Ocean Pines, Maryland Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Ocean Pines, Maryland on RentalSaver.com!

Ocean Pines Rentals

From $321 per night (USD)
VRBO
Pool, Trail Access! Dog-Friendly Ocean Pines Haven
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience all that Ocean Pines offers from this sunny vacation rental. Surrounded by lush greenery and stunning views, ...
From $321 per night (USD)
VRBO
From $423 per night (USD)
Expedia
This is it!! Rancher central to beaches, pools, golf, casino! Fenced yard, Deck.
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
A CUSTOM BUILT CONTEMPORARY RANCHER at the highest point in Ocean Pines centrally located between both Ocean City and As ...
From $423 per night (USD)
Expedia
From $599 per night (USD)
VRBO
3-bedroom Senior week friendly Beach home just 15 minutes from Ocean City .
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
In this lovely coastal town, you'll find our cozy three-bedroom 2 bath retreat nestled within the serene community of Oc ...
From $599 per night (USD)
VRBO
From $367 per night (USD)
Expedia
waterfront beach retreat with boat dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy this 3 bedroom home with beautiful water views from back deck & yard. This home has everything you need to enjoy ...
From $367 per night (USD)
Expedia
From $321 per night (USD)
VRBO
Quaint, Dog-Friendly Berlin Vacation Home
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Enjoy your time away at our home at White Horse Park, a bayfront community with all of the amenities you need and just a ...
From $321 per night (USD)
VRBO
From $569 per night (USD)
Expedia
Spacious, well maintained, 4br 3bath home overlooking Golf Course.
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
This 4 Bedroom 3 bath home has space for everyone. Classic decor, overlooking the seventh green of Ocean Pines Golf and ...
From $569 per night (USD)
Expedia
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VRBO
Pool Access, Deck & Grill: Ocean Pines Getaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Go on a beach retreat to Ocean Pines and stay at this 3-bedroom, 2-bath vacation rental. This LGBTQ-friendly home boasts ...
Click For Pricing
VRBO
From $273 per night (USD)
Expedia
Beautiful Beach Cottage in Ocean Pines
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Open concept floor plan with lots of light and space for all of your guests in beautiful Ocean Pines. The property feat ...
From $273 per night (USD)
Expedia
From $182 per night (USD)
VRBO
Home Away From Home, pet friendly retreat!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your Ocean Pines getaway. Off street parking for 4 cars stacked, and street parking if needed. Enter the home ...
From $182 per night (USD)
VRBO
From $414 per night (USD)
Expedia
The Hingham House by Seaside Vacations & Sales
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Looking for the Luxury OCMD Vacation of your dreams? Look no further than The Hingham House in the private community of ...
From $414 per night (USD)
Expedia
From $217 per night (USD)
VRBO
Dog Friendly! Ocean Pines 'Crabby Cottage'
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
11 Mi to Beach | Marina Access | Linens & Towels Not Provided Escape everyday stress with a trip to White Horse Park, a ...
From $217 per night (USD)
VRBO
From $336 per night (USD)
Expedia
Private and pet-friendly, with game room and upgraded kitchen
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
The homes amenities include a fully-equipped kitchen, high-speed internet and two work stations, 3 flat-screen Smart TV’ ...
From $336 per night (USD)
Expedia
From $992 per night (USD)
VRBO
CANAL FRONT - GREAT VIEWS - 5 BDRM, 3&1/2 BATHS, 2 KINGS, GOLF, RELAX...
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
This beautiful home is nestled on a canal located just off the Saint Martin River in Ocean Pines Maryland. The quiet tow ...
From $992 per night (USD)
VRBO
From $392 per night (USD)
Expedia
Enjoy Beautiful Views From This 3 BR 2 BA Home on Quiet Canal in Ocean Pines.
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
** This property allows 1 dog at a daily rate of $25.00 per day. Enjoy the cool breezes under the covered porch, grilli ...
From $392 per night (USD)
Expedia
From $451 per night (USD)
VRBO
Ocean Pines Retreat with Beach Club
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to our peaceful Ocean Pines retreat! This updated, single-level rancher comfortably sleeps 6 and is perfect for f ...
From $451 per night (USD)
VRBO
From $433 per night (USD)
VRBO
Beach Days & Porch Nights at Ocean Pines
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Looking for a lovely space to unwind and relax after a busy day? Whether it is work or play, awake refreshed and ready f ...
