
House vacation rentals in Ocean Pines
Find and book unique houses on Airbnb
Top-rated house rentals in Ocean Pines
Guests agree: these houses are highly rated for location, cleanliness, and more.

Tiny House at Good Earth, near Bethany Beach
A custom 165 sq. ft. "Tiny House" located right between our theater and the garden dining area. True to the show "Tiny House Nation".. cool interior with custom woodwork, stairs to a lofted bed. Fully functioning kitchen. Spacious bathroom & shower. We provide TV and internet in the unit. We have 2 on-site restuarants, market, theater, and parking. Our AIRBNB village consists of 2 tiny houses, 2 cottages, tent sites, a loft appartment, and more! Staying at Good Earth is more than a beach trip!

Cozy 3 BR Pet Friendly Beach, Bay & Pond nearby.
Relax with the family in this comfortable and charming home. There is room for 8 to sleep comfortably. The dining room and breakfast nook offer plenty of seating for all with a spacious kitchen. Our corner lot offers the option for outdoor fun like slip and slide, corn hole, frisbee, and more! Nearby: Beach, Bay, Wildlife sanctuary surrounded by a walking trail, Pool, Tennis, restaurants & Eventful Northside Park! Quiet and peaceful location to make family or romantic memories of a lifetime.

Home Away from Home , Pet friendly retreat
Welcome to Ocean Pines Getaway, Enter home through a beautiful covered porch with swing for two and lovely seating area. This sweet home has 3 bedrooms & 2 full baths. A fully stocked kitchen , with eat in breakfast nook, Also proper dining room plenty of seating for family Cozy living room with working fireplace. All season sunroom plenty of seating, pub table & bar. Doggie door in sunroom large enough for 100 lb dog, leads to fenced in backyard. $100 pet fee and $125 linens & bath towels.

The Red Barn Suite
Stay at our brand new barn suite located on our family farm and enjoy a peaceful and quiet country setting. Come back after the beach (just 8 miles away) and cook on the grill and relax on the private deck overlooking the bamboo and pond. Plenty of room inside with a large living room/ full kitchen, bedroom, and bathroom with a custom tile shower. Our modern and cozy barn suite is just minutes away from Bayside Resort, Restaurants, Assowoman Wildlife Refuge, and Delaware and Maryland Beaches.

Camelot
HIGHEST RATED HOUSE IN OCEAN PINES! CHECK OUT OUR AMAZING GUEST REVIEWS :) Jumpstart your ultimate beach getaway at this impressive 3-bedroom, 2-bathroom retreat house! Complete with amenity-packed living spaces with vaulted ceilings and a serene location, you’ll never hunger for entertainment at this family friendly home. Grill out on the patio, roast marshmallows by the fire pit, tee off at a nearby golf course, or enjoy some retail therapy at Outlets Ocean City! A short drive to the beach!

Little house in Berlin, Md.
Our home is located in Ocean Pines, Maryland. Spend the day at the beach, golf, come back and relax on our spacious screened porch. The community has 5 pools, walking trails, Parks, and more. The house is a short drive to Ocean City, Md. (8 Miles) via Rt. 90 or Rt. 50. Assateague Island National Seashore is also just a short drive 12 miles. You can see wild horses, beautiful sunsets, ride bikes, or go to the beach. There are many golf courses within 15 miles of the house all very nice.

Ocean City Townhome by Beach Bayside
If you're looking for a vacation home, consider this convenient duplex located just a few blocks from the beach. Situated on the second floor, this vacation rental offers all the necessary amenities for a comfortable stay with Food lion, Target and Marshalls nearby. Enjoy a short, seven-minute walk to Harpoon Hanna's, a local restaurant hotspot. For entertainment, Jolly Roger Amusement Park, James Farm Ecological Preserve, Roland Convention Center, host regular sports events and live shows.

Pet Friendly | New EV Charger - New 100’ Fence!
NEW Fence JUST INSTALLED! 7 Hudson is a COMPLETELY renovated, three-bedroom, two full bathroom / family & pet friendly cottage that has everything you need for the perfect getaway. With 55” TV’s in every room. Located less than one mile to the town of Bethany Beach and within walking distance to restaurants, walking trails, parks, and other attractions. There are no CO producing appliances. Hardwired CO monitors on both floors. Thank you for your interest. (King bedroom on 1st & 2nd floor)

Newly Renovated Ocean Pines Cottage
Completely remodeled beach home with brand new furnishings in Ocean Pines. Open concept living on main level with beautiful well-equipped kitchen, seating for 10 total at island/dining table and a relaxing living room. Off the hallway is the king bedroom and separate full bathroom with bathtub. Spacious mud/laundry room with beach chairs, umbrella and wagon available for use. Open loft area upstairs with arcade game, lounging area, 2 additional bedrooms and full bath with stand-up shower.

