset Bay Villas 219 waterfront condo

Amazing views- Welcome Bird Watchers, Nature and Beach Lovers! Designer condo with direct views of the Intracoastal Waterway Chincoteague Channel and Wallops Long term rental from October-May with government per diem per person and special offers for long term occupancy. Max. occupancy per Chincoteague town fire code is 8. This includes adults, children (2 and older) and infants (children under two). Government ID issued required to be shown on or before check in date.

2-Bedroom Oceanfront – Pool, Xbox, Pickleball, Gym, Wi-Fi

Wake up to panoramic ocean views at Blue Wave, a newly renovated 2BR/1.5BA oceanfront condo in the premier Golden Sands Resort! Sleeps 6 with king bed, queen bed, and queen sleeper sofa. Enjoy your private balcony, indoor & outdoor pools, private beach, fitness center, game rooms, tennis, pickleball, and seasonal tiki bar. Relax with a Smart TV + Xbox Series S with Gamepass! Steps to the beach, close to Northside Park, great restaurants, and the Ocean City Boardwalk!

Everything Under The Sun-Gorgeous Ocean&Bay Views!

FULLY RENOVATED!!! An efficient space in a GREAT location for your next beach getaway! Upon arrival, no need to get back in your car- walk to breakfast/lunch/dinner/late night hangouts, grocery, mini-golf, OC Center of the Arts, playground, beach or Assawoman Bay. Full kitchen for your convenience if you choose to dine-in. One reserved parking spot in the condo lot. Oceanfront pool with large concrete pool-deck! Fitness Center & coin operated laundry facility.

4bed/4.5bath Lux Farmhouse/Pool/Gym/5 min from SU

BEFORE BOOKING: Pool will be open 4/05/26 Unless PRIOR AUTHORIZATION….. NO PARTIES/NO EVENTS/NO GATHERINGS, only the amount of guests in your party are allowed on the property. Fully restored top to bottom 1920s farm house. Every bedroom has its own full bathroom Full laundry room with extra refrigerator RH furniture All bedding/towels/paper towels/toilet paper/body wash/shampoo/conditioner/spices/laundry detergent included;Total turn key

Relaxing Retreat on the Hudson

Come escape to my 5-bed, 2-bath home on Hudson Creek! Featuring a deep pier with great crabbing, fishing, and boating, plus a bubbling hot tub and modern amenities throughout. Perfect for large groups, it comfortably hosts 15! Explore with complimentary kayaks, stay productive with WFH setups in every bedroom, and use my EV charger. Create unforgettable memories by the water.

Eagles Nest- (Water View)

Home built in 2023. Local beach. Relax at this unique and tranquil getaway. Beautiful sunsets, water view, 3 decks, kids area, outdoor patio & pergola, outdoor Shower Feed and watch deer from back deck. Close walking distance to carnival grounds and pony auction. The house list occupancy of 5, however, there is a futon on bottom floor that sleeps 2 more comfortably.