From $433 per night (USD)
VRBO
From $467 per night (USD)
VRBO
2 Mi to Golf: Hot Tub Hideaway in Ocean Pines
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
- Great Outdoor Space - Off-Street Parking With a hot tub, large deck, and prime location, this 3-bed, 2-bath vacation ...
From $467 per night (USD)
VRBO
From $507 per night (USD)
Expedia
Tranquil Waters, OceanPines, 3 br, Dog Friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Peaceful Coastal Getaway – Dog Friendly! Relax with the whole family at this peaceful beach retreat! This 1 ...
From $507 per night (USD)
Expedia
From $297 per night (USD)
VRBO
Cozy Ocean Pines Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Nestled in the picturesque community of Ocean Pines, a short distance from the vibrant beaches of Ocean City, this beach ...
From $297 per night (USD)
VRBO
From $254 per night (USD)
Expedia
Quiet coastal retreat, minutes from Ocean City, MD beaches, full kitchen.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy nature and wildlife from your window! The property backs up to a marsh and the Manklin Creek. Located just minut ...
From $254 per night (USD)
Expedia
From $421 per night (USD)
VRBO
Ocean Pines 3BR House Resort Community
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Escape to this private, pet-friendly home in Northside Ocean Pines, nestled in a peaceful forest setting. This ...
From $421 per night (USD)
VRBO
From $314 per night (USD)
Expedia
Patio, Pool Access! Coastal Ocean Pines Cottage
Bedrooms:
1
Bathrooms:
3
Sleeps:
3
Your charming coastal escape awaits at this 3-bedroom, 1-bathroom vacation rental in Ocean Pines, Maryland! Spend your d ...
From $314 per night (USD)
Expedia
From $582 per night (USD)
VRBO
Game Room! Waterfront Group Haven in Ocean Pines
Bedrooms:
4
Bathrooms:
6
Sleeps:
13
Game Room | Fire Pit | Pets Welcome w/ Fee | Fishing Access On-Site | Community Amenities w/ Addt'l Fee Experience the ...
From $582 per night (USD)
VRBO
From $185 per night (USD)
Expedia
Charming Condo-Tucked in Quiet Marina Village
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Walk to 2 pools, 2 marinas, Ocean Pines Yacht Club. Live music floats through your windows Thursday-Sunday evenings f ...
From $185 per night (USD)
Expedia
From $544 per night (USD)
VRBO
Waterfront Cottage w/ Private Dock in Ocean Pines!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
2 Living Areas | BBQ Ready | Community Amenities Access w/ Fee Book your next coastal Maryland getaway at this 3-bedroo ...
From $544 per night (USD)
VRBO
From $412 per night (USD)
Expedia
Golf Course Views | 10 Min to OC Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Escape to this beautiful 3-bedroom, 2-bath single-family home in Ocean Pines, where peaceful golf course views meet coas ...
From $412 per night (USD)
Expedia
From $316 per night (USD)
VRBO
60 White Sail Circle by Seaside Vacations & Sales
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Nestled in the serene community of Ocean Pines, 60 White Tail Circle, a spacious two-story home that offers an ideallic ...
From $316 per night (USD)
VRBO
From $502 per night (USD)
Expedia
Spacious A-Frame Family Beach Getaway - Sleeps 8
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Book your perfect beach getaway at this charming 4-bedroom, 2-bath A-frame home tucked away in the peaceful community of ...
From $502 per night (USD)
Expedia
From $269 per night (USD)
VRBO
White Horse Park-Skipjack Court 120
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
You will enjoy a laid-back coastal escape in this inviting two bedroom home, tucked within a quiet bayside community. Ac ...
From $269 per night (USD)
VRBO
From $588 per night (USD)
Expedia
3BR/2BA Ocean Pines golf course home near Yacht Club, marina & pools—minutes to Ocean City beaches!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to your relaxing Ocean Pines golf course retreat, a 3-bedroom, 2-bath coastal home ideally located near the Ocea ...
From $588 per night (USD)
Expedia
From $353 per night (USD)
VRBO
5 Bedroom 3 bath Home in Ocean Pines
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
5 Bedroom Home in Ocean Pines Beautifully nestled on a wooded lot, this spacious and fully renovated two-story, five-be ...
From $353 per night (USD)
VRBO
From $697 per night (USD)
Expedia
Costal Modern Retreat with 4 bedrooms and cental air
Bedrooms:
3
Bathrooms:
4
Sleeps:
13
Unwind in Ocean Pines at this fabulous house. With four bedrooms featuring a mix of queen, king, bunk, full, and twin be ...
