
Fitness-friendly holiday rentals in Ocean Pines
Find and book unique fitness-friendly rentals on Airbnb
Quick stats about holiday rentals that are fitness-friendly in Ocean Pines

Total holiday rentals
Explore 20 holiday rentals in Ocean Pines

Nightly prices starting at
Ocean Pines holiday rentals start at $142 SGD per night before taxes and fees

Verified guest reviews
Over 780 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
20 of Ocean Pines holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Ocean Pines rentals

4.8 Average rating
Ocean Pines stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated fitness-friendly rentals in Ocean Pines
Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness and more.

Luxury Single Family, Waterfront w/Linens Included
Enjoy our 2-story, 2800+ SF home, complete with all the amenities you will need for a stress-free vacation. Our 5-bedroom, 3 bath home is perfect for your family to enjoy with all new modern decor, memory foam mattresses, a 6-seat theater/media room, and front row view of our large pond. The Pool (seasonal), Gym, Playground and Tennis are on community grounds located across the street. Note: there is a minimum day rental policy. And monthly discounts are only available during non summer months

Amazing Large 4 Bedroom West OC Town House, Pool!
Recently refreshed with new carpet, fresh paint, and updated furniture, this spacious three‑level West Ocean City townhome is perfect for extended families, multiple couples, or groups of friends. With high ceilings, hardwood floors, generous room sizes, and multiple living areas, up to 14 guests can relax comfortably with plenty of space to spread out. Enjoy a fully equipped kitchen, private laundry, free Wi‑Fi, HD TVs in every bedroom, and furnished outdoor decks for coffee or adult beverage

Charming Getaway Golf Simulator
4 bedrooms plus a Bonus room and bunkroom with 3.5 Bathrooms Escape to our cozy rental in Berlin, Maryland, just minutes from the charming downtown of "America’s Coolest Small Town." Perfect for families, friends, or golf enthusiasts, this home offers relaxation and fun in one unique package. Golf Simulator: Enjoy a state-of-the-art indoor golf experience, rain or shine. Located near Ocean City beaches, Assateague Island, award-winning golf courses, and downtown Berlin. Book your stay today!

Direct Ocean Front 1BR Condo indoor/outdoor pools
Relax in the beautiful modern property right on Ocean City Beach! Welcome and relax with your loved one or the whole family at this peaceful and stylish place at the beach-lover's paradise resort-Golden Sands! You can watch the waves crash on the beach while you make a meal in the spacious kitchen, relax on the couch, or enjoying the view from the balcony. Enjoy a comfortable and luxurious beachfront stay in this direct oceanfront 1BR/1BA condo, fully equipped with everything you need.

OceanPinesFamilyBeachRetreat~JettdTub~KingBed~Golf
Immediate removal of stress at the front door. Being nestled in a marina’s serene waterfront & nature park is good for the soul. Relax in a jetted tub after a sun filled day & an al fresco meal on a back porch with charming outdoor dining. An open concept main level features large windows & comfortable seating through the entire property. 2 full bathrooms upstairs & a king sized bed provide maximum comfort & outdoor living on 2 balconies. Additional fees for pools, pets may apply.

Beachfront 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 a breathtaking view of the beach and ocean.

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!

OC Townhouse on Beach Walk Ln *FREE Linens*2 Pools
Sleeps 10, Sunset Island Townhouse on 67th St, Indoor/Outdoor Pools, Includes Beach Chairs & Beach Cart, Charcoal Grill, Fitness Center, On-Site Dining, Short Walk to the Beach, Parking for 3 cars! FREE Linen & Towel Package delivered on arrival day! High Chair provided for the little one. Keyless entry and no stopping at a rental office...go directly to Sunset Island and start your vacation! **No Groups, No High School Grads or College Groups**

Lakefront slps 6; beach, pools, tennis, gym, view!
Lake front in Sea Colony Resort! Walk to beach, pools, tennis/pickleball, putting green, bocce, shuffleboard, fishing ponds, fitness center & more! 24/7 security. Completely renovated. Well equipped kitchen opens to bright living/dining area with seating for 6. AC, charcoal grill, washer/dryer, Wifi, 3 flat screen TV's & 3 queen beds. Beach tram & pool across street. Large deck with view of lake. No smoking or pets.