Stay Salty OC Beach House
Welcome to your ultimate getaway near Assateague State Park & Ocean City! Our spacious retreat sleeps 14 guests and boasts resort-style amenities including pools, a gym, kayaks, and tennis courts. Located just moments from beaches, charming towns, and exciting attractions, you'll have everything you need for an unforgettable vacation. With a fully stocked kitchen, game rooms, cozy reading nooks, puzzles, and a balcony, there's something for everyone. Book now and let the relaxation begin!

Waterfront Beach Home in the Ocean City, MD Area
There is room for 8 adults (plus 2 kids). Located in the premiere seaside community in the Ocean City area, Ocean Pines, this wonderful waterfront home provides amazing views both day and night. The open floor plan provides guests with lots of room to socialize and bond, but also has secluded bedrooms that provides needed privacy. The outdoor living area is to die for. Sit back and watch the sun set over the canal while you catch up with friends or loved one. Use our bikes!

Bayside community, near OCMD, great rates
Welcome to MERMAID DREAMS where you can have FUN or just RELAX! We are ONLY 5 miles from OC, MD beaches & Assateague National Park/beaches. Our gated, beautiful community, is bayside, has 2 awesome pools, big splash pool, rec center, a fishing/crabbing pier, pond with paddle boats, 2 playgrounds+ more For kiddos of all ages, we are located right next door to Frontier Town, which has awesome water slides , western shows, mini golf, a rope course, ice cream shop.. short term stay
Popular amenities for Ocean Pines house rentals
House rentals with a pool

Cozy home in Ocean Pines

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

3BR single family house close to Bethany Beach

Ocean Pines, Waterfront Oasis

Private, pet-friendly, w/game room & new kitchen

Right where you want to be!

Tranquil Waters, OceanPines, 3 br, Dog Friendly

Mosaic Life Escapes -Bayfront Million Dollar Views
Weekly house rentals

Cozy beach home away from home!

Cozy Stylish Waterfront 3BR Kayaks Fireplace Porch

Cozy Cottage near Delaware Beaches

RARE 4BR 3BA on Golf Course 10 min to Beach

WHAT DAY IS IT???????

Beautiful Spacious 4 Bedroom Home in Ocean Pines

The Oliver House

Villa Caribbean OCMD
Private house rentals

Summer By The Sea

Cozy, Private Beach home

Direct Bay Front Epic Sunsets Rooftop Pool

Relaxing Breezy Seaside 3bd/2ba/2decks King Bed

Peace in the Pines- 3BD, 2BA w/ Beach Club Pass

Close to OC, Available for Country Calling

Ocean City Escape | Spacious Home | Pool & Golf

Lighthouse Cottage- Pet Friendly & Close to beach
When is the best time to visit Ocean Pines?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 162 | € 146 | € 159 | € 162 | € 183 | € 212 | € 249 | € 237 | € 193 | € 172 | € 158 | € 171 |
| 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 |
Quick stats about house rentals in Ocean Pines

Total vacation rentals
Explore 260 vacation rentals in Ocean Pines

Nightly prices starting at
Ocean Pines vacation rentals start at € 43 per night before taxes and fees

Verified guest reviews
Over 7,280 verified reviews to help you choose

Family-friendly vacation rentals
250 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 80 rentals that welcome pets

Vacation rentals with a pool
130 properties feature pools

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wi-Fi availability
260 of Ocean Pines vacation rentals include wi-fi 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!
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- Ocean City Beach
- Broadkill Beach
- Wildwood Crest Beach New Jersey
- Cape May Beach NJ
- Assateague Island National Seashore
- Ocean City Boardwalk
- Dewey Beach Access
- Willow Creek Winery & Farm
- Assateague Beach
- Pearl Beach
- Jolly Roger Amusement Park
- Big Stone Beach
- Cape Henlopen State Park
- Peninsula Golf & Country Club
- Poodle Beach
- Poverty Beach
- Northside Park
- Higbee Beach
- Bayside Resort Golf Club
- Bear Trap Dunes
- Baywood Greens Golf Maintenance
- Towers Beach
- Assateague State Park
- Jolly Roger at the Pier