From $697 per night (USD)
Expedia
From $426 per night (USD)
VRBO
The Nest
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Summary: Gorgeous home with an enclosed yard, grill, fireplace, chef's kitchen, AC, & W/D The Space: This centrally ...
From $426 per night (USD)
VRBO
From $1082 per night (USD)
Expedia
3BR/2BA Ocean Pines Home w/ Screened Porch & Deck Near Pools, Golf & Yacht Club! NEW LISTING!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Escape to this 3BR/2BA Ocean Pines retreat featuring a private deck and screened porch—perfect for morning coffee or eve ...
From $1082 per night (USD)
Expedia
From $588 per night (USD)
VRBO
Battersea on the Canal
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Summary: Home on canal with views, spacious deck & lovely interior The Space: You’ll fall in love with this tranqui ...
From $588 per night (USD)
VRBO
From $520 per night (USD)
Expedia
Stop And Relax
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
<p>Close to theme parks, the sea, and more, this smoke-free vacation home brings it all within reach. Thanks to the conv ...
From $520 per night (USD)
Expedia
From $279 per night (USD)
VRBO
Coral Shells
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Eastern Shore Getaway with Screened Porch, & WiFi The Space: Situated mere minutes from the coast in the b ...
From $279 per night (USD)
VRBO
From $364 per night (USD)
Expedia
A Watertown Getaway
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Summary: Modern home with screened deck, central AC, washer/dryer & well-equipped kitchen The Space: This spacious, ...
From $364 per night (USD)
Expedia
From $397 per night (USD)
VRBO
Beaconhill Road 68
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Ocean Pines Home with Central AC, Porch, Balcony, & WiFi The Space: Beautifully tucked into the woods of O ...
From $397 per night (USD)
VRBO
From $340 per night (USD)
Expedia
28 White Horse Dr
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Spacious Ocean Pines home w/deck, grill, fire pit, games, WiFi, wash/dryer & AC The Space: Welcome to your ...
From $340 per night (USD)
Expedia
From $350 per night (USD)
VRBO
Teal Haven
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Dog-friendly Coastal Home with access to Community Amenities The Space: Beach vibes and sunshine are in ab ...
From $350 per night (USD)
VRBO
From $331 per night (USD)
Expedia
Dove Lane 8
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Canalside Home in Ocean Pines with Large Deck The Space: This two-level, canal-front home enjoys a truly b ...
From $331 per night (USD)
Expedia
From $412 per night (USD)
VRBO
Ocean Pines Fairway
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Summary: Home with central AC, gas fireplace, washer/dryer, fire pit, & shared pools The Space: Central to golf cou ...
From $412 per night (USD)
VRBO
From $479 per night (USD)
Expedia
Seafarer 7
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Summary: Dog-friendly home with wood-burning fireplace, central AC, & WiFi The Space: This three-bedroom, two-and-a ...
From $479 per night (USD)
Expedia
From $404 per night (USD)
VRBO
37 Moonraker Road
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Spacious - Ocean Pines home w/screened porch, full kitchen, washer/dryer & WiFi The Space: Welcome to your ...
From $404 per night (USD)
VRBO
From $373 per night (USD)
Expedia
Borderlinks 20
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Waterfront townhome on the golf course with private deck, & paid-access pools The Space: Welcome to your p ...
From $373 per night (USD)
Expedia
From $426 per night (USD)
VRBO
14 Clipper on the Bay
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Waterfront oasis with 4 decks, grill, free WiFi, pool access, dock & central AC The Space: Get a taste of ...
From $426 per night (USD)
VRBO
From $490 per night (USD)
Expedia
Trinity Place Treasure
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Summary: Fantastic gem near the beach with fast WiFi, grill, central AC & WD The Space: Take a break from it all an ...
From $490 per night (USD)
Expedia
From $284 per night (USD)
VRBO
22 Harpoon Rd
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Serene Ocean Pines home w/private deck all-season room & fully stocked kitchen The Space: Located in the c ...
From $284 per night (USD)
VRBO
From $386 per night (USD)
Expedia
838 Ocean Parkway
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Summary: Lovely Ocean Pines home w/picnic area, firepit, fully stocked kitchen, AC & WiFi The Space: Welcome to you ...
From $386 per night (USD)
Expedia
From $1018 per night (USD)
VRBO
Marina Dr 11347
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Summary: Magnificent waterfront paradise w/private dock & access to community pool The Space: Escape to your own pr ...