Serene Family Getaway | OC & Assateague Adventures
Coastal fun awaits! This 3BR, 2.5BA townhome in The Landings at Bayside is minutes from Ocean City, Assateague, and downtown Berlin. Enjoy pools, a playground, sports courts, crabbing pier, and kayak launch. Bikes, beach gear, and surf spots nearby—plus local favorites like Sinepuxent Brewery and the Assateague Island Surf Shop. Perfect for families, friends, and adventure seekers! EV charger in garage.

Bethany Beach Estate 1.9 miles to the Sand!
Welcome to your Home Away from Home at the Delaware shore! Bethany Beach 1.9 miles /Rehoboth Beach 7 miles /Dewey Beach 5 miles / Ocean City Maryland 15 miles as well. Fantastic Beaches , 3 Great Golf Courses within minutes. Again only 1.5 miles from the beach. The home is 2900 square ft of great modern living space. Parking / two car garage and up to 4 additional parking spots for additional vehicles.

Ocean Pines Resort Home with Porch
Vacation in this private, pet-friendly home in Northside Ocean Pines, with deck and screened in porch. This cozy retreat is perfect for families and friends. Enjoy a spacious layout with a fully equipped kitchen, and a private deck. Just a short walk to Bainbridge Park and close to community pools, the yacht club and a golf course, it's the ideal resort vacation base. Includes beach pass!
Popular amenities for fitness-friendly rentals in Ocean Pines
Fitness-friendly apartment rentals

Perfect Cozy Condo Retreat in OC

Sea Colony Beach And Tennis Resort

Luxurious Bayville Shores Home Close to the Beach!

Large Oceanfront Condo w/Pool - Steps To The Beach

Beautiful Bayfront Condo!

SuperHost! Amazing OceanFront View with 2 Pools!

2BR Huge Oceanfront Balcony to Dine, Lounge, Relax

Family fun at Century 1!
Fitness-friendly apartment rentals

PENTHOUSE - 8TH Floor Boardwalk/Epic Views/Pool/

Luxury Waterfront Beach Condo @ Coconut Malorie OC

9400 Building #1506| Great Location | Outdoor Pool

Golden Sands Direct Beachfront/Oceanfront!

Boardwalk One - Oceanfront Studio w/Amazing Views!

Ocean Front Condo

Oceanfront Condo w/ Resort Amenities 3BDR &3pools

21st Floor Carousel - 2 BR Oceanfront & Bay View
Fitness-friendly house rentals

Beauty On The Bay

Ocean View Paradise w/Hot Tub & Free Massages!

Dog friendly| community pool | gym| kayak| bayside

Bayside Family Oasis - Perfect for Large Families

LDL Retreat | Pool, Amenities Near Beach

Bethany Beach House, Bear Trap Dunes Golf Course!

Beachy Sunset Island Townhouse!

New luxury Beach House Bethany
When is the best time to visit Ocean Pines?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $268 SGD | $193 SGD | $193 SGD | $239 SGD | $274 SGD | $268 SGD | $389 SGD | $363 SGD | $302 SGD | $299 SGD | $233 SGD | $288 SGD |
| Avg. temp | 3°C | 4°C | 7°C | 13°C | 18°C | 23°C | 26°C | 24°C | 21°C | 15°C | 9°C | 5°C |
Destinations to explore
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- Pet-friendly rentals Ocean Pines
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- Family-friendly rentals Ocean Pines
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- Fitness-friendly rentals Worcester County
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- Chincoteague Island
- Cape May Beach NJ
- Ocean City Beach
- Assateague Island National Seashore
- Wildwood Crest Beach New Jersey
- Ocean City Boardwalk
- Broadkill Beach
- Rehoboth Beach
- Assateague State Park
- Cape Henlopen State Park
- Willow Creek Winery & Farm
- Bethany Beach Boardwalk
- Northside Park
- Delaware Seashore State Park
- Jolly Roger Amusement Park
- Fenwick Island State Park Beach
- Ocean City Boardwalk
- Roland E Powell Convention Center
- Wildwood Boardwalk
- Ocean Pines Golf Club
- Wildwoods Convention Center
- Mariner's Arcade
- Funland
- Dewey Beach Access