From $1018 per night (USD)
VRBO
From $760 per night (USD)
Expedia
River Run 135
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Sun-filled retreat near beaches w/ pool access, golf, fireplace, W/D, & sunroom The Space: Welcome to your ...
From $760 per night (USD)
Expedia
From $384 per night (USD)
VRBO
Tranquil Woods
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Quiet retreat with screened porch, large deck, and central AC The Space: Relaxation comes easy at this tra ...
From $384 per night (USD)
VRBO
From $626 per night (USD)
Expedia
Drawbridge Rd 38
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Canalside home with lovely deck, central AC, & WiFi The Space: Serenely situated at the tip of a canal in ...
From $626 per night (USD)
Expedia
From $674 per night (USD)
VRBO
14 Goldeneye Court
Bedrooms:
2
Bathrooms:
4
Sleeps:
11
Summary: Luxury waterfront retreat w/sunroom, patio, kayaking, grill, and bay views The Space: Welcome to your perf ...
From $674 per night (USD)
VRBO
From $415 per night (USD)
Expedia
Turtle Shores-22 Boston
Bedrooms:
2
Bathrooms:
3
Sleeps:
11
Summary: Canal-front dog-friendly home, sports courts, views The Space: Make yourself at home at this fantastic Oce ...
From $415 per night (USD)
Expedia
From $657 per night (USD)
VRBO
The Point 1437
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Summary: Luxury Ocean Pines home w/all season room, private deck, grill & full kitchen The Space: Welcome to your l ...
From $657 per night (USD)
VRBO
From $414 per night (USD)
Expedia
5 Whitecap
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Summary: Contemporary, spacious home with fire pit, washer/dryer, & central AC The Space: Contemporary and spacious ...
From $414 per night (USD)
Expedia
From $648 per night (USD)
VRBO
4BR Coastal Getaway - Golf, Pool & OC Beach access in Berlin, MD
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: River Run - Golf 132B - Coastal resort with pool, golf, fireplace, W/D, & sunroom The Space: Offering the ...
From $648 per night (USD)
VRBO
From $308 per night (USD)
Expedia
Coastal Comfort in Ocean Pines | Minutes to Ocean City
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Escape to this inviting 3-bedroom home nestled in the peaceful Ocean Pines community, just minutes from the excitement o ...
From $308 per night (USD)
Expedia
From $704 per night (USD)
VRBO
Cozy 3-bedroom house in charming Ocean Pines with AC
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Ocean Pines is waiting for you at this 3-bedroom house. Inside, guests find three queen beds, a cozy bunk bed, and a chi ...
From $704 per night (USD)
VRBO
From $430 per night (USD)
Expedia
Woodland Retreat | Cozy 3BD in Ocean Pines
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Welcome to Woodland Retreat, a peaceful 3-bedroom, 2-bath coastal home tucked away on a private wooded lot in ...
From $430 per night (USD)
Expedia
From $296 per night (USD)
VRBO
2 Decks & Pool Access: Ocean Pines Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cozy Fire Pit | 10 Mi to Ocean City Beach | Scenic Bike Ride to the City Find your coastal bliss at this charming Ocean ...
From $296 per night (USD)
VRBO
From $425 per night (USD)
Expedia
Seashell Shores Beach House
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Summary: Welcome to Seashell Shores Beach House, a pet-friendly 3BR/2BA retreat in Ocean Pines with a Beach Club parkin ...
From $425 per night (USD)
Expedia
From $440 per night (USD)
VRBO
Brand New Beach House | Sleeps 8 | Ocean Pines, MD
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Located in Ocean Pines' newest sub-division, this brand-new single-level home offers the rare combination of resort amen ...
From $440 per night (USD)
VRBO
From $772 per night (USD)
Expedia
Water's Edge Retreat OCMD
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Enjoy a family-friendly waterfront escape in Ocean Pines! This 4BR, 2.5BA canal-front home features a private dock perfe ...
From $772 per night (USD)
Expedia
From $711 per night (USD)
VRBO
The Cove at Ocean Pines | Boater’s Paradise
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Summary: Welcome to The Cove at Ocean Pines, a beautifully remodeled 3,003 sq. ft. waterfront retreat tucked away on a ...
From $711 per night (USD)
VRBO
From $520 per night (USD)
Expedia
62 Newport Dr
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Summary: ★★ Things to Know ★★ ✹ Must be 25+ to rent and stay - no graduating HS groups. ✹ Parking: 4 cars in private ...
From $520 per night (USD)
Expedia
From $1050 per night (USD)
VRBO
Cozy home featuring a screened-in porch and access to a refreshing pool. Your oasis awaits!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Welcome to your Ocean Pines, MD getaway! This charming 3-bedroom, 2-bath home offers comfort, space, and a relaxing scre ...
From $1050 per night (USD)
VRBO
From $228 per night (USD)
Expedia
Inn on Turville Cottage, Sleeps 4, waterfront
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: "Drift Inn" is one of 7 units making up the Inn at Turville Creek. This amazing waterfront Cottage is directly ...
From $228 per night (USD)
Expedia
From $853 per night (USD)
VRBO
Sea La Vie- 4 Br - sleeps 10 - private pool
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: Experience waterfront living at The Inn on Turville Creek. The main house has stunning views sleeps 10 and fea ...
From $853 per night (USD)
VRBO
From $228 per night (USD)
Expedia
Inn of Turville Cottage, Sleeps 4, Waterfront
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: "Coconut Grove" is one of 7 units making up the Inn at Turville Creek. This amazing waterfront Cottage is dire ...
From $228 per night (USD)
Expedia
From $227 per night (USD)
VRBO
Inn on Turville Cottage, Sleeps 4, Waterfront
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: "Coral Tides" is one of 7 units making up the Inn at Turville Creek. This amazing waterfront Cottage is direct ...
From $227 per night (USD)
VRBO
From $228 per night (USD)
Expedia
Inn on Turville Cottage, Sleeps 4, Waterfront
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: "Sunset Cove" is one of 7 units making up the Inn at Turville Creek. This amazing waterfront Cottage is direct ...
From $228 per night (USD)
Expedia
From $228 per night (USD)
VRBO
Inn on Turville Cottage, Sleeps 4, Waterfront
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: "Day Break" is one of 7 units making up the Inn at Turville Creek with breathtaking sunrises. This amazing wa ...
From $228 per night (USD)
VRBO
From $227 per night (USD)
Expedia
Inn on Turville Cottage, Sleeps 4, waterfront
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: "Sea Breeze" is one of 7 units making up the Inn at Turville Creek. This amazing waterfront Cottage is directl ...
From $227 per night (USD)
Expedia
From $286 per night (USD)
VRBO
3 Bedroom Family Retreat in Ocean Pines!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Relaxation awaits in this beautifully designed one-level home, nestled on a quiet cul-de-sac in the award-winning Ocean ...
From $286 per night (USD)
VRBO
From $1716 per night (USD)
Expedia
Grand Pines Getaway | Backyard, Gas Grill, + Beach
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Summary: Welcome to Grand Pines Getaway, a spacious multi-level coastal retreat in Ocean Pines just 7 miles from the be ...
From $1716 per night (USD)
Expedia
From $478 per night (USD)
VRBO
The Treetop | Rooftop Deck & Screened Porch
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Welcome to The Treetop, a coastal retreat where modern comfort meets serene nature views. This 3-bedroom, 2.5- ...
From $478 per night (USD)
VRBO
From $779 per night (USD)
Expedia
Ocean Pines 6BR Canal Front Home
Bedrooms:
3
Bathrooms:
6
Sleeps:
16
Summary: Escape to Family Tides, a spacious 6-BR waterfront retreat in Ocean Pines for 16 guests. Enjoy stunning canal ...
From $779 per night (USD)
Expedia
From $596 per night (USD)
VRBO
Ocean Serenity - Peaceful, Private Home near Ocean City & Assateague Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: New Property Listing for 2026!!! ★★ Things to Know ★★ ✹ Must be 25+ to rent and stay - no graduating HS grou ...
From $596 per night (USD)
VRBO
From $438 per night (USD)
Expedia
Coastal Tides & Pines | Dog Friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Welcome to Coastal Tides & Pines — a cozy 3-bedroom, 2-bath coastal escape nestled in the trees of Ocean Pines ...
From $438 per night (USD)
Expedia
From $449 per night (USD)
VRBO
Home A Wave From Home | Fun Filled Yard + Fire pit
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Welcome to Home A Wave From Home — a fresh coastal-modern getaway in Ocean Pines! This beautifully renovated 3 ...
From $449 per night (USD)
VRBO
From $461 per night (USD)
Expedia
Manklin Creek Retreat | Water Views + Boat Dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Welcome to Manklin Creek Retreat, your serene waterfront getaway in Ocean Pines. This 3-bedroom + loft, 2.5-ba ...
From $461 per night (USD)
Expedia
From $350 per night (USD)
VRBO
32 Borderlinks by Seaside Vacations & Sales
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your ideal coastal Golf Getaway, 32 Borderlinks! This charming 3 Bedroom, 2 Bath townhouse is nestled directl ...
From $350 per night (USD)
VRBO
From $449 per night (USD)
Expedia
Duck Cove Retreat | Screened Deck + Grill
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Welcome to Duck Cove Retreat, a newly updated 3-bedroom, 2-bath getaway designed for memorable family time. En ...
From $449 per night (USD)
Expedia
From $702 per night (USD)
VRBO
Charming 4-bedroom Beach House in Ocean Pines
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Consider this house your home away from home while you visit Ocean Pines. Just 12 minutes to Ocean City, Md. and 20 minu ...
From $702 per night (USD)
VRBO
From $445 per night (USD)
Expedia
Ocean Pines Resort Home with Porch
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Vacation in this private, pet-friendly home in Northside Ocean Pines, with deck and screened in porch. This c ...
From $445 per night (USD)
Expedia
From $723 per night (USD)
VRBO
Private Oasis | Backyard Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Summary: Welcome to Private Oasis! Enjoy a freshly updated getaway featuring a new upstairs bath with walk-in shower, n ...
From $723 per night (USD)
VRBO
From $376 per night (USD)
Expedia
Canalfront Oasis | Boat Dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Welcome to Canal Front Oasis, a peaceful 3BR/2BA getaway in Ocean Pines, MD with a private driveway and stunni ...
From $376 per night (USD)
Expedia
From $412 per night (USD)
VRBO
Park Place | Waterfront Views + Boat Dock
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Summary: Welcome to Park Place! This spacious 5-bedroom, 2-bath canal-front retreat offers stunning water views and a b ...
From $412 per night (USD)
VRBO
From $605 per night (USD)
Expedia
6 Sandy Circle by Seaside Vacations & Sales
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Has your family been yearning for a special escape to reconnect and unwind? Look no further than 6 Sandy Circle! Located ...
From $605 per night (USD)
Expedia
From $613 per night (USD)
VRBO
Ocean Serenity! Waterfront•Boat Dock•BeachClubPass•Sleeps 15
Bedrooms:
2
Bathrooms:
5
Sleeps:
15
A perfect coastal retreat A-Wave from it all nestled in amenities-rich community of Ocean Pines! A spacious comfortable ...
From $613 per night (USD)
VRBO
From $436 per night (USD)
Expedia
CUTE AND COZY IN OCEAN PINES
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy the amenities of Ocean Pines in this comfortable 3 BR home. Features a spacious living room with gas fireplace, a ...
From $436 per night (USD)
Expedia
From $817 per night (USD)
VRBO
The Foxes Den
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: The Foxes Den: Stylish Ocean Pines Getaway with Open Living & Outdoor Entertaining The Space: Welcome to F ...
From $817 per night (USD)
VRBO
From $447 per night (USD)
Expedia
Renovated Ocean Pines Escape • 3BR + Loft • Decks, Fire Pit, Grill + Beach Club Pass
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
BEACH THEMED 3 BEDROOM HOME WITH LOFT | 865 OCEAN PARKWAY This beach themed 3 bedroom home with a loft has all of the co ...
From $447 per night (USD)
Expedia
From $419 per night (USD)
VRBO
Harborview Drive 17 - Ocean Pines, MD waterfront
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Escape to the tranquility of North Ocean Pines in this spacious two-level waterfront home overlooking the scenic Saint M ...
From $419 per night (USD)
VRBO
From $283 per night (USD)
Expedia
Offshore Tails, Relax with your pets in Ocean Pines, Near OCMD. No pet fee!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
You and your pets (up to 4, no breed/size restriction) can forget your worries in this serene home with spacious bedroom ...
From $283 per night (USD)
Expedia
From $668 per night (USD)
VRBO
Hook, Wine, & Sinker | Bay Views + Boat Dock
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Welcome to Hook, Wine & Sinker! This riverfront 4BR, 2.5BA home sleeps 8 and offers stunning bay views, a priv ...
From $668 per night (USD)
VRBO
From $413 per night (USD)
Expedia
323 Yacht Club's New Chapter | Peaceful Bay greenery retreat
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Summary: ★★ Things to Know ★★ ✹ Must be 25+ to rent and stay - no graduating HS groups. ✹ Parking: Two private drivew ...
From $413 per night (USD)
Expedia

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Results: 212 Rentals